[go: up one dir, main page]

WO2017093180A1 - Condensed bicyclic heterocycle derivatives as pest control agents - Google Patents

Condensed bicyclic heterocycle derivatives as pest control agents Download PDF

Info

Publication number
WO2017093180A1
WO2017093180A1 PCT/EP2016/078989 EP2016078989W WO2017093180A1 WO 2017093180 A1 WO2017093180 A1 WO 2017093180A1 EP 2016078989 W EP2016078989 W EP 2016078989W WO 2017093180 A1 WO2017093180 A1 WO 2017093180A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
spp
cycloalkyl
alkoxy
alkylthio
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2016/078989
Other languages
German (de)
French (fr)
Inventor
Rüdiger Fischer
Dominik HAGER
Laura HOFFMEISTER
Nina Kausch-Busies
David WILCKE
Matthieu WILLOT
Kerstin Ilg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
Original Assignee
Bayer CropScience AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer CropScience AG filed Critical Bayer CropScience AG
Publication of WO2017093180A1 publication Critical patent/WO2017093180A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Definitions

  • the present invention relates to novel condensed bicyclic heterocyclic derivatives of the formula (I), their use as acaricides and / or insecticides for combating animal pests, in particular arthropods and in particular insects and arachnids, and methods and intermediates for their preparation.
  • condensed bicyclic heterocyclic derivatives which have advantages over the already known compounds, e.g. are better biological or ecological properties, broader application methods, better insecticides, acaricidal activity, as well as a good tolerance to crops exemplified.
  • the condensed bicyclic heterocyclic derivatives can be used in combination with other agents for improving the effectiveness in particular against difficult-to-control insects.
  • the present invention therefore relates to novel compounds of the formula (I)
  • Ac and Ad stands for nitrogen and where Aa, Ab, Ac and Ad can not simultaneously be nitrogen,
  • R 1 is (Ci-C 6 ) Alkyi, (Ci-C 6 ) haloalkyl, (C 1 -C 6 ) cyanoalkyl, (C 1 -C 6 ) hydroxyalkyl, (G-C 6 ) alkoxy- (Ci-C 6 ) alkyl, (Ci-C 6) Haiogenalkoxy- (Ci-C 6) alkyl, (C 2 -C 6) alkenyl, (C 2 - C 6) alkenyloxy (Ci-C6) allcyl, (C 2 -C 6 ) Halogenalkenyloxy- (Ci-C 6) alkyl, (C 2 -C 6) haloalkenyl, (C 2 -C 6) Cyanoalkenyi, (C 2 -C 6) Alkmyl, (C 2 -C ”) alkynyloxy (Ci- C ”) alkyl, (C 2 -
  • C 6 haloalkylsulfonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkoxy) C 1 -C 18 alkylsulfmyl (C 1 -C 6 ) alkyl, (GG) alkoxy (C 1 -C 6 ) alkylsulfonyl (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkylcarbonyl ( C 1 -G) alkyl, (C 1 -C 6) haloalkylcarbonyl (C 1 -C 6) alkyl, (C 1 - C 6) alkoxycarbonyl (C 1 -C 6) alkyl, (C 1
  • R 1 is in each case optionally monosubstituted or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, amino, carboxy, carbamoyl, (G-C 6 ) alkyl, (C 3 -C 8 ) cycloalkyl, (C 1 -C 6 ) -alkoxy , (Ci-C 6 ) haloalkyl, (Ci-C 6 ) haloalkoxy, (Ci-C 6 ) alkylthio, (Ci-C 6 ) alkylsulfmyl, (Ci-C 6 ) alkylsulfonyl, (Ci-C 6 ) alkylsulfimino , (C 1 -C 6 ) alkylsulfimino (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkylsulfimino (C 2 -C 6 ) al
  • Ce alkoxyimino, (Ci-Ce) alkylthio, (Ci-Ce) haloalkylthio, (C 1 -C 6 ) alkoxy- (C 1 -Ce) alkylthio, (C 1 -C 6 ) alkylthio (C i -C 6 ) alkyl, (Ci-Ce) Aikylsulfinyl, (C 1 -C 6) haloalkyl sulfmyl, (G- Ce) alkoxy (C1-C6) alkylsulfmyl, (C 1 -C 6) Alkylsulfmyl- (C 1 -G talcyl, (C 1 -C 6 ) alkylsulphonyl, (C 1 -C 6 ) haloalkylsulphonyl, (C 1 -Ce) alkoxy (C 1 -Ce) alkylsulphonyl, (C 1
  • Ce) alkylcarbonylamino in each case optionally monosubstituted or polysubstituted, identically or differently substituted aryl or hetaryl, where (in the case of hetaryl) optionally at least one carbonyl group may be contained and / or being suitable as substituents in each case: cyano, carboxyl , halogen, nitro, acetyl, hydroxy, amino, SCN, tri- (C 1 -Ce) alkylsilyl, (C 3 - C 8) cycloalkyl, (C 3 -C 8) cycloalkyl (C 3 -C 8) cycloaikyl, (Ci-C 6 ) Aikyl- (C 3 -
  • C 8 cycloalkyl, halo (C 3 -C 8 ) cycloalkyl, (C 1 -C 6 ) alkyl, (C 1 -C 6) haloalkyl, (C 1 -C 6) cyanoalkyl, (C 1 -C 6) hydroxyalkyl, hydroxycarbonyl (C 1 -C ”) -alkoxy,
  • Cs-Ce-Halocycioalkyl, halogen, CN, NO :, CVCi-alkoxy, CV Vhaloalkoxy may be substituted, n is 0, 1 or 2.
  • the compounds of the formula (I) have very good activity as pesticides, preferably as insecticides and / or acaricides, moreover, as a rule, are very well tolerated by plants, in particular with respect to crop plants.
  • R 1 is preferably (Ci-C 4 ) alkyl, (Ci-C 4 ) hydroxyalkyl, (GC 4 ) haloalkyl, (G-C 4 ) cyanoalkyl, (C i -C 4 ) alkoxy (C i -C 4 alkyl), (C i -C 4) haloalkoxy (C i -C 4) alkyl, (C 2 - C 4) alkenyl, (C 2 -C 4) alkenyloxy (Ci-C 4) alkyl, (C 2 C 4 ) haloalkenyioxy- (C 1 -C 4 ) alkyl, (C 2 -
  • C 4 haloalkylthio (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkylsulfmyl (C 1 -C 4 ) alkyl, (C 1 - C 4) Haiogenalkylsulfinyl- (Ci-C4) alkyl, (C i -C 4) alkylsulfonyl (Ci -C 4) alkyl, (C-C 4) Alkylcarbonyi- (GC 4) alkyl, (C i -C 4 ) Haloalkylcarbonyl- (C 1 -C 4 ) -alkyl, (C-)
  • C 4 alkylsulfonylamino, or in each case optionally single or double, identical or different, by Aryi, Hetary! or heterocyclyl substituted (GC 4) alkyl, (Ci-C 4) alkoxy, (C 2 -C 4) alkenyl, (C 2 - C 4) alkynyl, (C3 -G) cycloalkyl, wherein aryl or heterocyclyl each Hetary 1 optionally mono- or disubstituted by identical or different halogen, cyano, carbamoyl, aminosulfonyl, (GG) alkyl, (C 3 -C 4 ) cycloalkyl, (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) haloalkyl, (G-C 4 ) haloalkoxy, (Ci-C 4 ) alkylthio, (Ci-C 4 ) alkylsulfmyl,
  • R 3 independently of one another are preferably hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri (C 1 -C 4 ) alkylsilyl, (C 3 -C 6 ) cycloalkyl, (GG) cycloalkyl- (C 3 - G) cycloalkyl, (C 1 -C 4) alkyl- (C 3 -G) cycloalkyl, halo (C 3 -C 6) cycioalkyl, (Ci-C 4) alkyl, (G- C 4) haloalkyl, ( Ci-C 4) cyanoalkyl, (GC 4) hydroxyalkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (C 2 - C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalken
  • (Ci-C 4) cyanoalkyl, (Ci-C 4 ) hydroxyalkyl, (C i -C 4) alkoxy (C i -C 4) alkyl, (G- C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (G- C 4) haloalkynyl, (C 2 -C 4) cyanoalkynyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (G- C 4) cyanoalkoxy, (C i -C 4) alkoxy (C i -C 4) alkoxy, (C i -C 4) Alkylhydroxyimino, (G- C 4) alkoxyimino, (Ci-C 4) alkyl (C i -C 4)
  • GG-halocycloalkyl, halogen, CN, G-Gt-alkoxy, G-Gi-haloalkoxy may be substituted, n is preferably
  • R 1 particularly preferably represents (Ci-C 4) alkyl, (Ci-C 4) hydroxyalkyl, (Ci-C 4) haloalkyl, (G- C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) -haloalkynyl, (C 3 -C 6) cycloalkyl, (Ci-C 4) alkylthio (C 1 -C 4) -alkyl, (G-C4) Alkylsulfmyl- ( C 1 -C 4 ) alkyl or (C 1 -C 4 ) alkylsulfonyl (C 1 -C 4 ) alkyl,
  • R-, R 3 independently of one another particularly preferably represent hydrogen, cyano, halogen, nitro, hydroxyl, amino, SCN, tri (C 1 -C 4 ) -alkylsilyl, (C 3 -C 6 ) -cycloalkyl, (GG) -cycloalkyl- ( G C 6) cycloalkyl, (Ci-C 4) alkyl (C 3 -C 6) cycloalkyl, halo (C3-C6) cycloalkyi, (Ci-C 4) alkyl, (G- C 4) Halogenalkyi, (GC 4) Cyanoaikyl, (GG) alkoxy (GC 4) alkyl, (C 2 -C 4) alkenyl, (GC 4) haloalkenyl, (C 2 -C 4) Cyanoaikenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) Halogenaikiny
  • R 4 particularly preferably represents (GC 4 ) alkyl, (C 1 -C 4 ) haloalkyl, (C 1 -C 4 ) cyanoalkyl, (G-C 4 ) hydroxyalkyl, (C 1 -C 4 ) alkoxy (C 1 -C 4 ) alkyl 4), (Ci-C 4) Halogenaikoxy- (Ci-C4) aikyi, (C 2 - C 4) alkenyl, (C 2 -C 4) alkenyloxy (C i -C 4) alkyl, (C 2 -C 4) Halogenalkenyloxy- (Ci-C 4) alkyl, (C 2 - C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) alkynyloxy (C i -C 4) alkyl, (C 2
  • Embodiment 4-1 wherein the bond to the substituent Q is marked with a wavy line and the bond to the sulfur atom with an asterisk * and R 1 , R, R ⁇ Q, R 4 , R ⁇ R "and n have the meanings given in embodiment 3-1.
  • R ' is very particularly preferably methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclobutyl, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, Tri fluoroethyl.
  • R 1 is methyl, ethyl, n-propyl, i-propyl or cyclopropyl
  • R, R 3 are each independently hydrogen, cyano, halogen, (GC alkyl, (Ci-C 4 ) haloalkyl, (Ci-C 4 ) haloalkoxy, (Ci-C 4 ) alkylthio, (Ci-C 4 ) alkylsulfmyl , (G- C 4) alkylsulfonyl, (Ci-C4) haloalkylthio, (Ci-C 4) Halogenalkylsulfmyl, (G- C 4) haloalkylsulfonyl, or NHCO- (Ci-C 4) alkyl ((GG) alkylcarbonylamino),
  • Q stands for a heteroaromatic 9-membered anneli investigating bicyclic ring system from the series Q2, Q3, Q10, Q14 or Q16,
  • R 4 is hei * pre-raised for methyl, ethyl, i-propyl, methoxymethyl or methoxyethyl, (especially represents methyl), R represents hydrogen, cyano, halogen, (GC 4) -alkyl, (C i -C 4) haloalkyl, (C3-C6) cycloalkyl, (Ci-C 4) alkoxy, (GC 4) haloalkoxy, (Ci-C4) alkoxyimino, (Ci-C 4) alkylthio, (Ci-C4) haloalkylthio, (Ci-C 4) Alkylsulfmyl, (Ci-C 4) Halogenalkylsulfmyl, (G- C 4) alkylsulfonyl, (Ci-C4) haloalkylsulfonyl, (Ci-C4) alkylaminocarbonyl, di- (Ci-C4)
  • R ' is hydrogen, n is 0, 1 or 2.
  • Ad C (H) -
  • at least A is A from the series Aa and Ab is nitrogen, with the structural units A1 or A2 being highlighted, R 'being methyl, ethyl, n-propyl, i-propyl or cyclopropyl, R 2 , R 'are independently hydrogen
  • R 4 is methyl, ethyl, i-propyl, methoxymethyl or methoxyethyl
  • R 5 is fluorine, chlorine, bromine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl (CH 2 -CFH -, CIIHC, difluoroethyl (CF 2 CH 3 , CH-CIFF, CHFCFH 2 ), trifluoroethyl, (CH 2 CF 3, CII FC HF -, CF 2 CF 2 ), tetrafluoroethyl (CHFCF 3 , CF 2 CHF 2 ), pentafluoroethyl, trifluoromethoxy, difluorochloromethoxy, dichlorofluoromethoxy or trifluoromethylthio,
  • R 6 stands for hydrogen, n stands for 0, 1 or 2.
  • R 1 is especially ethyl
  • R ⁇ R 3 are especially hydrogen, in particular a heteroaromatic 9-membered fused bicyclic ring system from the series Q2 or Q3,
  • R 5 is in particular trifluoromethyl or pentafluoroethyl
  • R 6 is, in particular, hydrogen
  • n is in particular 0 or 2.
  • Ad etehteht in particular for C (H) -, wherein mindeetene one A from the series Aa and Ab etiquette for Sticke etehtt , wherein in particular the structural units A1 or A2 result
  • R 1 stands in particular for Ethyi, R ", R 3, in particular for Waeeeretoff,
  • Q is particularly illustrative of a heteroaromatic, 9-membered bicyclohexylated ringyetene of the series Q3, R 4, especially methyl,
  • R 5 is particularly trifluoromethyl
  • R 6 is especially hydrogen
  • n is especially 0 or 2.
  • the invention relates to compounds of formula (I), wherein Q is Ql and Aa, Ab, Ac, Ad, R 1, R 2, R ⁇ R 4, R 5, R 'and n are as in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment
  • the invention relates to compounds of the formula (I) in which Q is Q 2 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 4 , R ⁇ R 'and n in the embodiment (3-1) or configuration (3-2) or embodiment (4-1) or configuration (4-2) or configuration (5-1) or embodiment (5-2) or Embodiment (6-1) or embodiment (6-2) have described meanings.
  • the invention relates to compounds of formula (I), wherein Q fr Q3 is and Aa, Ab, Ac, Ad, R 1, R 2, R 3, R 4, R ⁇ R 6 and n are as in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described.
  • the invention relates to compounds of formula (I) wherein Q is Q4 and Aa, Ab, Ac, Ad, R 1 , R 2 , R ", R 4 , R ⁇ R" and n are those described in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described.
  • the invention relates to compounds of formula (I) wherein Q is 05 and Aa, Ab, Ac, Ad, R 1 , R 2 , R. R 4 , R ⁇ R 'and n in the embodiment (3-1) or embodiment (3-2) or embodiment (4-1) or configuration (4-2) or configuration (5-1) or embodiment (5- 2) or embodiment (6-1) or embodiment (6-2) have described meanings.
  • the invention relates to compounds of formula (I), wherein Q is Q6 and Aa, Ab, Ac, Ad, R 1, R ⁇ R ⁇ R 4, R ⁇ R "and n (in embodiment 3-1) or design (3-2) or design (4-1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or design (6th have -2) described meanings.
  • the invention relates to compounds of formula (I), wherein Q is Q7 and Aa, Ab, Ac, Ad, R 1, R, R '.
  • R' ⁇ R ⁇ R 'and n in the embodiment (3-1) or the embodiment (3-2) or the embodiment (4-1) or the configuration (4-2) or the configuration (5-1) or the configuration (5-2) or the configuration ( 6-1) or embodiment (6-2) have described meanings.
  • the invention relates to compounds of formula (I) wherein Q is Q8 and Aa, Ab, Ac, Ad, R 1, R 2, R ⁇ R 4, R ⁇ R 6 and n are as in embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment ( 6-2) have been described.
  • the invention relates to compounds of the formula (I), where Q is for Q9 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 6 and n are those in the embodiment (3-1) or the embodiment (3-2) or the embodiment (4-1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or design (6-2) have described meanings.
  • the invention relates to compounds of formula (I), wherein Q is Q10 and Aa, Ab, Ac, Ad, R 1, R 2, R ⁇ R 4, R ⁇ R 'and n are as in embodiment (3-1) or
  • the invention relates to compounds of formula (I), wherein Q for QU is and Aa, Ab, Ac, Ad, R 1, R 2, R ⁇ R " ', R ⁇ R" and n are as in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described.
  • the invention relates to compounds of the formula (I) in which Q is Q 1 2 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 3 , R ' R ' R "and n that in the embodiment (3-1) or the embodiment (3-2) or the configuration (4-1) or the configuration (4-2) or the configuration (5-1) or the configuration (5-2) or the configuration (6-1) or embodiment (6-2) have described meanings.
  • the invention relates to compounds of formula (I), wherein Q for Q 1, and Aa, Ab, Ac, Ad, R 1, R 2, R ⁇ R ⁇ R ⁇ R "and n are as in embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment ( 6-2) have been described.
  • the invention relates to compounds of the formula (I) in which Q is Q14 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 1 R 'and n are those in the configuration (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment ( 6-2) have been described.
  • the invention relates to compounds of the formula (I) in which Q is Q 1 5 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 1 R 3 and n den in embodiment (3-1) or design (3-2) or design (4-1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or Embodiment (6-2) have described meanings.
  • the invention relates to compounds of the formula (I) where Q is for Q16 stands and Aa.
  • Ab, Ac, Ad, R 1, R 2, R 3, R 4, R ⁇ and n is the embodiment in (3-1) or embodiment (3-2) or embodiment (4-1) or embodiment (4-2 ) or design (5-1) or design (5-2) or design (6-1) or design (6-2) have described meanings.
  • the invention relates to compounds of the formula (I) in which Q is Q17 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 3 , R 4 , R 6 R 6 and n are those described in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described.
  • the invention relates to compounds of the formula (I) in which Q is Q18 and Aa. Ab, Ac, Ad, R !
  • the invention relates to compounds of the formula (I) in which Q is Q19 and Aa.
  • Q is Q19 and Aa.
  • the invention relates to compounds of the formula (I), where Q is for
  • R 1 , R 2 , R 3 and n are in the embodiment (1) or embodiment (2) or embodiment (3-1) or embodiment (3-2) or embodiment (4- 1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or design (6-2) have described meanings.
  • the invention relates to compounds of the formula (I), wherein
  • Embodiment (4-1) or embodiment (4-2) or embodiment (5-1) or embodiment (5-2) or embodiment (6-1) or embodiment (6-2) have described meanings.
  • the substituent Aa is identical to the substituent A a ; the substituent Ab is identical to the substituent A b , the substituent Ac is identical to the substituent A c , the substituent Ad is identical to the substituent A d . in the preferred definitions, unless otherwise stated,
  • Halogen selected from the group fluorine, chlorine, bromine and iodine, preferably in turn from the series fluorine, chlorine and bromine,
  • halogen is selected from the group fluorine, chlorine, bromine and iodine, preferably in turn from the series fluorine, chlorine and bromine,
  • alkyl either alone or in combination with other terms, such as, for example, haloacylic, means in the context of the present invention a radical of a saturated, aliphatic hydrocarbon group having 1 to 12 carbon atoms
  • C 1 -C 2 -alkyl radicals are methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, iso-pentyl, neopentyl, tert-pentyl, 1-methylbutyl, 2-methylbutyl, 1-ethylpropyl, 1.2-dimethylpropyl, hexyl n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl and n- Of these alkyl radicals, C 1
  • alkynyl either alone or in combination with other terms, according to the invention a linear or branched C 2 -C 2 alkynyl having at least one triple bond, for example, ethynyl, I Preferred are Cs-Ce-alkynyl radicals and particularly preferred are C 1 -C 7 -alkyl radicals The alkynyl radical may also have at least one double bond.
  • cycloalkyl either alone or in combination with other terms, according to the invention a C3-C8-cycloalkyl understood, for example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl, understood Preferred of these are Cs-Ce-cycloalkyl radicals.
  • alkoxy either alone or in combination with other terms, such as, for example, haloalkoxy, is understood herein to mean a radical O-alkyl, the term “alkyl” having the meaning given above.
  • haloalkyl is simply or repeatedly haliogeniert up to the maximum possible sub stituentenress.
  • the halogen atoms may be the same or different.
  • Halogen is fluorine, chlorine, bromine or iodine, in particular fluorine, chlorine or bromine.
  • optionally substituted radicals may be monosubstituted or polysubstituted, with multiple substituents the substituents being the same or different.
  • Very particularly preferably used according to the invention are compounds of the formula (I) which contain a combination of the meanings given above as being very particularly preferred.
  • Useful according to the invention are compounds of the formula (I) in which a combination of the meanings listed above is present.
  • compounds of the formula (I) which contain a combination of the meanings given above as being particular are used according to the invention.
  • the compounds of the formula (I) can be present as geometrical and / or as optically active isomers or corresponding isomer mixtures in different compositions. These stereoisomers are, for example, enantiomers, diastereomers, atropisomers or geometric isomers.
  • the invention thus comprises pure stereoisomers as well as any mixtures of these isomers.
  • the compounds of the formula (I) according to the invention can be obtained by the processes illustrated in the following schemes:
  • the compounds of the formula (I) in which Q is Q1 to Q9 and Q1 can be prepared by known methods, for example analogously to those in WO2009 / 131237, WO2010 / 125985, WO2011 / 043404, WO2011 / 040629, WO2012 / 086848 , WO2013 / 018928, WO2015 / 000715, WO 2015/121136, EP 15 153943.4 or EP 15153948.3.
  • R 1 , R 2 , R 3 , R 4 , R 6 R 6 , Aa, Ab, Ac, Ad and n have the meanings described above, A 2 and A 3 are CH or N (where A 2 and A 3 can not be N at the same time), A 4 is O. S or NR 4 and X s is halogen.
  • the compounds of the formula (IV) can be prepared in analogy to the process described in US Pat. No. 5,573,335 by reacting compounds of the formula (II) with carboxylic acids of the formula (III) in
  • Presence of a condensing agent or a base are produced.
  • Compounds of the formula (II) are either commercially available or can be prepared by known methods, for example analogously to US2003 / 69257, WO2006 / 65703, WO2009 / 131237, WO2010 / 125985, WO201 1/043404, WO201 1/040629, WO2012 / 086848, WO2013 / 018928 or WO2015 / 000715.
  • Carboxylic acids of the formula (III) are either commercially available or can be prepared by known processes Methods are produced. Possible preparation routes are described in method E.
  • reaction of the compounds of the formula (II) with carboxylic acids of the formula (III) can be carried out in bulk or in a solvent, preferably the reaction is carried out in a solvent which is selected from conventional solvents which are inert under the prevailing reaction conditions.
  • Ethers are preferred such as diisopropyl ether, dioxane, T etrahydro furan, 1, 2-dimethoxyethane; halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons such as toluene, or xylene; aprotic polar solvents such as ⁇ , ⁇ -dimethylformamide or N-methylpyrrolidone or nitrogen-containing compounds such as pyridine.
  • halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene
  • Nitriles such as acetonitrile or propionitrile
  • aromatic hydrocarbons such as toluene, or xylene
  • aprotic polar solvents
  • Suitable condensing agents are, for example, carbodiimides such as 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide.
  • carbodiimides such as 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide.
  • bases are inorganic bases which are commonly used in such reactions.
  • bases are used which are selected by way of example from the group consisting of acetates, phosphates, carbonates and bicarbonates of alkali or alkaline earth metals.
  • Particularly preferred are sodium acetate, sodium phosphate, potassium phosphate, cesium carbonate, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate.
  • the reaction can be carried out in vacuo, under normal pressure or under excess pressure and at temperatures of 0 ° C to 180 ° C, preferably the reaction is carried out at atmospheric pressure and temperatures of 20 to 140 ° C.
  • the compounds of the formula (V) can be prepared by condensation of the compounds of the formula (IV), for example analogously to WO2009 / 131237, WO2010 / 125985, WO2011 / 043404, WO2011 / 040629, WO2012 / 086848, WO2013 / 018928, WO2015 / 000715 or WO 2015/121136.
  • the reaction to give compounds of the formula (V) can be carried out in bulk or in a solvent, preferably the reaction is carried out in a solvent which is selected from conventional solvents which are inert under the prevailing reaction conditions.
  • egg such as diisopropyl ether, dioxane, T etrahydro furan, 1, 2-dimethoxyethane, tert-butyl methyl ether; halogenated hydrocarbons such as dichloromethane. Chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons such as toluene or xylene; aprotic polar solvents such as N, N-dimethylformamide or N-methylpyrrolidone or nitrogen-containing compounds such as pyridine.
  • the reaction can be carried out in the presence of a condensing agent, an acid, a base or a chlorinating agent.
  • suitable condensing agents are carbodiimides such as 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide; Anhydrides such as acetic anhydride, trifluoroacetic anhydride; a mixture of triphenylphosphine, a base and carbon tetrachloride or a mixture of triphenylphosphine and an azo diester, e.g. Diethylazodicarbonklare.
  • carbodiimides such as 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide
  • Anhydrides such as acetic anhydride, trifluoroacetic anhydride; a mixture of triphenylphosphine, a base and carbon tetrachloride
  • suitable acids that can be used in the reaction described are sulfonic acids such as para-toluenesulfonic acid; Carboxylic acids such as acetic acid or polyphosphoric acids.
  • suitable bases are nitrogen-containing heterocycles such as pyridine, picoline, 2,6-lutidine, 1,8-diazabicyclo [5.4.0] -7-undecene (DBU); tertiary amines such as triethylamine and N, N-diisopropylethyl amine; inorganic bases such as potassium phosphate, potassium carbonate and sodium hydride.
  • An example of a suitable chlorinating agent is phosphorus oxychloride.
  • the reaction can be carried out in vacuo, at atmospheric pressure or under overpressure and at temperatures of 0 ° C to 200 ° C.
  • the compounds of the formula (I) wherein n is 0 can be prepared by reacting the compounds of the formula (V) with the compounds of the formula (Via) in the presence of a base.
  • Mercaptan derivatives of the formula (VIa), such as, for example, methylmercaptan, ethylmercaptan or isopropylmercaptan are either commercially available or can be prepared by known methods, for example analogously to those described in US2006 / 25633, US2006 / 119591, US2820062, Chemical Communications, 13 (2000), 1 163-1 164 or Journal of the American Chemical Society, 44 (1922), p. 1 329 described method.
  • reaction to give compound of formula (I) wherein n is 0 may be carried out in bulk or in a solvent, preferably the reaction is carried out in a solvent selected from conventional solvents which are inert under the prevailing reaction conditions.
  • ethers for example diisopropyl ether, dioxane, tetrahydrofuran, 1,2-
  • suitable bases are inorganic bases of the (alkali metal group consisting of acetates, phosphates and carbonates of alkali metal or alkaline earth metals. Sodium carbonate and potassium carbonate.
  • suitable bases are alkali metal hydrides such as sodium hydride.
  • X 1 is preferably a fluorine or chlorine atom.
  • the compounds of formula (I) wherein n is 1 may be prepared by oxidation of the compounds of formula (I) wherein n is 0.
  • the oxidation is generally carried out in a solvent selected from conventional solvents which are inert under the prevailing reaction conditions. Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water.
  • Suitable oxidizing agents are hydrogen peroxide, meta-chloroperbenzoic acid or sodium periodate.
  • the reaction can be carried out in vacuo, at atmospheric pressure or under excess pressure and at temperatures of -20 ° C ° C to 120 ° C.
  • the compounds of formula (I) wherein n is 2 may be prepared by oxidation of the compounds of formula (I) wherein n is 1.
  • the oxidation is generally carried out in a solvent.
  • Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, tetrachlorethylene, 1,2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water.
  • Suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.
  • the reaction can be carried out in vacuo, at atmospheric pressure or under excess pressure and at temperatures of -20 ° C ° C to 120 ° C.
  • the compounds of the formula (I) wherein n is 2 can also be prepared in a one-step process by oxidation of the compounds of the formula (I) where n is 0.
  • the oxidation is generally carried out in a solvent.
  • halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water.
  • suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.
  • the reaction can be carried out in vacuo, at atmospheric pressure or under excess pressure and at temperatures of -20 ° C ° C to 120 ° C.
  • the compounds of the formula (I) in which Q is Q 10, QU, Q 14 and Q 15 can be prepared by known methods, for example analogously to those in US2009 / 203705, US2012 / 258951, WO2013 / 3298 or .1. Med. Chem. 31, (1988) 1590-1595.
  • R 1 , R 2 , R 5 R 6 , Aa, Ab, Ac, Ad and n have the meanings described above.
  • a 2 , A 3 , A 4 and A 5 are CH or N (wherein A 2 , A 3 , A 4 and A 5 are not simultaneously N) and X 1 is halo.
  • Carboxylic acids of the formula (III) are converted into Weinreb amides of the formula (VI) in analogy to the process described in WO2011 / 75643 or EP2671582 in the presence of O, N-dimethylhydroxylamine hydrochloride.
  • Carboxylic acids of the formula (III) are either commercially available or can be prepared by known methods. Possible preparation routes are described in method E.
  • the compounds of the formula (X) can be prepared by cyclization of the compounds of the formula (VIII) with amines of the formula (IX).
  • the cyclization is carried out, for example, in ethanol.
  • Acetonitrile or ⁇ , ⁇ -dimethylformamide by known methods analogous, for example, in WO2005 / 66177, WO2012 / 8841 1, WO2013 / 3298, US2009 / 203705, US2012 / 258951, WO2012 / 168733, WO2014 / 187762 or J. Med. Chem. 31 (1988) 1590-1595.
  • the compounds of the formula (I) in which n is 0 can be prepared by reacting the compounds of the formula (X) with the compounds of the formula (VI) in the presence of a base.
  • Mercaptan derivatives of the formula (VIa) such as, for example, methylmercaptan, ethylmercaptan or isopropylmercaptan, are either commercially available or can be prepared by known methods, for example analogously to those in US2006 / 25633, US2006 / 1. 1 1591, US2820062,
  • the compounds of formula (I) wherein n is 1 may be prepared by oxidation of the compounds of formula (I) wherein n is 0.
  • the oxidation is carried out by known methods with a suitable oxidizing agent such recordable as hydrogen peroxide, meta-chloroperbenzoic acid or sodium periodate.
  • the compounds of formula (I), wherein n is 2, can be prepared by oxidation of the compounds of the forms! (I), where n is 1.
  • the oxidation is generally carried out in a solvent.
  • halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid.
  • Suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.
  • Step h) The compounds of the formula (I) wherein n is 2 can also be prepared in a one-step process by oxidation of the compounds of Foririel (I), where n is 0.
  • the oxidation is generally carried out in a solvent.
  • Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water.
  • suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.
  • the compounds of the formula (I) in which Q is Q16 can be prepared by known methods, for example analogously to the processes described in WO2014 / 142292.
  • the compounds of formula (XI) can be prepared in analogy to that described in US5374646 or Bioorganic and Medicinal Chemistry Letters 2003, 13, 1093-1096 by the reaction of compounds of formula (III) with an ammonia source in the presence of a condensing agent.
  • Carboxylic acids of the formula (III) are either commercially available or can be prepared by known methods. Possible preparation routes are described in method E.
  • Ammonia hydroxide is usually used as the source of ammonia.
  • the reaction of the compounds of the formula (III) with the ammonia source is preferably carried out in a solvent which is selected from conventional solvents which are inert under the prevailing reaction conditions. Preference is given to ethers such as, for example, dioxane or tetrahydrofuran.
  • a suitable condensing agent is, for example, carbonyldiimidazole.
  • the reaction can be carried out in vacuo, at atmospheric pressure or under overpressure. Preferably, the reaction is carried out at atmospheric pressure and temperatures of 20 to 70 ° C.
  • the compounds of the formula (XIII) can be prepared in analogy to the process described in WO2014 / 142292 by the reaction of compounds of the formula (XI) with compounds of the formula (XII) in the presence of a palladium catalyst in basic.
  • Compounds of the formula (XII) can be prepared, for example, analogously to the processes described in WO2014 / 142292.
  • the palladium catalyst for example, [1, 1'-bis (diphenylphosphino) ferrocene] dichloalladium (II) can be used.
  • base often find inorganic bases such as Kaliumtertbutanolat use
  • the reaction takes place in a solvent. Frequently Toluoi is used.
  • the reaction can be carried out in vacuo, at atmospheric pressure or under overpressure.
  • the reaction is carried out at atmospheric pressure and temperatures of 20 to 110 ° C.
  • Method D The compounds of the formula (I) in which Q is Q12, Q13, Q17 and Q18 may be described by known methods, for example analogously to the method described in WO2010 / 091310, WO 2012/66061 or WO2013 / 099041.
  • R 2 , R ⁇ R ⁇ R ', Aa, Ab, Ac and Ad have the meanings described above.
  • a 2 , A 3 and A 6 represent Gl or N (where A 2 and A 3 can not simultaneously be N).
  • X 1 and X 2 stand for
  • the compounds of the formula (XIX) can be prepared by reacting compounds of the formula (XVII) with compounds of the formula (XVIII) under basic conditions, for example analogously to the processes described in WO2010 / 091310, WO 2012/66061 or WO2013 / 099041.
  • the bases used are usually inorganic bases such as sodium hydride, potassium carbonate or cesium carbonate.
  • the reaction to give compounds of the formula (XIX) is usually carried out in a solvent, preferably in a nitrile, for example acetonitrile or propionitrile, or in an aprotic polar solvent, for example ⁇ , ⁇ -dimethylformamide or N-methylpyrrolidone.
  • reaction can be carried out in vacuo, at atmospheric pressure or under overpressure and at temperatures of 0 ° C to 200 ° C.
  • reaction of compounds of the formula (XVII) with compounds of the formula (XVIII) to give compounds of the formula (XIX) can also be carried out by palladium-catalyzed N-arylation, for example analogously to that described in Angewandte Chemie Int. Ed. 201 1, 50, 8944-8947.
  • the further reaction of compounds of the formula (XIX) to give compounds of the formula (I) is carried out analogously to process A.
  • Carboxylic acids of the formula (III) are either commercially available or can be prepared by known methods, for example from Aminohetaryl derivatives analogous to those in European Journal of Medicinal Chemistry, 29 (1994), 279-286; WO2006 / 71752; WO2012 / 80232; Journal of Medicinal Chemistry, 57 (2014), 4196-4212; WO2012 / 143599; WO2015 / 48245 or WO2006 / 18725, Chemical Communications, 44 (2010), 925-927; Journal of the American Chemical Society, 68 (1946), 453-457; WO2009 / 29625; Journal of the American Chemical Society, 137 (2015), 8388-8391; Journal of Medicinal Chemistry, 57 (2014), 4196-4212, Helvetica Chimica Acta, 55 (1972), 565-568, Synthesis, 9 (1985), 884-886, DE 2221647 or WO2011 / 41713.
  • radicals R 2 , R ⁇ Aa, Ab, Ac and Ad have the meanings described above, wherein at least one
  • a from the series Aa, Ab, Ac and Ad is nitrogen and Aa, Ab, Ac and Ad can not be simultaneously nitrogen.
  • X 1 is halogen and R 8 is C sG alkyl.
  • the compounds of the formula (XXI) can be prepared analogously to those described in European Journal of Medicinal Chemistry, 29 (1994) 279-286; WO2006 / 71752; WO2012 / 80232; Journal of Medicinal Chemistry, 57
  • the bromopyruvate derivatives are commercially available.
  • the compounds of formula (XX) are either commercially available or can be prepared by known methods, for example analogously to those described in Chemical Communications, 44 (2010), 925-927; Journal of the American Chemical Society, 68 (1946), 453-457; WO2009 / 29625; Journal of the American Chemical Society, 137
  • Compounds of the formula (XXI I) can be prepared by known methods from compounds of the formula (XXI) via a halogenation in analogy to those described in WO2009 / 23179, WO2010 / 9141 1, WO201 1/41713 or Bioorganic and Medicinal Chemistry Letters, 22 ( 2012), 3460-3466, for example with N-chlorosuccinimide as the halogenating agent in dimethylformamide as solvent.
  • the ester of formula (XXI I) can be prepared using standard methods, cf. DE 222 1 647 or WO201 1/41713 into which acid of the formula (III) is converted, for example with an alkali hydroxide as base such as sodium hydroxide or lithium hydroxide in an alcohol as solvent such as e.g. Ethanol or a mixture of tetrahydrofuran and water.
  • the invention also relates to methods for controlling animal pests, in which compounds of the formula (I) are allowed to act on animal pests and / or their habitat. Preference is given to the control of animal pests in agriculture and forestry and in the protection of materials. Excluded therefor are preferably methods for the surgical or therapeutic treatment of the human or animal body and diagnostic methods that are performed on the human or animal body.
  • the invention further relates to the use of the compounds of the formula (I) as a chelating agent, in particular pesticides.
  • pest control always always includes the term pesticides.
  • the compounds of the formula (I) are suitable for plant protection, favorable warm-blooded toxicity and good environmental compatibility for the protection of plants and plant organs from biotic and abiotic stress factors, to increase crop yields, improve the quality of the crop and to control animal pests, in particular insects , Arachnids, helminths, in particular nematodes, and mollusks, which are found in agriculture, horticulture, livestock, aquaculture, forestry, gardens and recreational facilities, in storage and materials protection and in the hygiene sector.
  • the term "hygiene” is to be understood as meaning any and all measures, rules and procedures whose purpose is to prevent diseases, in particular infectious diseases, and which serve to protect human health and / or to maintain cleanliness According to the invention this includes in particular measures for cleaning, disinfecting and sterilizing, for example, textiles or hard surfaces, in particular surfaces of glass, wood, cement, porcelain, ceramics, Plastic or also metal (s) to ensure that they are free of hygiene pests and / or their excretions.
  • surgical or therapeutic to be applied to the human body or the body of animals treatment regulations and diagnostic V Orcs that are performed on the human body or the bodies of animals.
  • honeygiene sector covers all areas, technical fields and industrial applications in which these hygiene measures, regulations and procedures are important, for example with regard to hygiene in kitchens, bakeries, airports, bathrooms, swimming pools, department stores, hoteis, Hospitals, stables, animal husbandry etc.
  • honeygiene pest should therefore be understood as referring to one or more animal pests whose presence in the hygiene sector is problematic, in particular for health reasons, and it is therefore a primary objective to determine the presence of and / or exposure to hygiene pests in the hygiene sector This can be achieved, in particular, by the use of a pesticide which can be used both to prevent infestation and to prevent an existing infestation, or to use preparations which prevent exposure to pests or reduce, for example, the organisms mentioned below.
  • the term 'hygiene protection' thus covers all activities which maintain and / or improve those hygiene measures, rules and procedures.
  • the compounds of the formula (I) can preferably be used as pesticides. They are effective against normally sensitive and resistant species as well as against all or individual developmental stages.
  • the above mentioned pests include:
  • Pests from the strain of Arthropoda in particular from the class of Arachnida z. Acarus spp., E.g. Acarus siro, Aceria kuko. Aceria sheldoni, Aculops spp., Aculus spp., E.g. Aculus fockeui, Aculus badendali, Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., E.g. B. Brevipalpus phenicis, Bryobia graminum.
  • Bryobia praetiosa Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp. Eotetranychus hicoriae, Epitrimerus pyri, Eutetranychus spp., E.g. Eutetranychus banksi, Eriophyes spp., E.g. B. Eriophyes pyri, Giycyphagus domesticus, Halotydeus destructor, Hemitarsonemus spp., Z. B.
  • Oligonychus coffeae Oligonychus coniferarum, Oligonychus ilicis, Oligonychus indicus, Oligonychus mangiferus, Oligonychus pratensis, Oligonychus punicae, Oligonychus yothersi, Ornithodorus spp., Ornithonyssus spp., Panonychus spp., E.g.
  • Panonychus citri Metatetranychus citri
  • Panonychus ulmi Metatetranychus ulmi
  • Phyllocoptruta oleivora Platytetranychus multidigituli
  • Polyphagotarsonemus latus Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maunis, Steneotarsonemus spp. Steneotarsonemus spinki, Tarsonemus spp. Tarsonemus confusus, Tarsonemus pallidus, Tetranychus spp., E.g.
  • Blatta orientalis Blattparta asahinai, Blattella germanica, Leucophaea maderae, Loboptera decipiens, Neostylopyga rhombifolia, Pan hl ra spp., Parcoblatta spp., Peripianeta spp., Z. Periplaneta americana, Periplaneta australasiae, Pycnoscelus surinamensis, Supella longipalpa; from the order of Coleoptera z.
  • Chaetocnema confmis Chaetocnema denticulata
  • Chaetocnema ectypa Cleonus mendicus, Conoderus spp.
  • Cosmopolites spp. E.g. Cosmopolites sordidus, Costelytra zealandica, Ctenicera spp., Curculio spp., E.g.
  • Curculio caryae Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes feiTugineus, Cryptolestes pusillus, Cryptorhynchus lapaihi, Cryptorhynchus mangiferae, Cylindrocopturus spp., Cylindro copturus adspersus, Cylindrocopturus furnissi, Dermestes spp., Diabrotica spp., E.g.
  • Diabrotica balteata Diabrotica barberi, Diabrotica undecimpunctata howardi, Diabrotica undecimpunctata undecimpunctata, Diabrotica virgifera virgifera, Diabrotica virgifera zeae, Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., E.g. Epiiachna borealis, Epilachna varivestis, Epitrix spp., E.g.
  • Epitrix cucumeris Epitrix fuscula, Epitrix hirtipennis, Epitrix subcrinita, Epitrix tuberis, Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Heliuia and alis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes b Camillus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., z.
  • hypothenemus hampei Hypothenemus obscurus, Hypothenemus pubescens, Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Leina spp., Leptinotarsa decemlineata, Leucoptera spp., E.g. B.
  • leucoptera coffeella Lissorhoptrus oryzophuus
  • Melolontha melolontha Melolontha melolontha, Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorhynchus spp., E.g.
  • Otiorhynchus cribricollis Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus, Otiorhynchus sulcatus, Oulema spp., E.g. Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyilotreta spp., E.g.
  • Phyllotreta armoraciae Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnot rypes spp., Prostephanus truncatus, Psylliodes spp., E.g. Psylliodes affinis, Psylliodes chrysocephala, Psylliodes franata, Ptinus spp.
  • Rhizobius ventralis Rhizopertha dominica, Rhynchophorus spp., Rhynchophorus ferrugineus, Rhynchophorus palmarum, Sinoxylon perforans, Sitophilus spp., E.g. Sitophilus granarius, Sitophilus linearis, Sitophilus oryzae, Sitophilus zeamais, Sphenophorus spp., Stegobium paniceum, Stemus spp., E.g. Starchus paludatus, Symphyletes spp., Tanymecus spp., E.g.
  • Tanymecus dilaticollis Tanymecus indicus, Tanymecus palliatus, Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp. Tribolium audax, Tribolium castaneum, Tribolium confusum, Trogoderma spp., Tychius spp. Xylotrechus spp., Zabrus spp., E.g. Zabrus tenebrioides; from the order of Dermaptera z.
  • Aedes spp. Z. Aedes aegypti, Aedes albopictus, Aedes sticticus, Aedes vexans, Agromyza spp., E.g. Agromyza frontella, Agromyza parvicornis, Anastrepha spp., Anopheles spp., E.g. Anopheles quadrimaculatus, Anopheia's gambiae, Asphondylia spp., Bactrocera spp., E.g.
  • Acizzia acaciaebaileyanae Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., E.g. Acyrthosiphon pisum, Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurocanthus spp., Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp., E.g.
  • Macrosiphum spp. E.g. Macrosiphum euphorbiae, Macrosiphum lilii, Macrosiphum rosae, Macrosteies facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metealfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., E.g.
  • Nephotettix spp. E.g. Nephotettix cinetieeps, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., E.g.
  • Paratrioza cockerelli Parlatoria spp., Pemphigus spp., E.g. B. Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., Z. Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., E.g. Phylloxera devastatrix, Phylloxera notabilis, Pinnaspis aspidistrae, Planococcus spp., E.g. B.
  • Planococcus citri Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., Z. Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp., E.g.
  • Rhopalosiphum maidis Rhopalosiphum oxyacanthae, Rhopalosiphum padi, Rhopalosiphum rufiabdominal, Saissetia spp., E.g.
  • Trioza spp. E.g. Trioza diospyri, Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp .; from the subordination of Heteroptera z.
  • Aelia spp. Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp.
  • Hoplocampa cookei Hoplocampa testudinea, Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp. , Vespa spp., Z. B. Vespa crabro, Wasmannia auropunctata, Xeris spp .: from the order of Isopoda z.
  • Cydia nigricana Cydia pomoneila, Dalaca noctuides, Diaphania spp., Diparopsis spp., Diatraea saccharalis, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eidana saccharina, Ephestia spp., E.g.
  • Grapholita molesta Grapholita prunivora, Hedyiepta spp., Helicoverpa spp., Z. Helicoverpa armigera, Heiicoverpa zea, Heiiothis spp.
  • Heliothis virescens Hofmannophila pseudospretella Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonaiis, Leucoptera spp., E.g. B.
  • Leucoptera coffeella Lithocolletis spp., Z. B. Lithocolietis blancardella, Lithophane antennata, Lobesia spp., Z. Lobesia botrana, Loxagrotis albicosta, Lymantria spp., E.g. B. Lymantria dispar, Lyonetia spp., Z. B.
  • B. Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachipiusia nu, Schoenobius spp.
  • Ctenocephalides canis, Ctenocephalides felis, Pul ex irritans, Tuna penetrans, Xenopsylla cheopis; from the order of Thysanoptera z.
  • Meloidogyne spp. Longidorus africanus, Meloidogyne spp., E.g. Meloidogyne chitwoodi, Meloidogyne fallax, Meloidogyne hapla, Meloidogyne incognita, Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp., E.g. Paratrichodorus minor, Paratylenchus spp., Pratylenchus spp., E.g.
  • Pratylenchus penetrans Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus spp., E.g. Radopholus citrophiius, Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., E.g. Trichodorus obtusus, Trichodorus primitivus, Tylenchorhynchus spp., E.g. Tylenchorhynchus annulatus, Tylenchulus spp., E.g. B. Tylenchulus semipenetrans, Xiphinema spp., Z. B. Xiphinema index.
  • the compounds of the formula (I) may optionally also be used in certain concentrations or application rates as herbicides, safeners, growth regulators or agents for improving the
  • Plant properties as microbicides or gametocides, for example as fungicides, antimycotics, bactericides, viricides (including anti-viral agents) or as agents against MLO (Mycoplasma-like-organism) and RLO (Rickettsia-like organism) can be used. If appropriate, they can also be used as intermediates or precursors for the synthesis of further active ingredients. formulations
  • the present invention further relates to formulations and application forms prepared therefrom as S cbirdlingsb ehimmp fungsmittel such.
  • B. drench, drip and spray liquors comprising at least one compound of formula (I).
  • the use forms contain other pesticides and / or the effect of improving adjuvants such as penetration promoters, z.
  • vegetable oils such as rapeseed oil, sunflower oil, mineral oils such as For example, paraffin oils, alkyl esters of vegetable fatty acids such as rapeseed oil or soy aölmethylester or alkanol alkoxylates and / or spreading agents such as alkyl siloxanes and / or salts, for.
  • organic or inorganic ammonium or phosphonium salts such as ammonium sulfate or diammonium hydi genphosphat and / or retention promoting agents such.
  • dioctylsulfosuccinate or hydroxy xypropyl-guar-polymers and / or humectants such.
  • glycerol and / or fertilizers such as ammonium, potassium or phosphorus-containing fertilizer.
  • Typical formulations are, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR) and capsule concentrates (CS). ;
  • SL water-soluble liquids
  • EC emulsion concentrates
  • EW emulsions in water
  • SC suspension concentrates
  • SC SE, SE, FS, OD
  • WG water-dispersible granules
  • GR granules
  • capsule concentrates CS
  • the formulations contain besides one or more compounds of the forms! (I) other agrochemical active substances.
  • auxiliaries such as extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and / or further auxiliaries, for example adjuvants.
  • An adjuvant in this context is a component that enhances the biological effect of the formulation without the component itself having a biological effect.
  • Examples of adjuvants are agents that require retention, spreading behavior, adherence to the leaf surface, or penetration.
  • formulations are prepared in a known manner, for. Example by mixing the compounds of formula (I) with excipients such as Strecloffenn, solvents and / or solid carriers and / or other excipients such as surfactants.
  • excipients such as Strecloffenn, solvents and / or solid carriers and / or other excipients such as surfactants.
  • the preparation of the formulations is carried out either in suitable systems or before or during use.
  • Excipients which can be used are those which are suitable for shaping the formulation of the compounds of the formula (I) or the formulations prepared from these formulations (such as, for example, usable pesticides such as fuel or brewing or seed dressing), such as certain to impart physical, technical and / or biological properties.
  • Suitable extenders z As water, polar and nonpolar organic chemical liquids such. From the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenes / ols, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, the sulfones and sulfoxides (such as dimethylsulfoxide).
  • aromatic and non-aromatic hydrocarbons such as paraffins, alkylbenes / ols, alkylnaphthalenes, chlorobenzenes
  • alcohols and polyols which may also be substituted, ether
  • Suitable liquid solvents are essentially: aromatics such as xylene. Toluene or alkyinaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethyls or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, eg.
  • Suitable solvents are, for example, aromatic hydrocarbons such.
  • Chlorbenzoi chloroethylene, or methylene chloride
  • aliphatic Kohlenwas s horro ffe such.
  • cyclohexane paraffins, petroleum fractions, mineral and vegetable oils, alcohols such.
  • Butanol or glycol and their ethers and esters, ketones such.
  • acetone methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
  • strong polar solvents such as dimethyl sulfoxide and water.
  • Suitable carriers can be used.
  • As carriers are in particular question: z.
  • As ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic minerals such as finely divided silica, alumina and natural or synthetic silicates, resins, waxes and / or solid fertilizers. Mixtures of such carriers can also be used.
  • Suitable carriers for granules are: z.
  • liquefied gaseous diluents or solvents can be used.
  • aerosol propellants such as halogenated hydrocarbons and butane, propane, nitrogen and carbon dioxide.
  • Examples of emulsifying and / or foaming agents, dispersants or wetting agents having ionic or non-ionic properties or mixtures of these surfactants are salts of polyacrylic acid, salts of lignosulfonic acid, salts of phenolsulfonic acid or naphthalenesulfonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or With Fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinic acid esters, taurine derivatives (preferably alkyl taurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols and derivatives of the compounds containing sulfates, sulfonates and phosphates, e.g.
  • alkylarylpolyglycoiethers alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydrolysates, lignin sulfites and Methylceliulose.
  • a surfactant is advantageous when one of the compounds of formula (I) and / or one of the inert carriers is not soluble in water and when applied in water.
  • dyes such as inorganic pigments, eg., iron oxide, titanium oxide, ferrocyan blue and organic dyes such as ali / aryne. Azo and metal phthalocyanine dyes and nutrient and trace nutrients such as salts of iron, manganese, boron, copper, cobalt. Molybdenum and zinc are present.
  • Stabilizers such as cold stabilizers, preservatives, antioxidants, light-protecting agents or other agents which improve the chemical and / or physical stability can also be present. It may also contain foam-forming agents or defoamers.
  • formulations and forms derived therefrom may also contain, as additional auxiliaries, adhesives such as carboxymethylcellulose, natural and synthetic powdery, granular or latex-like polymers such as gum arabic, polyvinyl alcohol.
  • adhesives such as carboxymethylcellulose, natural and synthetic powdery, granular or latex-like polymers such as gum arabic, polyvinyl alcohol.
  • Polyvinyl acetate and natural phospholipids such as kephaiins and lecithins and synthetic phospholipids.
  • Other auxiliaries may be mineral and vegetable oils.
  • auxiliaries in the formulations and derived therefrom are also auxiliaries in the formulations and derived therefrom.
  • Such additives are, for example, fragrances, protective colloids, binders, adhesives, thickeners, thixotropic substances, penetration promoters, retention promoters, stabilizers, sequestering agents, complexing agents. Humectants, spreading agents.
  • the compounds of formula (I) may be combined with any solid or liquid additive commonly used for formulation purposes.
  • Suitable penetration promoters in the present context are all those substances which are usually used to improve the penetration of agrochemical active substances into plants.
  • Penetration promoters are in this context defined by the fact that they can penetrate from the (usually aqueous) Appiikationsbrühe and / or from the Spritzbeiag in the cuticle of the plant and thereby increase the mobility of the active ingredients in the cuticle. The method described in the literature (Baur et al., 1997, Pesticide Science 51, 131-152) can be used to determine this property.
  • Examples include alcohol alkoxylates such as coconut oil ethoxylate (10) or isotridecyl ethoxylate (12), fatty acid esters such as rapeseed oil or Soy aölmethylester, F ettaminalkoxylate such as tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate.
  • alcohol alkoxylates such as coconut oil ethoxylate (10) or isotridecyl ethoxylate (12)
  • fatty acid esters such as rapeseed oil or Soy aölmethylester
  • F ettaminalkoxylate such as tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate.
  • the formulations preferably contain between 0.00000001 and 98 wt .-% of the compound of formula (I), more preferably between 0.01 and 95 wt .-% of the compound of formula (I), most preferably between 0.5 and 90% by weight of the compound of formula (I), based on the weight of the formulation.
  • the content of the compound of the formula (I) in the forms of application prepared from the formulations (in particular chelating agents) can vary within wide ranges.
  • the concentration of the compound of formula (I) in the application forms can usually be between 0.00000001 and 95 wt .-% of the compound of formula (I), preferably between 0.00001 and 1 wt .-%, based on the weight of Application form, lie.
  • the application is done in a forms adapted to the application customary way.
  • the compounds of formula (I) may also be used in admixture with one or more suitable fungicides, bactericides, acaricides, molluscicides, nematicides, insecticides, microbiologicals, beneficials, herbicides, fertilizers, avian repellents, phytotonics, sterilants, safeners, semiochemicals and / or plant growth regulators be so z.
  • suitable fungicides bactericides, acaricides, molluscicides, nematicides, insecticides, microbiologicals, beneficials, herbicides, fertilizers, avian repellents, phytotonics, sterilants, safeners, semiochemicals and / or plant growth regulators be so z.
  • B. to broaden the spectrum of action, to extend the duration of action, to increase the rate of action, to prevent repellence or to prevent development of resistance.
  • such drug combinations, plant growth and / or tolerance to abiotic factors such. As
  • the compounds of formula (I) may be present in admixture with other active ingredients or semiochemicals, such as attractants and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers.
  • active ingredients or semiochemicals such as attractants and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers.
  • Formula (I) for improving the plant properties such as growth, yield and quality of the crop are used.
  • the compounds of the formula (I) are present in formulations or in the formulations prepared from these formulations in admixture with other compounds, preferably those as described below.
  • Insecticides / Acaricides / Nematicides The active substances mentioned here with their "Common Name” are known and are described, for example, in the Pesticide Handbook ("The Pesticide Manual” 16th ed., British Crop Protection Council 2012) or searchable on the internet (eg http: // /www.alanwood.net/pesticides). The classification is based on the I RAC Mode of Action Classification certificates valid at the time of filing this patent application.
  • Acetylcholinesterase (AChE) inhibitors such as carbamates, e.g. B.
  • GABA-controlled chloride channel blockers such as cyclodiene organochlorines, e.g. As chlordane and endosulfan or Phenylpyrazole (Fiprole), z. Ethiprol and Fipronii.
  • sodium channel modulators such as pyrethroids, e.g. Acrinathrin, allethrin, d-cis-trans-allethrin, d-trans-allethrin, bifenthrin, bioall ethrin, bioallethrin-S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfsuthrin, cyhalothrin, lambda-cyhalothrin, gamma - cyhalothrin, cypermethrin, alpha-cypemiethrin, beta-cypermethrin, theta-cypermethrin, ceta- Cypermethrin, cyphenothrin [(1R) trans isomer], deltamethrin, empenthrin [(EZ) (lR) isomer], e
  • nAChR nicotinic acetylcholine receptor
  • neonicotinoids e.g. Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiaciopride and thiamethoxam or nicotine or sulfoxaflor or flupyradifurone.
  • nAChR nicotinic acetylcholine receptor
  • allosteric modulators of the glutamate-dependent chloride channel such as avermectins / milbemycins, e.g. Abamectin, emamectin benzoate, lepimectin and milbemectin.
  • juvenile hormone mimetics such as juvenile hormone analogs, e.g. As hydroprene, kinoprene and methoprene or fenoxycarb or pyriproxyfen.
  • Various non-specific (multi-site) inhibitors such as alkyl halides. z. Methyl bromide and other alkyl halides; or chloropicrin or sulfuryl fluoride or borax or tartar embryo or methyl isocyanate producers, e.g. Diazomet and Metam.
  • modulators of chordotonic organs e.g. As pymetrozine or flonicamide.
  • mite growth inhibitors such as. Clofentezine, hexythiazox and diflovidazine or etoxazole.
  • inhibitors of mitochondrial ATP synthase such as ATP disruptors.
  • ATP disruptors such as diafenthiuron or organotin compounds, e.g. As azocyclotin, cyhexatin and fenbutatin oxide or
  • blockers of the nicotinic acetylcholine receptor channel such as Bensuitap, Cartaprolchloride, thiocyclam and thiosultap sodium.
  • Type 0 inhibitors of chitin biosynthesis such as bistrifluron, chlorofluorazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.
  • inhibitors of chitin biosynthesis type 1, such as buprofezin.
  • Skinning disruptor especially in dipterans, i.e., two-winged, such as cyromazine.
  • ecdysone receptor agonists such as chromafenozide, halofenozide, metlioxyfenozide and tebufenozide.
  • Mitochondrial Complex III Elctron Transport Inhibitors such as hydramethymone or acequinocyl or fluacrypyrim.
  • Mitochondrial Complex I Electron Transport Inhibitors such as METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad and Tolfenpyrad or Rotenone (Denis).
  • METI acaricides e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad and Tolfenpyrad or Rotenone (Denis).
  • (22) blocker of the voltage-dependent sodium channel, such. Indoxacarb or metaflumizone.
  • (23) inhibitors of acetyl-CoA carboxylase such as tetronic and tetramic acid derivatives, e.g. Spirodiclofen, spiromesifen and spirotetramat.
  • inhibitors of mitochondrial complex IV electron transport such as phosphines, e.g. As aluminum phosphide, Cal ciumpho sphid, phosphine and zinc phosphide or cyanides, calcium cyanide, potassium cyanide and sodium cyanide.
  • inhibitors of mitochondrial complex II electron transport such as beta-ketonitrile derivatives, e.g. B. Cyenopyrafen and Cyflumetofen and carboxanilides, such as
  • ryanodine receptor modulators such as Diamide. z.
  • 1,1-trifluoropropane-2- ⁇ (known from WO2013 / 144213) (CAS 1461743-15-6), N- [3- (benzylcarbamoyl) -4-chlorophenyl] -1-methyl-3- (pentafluoroethyl) -4- (trifluoromethyl) -1H-pyrazole-5-carboxamide (known from WO2010 / 051926) (CAS 1226889-14-0), 5-bromo-4-chloro-N- [4-chloro-2-methyl-6 - (methylcarbamoyl) phenyl] -2- (3-chloro-2-pyridyl) pyrazole-3-carboxamide (known from CN103232431) (CAS 1449220-44-3).
  • All of the above-mentioned mixture partners of classes (1) to (15), if they are capable of doing so on the basis of their functional groups, may optionally form salts with suitable bases or acids.
  • All of the mentioned fungicidal mixture partners of classes (1) to (15) may optionally include tautomeric forms.
  • inhibitors of ergosterol biosynthesis for example, (1,001) cyproconazole, (1,002) difenoconazole, (1,003) epoxiconazole, (1,004) fenhexamide, (1,005) fenpropidin, (1,006) fenpropimorph, (1,007) fenpyrazamine, (1,008) fluquinconazole, ( 1.009) Flutriafol, (1.010) Ima / alil.
  • inhibitors of the respiratory chain on complex I or II for example, (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscaiide, (2.004) carboxin, (2.005) fluopyram, (2.006) flutoianil, (2.007) fluxapyroxad, (2.008) furametpyr , (2.009) isofetamide, (2.010) isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S), (2.01 1) isopyrazam (anti-epimeric enantiomer I S.4R.9R), (2.012) isopyrazam (anti-epimeric racemate 1 RS.4SR.9SR).
  • inhibitors of mitosis and cell division for example (4,001) carbendazim, (4,002) diethofencarb, (4,003) ethaboxam, (4,004) fluopicolide, (4,005) pencycuron, (4,006) thiabendazole, (4,007) thiophanate-methyl, (4,008) zoxamide , (4.009) 3-Chloro-4- (2,6-difluorophenyl) -6-methyl-5-phenylpyridazine, (4.010) 3-chloro-5- (4-chlorophenyl) -4- (2,6-difluorophenyl ) -6-methylpyridazine, (4.01 1) 3-chloro-5- (6-chloropyridin-3-yl) -6-methyl-4- (2,4,6-trifluorophenyl) pyridazine, (4,012) 4 - (2 - Bromine -4-fluorophenyl)
  • inhibitors of amino acid and / or protein biosynthesis for example, (7,001) cyprodinil, (7,002) kasugamycin, (7,003) kasugamycin hydrochloride hydrate, (7,004) oxytetracycline (7,005) pyrimethanil, (7,006) 3- (5-fluoro) 3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) quinoline.
  • inhibitors of ATP production for example (8,001) siltbiofam.
  • inhibitors of cell wall synthesis for example (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mandipropamide, (9.006) pyrimorph.
  • Inhibitors of lipid and membrane synthesis for example (10,001) propamocarb, (10,002) propamocarb hydrochloride, (10,003) tolclofos-methyl.
  • Inhibitors of melanin biosynthesis for example (11.001) tricyclazole, (11.002) 2,2,2-trifluoroethyl ⁇ 3-methyl-1 - [(4-methylbenzoyl) amino] butan-2-yl ⁇ carbamate.
  • 12) inhibitors of nucleic acid synthesis for example (12.001) benalaxyl, (12.002) benalaxyi-M (kiralaxyl), (12.003) metalaxyl, (12.004) metaiaxyl-M (mefenoxam).
  • inhibitors of signal transduction for example (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazide, (13.005) quinoxyfen, (13.006) vinclozolin.
  • the compounds of formula (I) may be combined with biological chelating agents.
  • biological control agents include bacteria, fungi, yeasts, plant extracts and those products formed by microorganisms including proteins and secondary metabolites.
  • Biological damage control agents include bacteria such as spore-forming bacteria, root-colonizing bacteria and bacteria which act as biological insecticides, fungicides or nematicides. Examples of such bacteria which can be used as biological pesticides are:
  • Bacillus amyloliquefaciens strain FZB42 (DSM 231179), or Bacillus cereus, in particular B. cereus strain CNCM l-1 562 or Bacillus firmus, strain 1-1582 (Accession number CNCM 1-1582) or Bacillus pumilus, in particular strain GB34 (Accession No ATCC 700814) and strain QST2808 (Accession No. NRRL B-30087), or Bacillus subtilis, in particular strain GB03 (Accession no. ATCC SD-1397), or Bacillus subtilis strain QST713 (Accession No. NRRL B-21661) or Bacillus subtilis strain OST 30002 (Accession No.
  • NRRL B-50421 Bacillus thuringiensis, in particular B. thuringiensis subspecies israelensis (Serotype H-14 ), Strain AM65-52 (Accession No. ATCC 1276), or B. thuringiensis subsp. aizawai, in particular strain ABTS-1857 (SD-1372), or B. thuringiensis subsp. kurstaki strain HD-1, or B. thuringiensis subsp. tenebrionis strain NB 176 (SD-5428), Pasteuria penetrans, Pasteuria spp.
  • B. thuringiensis subspecies israelensis (Serotype H-14 )
  • Strain AM65-52 Accession No. ATCC 1276
  • B. thuringiensis subsp. aizawai in particular strain ABTS-1857 (SD-1372)
  • B. thuringiensis subsp. kurstaki strain HD-1 or B.
  • fungi and yeasts which can be used or used as biological chelating agents are:
  • Beauveria bassiana especially strain ATCC 74040, coniothyrium minitans, especially strain CON / M / 91 -8 (Accession No. DSM -9660).
  • Lecanicillium spp. In particular strain U RO LEC 12, Lecanicillium lecanii (formerly known as Verticillium lecanii), in particular strain KV01,
  • Metarhizium anisopliae in particular strain F52 (DSM3884 / ATCC 90448), Metschnikowia fructicola, in particular strain NRRL Y-30752, Paecilomyces fumosoroseus (new: Isaria fumosorosea), in particular strain IFPC 200613, or strain Apopka 97 (Accesion No. ATCC 20874), Paecilomyces lilacinus, in particular P.
  • lilacinus strain 251 AGAL 89/030550
  • Talaromyces flavus in particular strain VI 17b
  • Trichoderma atroviride in particular strain SCI (Accession Number CBS 122089)
  • Trichoderma harzianum in particular T. harzianum rifai T39. (Accession Number CNCM 1-952).
  • viruses that can be used or used as biological pesticides are:
  • Adoxophyes orana Apple peel winder
  • Granulosis virus GV
  • Cydia pomonella codling moth
  • Granulosis virus GV
  • Helicoverpa armigera cotton bollworm
  • Nuclear polyhedrosis virus NPV
  • Spodoptera exigua mNPV
  • Spodoptera frugiperda armyworm
  • mNPV Spodoptera littoralis
  • Ion or plant organs are added and promote by their special properties plant growth and plant health. Examples include: Agrobacterium spp., Azorhizobium caulinodans, Azospirillum spp., Azotobacter spp., Bradyrhizobium spp., Burkholderia spp., Especially Burkholderia cepacia (formerly known as Pseudomonas cepacia), Gigaspora spp., Or Gigaspora monosporum, Glomus spp.
  • Laccaria spp. Lactobacillus buchneri, Paraglomus spp., Pisolithus tinctorus, Pseudomonas spp., Rhizobium spp., In particular Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., Streptomyces spp.
  • plant extracts and those products formed by microorganisms, including proteins and secondary metabolites, which can be used as biological pesticides are:
  • the compounds of formula (I) may be combined with safeners such as Benoxacor, Cloquintocet (-mexyl), Cyometrinil, Cyprosulfamide, Dichlormid, Fenchiorazole (-ethyl), Fenclorim, Flurazole, Fluxofenim, Furilazole, Isoxadifen (-ethyl), Mefenpyr (-diethyl), naphthalic anhydride, oxabetrinil, 2-methoxy-N - ( ⁇ 4 - [(methylcarbamoyl) amino] phenyl ⁇ sulfonyl) benzamide (CAS
  • plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants), for example cereals (wheat, rice, triticale, barley, rye, oats), corn, soy, potatoes, sugar beets, sugar cane. Tomatoes, peppers. Cucumber, melon, carrot, watermelon, onion, lettuce, spinach, leek. Beans, Brassica oleracea (eg K hl) and other vegetables, cotton, tobacco, rapeseed. as well as fruit plants (with the fruits ⁇ p el. pears, citrus fruits and grapes).
  • cereals wheat, rice, triticale, barley, rye, oats
  • corn soy
  • potatoes sugar beets
  • sugar cane sugar cane.
  • Tomatoes peppers. Cucumber, melon, carrot, watermelon, onion, lettuce, spinach, leek. Beans, Brassica olerace
  • Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant varieties which can or can not be protected by plant breeders' rights.
  • Plants are to be understood as meaning all stages of development, such as seeds, cuttings, young (unripe) plants and mature plants.
  • Plant parts are to be understood as meaning all aboveground and subterranean parts and organs of the plants such as shoot, leaf, flower and root, exemplarily leaves, needles, stems, stems, flowers, fruiting bodies. Fruits and seeds as well as roots, tubers and Rhi / me are listed.
  • the plant parts also include harvested plants or harvested plant parts as well as vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
  • the treatment according to the invention of the plants and plant parts with the compounds of the formula (I) is carried out directly or by the action of the compounds on the environment, the habitat or the storage space according to the usual treatment methods, eg. B. by immersion, spraying, evaporation, nebulization, scattering, brushing, injecting and propagating material, especially in seeds, further by single or multi-layer wrapping.
  • plants and their parts can be treated.
  • wild species or plant species obtained by conventional biological breeding methods such as hybridization or protoplast fusion and their parts are treated.
  • transgenic plants and plant cultivars obtained by genetic engineering, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated.
  • the term "parts” or “parts of plants” or “parts of plants” has been explained above.
  • Propes of the respective commercially available or in use plant varieties are particularly preferably treated according to the invention.
  • PV plants are understood as meaning plants with new properties (“traits”) have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. These may be varieties, breeds, biotypes and genotypes.
  • the preferred plants or plant cultivars to be treated according to the invention which are to be treated include all plants which, as a result of the genetic engineering modification, obtained genetic material which gives these plants particularly advantageous valuable properties
  • Traits are better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or soil salt content, increased flowering, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher harvest value of the harvested products , higher shelf life and / or machinability of Emte exig.
  • Further and particularly highlighted examples of such properties are an increased resistance of the plants against animal and microbial pests, such as insects, arachnids, nematodes, mites, snails, causes z.
  • microbial pests such as insects, arachnids, nematodes, mites, snails
  • CrylilA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and Cryl F and their combinations are produced in the plants, also an increased resistance of the plants against pandemic pathogenic fungi, bacteria and / or viruses, causes z.
  • SAR systemically acquired resistance
  • systemin phytoalexins
  • elicitors and resistance genes and correspondingly expressed proteins and toxins
  • an increased tolerance of the plants to certain herbicidal active compounds for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT "-Gene).
  • PAT phosphinotricin
  • transgenic plants are the important crops such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soy, potato, sugar beets, sugar cane, tomatoes, peas and other vegetables, cotton, tobacco. Rapeseed, as well as fruit plants (with the fruits apples, pears, citrus fruits and grapes) mentioned, whereby maize, soy, wheat, rice, potato, cotton, sugarcane, tobacco and oilseed rape are particularly emphasized. Traits that are particularly emphasized are the increased resistance of the plants to insects, arachnids, nematodes and snails.
  • Crop protection - types of treatment The treatment of plants and plant parts with the compounds of formula (I) is carried out directly or by affecting their environment, habitat or storage space according to the usual treatment methods, eg. B. by dipping, spraying, spraying, sprinkling, vaporizing, atomizing, atomizing, scattering, foaming, brushing, spreading, injecting, pouring (drenchen), drip irrigation and propagating material, especially in seeds, further by dry pickling, wet pickling, slurry pickling, encrusting It is also possible to apply the compounds of the formula (I) by the ultra-low volume method or to inject the application form or the compound of the formula (I) itself into the soil.
  • a preferred direct treatment of the plants is foliar application, i. H. the compounds of the formula (I) are applied to the foliage, wherein the treatment frequency and the application rate should be matched to the infestation pressure of the respective pest.
  • the compounds of the formula (I) also enter the plants via the root system.
  • the treatment of the plants is then carried out by the action of the compounds of formula (I) on the habitat of the plant.
  • This can be, for example, by drenching, mixing into the soil or the nutrient solution, d. H. the location of the plant (e.g., soil or hydroponic systems) is impregnated with a liquid form of the compounds of formula (I), or by the soil application, i. H. the compounds of the formula (I) according to the invention are introduced in solid form (for example in the form of granules) into the location of the plants.
  • this can also be achieved by adding the compound of formula (I) in a solid form (eg as granules) to a flooded paddy field.
  • seed treatment methods should also include the intrinsic insecticidal properties of pest-resistant transgenic plants in order to achieve optimum protection of the seed and also of the germinating plant with minimal pest control effort.
  • the present invention therefore more particularly relates to a method of protecting seed and germinating plants from attack by pests by treating the seed with one of the compounds of formula (I).
  • the method according to the invention for the protection of seeds and germinating plants from infestation of pests further comprises a method in which the seed is treated simultaneously in one operation or sequentially with a compound of formula (I) and a mixture component. It also further comprises a process in which the seed is treated at different times with a compound of formula (I) and a mixture component.
  • the invention also relates to the use of the compounds of formula (I) for the treatment of seed for the protection of the seed and the resulting plant from animal
  • the invention relates to seed which has been treated for protection against animal pests with a compound of the formula (I) according to the invention.
  • the invention also relates to seed treated at the same time with a compound of formula (I) and a mixture component.
  • the invention further relates to seed which has been treated at different times with a compound of formula (I) and a mixture component.
  • the individual substances may be present in different layers on the seed. In this case, the layers which comprise a compound of the formula (I) and mixture components may optionally be separated by an intermediate layer.
  • the invention also relates to seed in which a compound of the formula (I) and a mixture component are applied as part of a coating or as a further layer or further layers in addition to a coating. Furthermore, the invention relates to seed which, after treatment with a compound of the formula (I), is subjected to a film coating process in order to avoid dust abrasion on the seed.
  • Another advantage is the fact that by treating the seed with a compound of formula (I) germination and emergence of the treated seed can be promoted. Likewise, it is considered to be advantageous that compounds of the formula (I) can also be used in particular in the case of transgenic seed.
  • Compounds of formula (I) may also be used in combination with signal technology agents whereby better colonization with symbionts such as rhizobia, mycorrhiza and / or endophytic bacteria or fungi takes place and / or optimized nitrogen fixation occurs.
  • symbionts such as rhizobia, mycorrhiza and / or endophytic bacteria or fungi takes place and / or optimized nitrogen fixation occurs.
  • the compounds of the formula (I) are suitable for the protection of seed of any plant variety used in agriculture, in the greenhouse, in forests or in horticulture.
  • these are seeds of cereals (eg wheat, barley, rye, millet and oats), corn, cotton, soy, rice, potatoes, sunflower, coffee, tobacco.
  • cereals eg wheat, barley, rye and oats
  • corn, soybean, cotton, canola, oilseed rape, vegetables and rice are seeds of cereals (eg wheat, barley, rye and oats), corn, soybean, cotton, canola, oilseed rape, vegetables and rice.
  • transgenic seed with a compound of the formula (I) is also of particular importance.
  • seeds of plants which usually contain at least one heterologous gene, which expresses the expression of a
  • the heterologous genes in transgenic seed can come from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium.
  • the present invention is particularly useful for the treatment of transgenic seed containing at least one heterologous gene derived from Bacillus sp. comes. Most preferably, this is a heterologous gene derived from Bacillus thuringiensis.
  • the compound of the formula (I) is applied to the seed.
  • the seed is treated in a state where it is so stable that no damage occurs during the treatment.
  • the treatment of the seed can be done at any time between harvesting and sowing.
  • seed is used which has been separated from the plant and freed from flasks, shells, stems, hulls, wool or pulp.
  • seed may be used that has been harvested, cleaned and dried to a moisture content that is storable.
  • seed can be used, which after drying z. B. was treated with water and then dried again, for example, priming.
  • seeds that have been soaked, for example, in water to a certain stage of the rice embryo ("Pigeon Breast Stage"), which stimulates germination and a more uniform emergence.
  • the compounds of the formula (I) are generally applied to the seed in the form of a suitable formulation. Suitable formulations and methods for seed treatment are known to those skilled in the art.
  • the compounds of the formula (I) can be converted into the customary formulations of bevels, such as solutions, emulsions, suspensions, powders, foams, slurries or other seed curds, and ULV formulations.
  • formulations are prepared in a known manner by mixing the compounds of formula (I) with conventional additives, such as conventional extenders and solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, Gibberellins and also water.
  • conventional additives such as conventional extenders and solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, Gibberellins and also water.
  • Dyes which may be present in the pickling agent formulations which can be used according to the invention are all dyes customary for such purposes. There are both in
  • Water sparingly soluble pigments as well as water-soluble dyes usable are water sparingly soluble pigments as well as water-soluble dyes usable. Examples which may be mentioned under the names rhodamine B, C.I. Pigment Red 112 and C.I. Solvent Red 1 known dyes.
  • Suitable wetting agents which may be present in the pickling agent formulations which can be used according to the invention are all wetting agents customary for the formulation of agrochemical active compounds promoting substances in question.
  • Preferably used are AI ky I naphihal i nsu I fonal e. such as diisopropyl or diisobutylnaphthalenesulfonates.
  • Suitable dispersants and / or emulsifiers which may be present in the seed dressing formulations which can be used according to the invention are all nonionic, anionic and cationic dispersants customary for the formulation of agrochemical active compounds. Preference is given to using nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants.
  • Suitable nonionic dispersants are, in particular, ethylene oxide-propylene oxide block polymers, alkylphenol polyglycol ethers and tri-stryrylphenol polyglycol ethers and their phosphated or sulfated derivatives.
  • Suitable anionic dispersants are in particular lignosulfonates, polyacrylic acid salts and arylsulfonate-formaldehyde condensates.
  • Defoamers which may be present in the seed dressing formulations which can be used according to the invention are all customary foam-inhibiting substances for the formulation of agrochemical active compounds.
  • agrochemical active compounds Preferably usable are silicone defoamers and magnesium stearate.
  • preservatives all substances which can be used for such purposes in agrochemical compositions can be present in the seed dressing formulations which can be used according to the invention. Examples include dichlorophen and Benzylalkoholhemiformal.
  • Suitable secondary thickeners which may be present in the seed dressing formulations which can be used according to the invention are all substances which can be used for such purposes in agrochemical compositions. Preference is given to C ellulo s ederivate, acrylic acid derivatives,
  • Xanthan gum modified clays and fumed silica.
  • Suitable adhesives which may be present in the seed dressing formulations which can be used according to the invention are all customary binders which can be used in pickling agents. Preferably mentioned are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and Tylose.
  • the seed dressing formulations which can be used according to the invention can be used either directly or after prior dilution with water for the treatment of seed of various kinds.
  • the concentrates or the preparations obtainable therefrom by dilution with water can be used for dressing the seeds of cereals, such as wheat, barley, rye, oats and Triticale, as well as the seeds of corn, rice, oilseed rape, peas, beans, cotton, sunflower, soy and beets or vegetable seed of various nature.
  • the seed dressing formulations which can be used according to the invention or their dilute application forms can also be used for pickling seeds of transgenic plants.
  • the pickling is done by placing the seed in a batch or continuous mixer, adding either the desired amount of excipient formulations, either as such or after prior dilution with water, and until evenly distributed Formulation on the seed mixes.
  • a drying process follows.
  • the application rate of the seed dressing formulations which can be used according to the invention can be varied within a relatively wide range. It depends on the particular content of the compounds of the formula (I) in the formulations and on the seed.
  • the application rates in the compound of the formula (I) are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 15 g per kilogram of seed.
  • the compounds of formula (I) are active against animal parasites, in particular ectoparasites or endoparasites.
  • the term endoparasite includes in particular helminths and protozoa such as coccidia.
  • Ectoparasites are typically and preferably arthropods, especially insects or acarids.
  • the compounds of formula (I) which have favorable toxicity to warm-blooded animals, are useful in the control of parasites found in livestock and livestock in livestock, breeding animals, zoo animals, laboratory animals, experimental animals and domestic animals. They are effective against all or individual stages of development of the parasites.
  • Farm animals include, for example, mammals such as sheep, goats, horses, donkeys, camels, buffaloes, rabbits, reindeer, fallow deer, and especially cattle and pigs; or poultry such as turkeys, ducks, geese and, in particular, chickens; or fish or shellfish, e.g. As in aquaculture, or optionally insects such as bees.
  • the domestic animals include, for example, mammals such as hamsters, guinea pigs, rats, mice, chinchillas, ferrets, and especially dogs, cats, caged birds; Reptiles, amphibians or aquarium fish.
  • the compounds of formula (I) are administered to mammals.
  • the compounds of the formula (I) are administered to birds, in particular poultry birds or, in particular, poultry.
  • the compounds of formula (I) for the control of animal parasites disease. Deaths and reductions (in the case of meat, milk, wool, hides, eggs, honey and the like) are reduced or prevented so that more economical and easier livestock farming is possible and animal welfare is improved.
  • controlling means that the compounds of formula (I) effectively affect the appearance of the respective parasite in an animal infected with such parasites on a caniererous scale , is reduced. More specifically, “combating” in the present context means that the compounds of formula (I) kill the respective parasite, prevent its growth or prevent its replication.
  • the arthropods include, but are not limited to, the order Anoplurida, for example Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp .; from the order Mallophagida and the suborders Amblycerina and Ischnocerina, for example Bovicola spp., Damali na spp., Felicola spp .; Lepikentron spp.
  • Menopon spp. Trichodectes spp., Trimenopon spp., Trinoton spp., Werneckiella spp; from the order Diptera and the suborders Nematocerina and Brachycerina, for example Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium Spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilla
  • Melophagus spp. Melophagus spp., Morellia spp., Musca spp., Odagmia spp., Oestrus spp., Philipomyia spp., Phlebotomus spp., Rhinoestrus spp., Sarcophaga spp., Simulium spp., Stomoxys spp., Tabanus spp., Tipula spp., Wilhelmia spp., Wohlfahrtia spp .; from the order Siphonaptrida, for example Ceratophyllus spp., Ctenocephalides spp., Pulex spp., Tunga spp., Xenopsylla spp .; from the order Heteropterida, for example Cimex spp., Panstrongylus spp., Rhodnius spp., Triatoma spp .; as well as pests
  • Argasidae such as Argas spp., Ornithodorus spp., Otobius spp.
  • From the family Ixodidae such as Amblyomma spp., Dermacentor spp., Haemaphysalis spp., I lyalomma spp., Ixodes spp., Rhipicephaius (Boophilus) spp., Rhipicephaius spp.
  • parasitic protozoa examples include, but are not limited to: Mastigophora (Flagellata), such as:
  • Metamonada from the order Vaccinia spp., Spironucleus spp.
  • Parabasaia from the order Trichomonadida for example Histomonas spp., Pentatrichomonas spp., Tetratrichomonas spp., Trichomonas spp., Tritrichomonas spp.
  • Euglenozoa from the order Trypanosomatida / for example Leishmania spp., Trypanosoma spp. Sarcomastigophora (Rhizopoda), such as Entamoebidae, for example Entamoeba spp., Centramoebidae, for example Acanthamoeba sp., Euamoebidae, e.g. Hartmanelia sp.
  • Alveolata such as Apicomplexa (Sporozoa): z. Cryptosporidium spp .; from the order Eimeriida for example Besnoitia spp., Cystoisospora spp., Eimeria spp., Hammondia spp., Isospora spp., Neospora spp., Sarcocystis spp., Toxoplasma spp .; from the order Adeleida z. Hepatozoon spp., Klossieila spp .; from the order Haemosporida z. B.
  • Leucocytozoon spp. Plasmodium spp .; from the order Piroplasmida z. Babesia spp., Ciliophora spp., Echinozoon spp., Theileria spp .; from the order Vesibuliferida z. Balantidium spp., Buxtonella spp.
  • Mi cro spora such as Encephalitozoon spp., Enterocytozoon spp., Globidium spp., Nosema spp. B. Myxozoa spp.
  • the human or animal pathogenic helminths include, for example, Acanthocephala, nematodes, pentastoma, and platyhelminthes (eg, Monogenea, Cestodes, and Trematodes).
  • Exemplary helminths include, but are not limited to:
  • Monogenea z.
  • Dactylogyrus spp. Gyrodactylus spp., Microbothrium spp., Polystoma spp., Troglecephalus spp .;
  • Cestodes from the order Pseudophyilidea for example: Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp. lehthyobothrium spp., Ligula spp., Schistocephalus spp., Spirometra spp.
  • Trematodes from the genus Digenea for example: Austrobilharzia spp., Brachylaima spp., Caiicophoron spp., Catatropis spp., Clonorchis spp.
  • Aeluro strongylus spp. Amidostomum spp., Ancylostoma spp., Angiostrongylus spp., Bronchonema spp., Bunostomum spp., Chabertia spp., Cooperia spp., Cooperioides spp., Crenosoma spp., Cyathostomum spp , Cyciococercus spp., Cyclodontostomum spp., Cylicocyclus spp., Cylicostephanus spp., Cylindropharynx spp., Cystocaulus spp., Dictyocaulus spp., Elaphostrongylus spp., Filaroides spp., Globocephalus spp., Graphidium spp.
  • Gyalocephalus spp. Haemonchus spp., Heligmosomoides spp., Hyostrongylus spp., Marshai lagia spp., Metastrongylus spp., Muellerius spp., Necator spp., Nematodirus spp., Neo strongylus spp., Nippo strongylus spp., Obeliscoides spp., Oesophagodontus spp.
  • Oesophagostomum spp. Ollulanus spp .
  • Ornithostrongylus spp. Oslerus spp., Ostertagia spp., Paracooperia spp., Paracrenosoma spp., Parafilaroides spp., Parelaphostrongyius spp., Pneumocaulus spp., Pneumostrongylus spp., Poteriostomum spp., Protostrongylus spp., Spicocaulus spp., Stephanurus spp ., Strongylus spp., Syngamus spp., Teladorsagia spp., Trichonema spp., Trichostrongylus spp., Triodontophorus spp., Troglostrongylus spp., Uncinaria spp.
  • Acanthocephala from the order Oligacanthorhynchida, for example: Macracanthorhynchus spp., Prosthenorchis spp .; from the order oniliformida for example: Moniliformis spp.,
  • the compounds of the formula (I) are administered by methods well known in the art, such as enteral, parenteral, dermal or nasal in the form of suitable preparations. Administration may be prophylactic; metaphylactically or therapeutically.
  • one embodiment of the present invention relates to the compounds of formula (I) for use as pharmaceuticals.
  • Another aspect relates to the compounds of formula (I) for use as antiendoparasitic.
  • Another specific aspect of the invention relates to the compounds of the formula (I) for use as antihelminthic agents, in particular for use as nematicide, platelet minthicide, acanthocephalicide or pentastomicide.
  • Another specific aspect of the invention relates to the compounds of formula (I) for use as antiprotozoic.
  • Another aspect relates to the compounds of formula (I) for use as anti-topazarasitic, in particular an arthropodicide, more particularly an insecticide or an acaricide.
  • veterinary formulations comprising an effective amount of at least one compound of formula (I) and at least one of a pharmaceutically acceptable excipient (eg, solid or liquid diluents), a pharmaceutically acceptable adjuvant (eg, surfactants), especially one Pharmaceutically acceptable excipients conventionally used in veterinary formulations and / or a pharmaceutically acceptable excipient conventionally used in veterinary formulations.
  • a pharmaceutically acceptable excipient eg, solid or liquid diluents
  • a pharmaceutically acceptable adjuvant eg, surfactants
  • a related aspect of the invention is a process for preparing a veterinary formulation as herein described, which comprises the step of mixing at least one compound of formula (I) with pharmaceutically acceptable excipients and / or adjuvants, especially pharmaceutically acceptable excipients conventionally used in veterinary formulations and / or adjuvants conventionally used in veterinary formulations.
  • veterinary formulations selected from the group of ectoparasiticidal and endoparasiticidal formulations, in particular selected from the group of anthelmintic, antiprotozoic and arthropodicidal formulations, especially selected from the group of nematicidal, platyhelminthicidal, acanthocephalicidal, pentastomicidal, insecticidal and acaricidal formulations, according to the aspects mentioned, as well as methods for their preparation.
  • Another aspect relates to a method for treating a parasitic infection, in particular infection by a parasite selected from the group of the ectoparasites and endoparasites mentioned here, by applying an effective amount of a compound of the formula (I) to an animal, in particular a non-human Animal that needs it.
  • Another aspect relates to a method for treating a parasitic infection, in particular infection by a parasite selected from the group of the ectoparasites and endoparasites mentioned here, by applying a veterinary formulation as defined herein to an animal, in particular a non-human animal, that requires it.
  • Another aspect relates to the use of the compounds of the formula (I) in the treatment of a parasitic infection, in particular an infection by a parasite selected from the group of the ectoparasites and endoparasites mentioned here, in an animal, in particular a non-human animal.
  • treatment includes prophylactic, metaphylactic and therapeutic treatment.
  • mixtures of at least one compound of formula (I) with other active ingredients, especially endo and ectoparasiticides, are provided herein for the veterinary field.
  • blending not only means that two (or more) different active ingredients are formulated in a single formulation and applied together, but also refers to products comprising separate formulations for each active ingredient. if more than two active substances are to be used, all active substances should be formulated in a common formulation, or all active substances should be formulated in separate formulations, or mixed forms where some of the active substances are formulated together and some of the active substances are formulated separately the separate or sequential use of the active substances in question.
  • Exemplary agents from the group of ectoparasiticides as compounding partners include, but are not limited to, the insecticides and accicides detailed above.
  • Other useful agents are listed below in accordance with the above mentioned classification based on the current IRAC Mode of Action Classification: (1) acetylcholinesterase (AChE) inhibitors; (2) GABA-controlled chloride channel blockers; (3) sodium channel modulators; (4) competitive nicotinic acetylcholine receptor (nAChR) modulators; (5) allosteric modulators of the nicotinic acetylcholine receptor (nAChR); (6) allosteric modulators of the glutamate-dependent chloride channel (GluCl); (7) juvenile hormone mimetics; (8) various non-specific (multi-site) inhibitors; (9) modulators of chordotonic organs; (10) mite growth inhibitors; (12) inhibitors of mitochondrial ATP synthase, such as ATP disruptors; (13) decoupling of
  • Active substances with unknown or non-specific mechanisms of action eg. Fentrifanil, fenoxacrim, cycloprene, chlorobenzilate, chlorodimeform, flubenzimine, dicyclanil, amidoflumet, quinomethionate, Tarnathene, clothiazoben, tetrasul, potassium oleate, petroleum, metoxadiazone, gossyplur, floutenzine, bromopropylate, cryolite;
  • Organochlorine compounds e.g. B. Camphechlor, Lindane, Heptachlor; or phenyipyrazoles, e.g. Acetoprol, pyrafluprol. Pyriprole. Vaniliprole, sisapronil; or isoxazolines, e.g. Sarolaner, Afoxolaner, Lotilaner, Fluralaner;
  • Pyrethroids e.g. G. (Cis-trans) metofluthrin, profuthrin, flufenprox, flubrocythrinate, fubfenprox, fenfluthrin, protrifenbut, pyresmethrin, RU15525, teraliethrin, cis-resmethrin, heptafluthrin, bioethanomethrin, biopemiethrin, fenpyrithrin, cis-cypermethrin, cis-permethrin, clocythrin , Cyhalothrin (lambda), chlovaporthrin, or halogenated carbon monoxide compounds (HCHs),
  • Neonicotinoids e.g. B. Nithiazine
  • Dicioromezotiaz, triflumezopyrim, macrocyclic lactones e.g. Nemadectin, ivermectin, latidectin, moxidectin, selamectin, eprinomectin, doramectin, emamectin benzoate; Milbemycin oxime, triphene, epofenone, diofenolane;
  • Bios, hormones or pheromones for example natural products, e.g. Thuringiensin, codlemon or neem components
  • Dinitrophenols e.g. Dinocap, dinobuton, binapacryl
  • Benzoylureas eg. As fluazuron, penflurone, amidine derivatives, z. B. Chlormebuform, cymiazole, demiditraz
  • agents from the group of endoparasiticides, as a mixture partner include, but are not limited to, anthelmintic agents and antiprotozoal agents.
  • the anthelmintic agents include, but are not limited to, the following nematicidal, tremesticidal and / or cestotic agents: from the class of macrocyclic lactones, for example: eprinomectin, abamectin, nemadectin, moxidectin, doramectin, selamectin, lepimectin, latidectin, milbemectin, Ivermectin, emamectin, milbemycin; from the class of benzimidazoles and sample zimidazoles for example: oxibendazole, mebendazole, triclabendazole, thiophanate.
  • Antiprotozoal agents include, but are not limited to, the following agents: from the class of tria / ees, for example: diciazuril, ponazuril, letrazuril, toltrazuril; from the class polyl ether ionophore for example: monensin, salinomycin, maduramicin, narasin; from the class of macrocyclic lactones, for example: milbemycin, erythromycin; from the class of quinolones for example: enrofloxacin, pradofloxacin; from the class of quinines for example: chloroquine; from the class of pyrimidines for example: pyrimethamine; from the class of sulfonamides for example: sulfachinoxalin, trimethoprim, sulfaclozin; from the class of thiamine for example: amprolium; from the class of lincosamides for example: clindamycin; from the class
  • all said mixing partners can optionally form salts with suitable bases or acids.
  • a vector in the context of the present invention is an arthropod, in particular an insect or arachnid, which is able to attack pathogens such.
  • pathogens such as viruses, worms, protozoa and bacteria from a reservoir (plant, animal, human, etc.) to a host to transfer.
  • the pathogens can be transferred to a host either mechanically (eg, trachoma by non-stinging flies) on a host, or after injection (eg, malaria parasites by mosquitoes).
  • vectors and their transmitted diseases or pathogens are:
  • flies sleeping sickness (trypanosomiasis); Cholera, other bacterial diseases:
  • Ticks Borellioses such as Borrelia bungdorferi sensu lato., Borrelia duttoni, tick-borne encephalitis, Q fever (Coxiella burnetii), Babesia (Babesia canis canis), ehrlichiosis.
  • vectors in the context of the present invention are insects, for example aphides. Flies, cicadas or thrips that can transmit Ptlan / enviren to plants. Other vectors that can transmit plant viruses are spider mites, lice, beetles and nematodes.
  • vectors for the purposes of the present invention are insects and arachnids such as mosquitoes, in particular of the genera Aedes, Anopheles. z. BA gambiae, A. arabiensis, A. funestus, A. dirus (malaria) and Culex, psychodides such as phlebotomus, lutzomyia, lice, fleas, flies, mites and ticks that can transmit pathogens to animals and / or humans.
  • insects and arachnids such as mosquitoes, in particular of the genera Aedes, Anopheles. z. BA gambiae, A. arabiensis, A. funestus, A. dirus (malaria) and Culex, psychodides such as phlebotomus, lutzomyia, lice, fleas, flies, mites and ticks that can transmit pathogens to animals and / or humans.
  • Vector control is also possible when the compounds of formula (I) are resistance-disrupting.
  • Compounds of formula (I) are suitable for use in the prevention of diseases and / or pathogens transmitted by vectors.
  • another aspect of the present invention is the use of compounds of formula (I) for vector control, e.g. As in agriculture, horticulture, forests, gardens and recreational facilities and in the supply and material protection. Protection of technical materials
  • the compounds of the formula (I) are suitable for the protection of industrial materials against attack or destruction by insects, eg. B. from the orders Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psocoptera and Zygentoma.
  • the compounds of the formula (I) are used together with at least one further insecticide and / or at least one fungicide.
  • the compounds of the formula (I) are present as a ready-to-use pest control agent, i. h., They can be applied to the appropriate material without further changes. As further insecticides or fungicides, in particular those mentioned above come into question.
  • the compounds of the formula (I) can be used to protect against the growth of objects, in particular hulls, sieves, nets, structures, quays and signal systems, which come into contact with seawater or brackish water.
  • the compounds of the formula (I) can be used alone or in combination with other active substances as antifouling agents.
  • the compounds of formula (I) are useful in the control of animal pests in the hygiene sector.
  • the invention can be used in household, hygiene and storage contactor especially for the control of insects, arachnids, ticks and mites that occur in confined spaces, such as homes, factories, offices, vehicle cabins, tinning plants.
  • the compounds of formula (I) are used alone or in combination with other active ingredients and / or excipients.
  • they are used in household insecticide products.
  • the compounds of formula (I) are active against sensitive and resistant species and against all stages of development.
  • pests from the class Arachnida from the orders Scorpiones, Araneae and Opiliones, from the classes Chilopoda and Diplopoda, from the class Insecta the Ordnun Blattodea, from the orders Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera, Isoptera, Lepidoptera, Phthiraptera, Psocoptera, Saltatoria or Orthoptera, Siphonaptera and Zygentoma and from the class Malacostraca the order Isopoda.
  • the application is carried out for example in aerosols, non-pressurized sprays, z.
  • Pump and atomizer sprays misting machines, foggers, foams, gels, evaporator products with cellulose or plastic evaporator plates, liquid evaporators, gel and membrane evaporators, propeller driven evaporators, energyless or passive evaporation systems, moth papers, moth cakes and moth gels, as granules or dusts, in straw baits or bait stations.
  • the calibration is carried out with unbranched alkan-2-ones (with 3 to 16 carbon atoms) whose logP values are known (determination of the logP values by means of the retention times by linear interpolation between two consecutive alkanones).
  • the NMR data of selected examples are either in classical form (5- values,
  • Di H-NM R data of selected examples are reported in the form of 1 H-NMR peak I s. For each signal peak, first the ⁇ value in ppm and then the signal intensity in round brackets are listed. The ⁇ -value signal intensity numbers of different signal peaks are listed separated by semicolons.
  • the peak list of an example therefore has the form: ⁇ (Intensity ';&> (Intensity 2);; ⁇ ⁇ (Intensity,';; ⁇ (Intensity)
  • the intensity of sharp signals correlates with the height of the Si in a printed example of an NMR - Spectrum in cm and shows the real ratios of the signal intensities
  • Signals can show multiple peaks or the center of the signal and their relative intensity compared to the most intense signal in the spectrum.
  • the peaks of stereoisomers of the target compounds and / or peaks of impurities usually have on average a lower intensity than the peaks of the target compounds (for example with a purity of> 90%).
  • Such stereoisomers and / or impurities may be typical of the particular preparation process. Their peaks can thus help identify the reproduction of our manufacturing process by "by-product fingerprints.”
  • Emulsifier alkylaryl polyglycol ether
  • a suitable preparation of active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppine until the desired concentration is reached.
  • emulsifier concentration 1000 ppine
  • dilute with emulsifier-containing water Chinese cabbage leaf discs (Brassica pekinensis) infested with all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.
  • Emulsifier alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water which contains an emulsifier concentration of 1000 ppins until the desired concentration is reached. To prepare further test concentrations, dilute with emulsifier-containing water.
  • Chinese cabbage leaf discs (Brassica pekinensis) are sprayed with an active compound preparation of the desired concentration and, after drying, are populated with larvae of the horseradish leaf beetle (Phaedon cochieariae).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to novel compounds of formula (I), in which Aa, Ab, Ac, Ad, R1, R2, R3, Q and n have the meanings indicated in the description, to the use thereof as acaricides and/or insecticides for controlling animal pests, and to methods and intermediate products for the production thereof.

Description

Kondensierte bicyclische H eterocvclen- Derivate als Schädlingsbekämpfungsmittel  Condensed bicyclic heterocycle derivatives as pesticides

Die vorliegende Erfindung betrifft neue kondensierte bicyclische Heterocyclen-Derivate der Formel (I), deren Anwendung als Akarizide und/oder Insektizide zur Bekämpfung tierischer Schädlinge, vor allem von Arthropoden und insbesondere von Insekten und Spinnentieren und Verfahren und Zwischenprodukte zu ihrer Herstellung. The present invention relates to novel condensed bicyclic heterocyclic derivatives of the formula (I), their use as acaricides and / or insecticides for combating animal pests, in particular arthropods and in particular insects and arachnids, and methods and intermediates for their preparation.

Kondensierte bicyclische Heterocyclen-Derivate mit msektiziden Eigenschaften sind in der Literatur bereits beschrieben, z.B. in WO 2010/125985, WO 2012/074135, WO 2012/086848, WO 2013/018928, WO 2013/191 1 13, WO 2014/142292, WO 2014/148451 , WO 2015/000715, WO 2016/124563, WO 2016/124557, PCT/EP2016/057389, WO 2015/121136, WO2016//107742, WO2016/091731, WO 2016/129684. Condensed bicyclic heterocyclic derivatives having insecticidal properties have already been described in the literature, e.g. in WO 2010/125985, WO 2012/074135, WO 2012/086848, WO 2013/018928, WO 2013/191 1 13, WO 2014/142292, WO 2014/148451, WO 2015/000715, WO 2016/124563, WO 2016 / 124557, PCT / EP2016 / 057389, WO 2015/121136, WO2016 // 107742, WO2016 / 091731, WO 2016/129684.

Die gemäß den oben genannten Schriften bereits bekannten Wirkstoffe weisen aber in ihrer Anwendung teils Nachteile auf, sei es, dass sie nur eine geringe Anwendungsbreite aufweisen, sei es, dass sie keine zufriedenstellende Insektizide oder akarizide Wirkung aufweisen. However, the active ingredients already known according to the abovementioned publications have some drawbacks in their application, be it that they have only a small application range, whether they have no satisfactory insecticides or acaricidal activity.

Es wurden nun neue kondensierte bicyclische Heterocyclen-Derivate gefunden, weiche gegenüber den bereits bekannten Verbindungen Vorteile aufweisen, z.B. seien bessere biologische oder ökologische Eigenschaften, breitere Anwendungsmethoden, eine bessere Insektizide, akarizide Wirkung, sowie eine gute Verträglichkeit gegenüber Nutzpflanzen beispielhaft genannt. Die kondensierten bicyclischen Heterocyclen-Derivate können in Kombination mit weiteren Mitteln zur Verbesserung der Wirksamkeit insbesondere gegen schwierig zu bekämpfende Insekten eingesetzt werden. Gegenstand der vorliegenden Erfindung sind daher neue Verbindungen der Formel (I) There have now been found new condensed bicyclic heterocyclic derivatives which have advantages over the already known compounds, e.g. are better biological or ecological properties, broader application methods, better insecticides, acaricidal activity, as well as a good tolerance to crops exemplified. The condensed bicyclic heterocyclic derivatives can be used in combination with other agents for improving the effectiveness in particular against difficult-to-control insects. The present invention therefore relates to novel compounds of the formula (I)

Figure imgf000003_0001
in welcher (Ausgestaltung 1)
Figure imgf000003_0001
in which (embodiment 1)

Aa für Stickstoff oder =C(H)- steht, Ab für Stickstoff oder =C(H)- steht, Ac für Stickstoff oder =C(H)- steht, Ad für Stickstoff oder =C(H)- steht, wobei mindestens ein A aus der Reihe Aa, Ab. Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad nicht gleichzeitig für Stickstoff stehen können, Aa is nitrogen or = C (H) -, Ab is nitrogen or = C (H) -, Ac is nitrogen or = C (H) -, Ad is nitrogen or = C (H) -, where at least one A from the series Aa, Ab. Ac and Ad stands for nitrogen and where Aa, Ab, Ac and Ad can not simultaneously be nitrogen,

R1 für (Ci-C6)Alkyi, (Ci-C6)Halogenalkyl, (C1-C6)Cyanoalkyl, (C1-C6)Hydroxyalkyl, (G- C6)Alkoxy-(Ci-C6)alkyl, (Ci-C6)Haiogenalkoxy-(Ci-C6)alkyl, (C2-C6)Alkenyl, (C2- C6)Alkenyloxy-(Ci-C6)allcyl, (C2-C6)Halogenalkenyloxy-(Ci-C6)alkyl, (C2-C6)Halogenalkenyl, (C2-C6)Cyanoalkenyi, (C2-C6)Alkmyl, (C2-C«)Alkinyloxy-(Ci-C«)alkyl, (C2-R 1 is (Ci-C 6 ) Alkyi, (Ci-C 6 ) haloalkyl, (C 1 -C 6 ) cyanoalkyl, (C 1 -C 6 ) hydroxyalkyl, (G-C 6 ) alkoxy- (Ci-C 6 ) alkyl, (Ci-C 6) Haiogenalkoxy- (Ci-C 6) alkyl, (C 2 -C 6) alkenyl, (C 2 - C 6) alkenyloxy (Ci-C6) allcyl, (C 2 -C 6 ) Halogenalkenyloxy- (Ci-C 6) alkyl, (C 2 -C 6) haloalkenyl, (C 2 -C 6) Cyanoalkenyi, (C 2 -C 6) Alkmyl, (C 2 -C ") alkynyloxy (Ci- C ") alkyl, (C 2 -

C6)Halogenalkinyloxy-(C i -C6)alkyl, (C2-C6)Halogenalkinyl, (C2-C6)Cyanoaikinyi, (C3- C8)Cycloalkyi, (C3-C8)Cy oalkyl-(C3-C8)Cycloalkyl, (Ci-C6)Alkyl-(C3-C8)Cycloalkyl, Halogen(C3-C8)cycloalkyl, Amino, (Ci-C«)Alkylamino, Di-(Ci-C6)alkyl-amino, (C3- C8)Cycloalkylamino, (C 1 -C6) Alkylcarbonyl-amino, (C 1 -C6)Alkylthio-(C 1 -C6)alkyl, (G- C6)Halogenalkylthio-(C 1 -C6)aikyl, (C 1 -C6)Alkyisulfmyl-(C i -G)alkyl, (C 1 -C 6) Halogenalkinyloxy- (C i -C 6) alkyl, (C 2 -C 6) haloalkynyl, (C 2 -C 6) Cyanoaikinyi, (C 3 - C 8) Cycloalkyi, (C 3 -C 8) Cy Oalkyl - (C 3 -C 8) cycloalkyl, (Ci-C 6) alkyl (C 3 -C 8) cycloalkyl, halo (C3-C8) cycloalkyl, amino, (Ci-C ") alkylamino, di- (C -C 6 ) alkylamino, (C 3 -C 8 ) cycloalkylamino, (C 1 -C 6 ) alkylcarbonylamino, (C 1 -C 6 ) alkylthio (C 1 -C 6 ) alkyl, (G-C 6 ) Haloalkylthio (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkylsulfmyl (C 1 -G) alkyl, (C 1 -

C6)Halogenalkylsulfmyl-(C1-C6)alkyl, (G -C6)Aikylsuifonyl-(C 1 -C6)alkyl, (C 1 -C6) haloalkylsulfmyl- (C 1 -C 6 ) -alkyl, (G -C 6 ) -alkylsulfonyl- (C 1 -C 6 ) -alkyl, (C 1 -

C6)Halogenalkylsulfonyl-(C 1 -C6)alkyl, (C 1 -C6) Alkoxy-(C 1 -C6)alkylthio-(C 1 -C6)alkyl, (C 1 - C6)Alkoxy-(C1-C«)alkylsulfmyl-(C 1 -C«)alkyl, (G-G)Alkoxy-(C 1 -C6)alkylsulfonyl-(C 1 -C6)alkyl, (C 1 -C6)Alkylcarbonyl-(C 1 -G)alkyl, (C 1 -C6)Halogenalkylcarbonyl-(C 1 -C6)alkyl, (C 1 - C6)Alkoxycarbonyl-(C 1 -C6)alkyl, (C 1 -C6)Halogenalkoxycarbonyi-(C 1 -C6)alkyl, (C 1 - C6)Aikyisul fonylamino, Aminosulfonyl-(C 1 -C6)alkyl, (C 1 -C6)Alkylaminosulfonyl-(C 1 -C6)alkyl, Di-(Ci-C6)alkyl-aminosul fonyl-(C 1 -C6)alkyl, oder für jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch Aryl, Hetaryl oder Heterocyclyl substituiertes (Ci-C6)Alkyl, (Ci-Ce)Alkoxy, (C2-C«)Alkenyl, (C2- Ce)Alkinyl, (C3-C8)Cycloalkyl steht, wobei Aryl, Hetaryl oder Heterocyclyl jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch Halogen, Cyano, Nitro, Hydroxy, Amino, Carboxy, Carbamoyl, Aminosulfonyl, (G-C6)Aikyl, (C3 -C«)Cycloalkyl, (Ci- C«)Alkoxy, (Ci-C6)Halogenalkyl, (Ci-C6)Halogenalkoxy, (Ci-C6)Alkylthio, (Ci-C6)Alkylsuifmyl, (Ci-C6)Alkylsuifonyl, (Ci-C6)Alkylsulfimino, (Ci-C6)Alkylsulfimino-(Ci-C6)alkyl, (Ci- C6)Alkylsulfimino-(C2-C6)alkylcarbonyl, (Ci-C6)Alkylsulfoximino, (C 1 -C6)Alkylsulfoximino-(C 1 - C«)alkyl, (Ci-C6)Alkylsulfoximino-(C2-C6)alkylcarbonyl, (G-C6)Alkoxycarbonyl, (Ci- C6)Alkylcarbonyl, (C3 -C«)Trialkylsilyl oder Benzyi substituiert sein können, oder C 6 ) haloalkylsulfonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkylthio (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkoxy) C 1 -C 18 alkylsulfmyl (C 1 -C 6 ) alkyl, (GG) alkoxy (C 1 -C 6 ) alkylsulfonyl (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkylcarbonyl ( C 1 -G) alkyl, (C 1 -C 6) haloalkylcarbonyl (C 1 -C 6) alkyl, (C 1 - C 6) alkoxycarbonyl (C 1 -C 6) alkyl, (C 1 -C 6) Haloalkoxycarbonyi (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkylsulfonylamino, aminosulfonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkylaminosulfonyl- (C 1 -C 6 ) -alkyl, di- (Ci C 6 ) alkyl-aminosulphonyl- (C 1 -C 6 ) -alkyl, or in each case optionally monosubstituted or polysubstituted by identical or different aryl, hetaryl or heterocyclyl-substituted (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy, ( C 2 -C ") alkenyl, (C 2 - Ce) alkynyl, (C3-C8) cycloalkyl, wherein aryl, hetaryl or heterocyclyl each optionally monosubstituted or polysubstituted by identical or different halogen, cyano, nitro, hydroxy, amino , Carboxy, carbamoyl, aminosulfonyl, (G-C6) aikyl, (C 3 -C ") cycloalkyl l, (Ci- C ") alkoxy, (Ci-C 6) haloalkyl, (Ci-C 6) haloalkoxy, (Ci-C 6) alkylthio, (Ci-C 6) Alkylsuifmyl, (Ci-C 6) Alkylsuifonyl, (Ci-C 6) Alkylsulfimino, (Ci-C6) Alkylsulfimino- (Ci-C6) alkyl, (Ci- C6) Alkylsulfimino- (C 2 -C 6) alkylcarbonyl, (Ci-C6) Alkylsulfoximino, (C 1 -C 6) Alkylsulfoximino (C 1 -C 6) alkyl, (C 1 -C 6) alkylsulfoximino (C 2 -C 6) alkylcarbonyl, (G-C6) alkoxycarbonyl, (C 1 -C 6) alkylcarbonyl, (C 3 -C 3 ) trialkylsilyl or benzyl may be substituted, or

R1 für jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch Halogen, Cyano, Nitro, Hydroxy, Amino, Carboxy, Carbamoyl, (G-C6)Aikyl, (C3-C8)Cycloalkyl, (Ci- C6)-Alkoxy, (Ci-C6)Halogenalkyl, (Ci-C6)Halogenalkoxy, (Ci-C6)Alkylthio, (Ci-C6)Alkyl- sulfmyl, (Ci-C6)Alkylsulfonyl, (Ci-C6)Alkylsulfimino, (C 1 -C6)Alkylsulfimino-(C 1 -C6)alkyl, (Ci- C6)Alkylsulfimino-(C2-C6)a!kylcarbonyl, (Ci-C6)Alkylsulfoximino, (C 1 -C«) Alkylsulfoximino- (Ci-C6)alkyl, (C 1 -C6)Alkylsulfoximino-(C2-C6)alkylcarbonyl, (G-C6)Alkoxycarbonyl, (Ci- Ce)Alkylcarbonyl, (C3-C6)Trialkylsilyl, (=0) (nur im Fall von Heterocyclyl) oder

Figure imgf000005_0001
(nur im Fall von Heterocyclyl) substituiertes Aryl, Hetaryl oder Heterocyclyl steht, unabhängig voneinander für Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(Ci-C6)alkylsilyl, (C3-C8)Cycloalkyl, (C3-C8)Cycloalkyl-(C3-C8)Cycioalkyi, (Ci- C6)Alkyl-(C3-C8)cycloalkyl, Halogen(C3-C8)cycloalkyl, (Ci-Ce)Alkyl, (Ci-C6)Halogenalkyl, (Ci-C6)Cyanoaikyl, (Ci-C6)Hydroxyalkyl, Hydroxycarbonyl-(Ci-C6)-alkoxy, (Ci- Ce)Alkoxycarbonyl-(C 1 -Ce)alkyl, (Ci -Ce)Alkoxy-(G-Ce)alkyl, (C2-C6)Alkenyi, (C2- C6)Halogenalkenyi, (C2-C6)Cyanoalkenyl, (C2-C6)Alkinyl, (C2-C6)Halogenalkinyl, (C2- C6)Cyanoalkinyl, (Ci-Ce) Alkoxy, (G-Ce)Halogenalkoxy, (Ci-Ce)Cyanoalkoxy, (Ci- Ce) Alkoxy carbonyl-(C 1 -Ce)alkoxy, (C 1 -Ce) Alkoxy-(C 1 -Ce)alkoxy, (C 1 -Ce) Alkylhydroxyimino, (C 1 -Ce)Alkoxyimino, (C 1 -C6)Alkyi-(C 1 -C6)alkoxyimino, (Ci-Ce)Halogenalkyl-(C 1 -R 1 is in each case optionally monosubstituted or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, amino, carboxy, carbamoyl, (G-C 6 ) alkyl, (C 3 -C 8 ) cycloalkyl, (C 1 -C 6 ) -alkoxy , (Ci-C 6 ) haloalkyl, (Ci-C 6 ) haloalkoxy, (Ci-C 6 ) alkylthio, (Ci-C 6 ) alkylsulfmyl, (Ci-C 6 ) alkylsulfonyl, (Ci-C 6 ) alkylsulfimino , (C 1 -C 6 ) alkylsulfimino (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkylsulfimino (C 2 -C 6 ) alkylcarbonyl, (C 1 -C 6 ) alkylsulfoximino, (C 1 -C 8) alkylsulfoximino (C 1 -C 6) alkyl, (C 1 -C 6) alkylsulfoximino (C 2 -C 6) alkylcarbonyl, (C 1 -C 6) alkoxycarbonyl, Ce) alkylcarbonyl, (C3-C6) trialkylsilyl, (= 0) (only in the case of heterocyclyl) or
Figure imgf000005_0001
Aryl, hetaryl or heterocyclyl substituted (only in the case of heterocyclyl) independently of one another are hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri (C 1 -C 6 ) alkylsilyl, (C 3 -C 8) ) cycloalkyl, (C3-C8) cycloalkyl (C 3 -C 8) Cycioalkyi, (Ci- C 6) alkyl (C 3 -C 8) cycloalkyl, halo (C 3 -C 8) cycloalkyl, (Ci- Ce) alkyl, (Ci-C 6) haloalkyl, (Ci-C 6) Cyanoaikyl, (Ci-C 6) hydroxyalkyl, hydroxycarbonyl (Ci-C 6) alkoxy, (Ci- Ce) alkoxycarbonyl (C 1 - Ce) alkyl, (Ci -Ce) alkoxy (G-Ce) alkyl, (C 2 -C 6) Alkenyi, (C 2 - C 6) Halogenalkenyi, (C 2 -C 6) cyanoalkenyl, (C 2 -C 6) alkynyl, (C 2 -C 6) haloalkynyl, (C 2 - C6) cyanoalkynyl, (Ci-Ce) alkoxy, (G-Ce) haloalkoxy, (Ci-Ce) cyanoalkoxy, (Ci- Ce) alkoxy carbonyl (C 1 -C 6 ) alkoxy, (C 1 -C 6 ) alkoxy- (C 1 -C 6 ) alkoxy, (C 1 -C 6 ) alkylhydroxyimino, (C 1 -C 6 ) alkoxyimino, (C 1 -C 6 ) alkyl ( C 1 -C 6 ) alkoxyimino, (Ci-Ce) haloalkyl- (C 1 -

Ce)alkoxyimino, (Ci-Ce)Aikylthio, (Ci-Ce)Halogenalkyithio, (C 1 -C6) Alkoxy-(C 1 -Ce)alkylthio, (C 1 -C6)Alkylthio-(C i -C6)alkyl, (Ci-Ce)Aikylsulfinyl, (C 1 -C6)Halogenalkyl sulfmyl, (G- Ce)Alkoxy-(C 1 -C6)alkylsulfmyl, (C 1 -C6)Alkylsulfmyl-(C 1 -G talkyl, (C1-C6)Alkylsulfonyl, (C 1 - Ce)Halogenalkylsulfonyl, (C 1 -Ce) Alkoxy-(C 1 -Ce)alkylsulfonyl, (C 1 -Ce) Alkylsulfonyl-(C 1 - C6)alkyl, (Ci-Ce)Aikylsulfonyloxy, (Ci-Ce)Alkylcarbonyi, (Ci-Ce)Alkylthiocarbonyl, (G- Ce)Halogenalkylcarbonyl, (C 1 -Ce) Alkylcarbonyloxy , (C 1 -Ce) Alkoxycarbonyl, (G- Ce)Halogenalkoxycarbonyl, Amino carbonyl , (Ci-Ce)Alkyiaminocarbonyl, (G- Ce)Alkylaminothiocarbonyl, Di-(G-Ce)alkyl-aminocarbonyl, Di-(C 1 -Ce)alkyl- aminothiocarbonyl, (C2-Ce)Alkenylaminocarbonyl, Di-(C2-Ce)-alkenylaminocarbonyl, (C3- C8)Cycloalkylaminocarbonyl, (C 1 -Ce) Alkyl sulfonylamino, (C 1 -Ce)Alkylamino, Di -((' ; - Ce)Alkylamino, Aminosulfonyl, (Ci-Ce)Alkylaminosulfonyl, Di-(Ci -Ce)alkyl-aminosulfonyl, (Ci-Ce)Alkyisulfoximino, Aminothiocarbonyl, (Ci-Ce)Alkylaminothiocarbonyl, Di-(Ci- Ce)alkyl-aminothiocarbonyl, (C3-C8)Cycloalkyiamino, NHCO-(Ci-C6)alkyl ((Ci-Ce) alkoxyimino, (Ci-Ce) alkylthio, (Ci-Ce) haloalkylthio, (C 1 -C 6 ) alkoxy- (C 1 -Ce) alkylthio, (C 1 -C 6 ) alkylthio (C i -C 6 ) alkyl, (Ci-Ce) Aikylsulfinyl, (C 1 -C 6) haloalkyl sulfmyl, (G- Ce) alkoxy (C1-C6) alkylsulfmyl, (C 1 -C 6) Alkylsulfmyl- (C 1 -G talcyl, (C 1 -C 6 ) alkylsulphonyl, (C 1 -C 6 ) haloalkylsulphonyl, (C 1 -Ce) alkoxy (C 1 -Ce) alkylsulphonyl, (C 1 -Ce) alkylsulphonyl (C 1 -C 6 ) alkyl, (Ci-Ce) Aikylsulfonyloxy, (Ci-Ce) alkylcarbonyi, (Ci-Ce) alkylthiocarbonyl, (G-Ce) haloalkylcarbonyl, (C 1 -Ce) alkylcarbonyloxy, (C 1 -Ce) alkoxycarbonyl, (G-Ce ) Haloalkoxycarbonyl, amino carbonyl, (Ci-Ce) alkylaminocarbonyl, (G-Ce) alkylaminothiocarbonyl, di- (G-Ce) alkylaminocarbonyl, di (C 1 -Ce) alkylaminothiocarbonyl, (C 2 -Ce) alkenylaminocarbonyl , Di (C 2 -C 6) alkenylaminocarbonyl, (C 3 -C 8 ) cycloalkylaminocarbonyl, (C 1 -C 6) alkylsulfonylamino, (C 1 -Ce) alkylamino, di (( ' - Ce) alkylamino, aminosulfonyl , (C 1 -C 6) -alkylaminosulfonyl, di (C 1 -C 6) -alkylaminosulfonyl, (Ci-Ce) Alkyisulfoximino, Aminothiocarbonyl, (Ci-Ce) Alkylaminothiocarbonyl, Di (Ce Ce) alkyl aminothiocarbonyl, (C 3 -C 8 ) Cycloalkyiamino, NHCO- (Ci-C 6 ) alkyl ((Ci)

Ce)Alkylcarbonylamino), für jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden substituiertes Aryl oder Hetaryl stehen, wobei (im Fall von Hetaryl) gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei als Substituenten j eweils in Frage kommen: Cyano, Carboxyl, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(C 1 -Ce)alkylsilyl, (C3- C8)Cycloalkyl, (C3-C8)Cycloalkyl-(C3-C8)cycloaikyl, (Ci-C6)Aikyl-(C3-Ce) alkylcarbonylamino), in each case optionally monosubstituted or polysubstituted, identically or differently substituted aryl or hetaryl, where (in the case of hetaryl) optionally at least one carbonyl group may be contained and / or being suitable as substituents in each case: cyano, carboxyl , halogen, nitro, acetyl, hydroxy, amino, SCN, tri- (C 1 -Ce) alkylsilyl, (C 3 - C 8) cycloalkyl, (C 3 -C 8) cycloalkyl (C 3 -C 8) cycloaikyl, (Ci-C 6 ) Aikyl- (C 3 -

C8)cycloaikyl, Haiogen(C3-C8)cycloalkyl, (Ci-Ce)Alkyl, (Ci-Ce)Halogenalkyl, (Ci- Ce)Cyanoalkyl, (C 1 -Ce)Hydroxyalkyl, Hydroxycarbony l-( C 1 -C„ )-al koxy, (Ci-C 8 ) cycloalkyl, halo (C 3 -C 8 ) cycloalkyl, (C 1 -C 6 ) alkyl, (C 1 -C 6) haloalkyl, (C 1 -C 6) cyanoalkyl, (C 1 -C 6) hydroxyalkyl, hydroxycarbonyl (C 1 -C ") -alkoxy,

C6)Alkoxycarbonyl-(Ci-Ce)alk , (Ci-Ce)Aikoxy-(Ci-Ce)alkyi, (C2-C6)Alkenyl, (C2- C6)Halogenalkenyl, (C2-C6)Cyanoaikenyl, (C2-C6)Alkinyl, (C2-C6)Haiogenalkinyi, (C2- Ce)Cyanoalkinyl, (Ci-Ce) Alkoxy, (C 1 -Ce)Halogenalkoxy, (Ci-Ce)Cyanoalkoxy, (Ci- Ce)Alkoxycarbonyl-(C 1 -Ce)alkoxy , (C 1 -Ce) Alkoxy-(C 1 -Ce)alkoxy , (Ci -Ce)Alkylhydroxyimino, (C 1 -Ce)Alkoxyimino, (C 1 -C6) Alkyl-(C 1 -Ce)alkoxyimino, (C 1 -C6)Halogenaikyl-(C 1 - C6)alkoxyimino, (Ci-C6)Alkylthio, (Ci-C6)Halogenalkylthio, (Ci-C6)Alkoxy-(Ci-C6)alkylthio, (C i -C«)Alkylthio-(C i -C«)alkyl, (Ci-C6)AUcyisulfinyi, (Ci-C< Halogenalkylsulfmyl, (Ci- C6)Alkoxy-(C1 -C6)alkylsulfmyl, (C i -C6)Alkylsulfmyl-(C ι -C«)alkyl, (C1-C6)Allcyisulfonyi, (G- C6)Halogenalkylsulfonyl, (G-C«)Alkoxy-(C i -C6)alkyisui fonyl, (C i -C6)Alkylsulfonyl-(C i - C6)alkyl, (Ci-C6)Alkylsulfonyloxy,

Figure imgf000006_0001
(Ci-C6)Halogenalkylcarbonyl, (G- G)Alkylcarbonyloxy, (G-G)Alkoxycarbonyl, (Ci-C6)Halogenalkoxycarbonyl, Aminocarbonyl, (Ci-C6)Alkylaminocarbonyl, Di -(Ci-C6)alkyl -aminocarbonyl, (G-G)Alkenylaminocarbonyl, Di-(C2-C6)-alkenylaminocarbonyl, (G-G)Cyeloalkylaminocarbonyl, (C i -C 6) alkoxycarbonyl (Ci-Ce) alk, (Ci-Ce) Aikoxy- (Ci-Ce) alkyi, (C 2 -C 6) alkenyl, (C 2 - C 6) haloalkenyl, (C 2 -C 6 ) Cyanoaikenyl, (C 2 -C 6) alkynyl, (C 2 -C 6) Haiogenalkinyi, (C2 - Ce) cyanoalkynyl, (Ci-Ce) alkoxy, (C 1 -Ce) haloalkoxy, (Ci-Ce) cyanoalkoxy , (Ci- Ce) alkoxycarbonyl- (C 1 -C 6) alkoxy, (C 1 -C 6) alkoxy- (C 1 -C 6) alkoxy, (C 1 -C 6) alkylhydroxyimino, (C 1 -C 6) alkoxyimino, (C 1 -C 6 ) alkyl (C 1 -Ce) alkoxyimino, (C 1 -C 6 ) haloalkyl (C 1 -) C 6) alkoxyimino, (Ci-C 6) alkylthio, (Ci-C 6) haloalkylthio, (Ci-C 6) alkoxy (Ci-C 6) alkylthio, (C i -C ") alkylthio (C i - C ") alkyl, (Ci-C 6) AUcyisulfinyi, (Ci-C <Halogenalkylsulfmyl, (Ci- C 6) alkoxy (C 1-C6) alkylsulfmyl, (C i-C6) Alkylsulfmyl- (C ι -C" ) alkyl, (C 1 -C 6) Allcyisulfonyi, (G- C6) haloalkylsulfonyl, (GC ") alkoxy (C i -C 6) alkyisui fonyl, (C i -C 6) alkylsulfonyl (C i - C 6) alkyl, (C 1 -C 6 ) -alkylsulfonyloxy,
Figure imgf000006_0001
(C 1 -C 6 ) haloalkylcarbonyl, (G-G) alkylcarbonyloxy, (GG) alkoxycarbonyl, (C 1 -C 6 ) haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 6 ) -alkylaminocarbonyl, di- (C 1 -C 6 ) -alkylaminocarbonyl, (GG) Alkenylaminocarbonyl, di (C 2 -C 6) alkenylaminocarbonyl, (GG) cycloalkylaminocarbonyl, (C i -

C6)Alkylsulfonylamino, (C i -C6)Alkylamino, Di-(Ci-C6)Alkylamino, Aminosulfonyl, (G- C6)Alkylaminosulfonyl, Di-(Ci-C6)alkylaminosulfonyl, (C i -C6)Alkylsulfoximino,C6) alkylsulfonylamino, (C 1 -C 6) -alkylamino, di- (C 1 -C 6) -alkylamino, aminosulfonyl, (G-C 6) -alkylaminosulfonyl, di- (C 1 -C 6) -alkylaminosulfonyl, (C 1 -C 6) -alkylsulfoximino,

Aminothiocarbonyl, (Ci-C6)Alkylaminothiocarbonyl, Di-(Ci-C6)alkylaminothiocarbonyl, (G- C 8)Cy cloal kylamino , (Ci-C e) Alkyl carbonylamino , für ein teilweise gesättigtes oder gesättigtes heterozyklisches oder heteroaromatisches 8-, 9-, 10-, 1 1 - oder 12-gliediiges annelliertes bicyclisches oder tricyclisches Ringsystem steht, wobei gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei das Ringsystem gegebenenfalls einfach oder mehrfach, gleich oder verschieden substituiert ist, und wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(G-G)alkylsilyl, (G- C8)Cycloalkyl, (C3-C8)Cycloaikyi-(C3~C8)Cycloa!ky!, (G-G)Alkyl-(G-G)cycloalkyl, Halogen(C3-C8)cycloalkyl, (Ci-C6) Alkyl, (Ci-C6)Halogenalkyl, (Ci-C6)Cyanoaikyl, (G- C6)Hydroxyalkyl, Hydroxycarbonyl-(C 1 -Ce) -alkoxy, (C 1 -C6)Alkoxycarbonyl-(Ci -C«)alkyl, (Ci- C6) Alkoxy-(C 1 -C6)alkyl, (C2-C6)Alkeny!, (C2-C6)Halogenalkenyl, (C2-C6)Cyanoalkenyl, (C2- C6)Alkinyl, (C2-C6)Alkinyloxy-(Ci-C4)aik , (C2-C6)Halogenalkinyl, (C2-C6)Cyanoalkinyl, (Ci- C6)Alkoxy, (Ci-C6)Halogenalkoxy, (C 1 -C6)Halogenalkoxy-(C 1 -C6)alkyl, (C2-C6)Alkenyloxy- (Ci-C6)alkyi, (C2-C6)Halogenalkenyioxy-(Ci-C6)alkyl, (Ci-C6)Cyanoaikoxy, (Ci- Ce) Alkoxy carbonyl-(C 1 -Ce)alkoxy, (C 1 -Ce) Alkoxy-(C 1 -Ce)aikoxy , (C 1 -Ce) Alkylhydroxyimino, (C i -C6)Alkoxyimino, (C 1 -C6)Alkyl-(C 1 -C6)alkoxyimino, (C i-C6)Haiogenallcyl-(C 1 -Aminothiocarbonyl, (Ci-C6) alkylaminothiocarbonyl, di- (Ci-C6) alkylaminothiocarbonyl, (G-C 8 ) cycloalkylamino, (Ci-C e) alkyl carbonylamino, for a partially saturated or saturated heterocyclic or heteroaromatic 8-, 9 -, 10-, 1- or 12-membered fused bicyclic or tricyclic ring system, which optionally may contain at least one carbonyl group and / or wherein the ring system optionally monosubstituted or polysubstituted by identical or different substituents, and wherein the substituents independently alkylsilyl can be selected from hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri- (GG), (G C 8) cycloalkyl, (C3-C8) Cycloaikyi- (C3 ~ C8) Cycloa ! ky !, (GG) alkyl (GG) cycloalkyl, halo (C 3 -C 8 ) cycloalkyl, (C 1 -C 6 ) alkyl, (C 1 -C 6 ) haloalkyl, (C 1 -C 6 ) cyanoalkyl, (G C 6 ) hydroxyalkyl, hydroxycarbonyl- (C 1 -C 6) -alkoxy, (C 1 -C 6 ) alkoxycarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkyl, ( C 2 -C 6) Alkeny !, (C 2 -C 6) haloalkenyl, (C 2 -C 6) cyanoalkenyl, (C 2 - C 6) alkynyl, (C 2 -C 6) alkynyloxy (Ci-C 4) aik, (C 2 -C 6) haloalkynyl, (C 2 -C 6) cyanoalkynyl, (Ci- C 6) alkoxy, (Ci-C 6) haloalkoxy, (C 1 -C 6) haloalkoxy (C 1 -C 6) alkyl, (C 2 -C 6) alkenyloxy (Ci-C6) alkyi, (C 2 -C 6) Halogenalkenyioxy- (Ci-C 6) alkyl, (Ci-C 6) Cyanoaikoxy, (Ci- Ce) alkoxy carbonyl (C 1 -C 6 ) alkoxy, (C 1 -C 6 ) alkoxy (C 1 -C 6 ) aoxy, (C 1 -C 6 ) alkylhydroxyimino, (C 1 -C 6 ) alkoxyimino, (C 1 -C 6 ) Alkyl- (C 1 -C 6 ) alkoxyimino, (C iC 6 ) haloallcyl- (C 1 -

C6)alkoxyimino, (Ci-C6)Alkylthio, (C 1 -C6)Halogenalkylthio, (C 1 -C ) Alkoxy-(C 1 -C6)alkylthio, (C i -C6)Alkylthio-(C i -C6)alkyl, (C1-C6)Alkylsulfmyl, (C 1 -C6)Halogenalkylsulfmyl, (G- C6)Alkoxy-(C 1 -C6)alk> sulfinyl, (C 1 -C6)Alkylsulfinyl-(C 1 -C6)alkyl, (Ci -C6)Aikylsulfonyl, (C 1 - C6)Halogenalkylsulfonyl, (Ci-C6)Alkoxy-(Ci-C6)alkylsulfonyl, (C 1 -C6) Alkylsulfonyl-(C 1 - C6)alkyl, (Ci-C6)Alkylsulfonyloxy, (Ci-C6)Aikylcarbonyl, (Ci-C6)Alkylcarbonyl-(Ci-C6)alkyl, (C 1 -CÖ) Alkylthiocarbonyl, (C 1 -C6)Halogenalkylcarbonyl, (C 1 -CÖ) Alkylcarbonyloxy , (Ci- C6)Alkoxycarbonyl, (Ci-C6)Halogenaikoxycarbonyl, Aminocarbonyl, (Ci-C 6 ) alkoxyimino, (C 1 -C 6 ) alkylthio, (C 1 -C 6 ) haloalkylthio, (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkylthio, (C 1 -C 6 ) alkylthio (C i -C 6 ) alkyl, (C 1 -C 6 ) alkylsulfmyl, (C 1 -C 6 ) haloalkylsulfmyl, (G-C 6 ) alkoxy- (C 1 -C 6 ) alk> sulfinyl, (C 1 -C 6) ) alkylsulfinyl (C 1 -C 6) alkyl, (Ci-C6) Aikylsulfonyl, (C 1 - C 6) haloalkylsulfonyl, (Ci-C 6) alkoxy (Ci-C 6) alkylsulfonyl, (C 1 -C 6) alkylsulfonyl (C 1 - C 6) alkyl, (Ci-C 6) alkylsulfonyloxy, (Ci-C 6) Aikylcarbonyl, (Ci-C6) alkylcarbonyl (Ci-C 6) alkyl, (C 1 -C Ö) alkylthiocarbonyl, (C1-C6) haloalkylcarbonyl, (C 1 -C Ö) alkylcarbonyloxy, (Ci C6) alkoxycarbonyl, (Ci-C6) Halogenaikoxycarbonyl, aminocarbonyl, (Ci

Ce) Alkyl amino carbonyl , (Ci-C6)Aikylaminothiocarbonyl, Di-(Ci-C6)alkyl -aminocarbonyl, Di- (Ci-C6)alkyl-aminothiocarbonyl, (C2-C6)Alkenylaminocarbonyl, Di-(C2-Ce)- alkeny lamino carbonyl , (C3-C8)Cycloaikyiaminocarbonyl, (C 1 -C6)Alkylsulfonylamino, (Ci- C6)Alkylamino, Di-(C 1 -C6)Alkylamino, Aminosulfonyl, (Ci-C6)Alkylaminosulfonyi, Di-(Ci- C6)alk l-aminosulfonyl, (C i -CÖ) Alkylsul foximino, Aminothiocarbonyl, (O-Ce) alkylamino carbonyl, (C 1 -C 6 ) alkylaminothiocarbonyl, di (C 1 -C 6 ) alkylaminocarbonyl, di (C 1 -C 6 ) alkylaminothiocarbonyl, (C 2 -C 6 ) alkenylaminocarbonyl, di (C 2 - Ce) - alkeny lamino carbonyl, (C3-C8) Cycloaikyiaminocarbonyl, (C 1 -C 6) alkylsulfonylamino, (Ci- C6) alkylamino, di- (C 1 -C 6) alkylamino, aminosulfonyl, (Ci-C6) Alkylaminosulfonyi, Di - (Ci C6) alk l-aminosulfonyl, (C i -C Ö) Alkylsul foximino, aminothiocarbonyl, (O-

C6)Alkylaminothiocarbonyl, Di-(C i -C6)alkyl-aminothiocarbonyl, (C3-Cs)Cycloalkylamino, NHCO-(C i -C6)alkyl ((C i -C6)Alkylcarbonylamino), oder wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Phenyl oder einem 5- oder 6-gliedrigen heteroaromatischen Ring, wobei Phenyl oder der Ring gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch G-Ce-Aikyl, C :-G-Alkenyl, C-G-Alkinyl, C3-C6-Cycloalkyi, Ci-C, -i laloalkyl. C2-C6-Haloaikenyl, C. -C, -Haloalkinyl. Cs-Ce-Halocycioalkyl, Halogen, CN, NO:, CVCi-Alkoxy, CV VHaloalkoxy substituiert sein können, n für 0, 1 oder 2 steht. Weiterhin wurde gefunden, dass die Verbindungen der Formel (I) eine sehr gute Wirksamkeit als Schädlingsbekämpfungsmittel, vorzugsweise als Insektizide und/oder Akarizide aufweisen, darüber hinaus in der Regel insbesondere gegenüber Kulturpflanzen sehr gut pflanzenverträglich sind. C6) alkylaminothiocarbonyl, di (C 1 -C 6 ) alkylaminothiocarbonyl, (C 3 -C 5 ) cycloalkylamino, NHCO- (C 1 -C 6 ) alkyl ((C 1 -C 6 ) alkylcarbonylamino), or wherein the substituents are independently of one another may be selected from phenyl or a 5- or 6-membered heteroaromatic ring, where phenyl or the ring optionally mono- or polysubstituted, identically or differently, by G-Ce-Aikyl, C: -G-alkenyl, C-C-alkynyl, C 3 - C6-Cycloalkyi, Ci-C, -li laloalkyl. C 2 -C 6 haloalkyls, C -C, haloalkynyl. Cs-Ce-Halocycioalkyl, halogen, CN, NO :, CVCi-alkoxy, CV Vhaloalkoxy may be substituted, n is 0, 1 or 2. Furthermore, it has been found that the compounds of the formula (I) have very good activity as pesticides, preferably as insecticides and / or acaricides, moreover, as a rule, are very well tolerated by plants, in particular with respect to crop plants.

Die erfindungsgemäßen Verbindungen sind durch die Formel (I) allgemein definiert. Bevorzugte Substituenten bzw. Bereiche der in der oben und nachstehend erwähnten Formeln aufgeführten Reste werden im Folgenden erläutert: The compounds of the invention are generally defined by the formula (I). Preferred substituents or ranges of the radicals listed in the formulas mentioned above and below are explained below:

Ausgestaltung 2 Embodiment 2

Aa steht bevorzugt f r Stickstoff oder =C(H)-, Ab steht bevorzugt für Stickstoff oder =C(H)-, Ac steht bevorzugt für Stickstoff oder =C(H)-, Ad steht bevorzugt für Stickstoff oder =C(H)-, wobei mindestens ein A aus der Reihe Aa, Ab, Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad nicht gleichzeitig für Stickstoff stehen können, Aa is preferably nitrogen or = C (H) -, Ab is preferably nitrogen or = C (H) -, Ac is preferably nitrogen or = C (H) -, Ad is preferably nitrogen or = C (H) where at least one A from the series Aa, Ab, Ac and Ad stands for nitrogen and in which Aa, Ab, Ac and Ad can not simultaneously be nitrogen,

R1 steht bevorzugt für (Ci-C4)Alkyl, (Ci-C4)Hydroxyalkyl, (G-C4)Halogenalkyl, (G- C4)Cyanoalkyl, (C i -C4) Alkoxy-(C i -C4)alkyl, (C i -C4)Halogenalkoxy-(C i -C4)alkyl, (C2- C4)Alkenyl, (C2-C4)Alkenyloxy-(Ci-C4)alkyl, (C2-C4)Halogenalkenyioxy-(Ci-C4)alkyl, (C2-R 1 is preferably (Ci-C 4 ) alkyl, (Ci-C 4 ) hydroxyalkyl, (GC 4 ) haloalkyl, (G-C 4 ) cyanoalkyl, (C i -C 4 ) alkoxy (C i -C 4 alkyl), (C i -C 4) haloalkoxy (C i -C 4) alkyl, (C 2 - C 4) alkenyl, (C 2 -C 4) alkenyloxy (Ci-C 4) alkyl, (C 2 C 4 ) haloalkenyioxy- (C 1 -C 4 ) alkyl, (C 2 -

C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Alkinyl, (C2-C4)Alkinyloxy-(Ci-C4)alkyi, (C2- C4)Haiogenalkinyloxy-(Ci-C4)aIkyi, (C2-C4)Halogenalkinyl, (C2-C4)Cyanoalkinyl, (C3- C6)Cycloalkyl, (C3-C6)Cycloalkyl(C3-C6)cycloalkyl, (Ci-C )Alkyl-(C3-C6)cycloalkyl, Halogen(C3-C6)cycloalkyl, (C i -C4) Alkylamino, Di-(C i -C4)alkyl-amino, (C3- C6)Cycloallcylamino, (C 1 -C4) Alkylcarbonyl-amino, (C 1 -C4)Alkylthio-(C 1 -C4)alkyl, (G-C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) alkynyloxy (Ci-C 4) alkyi, (C 2 - C 4) Haiogenalkinyloxy- ( Ci-C 4 ) aIkyi, (C 2 -C 4 ) haloalkynyl, (C 2 -C 4 ) cyanoalkynyl, (C 3 -C 6 ) cycloalkyl, (C 3 -C 6 ) cycloalkyl (C 3 -C 6 ) cycloalkyl, ( Ci-C) alkyl- (C3-C6) cycloalkyl, halo (C3-C6) cycloalkyl, (C i -C 4) alkylamino, di (C i -C 4) alkyl-amino, (C3-C 6) Cycloalkylamino, (C 1 -C 4 ) -alkylcarbonyl-amino, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (G-

C4)Halogenalkylthio-(C 1 -C4)alkyl, (C 1 -C4)Alkylsulfmyl-(C 1 -C4)alkyi, (C 1 - C4)Haiogenalkylsulfinyl-(Ci-C4)alkyl, (C i -C4)Alkylsulfonyl-(Ci -C4)alkyl, (C- C4)Alkylcarbonyi-(G-C4)alkyl, (C i -C4)Halogenalkylcarbonyl-(C i -C4)alkyl, (C-C 4 ) haloalkylthio (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkylsulfmyl (C 1 -C 4 ) alkyl, (C 1 - C 4) Haiogenalkylsulfinyl- (Ci-C4) alkyl, (C i -C 4) alkylsulfonyl (Ci -C 4) alkyl, (C-C 4) Alkylcarbonyi- (GC 4) alkyl, (C i -C 4 ) Haloalkylcarbonyl- (C 1 -C 4 ) -alkyl, (C-)

C4) Alkylsul fonylamino , oder für jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden durch Aryi, Hetary! oder Heterocyclyl substituiertes (G-C4)Alkyl, (Ci-C4)Alkoxy, (C2-C4)Alkenyl, (C2- C4)Alkinyl, (C3 -G)Cycloalkyl, wobei Aryl, Hetary 1 oder Heterocyclyl jeweils gegebenenfalls einfach oder zweifach gleich oder verschieden durch Halogen, Cyano, Carbamoyl, Aminosulfonyl, (G-G)Alkyl, (C3-C4)Cycloalkyl, (Ci-C4)Alkoxy, (Ci-C4)Halogenalkyl, (G- C4)Halogenalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylsulfmyl, (Ci-C4)Alkylsulfonyl, (G- C4)Alkylsulfimino substituiert sein können, oder C 4 ) alkylsulfonylamino, or in each case optionally single or double, identical or different, by Aryi, Hetary! or heterocyclyl substituted (GC 4) alkyl, (Ci-C 4) alkoxy, (C 2 -C 4) alkenyl, (C 2 - C 4) alkynyl, (C3 -G) cycloalkyl, wherein aryl or heterocyclyl each Hetary 1 optionally mono- or disubstituted by identical or different halogen, cyano, carbamoyl, aminosulfonyl, (GG) alkyl, (C 3 -C 4 ) cycloalkyl, (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) haloalkyl, (G-C 4 ) haloalkoxy, (Ci-C 4 ) alkylthio, (Ci-C 4 ) alkylsulfmyl, (Ci-C 4 ) alkylsulfonyl, (G- C 4 ) alkylsulfimino may be substituted, or

R ! steht bevorzugt für jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden durch Halogen, Cyano, Carbamoyl, (G-C4)Alkyl, (C3-C6)Cycloalkyl, (Ci-C4)-Alkoxy, (G- C4)Halogenalkyl, (G-C4)Haiogenalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylsulfmyl, (G- C4)Alkylsulfonyl, (Ci-C4)Alkylsulfimino, (Ci-C4)Alkylsulfoximino, (C 1 -C4) Alkylcarbonyl, (C3- C4)Trialkylsilyl, (=0) (nur im Fall von Heterocyclyl) oder (=0)2 (nur im Fall von Heterocyclyl) substituiertes Aryl, Hetary] oder Heterocyclyl, R ! is preferably in each case optionally monosubstituted or disubstituted, identical or different, by halogen, cyano, carbamoyl, (GC 4 ) alkyl, (C 3 -C 6 ) cycloalkyl, (C 1 -C 4 ) -alkoxy, (G-C 4 ) haloalkyl (GC 4) Haiogenalkoxy, (Ci-C 4) alkylthio, (Ci-C 4) Alkylsulfmyl, (GC 4) alkylsulfonyl, (Ci-C 4) Alkylsulfimino, (Ci-C 4) Alkylsulfoximino, (C 1 -C 4) alkylcarbonyl, (C 3 - C 4) trialkylsilyl, (= 0) (only in the case of heterocyclyl) or (= 0) 2 (substituted only in the case of heterocyclyl) aryl, Hetary] or heterocyclyl,

R- . R3 stehen unabhängig voneinander bevorzugt für Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(Ci-C4)alkyisiiyl, (C3-C6)Cycloa!kyi, (G-G)Cycloalkyl-(C3- G)cycloalkyl, (C 1 -C4)Alkyl-(C3-G)cycloalkyl, Halogen(C3-C6)cycioalkyl, (Ci-C4)Alkyl, (G- C4)Halogenalkyl, (Ci-C4)Cyanoalkyl, (G-C4)Hydroxyalkyl, (Ci-C4)Alkoxy-(Ci-C4)alkyl, (C2- C4)Alkenyl, (C2-C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Aikinyl, (C2- C4)Halogenalkinyl, (C2-C4)Cyanoalkinyl, (Ci-C4)Alkoxy, (Ci-C4)Halogenalkoxy, (G- C4)Cyanoalkoxy, (Ci-C4)Alkoxy-(Ci-C4)aikoxy, (C 1 -C4)Alkylhydroxyimino, (G- C4)Alkoxyimino, (G-C4)Alkyl-(C 1 -C4)alkoxyimino, (C 1 -C 4 ) H a I o ge n a 1 k y I - ( C■ 1 -C4)aikoxyimino, (G-C4)Alkylthio, (G-C4)Halogenalkylthio, (C 1 -C4)Alkylthio-(C 1 -C4)alkyl, (G- C4)Alkylsulfmyl, (G-C4)Halogenalkylsulfmyl, (G-C4)Alkylsulfinyl-(G-C4)alkyi, (G- C4)Alkylsulfonyl, (G-C4)Halogenalkylsulfonyl, (G-C4)Alkylsulfonyi-(G-C4)alkyl, (G- C4)Alkylsulfonyloxy, (C 1 -C4) Alkylcarbonyl, (G-C4)Halogenalkylcarbonyl, Aminocarbonyl, Aminothiocarbonyl, (G-C4)Alkylaminocarbonyl, Di-(G-C4)alkyl -aminocarbonyl, (G- C4)Alkylsulfonylamino, (C 1 -C4)Alkylamino, Di-(G-C4)Alkylamino, Aminosulfonyl, (G- C4)Alkylaminosulfonyl, Di-(G-C4)alkyl-aminosuifonyl, Aminothiocarbonyl, NHCO-(G- C4)alkyl ((G -C4) Aikylcarbonylamino), weiterhin bevorzugt für jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden substituiertes Phenyl oder Hetaryl, wobei (im Fall von Hetaryl) gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei als Substituenten jeweils in Frage kommen: Cyano, Halogen, Nitro, Acetyl, Amino, (G-G)Cycloalkyl, (C3 -G)Cycloalkyl-(C3 - G)cycloalkyl, (G-G)Alkyl-(G-G)cycloalkyl, Halogen(C3-C6)cycloaikyl, (Ci-C4)Alkyl, (G- GlHalogenalkyl. (Ci-C4)Cyanoalkyl, (Ci-C4)Hydroxyalkyl, (C i -C4) Alkoxy-(C i -C4)alkyl, (G- C4)Alkenyl, (C2-C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Alkinyl, (G- C4)Halogenalkinyl, (C2-C4)Cyanoalkinyl, (Ci-C4)Alkoxy, (Ci-C4)Halogenalkoxy, (G- C4)Cyanoalkoxy, (C i -C4)Alkoxy-(C i -C4)alkoxy, (C i -C4)Alkylhydroxyimino, (G- C4)Alkoxyimino, (Ci-C4)Alkyl-(C i -C4)alkoxyimino, (C i - ' 4 ) H a ! o e n a 1 k y 1 - ( C i -C4)alkoxyimino, (Ci-C4)Alkylthio, (Ci-C4)Halogenalkylthio, (C i -C4)Alkylthio-(C i -C4)alkyl, (G- C4)Alkylsulfmyl, (C1-C4)Halogenalkylsulfmyl, (C1-C4)Alkylsulfmyl-(C1-C4)alkyl, (G- C4)Alkylsulfonyl, (C1-C4)Halogenalkylsulfonyl, (C i -C4)Alkylsulfonyl-(Ci -C4)alkyl, (G- C4)Alkylsulfonyloxy, (C i -C4) Alkylcarbonyl, (Ci-C4)Halogenalkylcarbonyl, Aminocarbonyl, (C i -C4)Alkylaminocarbonyl, Di-(C i -G)alkyl -aminocarbonyl, (C i -C4) Alkylsulfonylamino, (C i - C4)Alkylamino, Di -(C i -C4) Alkylamino, Aminosulfonyl, (C i -C4)Alkylaminosulfonyl, Di-(G- C4)alkylaminosulfonyl, NHCO-(C i -C4)alkyl ((Ci-C4)Alkylcarbonylamino), steht bevorzugt für ein heteroaromatisches 8-, 9-, 1 0-, 1 1 - oder 12-giiedriges annelliertes bicyclisches oder tricyclisches Ringsystem, wobei das Ringsystem gegebenenfalls einfach oder mehrfach, gleich oder verschieden substituiert ist, und wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(G-G)alkylsilyl, (C3-C8)Cycloalkyi, (C3-C8)Cyc!oalkyi-(C3-C8)Cycloalkyl, (G-G)Alkyl-(G-G)cycloalkyl, Halogen(C3-C8)cycloalkyl, (Ci-C6)Aikyl, (G-R-. R 3 independently of one another are preferably hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri (C 1 -C 4 ) alkylsilyl, (C 3 -C 6 ) cycloalkyl, (GG) cycloalkyl- (C 3 - G) cycloalkyl, (C 1 -C 4) alkyl- (C 3 -G) cycloalkyl, halo (C 3 -C 6) cycioalkyl, (Ci-C 4) alkyl, (G- C 4) haloalkyl, ( Ci-C 4) cyanoalkyl, (GC 4) hydroxyalkyl, (Ci-C 4) alkoxy (Ci-C 4) alkyl, (C 2 - C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) Aikinyl, (C 2 - C 4) haloalkynyl, (C 2 -C 4) cyanoalkynyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, ( GC 4) cyanoalkoxy, (Ci-C 4) alkoxy (Ci-C 4) alkoxy, (C 1 -C 4) Alkylhydroxyimino, (GC 4) alkoxyimino, (GC 4) alkyl- (C 1 - C 4 ) alkoxyimino, (C 1 -C 4 ) hydrogen, Na 1 ky I - (C 1 -C 4 ) aikoxyimino, (GC 4 ) alkylthio, (GC 4 ) haloalkylthio, (C 1 -C 4 ) Alkylthio (C 1 -C 4 ) alkyl, (G-C 4 ) alkylsulfmyl, (GC 4 ) haloalkylsulfmyl, (GC 4 ) alkylsulfinyl (GC 4 ) alkyl, (G-C 4 ) alkylsulfonyl, (GC 4 ) Halogenoalkylsulfonyl, (GC 4 ) A alkylsulfonyi- (GC 4 ) alkyl, (G-C 4 ) alkylsulfonyloxy, (C 1 -C 4 ) alkylcarbonyl, (GC 4 ) haloalkylcarbonyl, aminocarbonyl, aminothiocarbonyl, (GC 4 ) alkylaminocarbonyl, di (GC 4 ) alkylaminocarbonyl , (G-C 4 ) alkylsulfonylamino, (C 1 -C 4 ) alkylamino, di (GC 4 ) alkylamino, aminosulfonyl, (G-C 4 ) alkylaminosulfonyl, di- (GC 4 ) alkylaminosulfonyl, aminothiocarbonyl, NHCO- (G-C 4 ) alkyl ((G -C 4 ) -alkylcarbonylamino), furthermore preferably in each case optionally monosubstituted or disubstituted by identical or different substituents, phenyl or hetaryl, where (in the case of hetaryl) optionally at least one carbonyl group may be present and / or where the substituents are each: cyano, halogen, nitro, acetyl, amino, (GG) cycloalkyl, (C 3 -G) cycloalkyl- (C 3 - G) cycloalkyl, (GG) alkyl (GG) cycloalkyl, halo (C3-C6) cycloaikyl, (Ci-C 4) alkyl, (G- GlHalogenalkyl. (Ci-C 4) cyanoalkyl, (Ci-C 4 ) hydroxyalkyl, (C i -C 4) alkoxy (C i -C 4) alkyl, (G- C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (G- C 4) haloalkynyl, (C 2 -C 4) cyanoalkynyl, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (G- C 4) cyanoalkoxy, (C i -C 4) alkoxy (C i -C 4) alkoxy, (C i -C 4) Alkylhydroxyimino, (G- C 4) alkoxyimino, (Ci-C 4) alkyl (C i -C 4) alkoxyimino, ( C i - '4) H a OENA 1 ky 1 - (C i -C 4) alkoxyimino, (Ci-C 4) alkylthio, (Ci-C4) haloalkylthio, (C i -C 4) alkylthio (C i -C 4 ) alkyl, (G-C 4 ) alkylsulfmyl, (C 1 -C 4 ) haloalkylsulfmyl, (C 1 -C 4 ) alkylsulfmyl (C 1 -C 4 ) alkyl, (G-C 4 ) alkylsulfonyl, (C 1 -C 4) haloalkylsulfonyl, (C i -C 4) alkylsulfonyl (Ci -C 4) alkyl, (G- C 4) alkylsulfonyloxy, (C i -C 4) alkylcarbonyl, (Ci-C4) haloalkylcarbonyl , Aminocarbonyl, (C 1 -C 4 ) alkylaminocarbonyl, di (C i -G) alkyl aminocarbonyl, (C i -C 4) alkylsulfonylamino, (C i - C 4) alkylamino, di - (C i -C 4) alkylamino, aminosulfonyl, (C i -C 4) alkylaminosulfonyl, di (G- C 4) alkylaminosulfonyl, NHCO- (C i -C 4) alkyl ((Ci-C4) alkylcarbonylamino), preferably represents a hetero aromatic 8-, 9-, 1 0, 1 1 - or 12-giiedriges annelliertes bicyclic or tricyclic Ring system, wherein the ring system is optionally monosubstituted or polysubstituted, identically or differently, and wherein the substituents can be independently selected from hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri- (GG) alkylsilyl, ( C 3 -C 8) Cycloalkyi, (C3-C 8) cyc! oalkyi- (C3-C8) cycloalkyl, (GG) alkyl (GG) cycloalkyl, halo (C 3 -C 8) cycloalkyl, (Ci-C 6 ) Aikyl, (G

C, (Halogenaikyl, (G-G)Cyanoalkyl, (Ci-C6)Hydroxyalkyl, (C i -G) Alkoxy-(C i -C«)alkyl, (G- C6)Aikenyl, (C2-C6)Halogenalkenyl, (C2-C6)Cyanoalkenyl, (C2-C6)Alkinyl, (G-G)Alkinyloxy- (G-G)alkyi, (C2-C6)Halogenalkinyi, (Ci-C6)Alkoxy, (Ci-C6)Halogenalkoxy, (G- G)Halogenaikoxy-(G -G)aikyi, (G-G)Alkenyloxy-(C i -C6)alkyl, (G-G)Haiogenalkenyloxy- (Ci-C6)alkyl, (Ci-C6)Cyanoalkoxy, (C i -C6)Alkoxy-(C i -C6)alkoxy, (C i -C6) Alkylhydroxyimino, (Ci-C6)Aikoxyimino, (C i-C6)Alkyl-(C i -C6)alkoxyimino, (G-C6)Alkylthio, (Ci- C lHalogenalkylthio. (Ci-C6)Alkoxy-(Ci-C6)aikylthio, (C i -C«) Alkylthio-(C i -C6)alkyl, (Ci- C6)Alkylsulfmyl, (Ci-C6)Halogenalicylsulfmyl, (C i -C6)Alkoxy-(C i -C6)alkylsulfmyl, (Ci- C6)Alkylsulfmyl-(Cι -C6)alkyl, (Ci-C6)Alkylsulfonyl, (Cι -C6)Halogenalkylsulfonyl, (G- C6)Aikoxy-(C i -C6)aikylsulfonyl, (C i -C6)Alkylsulfonyl-(C i -C6)alkyi, (C i -C6) Aikylsulfonyloxy, (G-C6)Alkylcarbonyi, (C i -C«) Alkylcarbonyl-(C i -C6)alkyl, (Ci-C6)Alkylthiocarbonyl, (G- C6)Halogenalkylcarbonyl, (G-C6)Aikylcarbonyloxy, (C i -G)Alkoxycarbonyl, (G- Ce)Halogenalkoxycarbonyl, Aminocarbonyl, (G-C6)Alkylaminocarbonyl, (G- C6)Alkyiaminothiocarbonyl, Di-(G -C6)aikyi -aminocarbonyl, Di-(C i -C„kilkyl - am i n o t h i oca rbo n y 1 , (G-G)Cycloalkylaminocarbonyl, (G-C6)Alkylsulfonylamino, (G- C6)Alkylamino, Di-(G-C6)Alkylamino, Aminosulfonyl, (C i -C6)Alkylaminosulfonyl, Di-(G- G)alkyl -aminosulfonyl, (G-C6)Alkylsulfoximino, Amino thio carbonyl , (G-C, (Halogenaikyl, (GG) cyanoalkyl, (Ci-C 6) hydroxyalkyl, (C i -G) alkoxy (C i -C ") alkyl, (G- C 6) Aikenyl, (C 2 -C 6) Haloalkenyl, (C 2 -C 6 ) cyanoalkenyl, (C 2 -C 6 ) alkynyl, (GG) alkynyloxy (GG) alkyl, (C 2 -C 6 ) haloalkynyl, (C 1 -C 6 ) alkoxy, (C 1 -C 6 ) alkoxy, C 6) haloalkoxy, (GG) Halogenaikoxy- (G-G) aikyi, (GG) alkenyloxy (C i -C 6) alkyl, (GG) Haiogenalkenyloxy- (Ci-C 6) alkyl, (Ci-C 6) cyanoalkoxy, (C i -C 6) alkoxy (C i -C 6) alkoxy, (C i -C 6) Alkylhydroxyimino, (Ci-C 6) Aikoxyimino, (C iC 6) alkyl (C i - C 6 ) alkoxyimino, (GC 6 ) alkylthio, (C 1 -C 4 haloalkylthio. (C 1 -C 6 ) alkoxy- (C 1 -C 6 ) alkylthio, (C 1 -C 8) alkylthio (C 1 -C 6 ) alkyl , (Ci- C 6) alkylsulfmyl, (Ci-C 6) Halogenalicylsulfmyl, (C i -C 6) alkoxy (C i-C6) alkylsulfmyl, (Ci- C 6) Alkylsulfmyl- (Cι-C6) alkyl , (Ci-C 6) alkylsulfonyl, (Cι-C6) haloalkylsulfonyl, (G- C 6) Aikoxy- (C i -C 6) aikylsulfonyl, (C i -C 6) alkylsulfonyl (C i -C 6) alkyi, (C i -C 6 ) alkylsulfonyloxy, (G-C 6 ) alkylcarbonyi, (C i -C ") alkylca rbonyl (C i -C 6 ) alkyl, (C 1 -C 6 ) alkylthiocarbonyl, (C 1 -C 6 ) haloalkylcarbonyl, (C 1 -C 6 ) aikylcarbonyloxy, (C 1 -G) alkoxycarbonyl, (C 1 -C 4) -haloalkoxycarbonyl, aminocarbonyl, (G-C6) alkylaminocarbonyl, (G-C6) alkylaminothiocarbonyl, di- (G-C6) aikylaminocarbonyl, di- (C 1 -C 3 -cycloalkyl-in-stethoxycarbonyl, (GG) cycloalkylaminocarbonyl, (G) C6) alkylsulfonylamino, (G-C6) alkylamino, di (G-C6) alkylamino, aminosulfonyl, (C 1 -C 6) alkylaminosulfonyl, di (G-G) alkylaminosulfonyl, (G-C 6) alkylsulfoximino, amino thio carbonyl, (G

C6)Alkylaminothiocarbonyl, Di-(G-C6)aikyl-aminothiocarbonyl, (C3-C8)Cycloalkylamino, NHCO-(G-G)alkyl ((G-C6)Alkylcarbonylamino), oder wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Phenyl oder einem 5- oder 6-gliedrigen heteroaromatischen Ring, wobei Phenyl oder der Ring gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch G -G-Alkyl, G-G-Alkenyl, C2-C6-Alkinyl, C3-C6-Cycloalkyi, G-G-Haloalkyi, C2-C6-Haloalkenyl, G-G -Haloalkinyl. G-G-Halocycloalkyl, Halogen, CN, G-Gt-Alkoxy, G-Gi-Haloalkoxy substituiert sein können, n steht bevorzugt für 0, 1 oder 2. C6) alkylaminothiocarbonyl, di- (G-C6) alkyl-aminothiocarbonyl, (C 3 -C 8 ) cycloalkylamino, NHCO- (GG) alkyl ((G-C 6) alkylcarbonylamino), or wherein the substituents can be independently selected from phenyl or a 5- or 6-membered heteroaromatic ring, wherein phenyl or the ring optionally mono- or polysubstituted by G-alkyl, GG-alkenyl, C 2 -C 6 alkynyl, C3-C6 -Cycloalkyi, GG-Haloalkyi, C 2 -C 6 haloalkenyl, haloalkynyl GG. GG-halocycloalkyl, halogen, CN, G-Gt-alkoxy, G-Gi-haloalkoxy may be substituted, n is preferably 0, 1 or 2.

Ausgestaltung 3- 1 Embodiment 3-1

Aa steht besonders bevorzugt für Stickstoff oder =C(H)-, Ab steht besonders bevorzugt für Stickstoff oder =C(H)-, Ac steht besonders bevorzugt für Stickstoff oder =( '( H )-, Aa particularly preferably represents nitrogen or = C (H) -, Ab particularly preferably represents nitrogen or = C (H) -, Ac particularly preferably represents nitrogen or = ( ' (H) -,

Ad steht besonders bevorzugt für Stickstoff oder =C(H)-, wobei mindestens ein A aus der Reihe Aa, Ab, Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad für maximal zwei Stickstoffe stehen können, Ad is particularly preferably nitrogen or = C (H) -, where at least one A from the series Aa, Ab, Ac and Ad stands for nitrogen and where Aa, Ab, Ac and Ad can stand for a maximum of two nitrogens,

R1 steht besonders bevorzugt für (Ci-C4)Alkyl, (Ci-C4)Hydroxyalkyl, (Ci-C4)Halogenalkyl, (G- C4)Alkenyl, (C2-C4)Halogenalkenyl, (C2-C4)Alkinyl, (C2-C4)Halogenalkinyl, (C3-C6)Cycloalkyl, (Ci-C4)Alkylthio-(C1-C4)aikyl, (G -C4)Alkylsulfmyl-(Cι -C4)alkyl oder (C1-C4)Alkylsulfonyl- (C,-C4)alkyl, R 1 particularly preferably represents (Ci-C 4) alkyl, (Ci-C 4) hydroxyalkyl, (Ci-C 4) haloalkyl, (G- C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) -haloalkynyl, (C 3 -C 6) cycloalkyl, (Ci-C 4) alkylthio (C 1 -C 4) -alkyl, (G-C4) Alkylsulfmyl- ( C 1 -C 4 ) alkyl or (C 1 -C 4 ) alkylsulfonyl (C 1 -C 4 ) alkyl,

R- , R3 stehen unabhängig voneinander besonders bevorzugt für Wasserstoff, Cyano, Halogen, Nitro, Hydroxy, Amino, SCN, Tri-(Ci-C4)alkylsilyl, (C3-C6)Cycloalkyl, (G-G)Cycloalkyl-(G- C6)cycloalkyl, (Ci-C4)Alkyl-(C3-C6)cycloalkyl, Halogen(C3-C6)cycloalkyi, (Ci-C4)Alkyl, (G- C4)Halogenalkyi, (G-C4)Cyanoaikyl, (G-G)Alkoxy-(G-C4)alkyl, (C2-C4)Alkenyl, (G- C4)Halogenalkenyl, (C2-C4)Cyanoaikenyl, (C2-C4)Alkinyl, (C2-C4)Halogenaikinyi, (G- C4)Cyanoalkinyl, (G-C4)Alkoxy, (G-C4)Halogenalkoxy, (G-C4)Cyanoalkoxy, (G- C4) Alkylhydroxyimino , (G-G)Alkoxyimino, (G-C4)Aikyl-(G-G)alkoxyimino, (G- C4)Alkylthio, (G-C4)Halogenalkylthio, (G-G)Alkylsulfinyl, (G-C4)Halogenalkylsulfmyl, (G- C4)Alkylsulfonyl, (G-C4)Halogenalkylsulfonyl, (G-C4)Alkyisulfonyioxy, (G- C4)Alkylcarbonyl, (C i -C4)Halogenalkylcarbonyl, Aminocarbonyl, (C i -C4)Alkyiaminocarbonyl, Di-(G-C4)alkyl-aminocarbonyl, (C i -C4)Alkyl sulfonylamino, (G-G)Aikyiamino, Di-(G- C4)Alkylamino, Aminosulfonyl, (G-C4)Alkylaminosulfonyl, Di-(G -C4)alkyl-aminosulfonyl, NHCO-(C i -C4)alkyl ((C i -C4)Alkylcarbonylamino), weiterhin besonders bevorzugt für jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden substituiertes Phenyl oder Hetaryl, wobei (im Fall von Hetaryl) gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei als Substituenten jeweils in Frage kommen: Cyano, Halogen, (C3 -Ci)Cy cloalkyl, (C3 -C )Cy cloalkyl-(C3 -Ce)cycloalkyl, (C 1 -C4)Alkyl-(C3 -C«)cycloalkyl, Halogen(C3-C6)cycloalkyl, (Ci-C4)Alkyl, (Ci- C4)Halogenalkyl, (Ci-C4)Cyanoalkyi, (C2-C4)Alkenyl, (C2-C4)Halogenalkenyl, (C2-R-, R 3 independently of one another particularly preferably represent hydrogen, cyano, halogen, nitro, hydroxyl, amino, SCN, tri (C 1 -C 4 ) -alkylsilyl, (C 3 -C 6 ) -cycloalkyl, (GG) -cycloalkyl- ( G C 6) cycloalkyl, (Ci-C 4) alkyl (C 3 -C 6) cycloalkyl, halo (C3-C6) cycloalkyi, (Ci-C 4) alkyl, (G- C 4) Halogenalkyi, (GC 4) Cyanoaikyl, (GG) alkoxy (GC 4) alkyl, (C 2 -C 4) alkenyl, (GC 4) haloalkenyl, (C 2 -C 4) Cyanoaikenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) Halogenaikinyi, (GC 4) cyanoalkynyl, (GC 4) alkoxy, (GC 4) haloalkoxy, (GC 4) cyanoalkoxy, (GC 4) Alkylhydroxyimino, (GG) alkoxyimino, (GC 4 ) alkyl (GG) alkoxyimino, (G-C 4 ) alkylthio, (GC 4 ) haloalkylthio, (GG) alkylsulfinyl, (GC 4 ) haloalkylsulfmyl, (G-C 4 ) alkylsulfonyl, (GC 4 ) haloalkylsulfonyl, (GC 4 ) alkylsulfonyloxy, (G-C 4 ) alkylcarbonyl, (C 1 -C 4 ) haloalkylcarbonyl, aminocarbonyl, (C 1 -C 4 ) alkylaminocarbonyl, di- (GC 4 ) alkylaminocarbonyl, (C i -C 4 ) Alkyl sulfonylamino, (GG) aikyiamino, di- (G-C 4 ) alkyl amino, Aminosulfonyl, (GC 4 ) alkylaminosulfonyl, di- (G -C 4 ) alkyl-aminosulfonyl, NHCO- (C i -C 4 ) alkyl ((C i -C 4 ) alkylcarbonylamino), further particularly preferably for each optionally simple or twice, the same or variously substituted phenyl or hetaryl, wherein (in the case of hetaryl) optionally at least one carbonyl group may be present and / or where as substituents in each case come into question: cyano, halogen, (C3 -Ci) Cy cloalkyl, (C3 -C) Cy cloalkyl - (C3 -Ce) cycloalkyl, (C 1 -C 4) alkyl- (C 3 -C ') cycloalkyl, halo (C 3 -C 6) cycloalkyl, (Ci-C 4) alkyl, (Ci C 4) halogenoalkyl , (C 1 -C 4 ) cyanoalkyl, (C 2 -C 4 ) alkenyl, (C 2 -C 4 ) -haloalkenyl, (C 2 -

C4)Cyanoaikenyl, (C2-C4)Alkinyl, (C2-C4)Halogenalkinyl, (C2-C4)Cyanoalkinyl, (Ci-C4)Alkoxy, (C 1 -C4)Halogenalkoxy, (Ci-C4)Alkylhydroxyimino, (Ci-C4)Alkoxyimino, (Ci-C4)Alkyl-(Ci- C4)alkoxyimino, (Ci-C4)Alkylthio, (C 1 -C4)Halogenalkylthio, (Ci-C4)Alkylsulfmyl, (G- C4)Halogenalkylsulfmyl, (C 1 -C4)Alkylsulfonyl, (C 1 -C4)Halogenalkylsulfonyl, (G- C4)Alkylsulfonyloxy, (C 1 -C4) Alkylcarbonyl, (Ci-C4)Halogenalkylcarbonyl, Aminocarbonyl,C 4) Cyanoaikenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) haloalkynyl, (C 2 -C 4) cyanoalkynyl, (Ci-C 4) alkoxy, (C 1 -C 4) haloalkoxy, ( Ci-C 4) Alkylhydroxyimino, (Ci-C4) alkoxyimino, (Ci-C 4) alkyl (Ci- C4) alkoxyimino, (Ci-C 4) alkylthio, (C 1 -C 4) haloalkylthio, (C -C 4 ) alkylsulfmyl, (G-C 4 ) haloalkylsulfmyl, (C 1 -C 4 ) alkylsulfonyl, (C 1 -C 4 ) haloalkylsulfonyl, (G-C 4 ) alkylsulfonyloxy, (C 1 -C 4 ) alkylcarbonyl, ( C 1 -C 4 ) haloalkylcarbonyl, aminocarbonyl,

(C 1 -C4)Alkylaminocarbonyl, Di-(C 1 -C4)alkyl -aminocarbonyl, (C 1 -C4) Alkylsulfonyl amino, (C 1 - C4)Alkylamino, Di-(C 1 -C4)Alkylamino, Aminosulfonyl, (C 1 -C4)Alkylaminosulfonyl, Di-(G- C4)alkylaminosulfonyl, NHCO-(C 1 -C4)aikyl ((Ci-C4)Alkylcarbonylamino), steht besonders bevorzugt für ein heteroaromatisches 9-giiedriges oder 12-gliedriges annelliertes bicyclisches oder tri cyclisches Ringsystem aus der Reihe Ql bis Q 19, (C 1 -C 4) alkylaminocarbonyl, di (C 1 -C 4) alkyl aminocarbonyl, (C 1 -C 4) alkylsulfonyl amino, (C 1 - C 4) alkylamino, di- (C 1 -C 4) Alkylamino, aminosulfonyl, (C 1 -C 4 ) -alkylaminosulfonyl, di- (G-C 4 ) -alkylaminosulfonyl, NHCO- (C 1 -C 4 ) -alkyl ((C 1 -C 4 ) -alkylcarbonylamino), particularly preferably represents a heteroaromatic 9 -based or 12-membered fused bicyclic or tricyclic ring system from the series Q1 to Q19,

10 10

Figure imgf000012_0001
Figure imgf000013_0001
Figure imgf000012_0001
Figure imgf000013_0001

Q19  Q19

R4 steht besonders bevorzugt für (G-C4)Alkyl, (Ci-C4)Halogenalkyl, (Ci-C4)Cyanoalkyl, (G- C4)Hydroxyalkyl, (C i -C4)Alkoxy-(C i -C4)alkyl, (Ci-C4)Halogenaikoxy-(Ci-C4)aikyi, (C2- C4)Alkenyl, (C2 -C4)Alkenyloxy-(C i -C4)alkyl, (C2-C4)Halogenalkenyloxy-(Ci-C4)alkyl, (C2- C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Alkinyl, (C2-C4)Alkinyloxy-(C i -C4)alkyl, (C2- C4)Halogenalkinyl, (C3-C6)Cycloalkyl, (C3-C6)Cycloalkyl-(C3-C«)cycloaikyl, (G-C4)Alkyl-(C3- C6)cycloalkyl, Halogen(C3-C6)cycloalkyl, (Ci-C4)Alkylthio-(Ci-C4)alkyl, (Ci-C4)Alkylsulfmyl- (G-C4)alkyl, (C i -C4) Alkylsulfonyl-(C i -C4)alkyl oder (C i -C4) Alkylcarbonyl-(C ι -C4)alkyl, R 4 particularly preferably represents (GC 4 ) alkyl, (C 1 -C 4 ) haloalkyl, (C 1 -C 4 ) cyanoalkyl, (G-C 4 ) hydroxyalkyl, (C 1 -C 4 ) alkoxy (C 1 -C 4 ) alkyl 4), (Ci-C 4) Halogenaikoxy- (Ci-C4) aikyi, (C 2 - C 4) alkenyl, (C 2 -C 4) alkenyloxy (C i -C 4) alkyl, (C 2 -C 4) Halogenalkenyloxy- (Ci-C 4) alkyl, (C 2 - C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) alkynyloxy (C i -C 4) alkyl, (C 2 - C 4) -haloalkynyl, (C 3 -C 6) cycloalkyl, (C 3 -C 6) cycloalkyl (C 3 -C ') cycloaikyl, (GC-C4) alkyl - (C 3 - C 6) cycloalkyl, halo (C 3 -C 6) cycloalkyl, (Ci-C 4) alkylthio (Ci-C 4) alkyl, (Ci-C 4) Alkylsulfmyl- (GC 4) alkyl, (C i -C 4) alkylsulfonyl (C i -C 4) alkyl or (C i -C 4) alkylcarbonyl (C ι -C 4) alkyl,

R5, R6 stehen unabhängig voneinander besonders bevorzugt für Wasserstoff, Cyano, Halogen, (Ci- C4)Alkyl, (Ci-C4)Halogenalkyl, (C2-C4)Alkenyl, (C2-C4)Halogenalkenyl, (C2-C4)Alkinyl, (C2- C4)Halogenalkinyl, (C3-C6)Cycloalkyl, (C3-C6)Cycloaikyl-(C3-C6)cycloalkyl, (Ci-C4)Alkyl-(C3- C6)cycloalkyl, (Ci-C4)Alkoxy, (C i -C4)Halogenalkoxy, (Ci-C4)Alkoxyimino, (Ci-C4)Alkylthio, (Ci-C4)Halogenalkylthio, (Ci-C4)Alkylsulfmyl, (Ci-C4)Halogenalkylsulfmyl, (G- C4)Alkylsulfonyl, (Ci-C4)Halogenaikylsulfonyl, (C i -C4) Alkylsulfonyloxy, (G- C4)Alkylcarbonyl, (C i -C4)Halogenalkylcarbonyl, Aminocarbonyl, (C ι -C4)Alkylaminocarbonyl, Di-(Ci-C4)alkyl-aminocarbonyl, (C ι -C4) Alkylsulfonylamino, (Ci-C4)Alkylamino, Di-(G- C4)Alkylamino, Aminosulfonyl, (C i -C4)Alkylaminosulfonyl oder Di-(Ci-C4)aikylaminosulfonyl, n steht besonders bevorzugt für 0, 1 oder 2. R 5, R 6 independently of one another particularly preferably represent hydrogen, cyano, halogen, (Ci- C4) alkyl, (Ci-C 4) haloalkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl , (C 2 -C 4) alkynyl, (C 2 - C 4) -haloalkynyl, (C 3 -C 6) cycloalkyl, (C 3 -C 6) Cycloaikyl- (C 3 -C 6) cycloalkyl, (Ci-C 4) alkyl (C 3 - C 6) cycloalkyl, (Ci-C 4) alkoxy, (C i -C 4) haloalkoxy, (Ci-C4) alkoxyimino, (Ci-C 4) alkylthio, (Ci-C 4) haloalkylthio, (Ci-C 4) Alkylsulfmyl, (Ci-C 4) Halogenalkylsulfmyl, (G- C 4) alkylsulfonyl, (Ci-C 4) Halogenaikylsulfonyl, (C i -C 4) alkylsulfonyloxy, (G- C 4) alkylcarbonyl , (C i -C 4) haloalkylcarbonyl, aminocarbonyl, (C ι -C 4) alkylaminocarbonyl, di (Ci-C 4) alkyl-aminocarbonyl, (C ι-C4) alkylsulfonylamino, (Ci-C 4) alkylamino, Di (G-C 4 ) alkylamino, aminosulfonyl, (C i -C 4 ) alkylaminosulfonyl or di (Ci-C 4 ) aikylaminosulfonyl, n is particularly preferably 0, 1 or 2.

Ausgestaltung 3-2 Embodiment 3-2

Aa steht besonders bevorzugt für Stickstoff oder =C(H)-, Ab steht besonders bevorzugt für Stickstoff oder =C(H)-, Ac steht besonders bevorzugt für =C(H)-, Ad steht besonders bevorzugt für =C( H >-, wobei mindestens ein A aus der Reihe Aa und Ab für Stickstoff steht, wobei sich besonders bevorzugt folgende Struktureinheiten AI oder A2 ergeben:

Figure imgf000014_0001
wobei die Bindung zum Substituenten Q mit einer Wellenlinie und die Bindung zum Schwefelatom mit einem Sternchen * gekennzeichnet ist und R1, R- , R \ Q, R4, R\ R" und n die in Ausgestaltung 3-1 angegebenen Bedeutungen haben. Ausgestaltung 4-1 Aa particularly preferably represents nitrogen or = C (H) -, Ab particularly preferably represents nitrogen or = C (H) -, Ac particularly preferably represents = C (H) -, Ad particularly preferably represents = C (H> -, wherein at least one A from the series Aa and Ab is nitrogen, with particular preference the following structural units AI or A2:
Figure imgf000014_0001
wherein the bond to the substituent Q is marked with a wavy line and the bond to the sulfur atom with an asterisk * and R 1 , R, R \ Q, R 4 , R \ R "and n have the meanings given in embodiment 3-1. Embodiment 4-1

Aa steht ganz besonders bevorzugt für Stickstoff oder =C(H)-, Ab steht ganz besonders bevorzugt für Stickstoff oder =C(H)-, Ac steht ganz besonders bevorzugt für Stickstoff oder =C(H)-, Ad steht ganz besonders bevorzugt für Stickstoff oder =C(H)-, wobei mindestens ein A aus der Reihe Aa, Ab, Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad für maximal zwei Stickstoffe stehen können, Aa very particularly preferably represents nitrogen or = C (H) -, Ab is very particularly preferably nitrogen or = C (H) -, Ac is very particularly preferably nitrogen or = C (H) -, Ad is very particularly preferred for nitrogen or = C (H) -, where at least one A from the series Aa, Ab, Ac and Ad stands for nitrogen and where Aa, Ab, Ac and Ad can stand for a maximum of two nitrogens,

R' steht ganz besonders bevorzugt für Methyl, Ethyi, n-Propyl, i-Propyl, cyclo-Propyl, n-Butyl, i- Butyl, tert.-Butyl, cyclo-Butyl, Fluormethyl, Difiuormethyi, Trifluormethyl, Fluorethyl, Difluorethyl, Tri fluorethyl. Tetrafluorethyl oder Pentafluorethyl, R2, R ' stehen unabhängig voneinander ganz besonders bevorzugt für Wasserstoff, Cyano, Halogen, (Ci-C4)Alkyl, (Ci-C4)Halogenaikyl, (Ci-C4)Halogenalkoxy, (Ci-C4)Alkylthio, (G- C4)Alkylsulfmyl, (Ci-C4)Alkylsulfonyl, (Ci-C4)Halogenalkylthio, (Ci-C4)Halogenalkylsulfmyl, (C i -C4)Halogenalkylsulfonyl oder NHCO-(Ci-C4)alkyl ((Ci-C4)Alkylcarbonyiamino), steht ganz besonders bevorzugt für ein heteroaromatisches 9-giiedriges oder 12-gliedriges

Figure imgf000014_0002
annelliertes bicyclisches oder tricyclisches Ringsystem aus der Reihe Q2. Q3, Q5, Q6, Q8, Q9, R 'is very particularly preferably methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclobutyl, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, Tri fluoroethyl. Tetrafluoroethyl or pentafluoroethyl, R 2 , R 'are very particularly preferably each independently hydrogen, cyano, halogen, (Ci-C 4 ) alkyl, (Ci-C 4 ) haloalkyl, (Ci-C 4 ) haloalkoxy, (Ci-C 4) alkylthio, (G- C 4) Alkylsulfmyl, (Ci-C 4) alkylsulfonyl, (Ci-C4) haloalkylthio, (Ci-C 4) Halogenalkylsulfmyl, (C i -C 4) haloalkylsulfonyl, or NHCO- (Ci C 4 ) alkyl ((C 1 -C 4 ) alkylcarbonyiamino), very particularly preferably represents a heteroaromatic 9-membered or 12-membered one
Figure imgf000014_0002
annulated bicyclic or tricyclic ring system from the series Q2. Q3, Q5, Q6, Q8, Q9,

Q10, QU , Q14, Q15, Q16 oder Q19, Q10, QU, Q14, Q15, Q16 or Q19,

Figure imgf000015_0001
Figure imgf000015_0001

Figure imgf000015_0002
Figure imgf000015_0002

Figure imgf000015_0003
steht ganz besonders bevorzugt für (Ci-C Alkyl oder (C i -C4) Alkoxy-(C 1 -C4)alkyl, steht ganz besonders bevorzugt für Wasserstoff, Cyano, Halogen, (Ci-C4)Alkyl, (G C4)Halogenalkyl, (C3-C6)CycIoalkyl, (C3-C6)Cycloalkyl-(C3-C6)cycloalkyl, (Ci-C4)Alkyl-(C3 Ce)cycloalkyl, (Ci-C4)Alkoxy, (C 1 -C4)Halogenalkoxy, (C 1 -C4)Alkoxyimino, (Ci-C4)Alkylhio (Ci-C4)Halogenalkylthio, (Ci-C4)Alkylsulfinyl, (Ci-C4)Halogenalkylsulfmyl, (Ci C4)Alkylsulfonyl, (C 1 -C4)Halogenalkylsulfonyl, (Ci-C4)Alkylcarbonyl, (Ci
Figure imgf000015_0003
is very particularly preferably (C 1 -C 4 -alkyl or (C 1 -C 4) -alkoxy- (C 1 -C 4) -alkyl, very particularly preferably hydrogen, cyano, halogen, (C 1 -C 4) -alkyl, (GC 4 ) haloalkyl , (C3-C 6) CycIoalkyl, (C3-C6) cycloalkyl (C 3 -C 6) cycloalkyl, (Ci-C 4) alkyl (C 3 Ce) cycloalkyl, (Ci-C4) alkoxy, (C 1 - C4) haloalkoxy, (C 1 -C 4) alkoxyimino, (Ci-C4) Alkylhio (Ci-C4) haloalkylthio, (Ci-C 4) alkylsulfinyl, (Ci-C 4) Halogenalkylsulfmyl, (Ci C 4) alkylsulfonyl, ( C 1 -C 4) haloalkylsulfonyl, (Ci-C 4) alkylcarbonyl, (C

C4)Halogenalkylcarbonyl, (C 1 -C4) Alkylaminocarbonyl, Di-(Ci-C4)alkyl-aminocarbonyl, (Ci C4)Alkylsulfonylamino, (C 1 -C4) Alkylamino sul fonyl oder Di-(Ci -C4)alkylaminosulfonyl, steht ganz besonders bevorzugt für Wasserstoff, steht ganz besonders bevorzugt für 0, 1 oder 2. Ausgestaltung 4-2 C4) haloalkylcarbonyl, (C 1 -C 4) alkylaminocarbonyl, di (Ci-C4) alkyl-aminocarbonyl, (Ci C4) alkylsulfonylamino, (C 1 -C 4) alkylamino sulfonyl or di (Ci-C4) alkylaminosulfonyl, is quite particularly preferably for hydrogen, is very particularly preferably 0, 1 or 2. Embodiment 4-2

Aa steht ganz besonders bevorzugt für Stickstoff oder =C(H)-, Ab steht ganz besonders bevorzugt für Stickstoff oder =C(H)-, Ac steht ganz besonders bevorzugt für =C( H )-. Ad steht ganz besonders bevorzugt für =C(H)-, wobei mindestens ein A aus der Reihe Aa und Ab für Stickstoff steht, wobei sich ganz besonders bevorzugt die Struktureinheiten AI oder A2 ergeben, und R1, R2, R \ Q, R4, R5, R' und n die in Ausgestaltung 4-1 angegebenen Bedeutungen haben. Ausgestaltung 5-1 Aa steht hervorgehoben für Stickstoff oder =C(H)-, Ab steht hervorgehoben für Stickstoff oder =C(H)-, Ac steht hervorgehoben für Stickstoff oder =( '( I I )-, Ad steht hervorgehoben für Stickstoff oder =C(H)-, wobei mindestens ein A aus der Reihe Aa. Ab, Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad für maximal zwei Stickstoffe stehen können, Aa is very particularly preferably nitrogen or = C (H) -, Ab is very particularly preferably nitrogen or = C (H) -, Ac is very particularly preferably = C (H) -. Ad is very particularly preferably = C (H) -, where at least one A from the series Aa and Ab is nitrogen, very particular preference given to the structural units Al or A2, and R 1 , R 2 , R \ Q, R 4 , R 5 , R 'and n have the meanings given in embodiment 4-1. Embodiment 5-1 Aa stands for nitrogen or = C (H) -, Ab stands for nitrogen or = C (H) -, Ac stands for nitrogen or = ( ' (II) -, Ad stands for nitrogen or = C (H) -, where at least one A from the series Aa, Ab, Ac and Ad stands for nitrogen and where Aa, Ab, Ac and Ad can stand for a maximum of two nitrogens,

R1 steht hervorgehoben für Methyl, Ethyl, n-Propyl, i-Propyl oder cyclo-Propyl, R 1 is methyl, ethyl, n-propyl, i-propyl or cyclopropyl,

R , R3 stehen unabhängig voneinander hervorgehoben für Wasserstoff, Cyano, Halogen, (G-C Alkyl, (Ci-C4)Halogenalkyl, (Ci-C4)Halogenalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylsulfmyl, (G- C4)Alkylsulfonyl, (Ci-C4)Halogenalkylthio, (Ci-C4)Halogenalkylsulfmyl, (G- C4)Halogenalkylsulfonyl oder NHCO-(Ci-C4)alkyl ((G-G)Alkylcarbonylamino), R, R 3 are each independently hydrogen, cyano, halogen, (GC alkyl, (Ci-C 4 ) haloalkyl, (Ci-C 4 ) haloalkoxy, (Ci-C 4 ) alkylthio, (Ci-C 4 ) alkylsulfmyl , (G- C 4) alkylsulfonyl, (Ci-C4) haloalkylthio, (Ci-C 4) Halogenalkylsulfmyl, (G- C 4) haloalkylsulfonyl, or NHCO- (Ci-C 4) alkyl ((GG) alkylcarbonylamino),

Q steht hervorgehoben für ein heteroaromatisches 9-giiedriges anneliiertes bicyclisches Ringsystem aus der Reihe Q2, Q3, Q10, Q14 oder Q16,

Figure imgf000017_0001
Q stands for a heteroaromatic 9-membered anneliierten bicyclic ring system from the series Q2, Q3, Q10, Q14 or Q16,
Figure imgf000017_0001

Q14 Q16  Q14 Q16

R4 steht hei*vorgehoben für Methyl, Ethyl, i-Propyl, Methoxymethyl oder Methoxyethyl, (besonders hervorgehoben für Methyl), R steht hervorgehoben für Wasserstoff, Cyano, Halogen, (G-C4)Aikyl, (C i -C4)Halogenalkyl, (C3- C6)Cycloalkyl, (Ci-C4)Alkoxy, (G-C4)Halogenalkoxy, (Ci-C4)Alkoxyimino, (Ci-C4)Alkylthio, (Ci-C4)Halogenalkylthio, (Ci-C4)Alkylsulfmyl, (Ci-C4)Halogenalkylsulfmyl, (G- C4)Alkylsulfonyl, (Ci-C4)Halogenalkylsulfonyl, (Ci-C4)Alkylaminocarbonyl, Di-(Ci-C4)alkyl- aminocarbonyl, (Ci-C4)Alkylsulfonylamino, (Ci-C4)Alkylaminosulfonyl oder Di-(G- C4)alkylamino sulfonyl , R 4 is hei * pre-raised for methyl, ethyl, i-propyl, methoxymethyl or methoxyethyl, (especially represents methyl), R represents hydrogen, cyano, halogen, (GC 4) -alkyl, (C i -C 4) haloalkyl, (C3-C6) cycloalkyl, (Ci-C 4) alkoxy, (GC 4) haloalkoxy, (Ci-C4) alkoxyimino, (Ci-C 4) alkylthio, (Ci-C4) haloalkylthio, (Ci-C 4) Alkylsulfmyl, (Ci-C 4) Halogenalkylsulfmyl, (G- C 4) alkylsulfonyl, (Ci-C4) haloalkylsulfonyl, (Ci-C4) alkylaminocarbonyl, di- (Ci-C4) alkyl aminocarbonyl, (C -C 4) alkylsulfonylamino, (Ci-C4) alkylaminosulfonyl or di- (G- C 4) alkylamino sulfonyl,

R' steht hervorgehoben für Wasserstoff, n steht hervorgehoben für 0, 1 oder 2. R 'is hydrogen, n is 0, 1 or 2.

Ausgestaltung 5-2 Embodiment 5-2

Aa steht hervorgehoben für Stickstoff oder =C(H)-, Ab steht hervorgehoben für Stickstoff oder =C(H)-, Ac steht hervorgehoben für =C(H)-, Ad steht hervorgehoben für =C(H)-, wobei mindestens ein A aus der Reihe Aa und Ab für Stickstoff steht, wobei sich hervorgehoben die Struktureinheiten AI oder A2 ergeben, R' steht hervorgehoben für Methyl, Ethyl, n-Propyl, i-Propyl oder cyclo-Propyl, R2, R ' stehen unabhängig voneinander hervorgehoben für Wasserstoff, Aa stands for nitrogen or = C (H) -, Ab stands for nitrogen or = C (H) -, Ac stands for = C (H) -, Ad stands for = C (H) -, where at least A is A from the series Aa and Ab is nitrogen, with the structural units A1 or A2 being highlighted, R 'being methyl, ethyl, n-propyl, i-propyl or cyclopropyl, R 2 , R 'are independently hydrogen,

Q steht hervorgehoben für ein heteroaromatisches 9-giiedriges annelliertes bicyclisches Ringsystem aus der Reihe Q3, Q stands for a heteroaromatic 9-membered fused bicyclic ring system from the series Q3,

R4 steht hervorgehoben für Methyl, Ethyl, i-Propyi, Methoxymethyl oder Methoxyethyl, R5 steht hervorgehoben für Fluor, Chlor, Brom, Fluormethyl, Difluormethyl, Trifluormethyi, Fluorethyl ( CH -CFH -, C I I FC H , Difluorethyl (CF2CH3, C H -CTIF., CHFCFH2), Trifluorethyl, (CH2CF3, C I I FC H F -, CF2CFH2), Tetrafluorethyl (CHFCF3, CF2CHF2), Pentafluorethyl, Trifluormethoxy, Difluorchlomiethoxy, Dichlorfluormethoxy oder Tri fluormethylthi o , R 4 is methyl, ethyl, i-propyl, methoxymethyl or methoxyethyl, R 5 is fluorine, chlorine, bromine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl (CH 2 -CFH -, CIIHC, difluoroethyl (CF 2 CH 3 , CH-CIFF, CHFCFH 2 ), trifluoroethyl, (CH 2 CF 3, CII FC HF -, CF 2 CF 2 ), tetrafluoroethyl (CHFCF 3 , CF 2 CHF 2 ), pentafluoroethyl, trifluoromethoxy, difluorochloromethoxy, dichlorofluoromethoxy or trifluoromethylthio,

R6 steht hervorgehoben für Wasserstoff, n steht hervorgehoben für 0, 1 oder 2. R 6 stands for hydrogen, n stands for 0, 1 or 2.

Ausgestaltung 6-1 Embodiment 6-1

Aa steht insbesonders für Stickstoff oder =C(H)-, Ab steht insbesonders für Stickstoff oder =C(H)-, Ac steht insbesonders für Stickstoff oder =C( I I >-, Ad steht insbesonders für Stickstoff oder =C ( H )-, wobei mindestens ein A aus der Reihe Aa, Ab, Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad für maximal zwei Stickstoffe stehen können, Aa stands in particular for nitrogen or = C (H) -, Ab in particular stands for nitrogen or = C (H) -, Ac stands in particular for nitrogen or = C (II> -, Ad stands in particular for nitrogen or = C (H) in which at least one A from the series Aa, Ab, Ac and Ad stands for nitrogen and where Aa, Ab, Ac and Ad can stand for a maximum of two nitrogens,

R1 steht insbesonders für Ethyl, R 1 is especially ethyl,

R\ R3 stehen insbesonders für Wasserstoff, steht insbesonders für ein heteroaromatisches 9-giiedriges annelliertes bicyclisches Ringsystem aus der Reihe Q2 oder Q3, R \ R 3 are especially hydrogen, in particular a heteroaromatic 9-membered fused bicyclic ring system from the series Q2 or Q3,

Figure imgf000018_0001
R5 steht insbesondere für Trifluormethyl oder Pentafluorethyl, R6 steht insbesondere für Wasserstoff, n steht insbesondere für 0 oder 2. Ausgestaltung 6-2 Aa steht insbesondere für Stickstoff oder =C( I I )-. Ab steht insbesondere für Stickstoff oder =C(H)-, Ac steht insbesondere für =C(H)-, Ad eteht inebeeondere für =C(H)-, wobei mindeetene ein A aus der Reihe Aa und Ab für Sticke to ff eteht, wobei eich inebeeondere die Struktureinheiten AI oder A2 ergeben, R1 eteht inebeeondere für Ethyi, R ". R3 etehen inebeeondere für Waeeeretoff,
Figure imgf000018_0001
R 5 is in particular trifluoromethyl or pentafluoroethyl, R 6 is, in particular, hydrogen, n is in particular 0 or 2. ## STR6 ## A 6 in particular represents nitrogen or = C (II) -. Ab stands in particular for nitrogen or = C (H) -, Ac stands in particular for = C (H) -, Ad etehteht in particular for = C (H) -, wherein mindeetene one A from the series Aa and Ab etiquette for Sticke etehtt , wherein in particular the structural units A1 or A2 result, R 1 stands in particular for Ethyi, R ", R 3, in particular for Waeeeretoff,

Q eteht inebeeondere für ein heteroaromatiechee 9-gliedriges annelliertee bicycliechee Ringeyetem aus der Reihe Q3, R4 eteht inebeeondere für Methyl, Q is particularly illustrative of a heteroaromatic, 9-membered bicyclohexylated ringyetene of the series Q3, R 4, especially methyl,

R5 eteht inebeeondere für Trifluormethyl, R6 eteht inebeeondere für Waeeeretoff, n eteht inebeeondere für 0 oder 2. R 5 is particularly trifluoromethyl, R 6 is especially hydrogen, n is especially 0 or 2.

Unter Einbeziehung der Struktureinheiten AI und A2 ergeben eich folgende hauptsächliche Strukturen der Formeln (I): Including the structural units AI and A2, the following main structures of the formulas (I) result:

Figure imgf000019_0001
wobei R1, R2, R3, Q und n die oben genannten Bedeutungen haben. In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Ql steht und Aa, Ab, Ac, Ad, R1, R2, R \ R4, R5, R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q2 steht und Aa, Ab, Ac, Ad, R1, R2, R\ R4, R\ R' und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben.
Figure imgf000019_0001
where R 1 , R 2 , R 3 , Q and n have the abovementioned meanings. In a preferred fuhrungs form the invention relates to compounds of formula (I), wherein Q is Ql and Aa, Ab, Ac, Ad, R 1, R 2, R \ R 4, R 5, R 'and n are as in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment In a preferred embodiment, the invention relates to compounds of the formula (I) in which Q is Q 2 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 4 , R \ R 'and n in the embodiment (3-1) or configuration (3-2) or embodiment (4-1) or configuration (4-2) or configuration (5-1) or embodiment (5-2) or Embodiment (6-1) or embodiment (6-2) have described meanings.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q f r Q3 steht und Aa, Ab, Ac, Ad, R1, R2, R3, R4, R\ R6 und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred fuhrungs form the invention relates to compounds of formula (I), wherein Q fr Q3 is and Aa, Ab, Ac, Ad, R 1, R 2, R 3, R 4, R \ R 6 and n are as in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described.

In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q4 steht und Aa, Ab, Ac, Ad, R1, R2, R", R4, R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred embodiment, the invention relates to compounds of formula (I) wherein Q is Q4 and Aa, Ab, Ac, Ad, R 1 , R 2 , R ", R 4 , R \ R" and n are those described in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described.

In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für 05 steht und Aa, Ab, Ac, Ad, R1, R2, R . R4, R\ R' und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred embodiment, the invention relates to compounds of formula (I) wherein Q is 05 and Aa, Ab, Ac, Ad, R 1 , R 2 , R. R 4 , R \ R 'and n in the embodiment (3-1) or embodiment (3-2) or embodiment (4-1) or configuration (4-2) or configuration (5-1) or embodiment (5- 2) or embodiment (6-1) or embodiment (6-2) have described meanings.

In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q6 steht und Aa, Ab, Ac, Ad, R1, R\ R \ R4, R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q7 steht und Aa, Ab, Ac, Ad, R1, R , R '. R'\ R\ R' und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred disclosed embodiment, the invention relates to compounds of formula (I), wherein Q is Q6 and Aa, Ab, Ac, Ad, R 1, R \ R \ R 4, R \ R "and n (in embodiment 3-1) or design (3-2) or design (4-1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or design (6th have -2) described meanings. In a preferred disclosed embodiment, the invention relates to compounds of formula (I), wherein Q is Q7 and Aa, Ab, Ac, Ad, R 1, R, R '. R' \ R \ R 'and n in the embodiment (3-1) or the embodiment (3-2) or the embodiment (4-1) or the configuration (4-2) or the configuration (5-1) or the configuration (5-2) or the configuration ( 6-1) or embodiment (6-2) have described meanings.

In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q8 steht und Aa, Ab, Ac, Ad, R1, R2, R\ R4, R\ R6 und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred disclosed embodiment, the invention relates to compounds of formula (I) wherein Q is Q8 and Aa, Ab, Ac, Ad, R 1, R 2, R \ R 4, R \ R 6 and n are as in embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment ( 6-2) have been described.

In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q9 steht und Aa, Ab, Ac, Ad, R1, R2, R\ R4, R\ R6 und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred embodiment, the invention relates to compounds of the formula (I), where Q is for Q9 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 6 and n are those in the embodiment (3-1) or the embodiment (3-2) or the embodiment (4-1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or design (6-2) have described meanings.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q10 steht und Aa, Ab, Ac, Ad, R1, R2, R\ R4, R\ R' und n die in Ausgestaltung (3-1) oderIn a preferred fuhrungs form the invention relates to compounds of formula (I), wherein Q is Q10 and Aa, Ab, Ac, Ad, R 1, R 2, R \ R 4, R \ R 'and n are as in embodiment (3-1) or

Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. Design (3-2) or design (4-1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or design (6-2) described meanings to have.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q fur QU steht und Aa, Ab, Ac, Ad, R1, R2, R \ R"', R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred fuhrungs form the invention relates to compounds of formula (I), wherein Q for QU is and Aa, Ab, Ac, Ad, R 1, R 2, R \ R " ', R \ R" and n are as in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q 1 2 steht und Aa, Ab, Ac, Ad, R1, R2, R3, R'\ R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred embodiment, the invention relates to compounds of the formula (I) in which Q is Q 1 2 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 3 , R ' R ' R "and n that in the embodiment (3-1) or the embodiment (3-2) or the configuration (4-1) or the configuration (4-2) or the configuration (5-1) or the configuration (5-2) or the configuration (6-1) or embodiment (6-2) have described meanings.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q f r Q 1 steht und Aa, Ab, Ac, Ad, R1, R2, R\ R\ R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred fuhrungs form the invention relates to compounds of formula (I), wherein Q for Q 1, and Aa, Ab, Ac, Ad, R 1, R 2, R \ R \ R \ R "and n are as in embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment ( 6-2) have been described.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q14 steht und Aa, Ab, Ac, Ad, R1, R2, R \ R4, R\ R' und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred embodiment, the invention relates to compounds of the formula (I) in which Q is Q14 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 1 R 'and n are those in the configuration (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment ( 6-2) have been described.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q 1 5 steht und Aa, Ab, Ac, Ad, R1, R2, R \ R4, R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In a preferred embodiment, the invention relates to compounds of the formula (I) in which Q is Q 1 5 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 4 , R 1 R 3 and n den in embodiment (3-1) or design (3-2) or design (4-1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or Embodiment (6-2) have described meanings.

In einer bevorzugten Aus fuhrungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q16 steht und Aa. Ab, Ac, Ad, R1, R2, R3, R4, R\ und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q17 steht und Aa, Ab, Ac, Ad, R1, R2, R3, R4, R\ R6 und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q18 steht und Aa. Ab, Ac, Ad, R!, R2, R\ R". R\ R' und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für Q19 steht und Aa. Ab, Ac, Ad, R1, R2, R\ R4, R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. In einer bevorzugten Aus führungs form betrifft die Erfindung Verbindungen der Formel (I), wobei Q für In a preferred embodiment, the invention relates to compounds of the formula (I) where Q is for Q16 stands and Aa. Ab, Ac, Ad, R 1, R 2, R 3, R 4, R \ and n is the embodiment in (3-1) or embodiment (3-2) or embodiment (4-1) or embodiment (4-2 ) or design (5-1) or design (5-2) or design (6-1) or design (6-2) have described meanings. In a preferred embodiment, the invention relates to compounds of the formula (I) in which Q is Q17 and Aa, Ab, Ac, Ad, R 1 , R 2 , R 3 , R 4 , R 6 R 6 and n are those described in Embodiment (3-1) or Embodiment (3-2) or Embodiment (4-1) or Embodiment (4-2) or Embodiment (5-1) or Embodiment (5-2) or Embodiment (6-1) or Embodiment (6-2) have been described. In a preferred embodiment, the invention relates to compounds of the formula (I) in which Q is Q18 and Aa. Ab, Ac, Ad, R ! , R 2 , R \ R ", R \ R 'and n in the embodiment (3-1) or the configuration (3-2) or the design (4-1) or the design (4-2) or the design (5-1 In a preferred embodiment, the invention relates to compounds of the formula (I) in which Q is Q19 and Aa. Ab, Ac, Ad, R 1 , R 2 , R \ R 4 , R \ R "and n in the embodiment (3-1) or the embodiment (3-2) or the configuration (4-1) or the configuration (4-5). 2) or design (5-1) or design (5-2) or design (6-1) or design (6-2) have described meanings. In a preferred embodiment, the invention relates to compounds of the formula (I), where Q is for

Figure imgf000022_0001
steht und Aa, Ab. Ac, Ad, R1, R2, R3 und n die in Ausgestaltung (1) oder Ausgestaltung (2) oder Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben.
Figure imgf000022_0001
Ac, Ad, R 1 , R 2 , R 3 and n are in the embodiment (1) or embodiment (2) or embodiment (3-1) or embodiment (3-2) or embodiment (4- 1) or design (4-2) or design (5-1) or design (5-2) or design (6-1) or design (6-2) have described meanings.

In einer bevorzugten Ausführungsform betrifft die Erfindung Verbindungen der Formel (I), wobei In a preferred embodiment, the invention relates to compounds of the formula (I), wherein

Aa für =C(H)- steht, Aa = C (H) -,

Ab für Stickstoff steht, Ac für =C(H)- steht, Ad für =C(H)- steht, wobei sich die Struktureinheit AI ergibt Ab stands for nitrogen, Ac = C (H) -, Ad = C (H) -, to give the structural unit AI

Figure imgf000023_0001
und Q, R1, R\ R3, R4, R\ R" und n die in Ausgestaltung (3-1) oder Ausgestaltung (3-2) oder
Figure imgf000023_0001
and Q, R 1 , R \ R 3 , R 4 , R \ R "and n in the embodiment (3-1) or the embodiment (3-2) or

Ausgestaltung (4-1) oder Ausgestaltung (4-2) oder Ausgestaltung (5-1) oder Ausgestaltung (5-2) oder Ausgestaltung (6-1) oder Ausgestaltung (6-2) beschriebenen Bedeutungen haben. Embodiment (4-1) or embodiment (4-2) or embodiment (5-1) or embodiment (5-2) or embodiment (6-1) or embodiment (6-2) have described meanings.

Der Substituent Aa ist identisch mit dem Substituenten Aa; der Substituent Ab ist identisch mit dem Substituenten Ab, der Substituent Ac ist identisch mit dem Substituenten Ac, der Substituent Ad ist identisch mit dem Substituenten Ad. in den bevorzugten Definitionen ist, sofern nichts anderes angegeben ist, The substituent Aa is identical to the substituent A a ; the substituent Ab is identical to the substituent A b , the substituent Ac is identical to the substituent A c , the substituent Ad is identical to the substituent A d . in the preferred definitions, unless otherwise stated,

Halogen ausgewählt aus der Reihe Fluor, Chlor, Brom und lod, bevorzugt wiederum aus der Reihe Fluor, Chlor und Brom, Halogen selected from the group fluorine, chlorine, bromine and iodine, preferably in turn from the series fluorine, chlorine and bromine,

In den besonders bevorzugten Definitionen ist, sofern nichts anderes angegeben ist, Halogen ausgewählt aus der Reihe Fluor, Chlor, Brom und lod, bevorzugt wiederum aus der Reihe Fluor, Chlor und Brom, In the particularly preferred definitions, unless otherwise stated, halogen is selected from the group fluorine, chlorine, bromine and iodine, preferably in turn from the series fluorine, chlorine and bromine,

Sofern nicht an anderer Stelle anders definiert, wird unter dem Begriff „Alkyi", entweder in Alleinstellung oder aber in Kombination mit weiteren Begriffen, wie beispielsweise Haiogenaikyl, im Rahmen der vorliegenden Erfindung ein Rest einer gesättigten, aliphatischen Kohlenwasserstoffgruppe mit 1 bis 12 Kohlenstoffatomen verstanden, die verzweigt oder unverzweigt sein kann. Beispiele für Ci- Ci2-Alkylreste sind Methyl, Ethyl, n-Propyi, iso-Propyl, n-Butyl, iso-Butyi, sek.-Butyl, tert.-Butyl, n- Pentyl, iso-Pentyl, Neopentyl, tert.-Pentyl, 1-Methylbutyl, 2-Methylbutyl, 1 -Ethylpropyl, 1.2- Dimethylpropyi, Hexyl n-Heptyl, n-Octyl, n-Nonyl, n-Decyi, n-Undecyl und n-Dodecyl. Von diesen Alkylresten sind Ci-C6-Alkylreste besonders bevorzugt. Insbesondere bevorzugt sind C s-Ct-Alkylreste. Sofern nicht an anderer Stelle anders definiert, wird unter dem Begriff „Alkenyl", entweder in Alleinstellung oder aber in Kombination mit weiteren Begriffen, erfindungsgemäß ein linearer oder verzweigter C^-Cn-Alkenylrest, welcher mindestens eine Doppelbindung aufweist, beispielsweise Vinyl, Allyl, I -Propenyl, Isopropenyl, 1-Butenyl, 2-Butenyl, 3-Butenyl, 1 ,3-Butadienyl, 1 -Pentenyl, 2- Pentenyl, 3-Pentenyi, 4-Pentenyl, 1 ,3-Pentadienyl, 1 -Hexenyl, 2-Hexenyl, 3-Hexenyl, 4-Hexenyl, 5- Hexenyl und 1 ,4-Hexadienyl, verstanden. Bevorzugt hiervon sind C2-C6-Alkenylreste und besonders bevorzugt sind -CVAIkenvireste. Unless otherwise defined elsewhere, the term "alkyl", either alone or in combination with other terms, such as, for example, haloacylic, means in the context of the present invention a radical of a saturated, aliphatic hydrocarbon group having 1 to 12 carbon atoms, Examples of C 1 -C 2 -alkyl radicals are methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, iso-pentyl, neopentyl, tert-pentyl, 1-methylbutyl, 2-methylbutyl, 1-ethylpropyl, 1.2-dimethylpropyl, hexyl n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl and n- Of these alkyl radicals, C 1 -C 6 -alkyl radicals are particularly preferred, C 2 -C -alkyl radicals being particularly preferred, unless otherwise defined elsewhere, the term "alkenyl" is used, either alone or in combination with other terms , According to the invention a linear or ver branched C 1 -C 4 -alkenyl radical which has at least one double bond, for example vinyl, allyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1, 3-butadienyl, 1-pentenyl, 2-pentenyl , 3-pentenyl, 4-pentenyl, 1, 3-pentadienyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5- Hexenyl and 1,4-hexadienyl understood. Preference is given to C 2 -C 6 alkenyl radicals and particularly preferred -CVAIkenvireste.

Sofern nicht an anderer Stelle anders definiert, wird unter dem Begriff „Alkinyl", entweder in Alleinstellung oder aber in Kombination mit weiteren Begriffen, erfindungsgemäß ein linearer oder verzweigter C2-Ci2-Alkinylrest, welcher mindestens eine Dreifachbindung aufweist, beispielsweise Ethinyl, I -Propinyl und Propargyl, verstanden. Bevorzugt hiervon sind Cs-Ce-Alkinylreste und besonders bevorzugt sind C . - C t - A I k i n v r e st . Der Alkinylrest kann dabei auch mindestens eine Doppelbindung aufweisen. Unless otherwise defined elsewhere, the term "alkynyl", either alone or in combination with other terms, according to the invention a linear or branched C 2 -C 2 alkynyl having at least one triple bond, for example, ethynyl, I Preferred are Cs-Ce-alkynyl radicals and particularly preferred are C 1 -C 7 -alkyl radicals The alkynyl radical may also have at least one double bond.

Sofern nicht an anderer Stelle anders definiert, wird unter dem Begriff „Cycloalkyl", entweder in Alleinstellung oder aber in Kombination mit weiteren Begriffen, erfindungsgemäß ein C3-C8- Cycloalkylrest verstanden, beispielsweise Cyclopropyl, Cyclobutyl, Cyclopentyl, Cyclohexyl, Cycloheptyl und Cyclooctyl, verstanden. Bevorzugt hiervon sind Cs-Ce-Cycloalkylreste. Unless otherwise defined elsewhere, the term "cycloalkyl", either alone or in combination with other terms, according to the invention a C3-C8-cycloalkyl understood, for example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl, understood Preferred of these are Cs-Ce-cycloalkyl radicals.

Unter dem Begriff „Alkoxy", entweder in Alleinstellung oder aber in Kombination mit weiteren Begriffen, wie beispielsweise Halogenalkoxy, wird vorliegend ein Rest O-Alkyl verstanden, wobei der Begriff„Alkyl" die oben stehende Bedeutung aufweist. The term "alkoxy", either alone or in combination with other terms, such as, for example, haloalkoxy, is understood herein to mean a radical O-alkyl, the term "alkyl" having the meaning given above.

Dur h Halogen substituierte Reste, z.B. Halogenalkyl (=Haloalkyl), sind einfach oder mehrfach bis zur maximal möglichen Sub stituentenzahl haiogeniert. Bei mehrfacher Halogenierung können die Halogenatome gleich oder verschieden sein. Halogen steht dabei für Fluor, Chlor, Brom oder lod, insbesondere für Fluor, Chlor oder Brom. Gegebenenfalls substituierte Reste können, wenn nichts anderes erwähnt ist, einfach oder mehrfach substituiert sein, wobei bei Mehrfachsubstitutionen die Substituenten gleich oder verschieden sein können. Highly halo substituted radicals, e.g. Haloalkyl (= haloalkyl), are simply or repeatedly haliogeniert up to the maximum possible sub stituentenzahl. For multiple halogenation, the halogen atoms may be the same or different. Halogen is fluorine, chlorine, bromine or iodine, in particular fluorine, chlorine or bromine. Unless otherwise specified, optionally substituted radicals may be monosubstituted or polysubstituted, with multiple substituents the substituents being the same or different.

Die oben aufgeführten allgemeinen oder in Vorzugsbereichen aufgeführten Restedefinitionen bzw. Erläuterungen gelten für die Endprodukte und für die Ausgangsprodukte und Zwischenprodukte entsprechend. Diese Restedefinitionen können untereinander, also auch zwischen den jeweiligen Vorzugsbereichen, beliebig kombiniert werden. The general or preferred radical definitions or explanations given above apply correspondingly to the end products and to the starting materials and intermediates. These remainder definitions can be combined with one another as desired, ie also between the respective preferred ranges.

Erfindungsgemäß bevorzugt verwendet werden Verbindungen der Formel (I), in welchen eine Kombination der vorstehend als bevorzugt aufgeführten Bedeutungen vorliegt. According to the invention, preference is given to using compounds of the formula (I) which contain a combination of the meanings listed above as being preferred.

Erfindungsgemäß besonders bevorzugt verwendet werden Verbindungen der Formel (I), in welchen eine Kombination der vorstehend als besonders bevorzugt aufgeführten Bedeutungen vorliegt. Particular preference is given according to the invention to compounds of the formula (I) in which a combination of the meanings listed above as being particularly preferred is present.

Erfindungsgemäß ganz besonders bevorzugt verwendet werden Verbindungen der Formel (I), in welchen eine Kombination der vorstehend als ganz besonders bevorzugt aufgeführten Bedeutungen vorliegt. Erfindungsgemäß hervorgehoben verwendet werden Verbindungen der Formel (I), in weichen eine Kombination der vorstehend als hervorgehoben aufgeführten Bedeutungen vorliegt. Very particularly preferably used according to the invention are compounds of the formula (I) which contain a combination of the meanings given above as being very particularly preferred. Useful according to the invention are compounds of the formula (I) in which a combination of the meanings listed above is present.

Erfindungsgemäß insbesonders verwendet werden Verbindungen der Formel (I), in welchen eine Kombination der vorstehend als insbesonders aufgeführten Bedeutungen vorliegt. Die Verbindungen der Formel (I) können in Abhängigkeit von der Art der Substituenten als geometrische und/oder als optisch aktive Isomere oder entsprechende Isomerengemische in unterschiedlicher Zusammensetzung vorliegen. Diese Stereoisomere sind beispielsweise Enantiomere, Diastereomere, Atropisomere oder geometrische Isomere. Die Erfindung umfasst somit reine Stereoisomere als auch beliebige Gemische dieser Isomere. Die erfindungsgemäßen Verbindungen der Formel (I) können durch die in den folgenden Schemata dargestellten Verfahren erhalten werden: In particular, compounds of the formula (I) which contain a combination of the meanings given above as being particular are used according to the invention. Depending on the nature of the substituents, the compounds of the formula (I) can be present as geometrical and / or as optically active isomers or corresponding isomer mixtures in different compositions. These stereoisomers are, for example, enantiomers, diastereomers, atropisomers or geometric isomers. The invention thus comprises pure stereoisomers as well as any mixtures of these isomers. The compounds of the formula (I) according to the invention can be obtained by the processes illustrated in the following schemes:

V erfahren A V experienced A

Die Verbindungen der Formel (I), bei denen Q für Ql bis Q9 und Q l steht, können nach bekannten Methoden hergestellt werden, beispielsweise analog der in WO2009/131237, WO2010/125985, WO2011/043404, WO2011/040629, WO2012/086848, WO2013/018928, WO2015/000715, WO 2015/121136, EP 15 153943.4 oder EP 15153948.3 beschriebenen Verfahren. The compounds of the formula (I) in which Q is Q1 to Q9 and Q1 can be prepared by known methods, for example analogously to those in WO2009 / 131237, WO2010 / 125985, WO2011 / 043404, WO2011 / 040629, WO2012 / 086848 , WO2013 / 018928, WO2015 / 000715, WO 2015/121136, EP 15 153943.4 or EP 15153948.3.

Figure imgf000026_0001
Figure imgf000026_0001

Figure imgf000026_0002
Figure imgf000026_0002

n=1 (I) n=2  n = 1 (I) n = 2

Die Reste R1, R2, R3, R4, R\ R6, Aa, Ab, Ac, Ad und n haben die oben beschriebenen Bedeutungen, A2 und A3 stehen für CH oder N (wobei A2 und A3 nicht gleichzeitig für N stehen können), A4 steht für O. S oder N-R4 und X s steht für Halogen. The radicals R 1 , R 2 , R 3 , R 4 , R 6 R 6 , Aa, Ab, Ac, Ad and n have the meanings described above, A 2 and A 3 are CH or N (where A 2 and A 3 can not be N at the same time), A 4 is O. S or NR 4 and X s is halogen.

Schritt a) Step a)

Die Verbindungen der Formel (IV) können in Analogie zu dem in US5576335 beschriebenen Verfahren durch die Umsetzung von Verbindungen der Formel (II) mit Carbonsäuren der Formel (III) inThe compounds of the formula (IV) can be prepared in analogy to the process described in US Pat. No. 5,573,335 by reacting compounds of the formula (II) with carboxylic acids of the formula (III) in

Gegenwart eines Kondensationsmittels bzw. einer Base hergestellt werden. Verbindungen der Formel (II) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden, beispielsweise analog der in US2003/69257, WO2006/65703, WO2009/131237, WO2010/125985, WO201 1/043404, WO201 1/040629, WO2012/086848, WO2013/018928 oder WO2015/000715 beschriebenen Verfahren. Presence of a condensing agent or a base are produced. Compounds of the formula (II) are either commercially available or can be prepared by known methods, for example analogously to US2003 / 69257, WO2006 / 65703, WO2009 / 131237, WO2010 / 125985, WO201 1/043404, WO201 1/040629, WO2012 / 086848, WO2013 / 018928 or WO2015 / 000715.

Carbonsäuren der Formel (III) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden. Mögliche Herstellungswege werden in Verfahren E beschrieben. Carboxylic acids of the formula (III) are either commercially available or can be prepared by known processes Methods are produced. Possible preparation routes are described in method E.

Die Umsetzung der Verbindungen der Formel (II) mit Carbonsäuren der Formel (III) kann in Substanz oder in einem Lösungsmittel erfolgen, vorzugsweise wird die Reaktion in einem Lösungsmittel durchgeführt, welches ausgewählt ist aus üblichen, bei den vorherrschenden Reaktionsbedingungen inerten Lösungsmitteln. Bevorzugt werden Et her wie beispielsweise Diisopropylether, Dioxan, T etrahydro furan, 1 ,2-Dimethoxyethan; halogenierte Kohlenwasserstoffe wie beispielsweise Dichlormethan, Chloroform, Tetrachlorkohlenstoff, 1 ,2-Dichiorethan oder Chlorbenzol; Nitrile, wie beispielsweise Acetonitril oder Propionitril; aromatische Kohlenwasserstoffe wie beispielsweise Toiuoi, oder Xylol; aprotische polare Lösungsmittel wie beispielsweise Ν,Ν-Dimethylformamid oder N- Methylpyrrolidon oder Stickstoffhaltige Verbindungen wie beispielsweise Pyridin. The reaction of the compounds of the formula (II) with carboxylic acids of the formula (III) can be carried out in bulk or in a solvent, preferably the reaction is carried out in a solvent which is selected from conventional solvents which are inert under the prevailing reaction conditions. Ethers are preferred such as diisopropyl ether, dioxane, T etrahydro furan, 1, 2-dimethoxyethane; halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons such as toluene, or xylene; aprotic polar solvents such as Ν, Ν-dimethylformamide or N-methylpyrrolidone or nitrogen-containing compounds such as pyridine.

Geeignete Kondensationsmittel sind beispielsweise Carbodiimide wie 1 -(3 -Dimethylaminopropyl)-3 - ethylcarbodiimid hydrochlorid (EDCI) oder 1 ,3 -Dicyclohexylcarbodiimid. Suitable condensing agents are, for example, carbodiimides such as 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide.

Geeignete Basen sind anorganische Basen, die üblicherweise in solchen Reaktionen verwendet werden. Vorzugsweise werden Basen verwendet, die beispielhaft ausgewählt sind aus der Gruppe bestehend aus Acetaten, Phosphaten, Carbonaten und Hydrogencarbonaten von Alkali- oder Erdalkalimetallen. Besonders bevorzugt sind dabei Natriumacetat, Natriumphosphat, Kaliumphosphat, Caesiumcarbonat, Natriumcarbonat, Kaliumcarbonat, Natriumhydrogencarbonat, Kaliumhydrogencarbonat. Suitable bases are inorganic bases which are commonly used in such reactions. Preferably, bases are used which are selected by way of example from the group consisting of acetates, phosphates, carbonates and bicarbonates of alkali or alkaline earth metals. Particularly preferred are sodium acetate, sodium phosphate, potassium phosphate, cesium carbonate, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate.

Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck und bei Temperaturen von 0 °C bis 180 °C durchgeführt werden, vorzugsweise erfolgt die Reaktion bei Normaldruck und Temperaturen von 20 bis 140 °C. The reaction can be carried out in vacuo, under normal pressure or under excess pressure and at temperatures of 0 ° C to 180 ° C, preferably the reaction is carried out at atmospheric pressure and temperatures of 20 to 140 ° C.

Schritt b) Step b)

Die Verbindungen der Formel (V) lassen sich herstellen durch Kondensation der Verbindungen der Formel (IV) z.B. analog der in WO2009/131237, WO2010/125985, WO2011/043404, WO2011/040629, WO2012/086848, WO2013/018928, WO2015/000715 oder WO 2015/121136 beschriebenen Verfahren. Die Umsetzung zu Verbindungen der Formel (V) kann in Substanz oder in einem Lösungsmittel erfolgen, vorzugsweise wird die Reaktion in einem Lösungsmittel durchgeführt, welches ausgewählt ist aus üblichen, bei den vorherrschenden Reaktionsbedingungen inerten Lösungsmitteln. Bevorzugt werden Ei her wie beispielsweise Diisopropylether, Dioxan, T etrahydro furan, 1 ,2-Dimethoxyethan, tert.- Butylmethylether; halogenierte Kohlenwas s ersto ffe wie beispielsweise Dichlormethan. Chloroform, T etrachlorkohlensto ff, 1 ,2-Dichiorethan oder Chlorben/ol; Nitrile, wie beispielsweise Acetonitril oder Propionitril; aromatische Kohlenwasserstoffe wie beispielsweise Toiuoi oder Xylol; aprotische polare Lösungsmittel wie beispielsweise N,N-Dimethylformamid oder N-Methylpyrrolidon oder stickstoffhaltige Verbindungen wie beispielsweise Pyridin. Die Reaktion lässt sich durchführen in Gegenwart eines Kondensationsmittels, einer Säure, einer Base oder eines Chlorierungsmittels . The compounds of the formula (V) can be prepared by condensation of the compounds of the formula (IV), for example analogously to WO2009 / 131237, WO2010 / 125985, WO2011 / 043404, WO2011 / 040629, WO2012 / 086848, WO2013 / 018928, WO2015 / 000715 or WO 2015/121136. The reaction to give compounds of the formula (V) can be carried out in bulk or in a solvent, preferably the reaction is carried out in a solvent which is selected from conventional solvents which are inert under the prevailing reaction conditions. Preferred are egg such as diisopropyl ether, dioxane, T etrahydro furan, 1, 2-dimethoxyethane, tert-butyl methyl ether; halogenated hydrocarbons such as dichloromethane. Chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons such as toluene or xylene; aprotic polar solvents such as N, N-dimethylformamide or N-methylpyrrolidone or nitrogen-containing compounds such as pyridine. The reaction can be carried out in the presence of a condensing agent, an acid, a base or a chlorinating agent.

Beispiele für geeignete Kondensationsmittel sind Carbodiimide wie l -(3-Dimethylaminopropyl)-3- ethylcarbodiimid hydrochlorid (EDCI) oder 1 ,3 -Dicyclohexylcarbodiimid; Anhydride wie Essigsäureanhydrid, Trifluoressigsäureanhydrid; eine Mischung aus Triphenylphosphin, einer Base und T etrachlorkohlensto ff oder eine Mischung aus Triphenylphosphin und einem Azodiester wie z.B. Diethylazodicarbonsäure. Examples of suitable condensing agents are carbodiimides such as 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) or 1,3-dicyclohexylcarbodiimide; Anhydrides such as acetic anhydride, trifluoroacetic anhydride; a mixture of triphenylphosphine, a base and carbon tetrachloride or a mixture of triphenylphosphine and an azo diester, e.g. Diethylazodicarbonsäure.

Beispiele für geeignete Säuren, die in der beschriebenen Reaktion eingesetzt werden können, sind Sulfonsäuren wie para-Toluolsulfonsäure; Carbonsäuren wie Essigsäure oder Polyphosphorsäuren. Beispiele für geeignete Basen sind stickstoffhaltige Heterocyclen wie Pyridin, Picolin, 2,6-Lutidin, 1,8- Diazabicyclo[5.4.0]-7-undecen (DBU); tertiäre Amine wie Triethylamin und N,N- Diisopropylethyl amin ; anorganische Basen wie Kaliumphosphat, Kaliumcarbonat und Natriumhydrid. Examples of suitable acids that can be used in the reaction described are sulfonic acids such as para-toluenesulfonic acid; Carboxylic acids such as acetic acid or polyphosphoric acids. Examples of suitable bases are nitrogen-containing heterocycles such as pyridine, picoline, 2,6-lutidine, 1,8-diazabicyclo [5.4.0] -7-undecene (DBU); tertiary amines such as triethylamine and N, N-diisopropylethyl amine; inorganic bases such as potassium phosphate, potassium carbonate and sodium hydride.

Ein Beispiel für ein geeignetes Chlorierungsmittel ist Phosphoroxychlorid. An example of a suitable chlorinating agent is phosphorus oxychloride.

Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck und bei Temperaturen von 0 °C bis 200 °C durchgeführt werden. The reaction can be carried out in vacuo, at atmospheric pressure or under overpressure and at temperatures of 0 ° C to 200 ° C.

Schritt c) Step c)

Die Verbindungen der Formel (I), wobei n für 0 steht, lassen sich herstellen durch Umsetzung der Verbindungen der Formel (V) mit den Verbindungen der Formel (Via) in Gegenwart einer Base. The compounds of the formula (I) wherein n is 0 can be prepared by reacting the compounds of the formula (V) with the compounds of the formula (Via) in the presence of a base.

Mercaptanderivate der Formel (Via) wie beispielsweise Methylmercaptan, Ethylmercaptan oder Isopropylmercaptan sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden, beispielsweise analog der in US2006/25633, US2006/1 1 1591 , US2820062, Chemical Communications, 13 (2000), 1 163-1 164 oder Journal of the American Chemical Society, 44 (1922), p. 1 329 beschriebenen Verfahren. Mercaptan derivatives of the formula (VIa), such as, for example, methylmercaptan, ethylmercaptan or isopropylmercaptan, are either commercially available or can be prepared by known methods, for example analogously to those described in US2006 / 25633, US2006 / 119591, US2820062, Chemical Communications, 13 (2000), 1 163-1 164 or Journal of the American Chemical Society, 44 (1922), p. 1 329 described method.

Die Umsetzung zu Verbindung der Formel (I), wobei n für 0 steht, kann in Substanz oder in einem Lösungsmittel erfolgen, vorzugsweise wird die Reakt ion in einem Lösungsmittel durchgeführt, welches ausgewählt ist aus üblichen, bei den vorherrschenden Reaktionsbedingungen inerten Lösungsmitteln.The reaction to give compound of formula (I) wherein n is 0 may be carried out in bulk or in a solvent, preferably the reaction is carried out in a solvent selected from conventional solvents which are inert under the prevailing reaction conditions.

Bevorzugt werden Ether wie beispielsweise Diisopropylether, Dioxan, Tetrahydrofuran, 1,2-Preference is given to ethers, for example diisopropyl ether, dioxane, tetrahydrofuran, 1,2-

Dimethoxyethan, tert. -Butylmethyl ether ; Nitrile, wie beispielsweise Acetonitril oder Propionitril; aromatische Kohlenwasserstoffe wie beispielsweise Toluol oder Xylol; aprotische polare Lösungsmittel wie beispielsweise Ν,Ν-Dimethylformamid, N-Methylpyrrolidon oder Dimethylsulfoxid. Dimethoxyethane, tert. Butyl methyl ether; Nitriles, such as acetonitrile or propionitrile; aromatic hydrocarbons such as toluene or xylene; aprotic polar solvents such as Ν, Ν-dimethylformamide, N-methylpyrrolidone or dimethyl sulfoxide.

Beispiele für geeignete Basen sind anorganische Basen aus der ( iruppe bestehend aus Acetaten, Phosphaten und Carbonaten von Alkal i- oder Erdalkalimetallen. Bevorzugt sind dabei Caesiumcarbonat, Natriumcarbonat und Kaliumcarbonat. Weitere geeignete Basen sind Alkalimetallhydride wie z.B. Natriumhydrid. Examples of suitable bases are inorganic bases of the (alkali metal group consisting of acetates, phosphates and carbonates of alkali metal or alkaline earth metals. Sodium carbonate and potassium carbonate. Other suitable bases are alkali metal hydrides such as sodium hydride.

Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck und bei Temperaturen von 0 °C bis 200 °C durchgeführt werden. In der beschriebenen Reaktion steht X1 bevorzugt für ein Fluor- oder Chloratom. The reaction can be carried out in vacuo, at atmospheric pressure or under overpressure and at temperatures of 0 ° C to 200 ° C. In the reaction described, X 1 is preferably a fluorine or chlorine atom.

Schritt d) Step d)

Die Verbindungen der Formel (I), wobei n für 1 steht, lassen sich herstellen durch Oxidation der Verbindungen der Formel (I), wobei n für 0 steht. Die Oxidation wird generell in einem Lösungsmittel durchgeführt, welches ausgewählt ist aus üblichen, bei den vorherrschenden Reaktionsbedingungen inerten Lösungsmitteln. Bevorzugt werden halogenierte Kohlenwasserstoffe wie beispielsweise Dichlormethan, Chloroform, Tetrachlorkohlenstoff, 1 ,2-Dichlorethan oder Chlorbenzol; Alkohole wie Methanol oder Ethanol; Ameisensäure, Essigsäure. Propionsäure oder Wasser. The compounds of formula (I) wherein n is 1 may be prepared by oxidation of the compounds of formula (I) wherein n is 0. The oxidation is generally carried out in a solvent selected from conventional solvents which are inert under the prevailing reaction conditions. Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water.

Beispiele für geeignete Oxidationsmittel sind Wasserstoffperoxid, meta-Chlorperbenzoesäure oder Natriumperiodat. Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck und bei Temperaturen von -20°C °C bis 120 °C durchgeführt werden. Examples of suitable oxidizing agents are hydrogen peroxide, meta-chloroperbenzoic acid or sodium periodate. The reaction can be carried out in vacuo, at atmospheric pressure or under excess pressure and at temperatures of -20 ° C ° C to 120 ° C.

Schritt e) Steps)

Die Verbindungen der Formel (I), wobei n für 2 steht, lassen sich herstellen durch Oxidation der Verbindungen der Formel (I), wobei n für 1 steht. Die Oxidation wird generell in einem Lösungsmittel durchgeführt. Bevorzugt werden halogenierte Kohlenwas s er sto ff e wie beispielsweise Dichlormethan, Chloroform, T etra chlorkohl ensto ff, 1 ,2-Dichlorethan oder Chlorbenzol; Alkohole wie Methanol oder Ethanol; Ameisensäure, Essigsäure. Propionsäure oder Wasser. The compounds of formula (I) wherein n is 2 may be prepared by oxidation of the compounds of formula (I) wherein n is 1. The oxidation is generally carried out in a solvent. Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, tetrachlorethylene, 1,2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water.

Beispiele für geeignete Oxidationsmittel sind Wasserstoffperoxid und meta-Chlorperbenzoesäure. Examples of suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.

Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck und bei Temperaturen von -20°C °C bis 120 °C durchgeführt werden. The reaction can be carried out in vacuo, at atmospheric pressure or under excess pressure and at temperatures of -20 ° C ° C to 120 ° C.

Schritt f) Step f)

Die Verbindungen der Formel (I), wobei n für 2 steht, lassen sich auch in einem einstufigen Prozess herstellen durch Oxidation der Verbindungen der Formel (I), wobei n für 0 steht. Die Oxidation wird generell in einem Lösungsmittel durchgeführt. Bevorzugt werden halogenierte Kohlenwasserstoffe wie beispielsweise Dichlormethan, Chloroform, Tetrachlorkohlenstoff, 1 ,2-Dichlorethan oder Chlorbenzol; Alkohole wie Methanol oder Ethanol; Ameisensäure, Essigsäure. Propionsäure oder Wasser. Beispiele für geeignete Oxidationsmittel sind Wasserstoffperoxid und meta-Chlorperbenzoesäure. The compounds of the formula (I) wherein n is 2 can also be prepared in a one-step process by oxidation of the compounds of the formula (I) where n is 0. The oxidation is generally carried out in a solvent. Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water. Examples of suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.

Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck und bei Temperaturen von -20°C °C bis 120 °C durchgeführt werden. The reaction can be carried out in vacuo, at atmospheric pressure or under excess pressure and at temperatures of -20 ° C ° C to 120 ° C.

Verfahren B Method B

Die Verbindungen der Formel (I), bei denen Q für Q 10, QU , Q14 und Q 15 steht, können nach bekannten Methoden hergestellt werden, beispielsweise analog der in US2009/203705, US2012/258951 , WO2013/3298 oder .1. Med. Chem. 31, (1988) 1590-1595 beschriebenen Verfahren. The compounds of the formula (I) in which Q is Q 10, QU, Q 14 and Q 15 can be prepared by known methods, for example analogously to those in US2009 / 203705, US2012 / 258951, WO2013 / 3298 or .1. Med. Chem. 31, (1988) 1590-1595.

Figure imgf000030_0001
Figure imgf000030_0001

Die Reste R1, R2, R\ R5, R6, Aa, Ab, Ac, Ad und n haben die oben beschriebenen Bedeutungen. A2, A3, A4 und A5 stehen für CH oder N (wobei A2, A3, A4 und A5 nicht gleichzeitig für N stehen) und X1 steht für Halogen. Schritt a) The radicals R 1 , R 2 , R 5 R 6 , Aa, Ab, Ac, Ad and n have the meanings described above. A 2 , A 3 , A 4 and A 5 are CH or N (wherein A 2 , A 3 , A 4 and A 5 are not simultaneously N) and X 1 is halo. Step a)

Carbonsäuren der Formel (III) werden in Analogie zu dem in WO2011/75643 oder EP2671582 beschriebenen Verfahren in Gegenwart von O.N-Dimethyl-hydroxylami n Hydrochlorid in Weinreb- Amide der Formel (VI) überführt. Carbonsäuren der Formel (III) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden. Mögliche Herstellungswege werden in Verfahren E beschrieben. Carboxylic acids of the formula (III) are converted into Weinreb amides of the formula (VI) in analogy to the process described in WO2011 / 75643 or EP2671582 in the presence of O, N-dimethylhydroxylamine hydrochloride. Carboxylic acids of the formula (III) are either commercially available or can be prepared by known methods. Possible preparation routes are described in method E.

Schritt b, c) Step b, c)

Verbindungen der Formel (VI) lassen sich anschließend nach bekannten Methoden, beispielsweise analog dem in WO2011/75643 beschriebenen Verfahren, mit einem ri nard Reagenz wie beispielsweise Methylmagnesiumbromid in Ketone der Formel (VII) überführen. Durch anschließende Halogenierung analog der beispielsweise in US2012/302573 beschriebenen bekannten Methode sind Verbindungen der Formel (VIII) zugänglich. Compounds of the formula (VI) can then be converted into ketones of the formula (VII) by known methods, for example analogously to the process described in WO2011 / 75643, using a linear reagent, for example methylmagnesium bromide. By subsequent halogenation analogous to the known method described for example in US2012 / 302573 known compounds of formula (VIII) are available.

Schritt d) Step d)

Die Verbindungen der Formel (X) lassen sich herstellen durch Cyclisierung der Verbindungen der Formel (VIII) mit Aminen der Formel (IX). Die Cyclisierung erfolgt beispielsweise in Ethanol. Acetonitril oder Ν,Ν-Dimethylformamid nach bekannten Methoden analog der beispielsweise in WO2005/66177, WO2012/8841 1, WO2013/3298, US2009/203705, US2012/258951 , WO2012/168733, WO2014/187762 oder J. Med. Chem. 31 (1988) 1590-1595 beschriebenen Verfahren. The compounds of the formula (X) can be prepared by cyclization of the compounds of the formula (VIII) with amines of the formula (IX). The cyclization is carried out, for example, in ethanol. Acetonitrile or Ν, Ν-dimethylformamide by known methods analogous, for example, in WO2005 / 66177, WO2012 / 8841 1, WO2013 / 3298, US2009 / 203705, US2012 / 258951, WO2012 / 168733, WO2014 / 187762 or J. Med. Chem. 31 (1988) 1590-1595.

Die Verbindungen der Formel (IX) sind kommerziell erhältlich. Schritt e) The compounds of the formula (IX) are commercially available. Steps)

Die Verbindungen der Formel (I), wobei n für 0 steht, lassen sich herstellen durch Umsetzung der Verbindungen der Formel (X) mit den Verbindungen der Formel (VI) in Gegenwart einer Base. Mercaptanderivate der Formel (Via) wie beispielsweise Methylmercaptan, Ethylmercaptan oder Isopropylmercaptan sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden, beispielsweise analog der in US2006/25633, US2006/1. 1 1591 , US2820062,The compounds of the formula (I) in which n is 0 can be prepared by reacting the compounds of the formula (X) with the compounds of the formula (VI) in the presence of a base. Mercaptan derivatives of the formula (VIa), such as, for example, methylmercaptan, ethylmercaptan or isopropylmercaptan, are either commercially available or can be prepared by known methods, for example analogously to those in US2006 / 25633, US2006 / 1. 1 1591, US2820062,

Chemical Communications, 13 (2000), 1. 163-1 1.64 oder Journal of the American Chemical Society, 44 (1922), p. 1329 beschriebenen Verfahren. Chemical Communications, 13 (2000), 1. 163-1.164 or Journal of the American Chemical Society, 44 (1922), p. 1329 described method.

Schritt f, g) Step f, g)

Die Verbindungen der Formel (I), wobei n für 1 steht, lassen sich herstellen durch Oxidation der Verbindungen der Formel (I), wobei n für 0 steht. Die Oxidation erfolgt nach bekannten Methoden mit einem geeigneten Oxidationsmittel wie bespielsweise Wasserstoffperoxid, meta-Chlorperbenzoesäure oder Natriumperiodat. The compounds of formula (I) wherein n is 1 may be prepared by oxidation of the compounds of formula (I) wherein n is 0. The oxidation is carried out by known methods with a suitable oxidizing agent such recordable as hydrogen peroxide, meta-chloroperbenzoic acid or sodium periodate.

Die Verbindungen der Formel (I), wobei n für 2 steht, lassen sich herstellen durch Oxidation der Verbindungen der Forme! (I), wobei n für 1 steht. The compounds of formula (I), wherein n is 2, can be prepared by oxidation of the compounds of the forms! (I), where n is 1.

Die Oxidation wird generell in einem Lösungsmittel durchgef hrt. Bevorzugt werden halogenierte Kohl enwas s er sto ff e wie beispielsweise Dichlormethan, Chloroform, Tetrachlorkohlenstoff, 1 ,2- Dichlorethan oder Chlorbenzol; Alkohole wie Methanol oder Ethanol; Ameisensäure, Essigsäure.The oxidation is generally carried out in a solvent. Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid.

Propionsäure oder Wasser. Beispiele für geeignete Oxidationsmittel sind Wasserstoffperoxid und meta- Chlorperbenzoesäure. Propionic acid or water. Examples of suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.

Schritt h) Die Verbindungen der Formel (I), wobei n für 2 steht, lassen sich auch in einem einstufigen Prozess herstellen durch Oxidation der Verbindungen der Foririel (I), wobei n für 0 steht. Die Oxidation wird generell in einem Lösungsmittel durchgeführt. Bevorzugt werden halogenierte Kohlenwasserstoffe wie beispielsweise Dichlormethan, Chloroform, Tetrachlorkohlenstoff, 1 ,2-Dichlorethan oder Chlorbenzol; Alkohole wie Methanol oder Ethanol; Ameisensäure, Essigsäure. Propionsäure oder Wasser. Beispiele für geeignete Oxidationsmittel sind Wasserstoffperoxid und meta-Chiorperbenzoesäure. Step h) The compounds of the formula (I) wherein n is 2 can also be prepared in a one-step process by oxidation of the compounds of Foririel (I), where n is 0. The oxidation is generally carried out in a solvent. Preference is given to halogenated hydrocarbons such as, for example, dichloromethane, chloroform, carbon tetrachloride, 1, 2-dichloroethane or chlorobenzene; Alcohols such as methanol or ethanol; Formic acid, acetic acid. Propionic acid or water. Examples of suitable oxidizing agents are hydrogen peroxide and meta-chloroperbenzoic acid.

Verfahren C Method C

Die Verbindungen der Formel (I), bei denen Q für Q16 steht, können nach bekannten Methoden hergestellt werden, beispielsweise analog der in WO2014/ 142292 beschriebenen Verfahren. The compounds of the formula (I) in which Q is Q16 can be prepared by known methods, for example analogously to the processes described in WO2014 / 142292.

Figure imgf000032_0001
Figure imgf000032_0001

(III) (XI)  (III) (XI)

Figure imgf000032_0002
Figure imgf000032_0002

Die Reste R2, R\ R4, R\ R' , Aa, Ab, Ac und Ad haben die oben beschriebenen Bedeutungen. X1 steht für Halogen. Schritt a) The radicals R 2 , R \ R 4 , R \ R ', Aa, Ab, Ac and Ad have the meanings described above. X 1 is halogen. Step a)

Die Verbindungen der Formel (XI) können in Analogie zu dem in US5374646 oder Bioorganic and Medicinal Chemistry Letters 2003, 13, 1093 - 1096 beschriebenen Verfahren durch die Umsetzung von Verbindungen der Formel (III) mit einer Ammoniakquelle in Gegenwart eines Kondensationsmittels hergestellt werden. The compounds of formula (XI) can be prepared in analogy to that described in US5374646 or Bioorganic and Medicinal Chemistry Letters 2003, 13, 1093-1096 by the reaction of compounds of formula (III) with an ammonia source in the presence of a condensing agent.

Carbonsäuren der Formel (III) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden. Mögliche Herstellungswege werden in Verfahren E beschrieben. Carboxylic acids of the formula (III) are either commercially available or can be prepared by known methods. Possible preparation routes are described in method E.

Als Ammoniakquelle wird meist Ammoniumhydroxid verwendet. Ammonia hydroxide is usually used as the source of ammonia.

Die Umsetzung der Verbindungen der Formel (III) mit der Ammoniakquell e wird vorzugsweise in einem Lösungsmittel durchgeführt, welches ausgewählt ist aus üblichen, bei den vorherrschenden Reaktionsbedingungen inerten Lösungsmitteln. Bevorzugt werden Ether wie beispielsweise Dioxan oder T etrahydro furan . The reaction of the compounds of the formula (III) with the ammonia source is preferably carried out in a solvent which is selected from conventional solvents which are inert under the prevailing reaction conditions. Preference is given to ethers such as, for example, dioxane or tetrahydrofuran.

Ein geeignetes Kondensationsmittel ist beispielsweise Carbonyldiimidazol. A suitable condensing agent is, for example, carbonyldiimidazole.

Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck durchgeführt werden. Vorzugsweise erfolgt die Reaktion bei Normaldruck und Temperaturen von 20 bis 70 °C. The reaction can be carried out in vacuo, at atmospheric pressure or under overpressure. Preferably, the reaction is carried out at atmospheric pressure and temperatures of 20 to 70 ° C.

Schritt b) Step b)

Die Verbindungen der Formel (XIII) können in Analogie zu dem in WO2014/142292 beschriebenen Verfahren durch die Umsetzung von Verbindungen der Formel (XI) mit Verbindungen der Formel (XII) in Gegenwart eines Palladiumkatalysators im Basischen hergestellt werden. Verbindungen der Formel (XII) können beispielsweise analog der in WO2014/142292 beschriebenen Verfahren hergestellt werden. Als Palladiumkatalysator kann beispielsweise [l ,l '-Bis- (diphenylphosphino)ferrocen]dichlo alladium(II) verwendet werden. Als Base finden häufig anorganische Basen wie Kaliumtertbutanolat Verwendung The compounds of the formula (XIII) can be prepared in analogy to the process described in WO2014 / 142292 by the reaction of compounds of the formula (XI) with compounds of the formula (XII) in the presence of a palladium catalyst in basic. Compounds of the formula (XII) can be prepared, for example, analogously to the processes described in WO2014 / 142292. As the palladium catalyst, for example, [1, 1'-bis (diphenylphosphino) ferrocene] dichloalladium (II) can be used. As base often find inorganic bases such as Kaliumtertbutanolat use

Die Umsetzung erfolgt in einem Lösungsmittel. Häufig wird Toluoi verwendet. Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck durchgeführt werden. Vorzugsweise erfolgt die Reaktion bei Normaldruck und Temperaturen von 20 bis 110 °C. The reaction takes place in a solvent. Frequently Toluoi is used. The reaction can be carried out in vacuo, at atmospheric pressure or under overpressure. Preferably, the reaction is carried out at atmospheric pressure and temperatures of 20 to 110 ° C.

Die weitere Umsetzung von Verbindungen der Formel (XIII) zu Verbindungen der Formel (I) erfolgt analog zu Verfahren A. The further reaction of compounds of the formula (XIII) to give compounds of the formula (I) is carried out analogously to process A.

Verfahren D Die Verbindungen der Formel (I), bei denen Q für Q12, Q13, Q17 und Q18 steht, können nach bekannten Methoden hergestellt werden, beispielsweise analog der in WO2010/091310, WO 2012/66061 oder WO2013/099041 beschriebenen Verfahren. Method D The compounds of the formula (I) in which Q is Q12, Q13, Q17 and Q18 may be described by known methods, for example analogously to the method described in WO2010 / 091310, WO 2012/66061 or WO2013 / 099041.

Figure imgf000034_0001
Figure imgf000034_0001

(XVII) (XVIII) (XIX)  (XVII) (XVIII) (XIX)

Die Reste R2, R \ R\ R' , Aa, Ab, Ac und Ad haben die oben beschriebenen Bedeutungen. A2, A3 und A6 stehen für Gl oder N (wobei A2 und A3 nicht gleichzeitig für N stehen können). X1 und X2 stehen fürThe radicals R 2 , R \ R \ R ', Aa, Ab, Ac and Ad have the meanings described above. A 2 , A 3 and A 6 represent Gl or N (where A 2 and A 3 can not simultaneously be N). X 1 and X 2 stand for

Halogen. Halogen.

Schritt a) Step a)

Die Verbindungen der Formel ( XIX ! lassen sich herstellen durch Umsetzung von Verbindungen der Formel (XVII) mit Verbindungen der Formel (XVIII) unter basischen Bedingungen, z.B. analog der in WO2010/091310, WO 2012/66061 oder WO2013/099041 beschriebenen Verfahren. The compounds of the formula (XIX) can be prepared by reacting compounds of the formula (XVII) with compounds of the formula (XVIII) under basic conditions, for example analogously to the processes described in WO2010 / 091310, WO 2012/66061 or WO2013 / 099041.

Verbindungen der Formel (XVII) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergesteilt werden, beispielsweise analog der in WO2005/100353, WO 2012/66061 oder in European Journal of Medicinal Chemistry 45 (2010), 2214 - 2222 beschriebenen Verfahren. Compounds of the formula (XVII) are either commercially available or can be prepared by known methods, for example analogously to the method described in WO2005 / 100353, WO 2012/66061 or in European Journal of Medicinal Chemistry 45 (2010), 2214-2222.

Verbindungen der Formel (XVIII) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden, beispielsweise analog der in WO2013/43518, EP2168965, Journal of Medicinal Chemistry, 46 (2003), 1449-1455, Journal of Heterocyclic Chemistry, 12 (1975) 861 -863 oder Monatshefte für Chemie, 103 (1972), 1624-1631 beschriebenen Verfahren. Compounds of formula (XVIII) are either commercially available or can be prepared by known methods, for example analogously to those described in WO2013 / 43518, EP2168965, Journal of Medicinal Chemistry, 46 (2003), 1449-1455, Journal of Heterocyclic Chemistry, 12 (1975 ) 861-863 or Monatshefte for Chemie, 103 (1972), 1624-1631.

Als Basen werden meist anorganische Basen wie Natriumhydrid, Kaliumcarbonat oder Cäsiumcarbonat verwendet. Die Umsetzung zu Verbindungen der Formel (XIX) erfolgt meist in einem Lösungsmittel, vorzugsweise in einem Nitril, wie beispielsweise Acetonitril oder Propionitril oder in einem aprotischen, polaren Lösungsmittel wie beispielsweise Ν,Ν-Dimethylformamid oder N-Methy lpyrrolidon . The bases used are usually inorganic bases such as sodium hydride, potassium carbonate or cesium carbonate. The reaction to give compounds of the formula (XIX) is usually carried out in a solvent, preferably in a nitrile, for example acetonitrile or propionitrile, or in an aprotic polar solvent, for example Ν, Ν-dimethylformamide or N-methylpyrrolidone.

Die Reaktion kann im Vakuum, bei Normaldruck oder unter Überdruck und bei Temperaturen von 0 °C bis 200 °C durchgeführt werden. Alternativ kann die Umsetzung von Verbindungen der Formel (XVII) mit Verbindungen der Formel (XVIII) zu Verbindungen der Formel (XIX) auch durch Palladium-katalysierte N-Arylierung erfolgen, z.B. analog der in Angewandte Chemie Int. Ed. 201 1, 50, 8944-8947 beschriebenen Verfahren. Die weitere Umsetzung von Verbindungen der Formel (XIX) zu Verbindungen der Formel (I) erfolgt analog zu Verfahren A. The reaction can be carried out in vacuo, at atmospheric pressure or under overpressure and at temperatures of 0 ° C to 200 ° C. Alternatively, the reaction of compounds of the formula (XVII) with compounds of the formula (XVIII) to give compounds of the formula (XIX) can also be carried out by palladium-catalyzed N-arylation, for example analogously to that described in Angewandte Chemie Int. Ed. 201 1, 50, 8944-8947. The further reaction of compounds of the formula (XIX) to give compounds of the formula (I) is carried out analogously to process A.

Verfahren E Method E

Figure imgf000035_0001
Figure imgf000035_0001

(III) Carbonsäuren der Formel (III) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden, beispielsweise aus Aminohetaryl-Derivaten analog der in European Journal of Medicinal Chemistry, 29 (1994), 279-286; WO2006/71752; WO2012/80232; Journal of Medicinal Chemistry, 57 (2014), 4196-4212; WO2012/143599; WO2015/48245 oder WO2006/18725, Chemical Communications, 44 (2010), 925-927; Journal of the American Chemical Society, 68 (1946), 453-457; WO2009/29625; Journal of the American Chemical Society, 137 (2015), 8388-8391 ; Journal of Medicinal Chemistry, 57 (2014), 4196-4212, Helvetica Chimica Acta, 55 (1972), 565-568, Synthesis, 9 (1985), 884-886, DE 2221647 oder WO2011/41713 beschriebenen Verfahren. (III) Carboxylic acids of the formula (III) are either commercially available or can be prepared by known methods, for example from Aminohetaryl derivatives analogous to those in European Journal of Medicinal Chemistry, 29 (1994), 279-286; WO2006 / 71752; WO2012 / 80232; Journal of Medicinal Chemistry, 57 (2014), 4196-4212; WO2012 / 143599; WO2015 / 48245 or WO2006 / 18725, Chemical Communications, 44 (2010), 925-927; Journal of the American Chemical Society, 68 (1946), 453-457; WO2009 / 29625; Journal of the American Chemical Society, 137 (2015), 8388-8391; Journal of Medicinal Chemistry, 57 (2014), 4196-4212, Helvetica Chimica Acta, 55 (1972), 565-568, Synthesis, 9 (1985), 884-886, DE 2221647 or WO2011 / 41713.

Figure imgf000035_0002
Figure imgf000035_0002

(XX)  (XX)

(XXI) (XXII)  (XXI) (XXII)

Figure imgf000035_0003
Figure imgf000035_0003

(IIS)  (IIS)

Die Reste R2, R\ Aa, Ab, Ac und Ad haben die oben beschriebenen Bedeutungen, wobei mindestens einThe radicals R 2 , R \ Aa, Ab, Ac and Ad have the meanings described above, wherein at least one

A aus der Reihe Aa, Ab, Ac und Ad für Stickstoff steht und Aa, Ab, Ac und Ad nicht gleichzeitig für Stickstoff stehen können. X1 steht für Halogen und R8 steht für C s-G -Alkyl. Schritt a) A from the series Aa, Ab, Ac and Ad is nitrogen and Aa, Ab, Ac and Ad can not be simultaneously nitrogen. X 1 is halogen and R 8 is C sG alkyl. Step a)

Die Verbindungen der Formel (XXI), können in Analogie zu den in European Journal of Medicinal Chemistry, 29 (1994) 279-286; WO2006/71752; WO2012/80232; Journal of Medicinal Chemistry, 57The compounds of the formula (XXI) can be prepared analogously to those described in European Journal of Medicinal Chemistry, 29 (1994) 279-286; WO2006 / 71752; WO2012 / 80232; Journal of Medicinal Chemistry, 57

(2014) , 4196-4212; WO2012/143599; WO2015/48245 and WO2006/18725 beschriebenen Verfahren durch Umsetzung von Verbindungen der Formel ( XX ) mit einer geeigneten Carbonylverbindung, beispielsweise einem Brompyruvat-Derivat, bei Raumtemeperatur oder unter thermischen Bedingungen in einem geeigneten Lösungsmittel wie beispielsweise Ethanol, Tetrahydrofuran, Acetonitril oder Dimethylformamid zu Verbindungen der Forme! (XXI) umgesetzt werden. (2014), 4196-4212; WO2012 / 143599; WO2015 / 48245 and WO2006 / 18725 by reacting compounds of formula (XX) with a suitable carbonyl compound, for example a Brompyruvat derivative, at room temperature or under thermal conditions in a suitable solvent such as ethanol, tetrahydrofuran, acetonitrile or dimethylformamide to compounds the forms! (XXI) are implemented.

Die Brompyruvat-Derivate sind kommerziell erhältlich. Die Verbindungen der Formel (XX) sind entweder kommerziell erhältlich oder können nach bekannten Methoden hergestellt werden, beispielsweise analog der in Chemical Communications, 44 (2010), 925-927; Journal of the American Chemical Society, 68 (1946), 453-457; WO2009/29625; Journal ofthe American Chemical Society, 137 The bromopyruvate derivatives are commercially available. The compounds of formula (XX) are either commercially available or can be prepared by known methods, for example analogously to those described in Chemical Communications, 44 (2010), 925-927; Journal of the American Chemical Society, 68 (1946), 453-457; WO2009 / 29625; Journal of the American Chemical Society, 137

(2015) , 8388-8391 ; Journal of Medicinal Chemistry, 57 (2014), 4196-4212, Helvetica Chimica Acta, 55 (1972), 565-568 oder Synthesis, 9 (1985), 884-886 beschriebenen Verfahren. Schritt b) und c) (2015), 8388-8391; Journal of Medicinal Chemistry, 57 (2014), 4196-4212, Helvetica Chimica Acta, 55 (1972), 565-568 or Synthesis, 9 (1985), 884-886. Step b) and c)

Verbindungen der Formel ( XXI I ) können nach bekannten Methoden aus Verbindungen der Formel ( XXI ) über eine Halogenierung hergestellt werden in Analogie zu den in WO2009/23179, WO2010/9141 1 , WO201 1/41713 oder Bioorganic and Medicinal Chemistry Letters, 22 (2012), 3460- 3466 beschriebenen Verfahren, beispielsweise mit N-Chlorsuccinimid als Halogenierungsmittel in Dimethylformamid als Lösungsmittel. Compounds of the formula (XXI I) can be prepared by known methods from compounds of the formula (XXI) via a halogenation in analogy to those described in WO2009 / 23179, WO2010 / 9141 1, WO201 1/41713 or Bioorganic and Medicinal Chemistry Letters, 22 ( 2012), 3460-3466, for example with N-chlorosuccinimide as the halogenating agent in dimethylformamide as solvent.

Der Ester der Formel ( XXI I ) kann unter Verwendung von Standardmethoden, vgl. DE 222 1 647 oder WO201 1/41713, in die Säure der Formel (III) überführt werden, beispielsweise mit einem Alkalihydroxid als Base wie Natriumhydroxid oder Lithiumhydroxid in einem Alkohol als Lösungsmittel wie z.B. Ethanol oder einem Gemisch aus Tetrahydrofuran und Wasser. Verfahren und Verwendungen The ester of formula (XXI I) can be prepared using standard methods, cf. DE 222 1 647 or WO201 1/41713 into which acid of the formula (III) is converted, for example with an alkali hydroxide as base such as sodium hydroxide or lithium hydroxide in an alcohol as solvent such as e.g. Ethanol or a mixture of tetrahydrofuran and water. Methods and uses

Die Erfindung betrifft auch Verfahren zur Bekämpfung von tierischen Schädlingen, bei dem man Verbindungen der Formel (I) auf tierische Schädlinge und/oder ihren Lebensraum einwirken lässt. Bevorzugt wird die Bekämpfung der tierischen Schädlinge in der Land- und Forstwirtschaft und im Materialschutz durchgeführt. Hierunter vorzugsweise ausgeschlossen sind Verfahren zur chirurgischen oder therapeutischen Behandlung des menschlichen oder tierischen Körpers und Diagnostizierverfahren, die am menschlichen oder tierischen Körper vorgenommen werden. The invention also relates to methods for controlling animal pests, in which compounds of the formula (I) are allowed to act on animal pests and / or their habitat. Preference is given to the control of animal pests in agriculture and forestry and in the protection of materials. Excluded therefor are preferably methods for the surgical or therapeutic treatment of the human or animal body and diagnostic methods that are performed on the human or animal body.

Die Erfindung betrifft ferner die Verwendung der Verbindungen der Formel (I) als S chädlingsbekämp fungsmittel , insbesondere Pfl anzens chutzmittel . Im Rahmen der vorliegenden Anmeldung umfasst der Begriff Schädlingsbekämpfungsmittel jeweils immer auch den Begriff Pflanzenschutzmittel. The invention further relates to the use of the compounds of the formula (I) as a chelating agent, in particular pesticides. In the context of the present application, the term pest control always always includes the term pesticides.

Die Verbindungen der Formel (I) eignen sich bei guter Pflanzenverträglichkeit, günstiger Warmblütertoxizität und guter Umweltverträgli chkeit zum Schutz von Pflanzen und Pflanzenorganen vor biotischen und abiotischen Stressfaktoren, zur Steigerung der Ernteerträge, Verbesserung der Qualität des Erntegutes und zur Bekämpfung von tierischen Schädlingen, insbesondere Insekten, Spinnentieren, Helminthen, insbesondere Nematoden, und Mollusken, die in der Landwirtschaft, im Gartenbau, bei der Tierzucht, in Aquakulturen, in Forsten, in Gärten und Freizeiteinrichtungen, im Vorrats- und Materialschutz sowie auf dem Hygienesektor vorkommen. Im Rahmen der vorliegenden Patentanmeldung ist der Begriff„Hygiene" so zu verstehen, dass damit jegliche und alle Maßnahmen, Vorschriften und Verfahrensweisen gemeint sind, deren Ziel es ist, Krankheiten, insbesondere Infektionskrankheiten, zu verhindern, und die dazu dienen, die Gesundheit von Menschen und Tieren zu schützen und/oder die Umwelt zu schützen, und/oder die Sauberkeit aufrechterhalten. Erfindungsgemäß schließt dies insbesondere Maßnahmen zur Reinigung, Desinfektion und Sterilisation beispielsweise von Textilien oder harten Oberflächen, insbesondere Oberflächen aus Glas, Holz. Zement, Porzellan, Keramik, Kunststoff oder auch Metail(en) ein, um sicherzustellen, dass diese frei von Hygieneschädlingen und/oder ihren Ausscheidungen sind. Vorzugsweise ausgeschlossen vom Schutzbereich der Erfindung sind in dieser Hinsicht chirurgische oder therapeutische, auf den menschlichen Körper oder die Körper von Tieren anzuwendende Behandlungsvorschriften und diagnostische Vorschriften, die am menschlichen Körper oder den Körpern von Tieren durchgeführt werden. The compounds of the formula (I) are suitable for plant protection, favorable warm-blooded toxicity and good environmental compatibility for the protection of plants and plant organs from biotic and abiotic stress factors, to increase crop yields, improve the quality of the crop and to control animal pests, in particular insects , Arachnids, helminths, in particular nematodes, and mollusks, which are found in agriculture, horticulture, livestock, aquaculture, forestry, gardens and recreational facilities, in storage and materials protection and in the hygiene sector. In the context of the present patent application, the term "hygiene" is to be understood as meaning any and all measures, rules and procedures whose purpose is to prevent diseases, in particular infectious diseases, and which serve to protect human health and / or to maintain cleanliness According to the invention this includes in particular measures for cleaning, disinfecting and sterilizing, for example, textiles or hard surfaces, in particular surfaces of glass, wood, cement, porcelain, ceramics, Plastic or also metal (s) to ensure that they are free of hygiene pests and / or their excretions.Preferably excluded from the scope of the invention in this regard are surgical or therapeutic, to be applied to the human body or the body of animals treatment regulations and diagnostic V Orcs that are performed on the human body or the bodies of animals.

Der Begriff„Hygienesektor" deckt alle Gebiete, technischen Felder und industriellen Anwendungen ab, bei denen diese Hygienemaßnahmen, -Vorschriften und -Verfahrensweisen wichtig sind, zum Beispiel im Hinblick auf Hygiene in Küchen, Bäckereien, Flughäfen, Badezimmern, Schwimmbecken, Kaufhäusern, Hoteis, Krankenhäusern, Ställen, Tierhaltungen usw. The term "hygiene sector" covers all areas, technical fields and industrial applications in which these hygiene measures, regulations and procedures are important, for example with regard to hygiene in kitchens, bakeries, airports, bathrooms, swimming pools, department stores, hoteis, Hospitals, stables, animal husbandry etc.

Der Begriff„Hygieneschädling" ist daher so zu verstehen, dass damit ein oder mehrere Tierschädlinge gemeint sind, deren Gegenwart im Hygienesektor problematisch ist, insbesondere aus Gesundheitsgründen. Es ist daher ein Hauptziel, das Vorhandensein von Hygieneschädlingen und/oder das Ausgesetztsein ihnen gegenüber im Hygienesektor zu vermeiden oder auf ein Mindestmaß zu begrenzen. Dies lässt sich insbesondere durch die Anwendung eines Pestizids erreichen, das sich sowohl zum Verhindern eines Befalls als auch zum Verhindern eines bereits vorhandenen Befalls einsetzen lässt. Man kann auch Zubereitungen verwenden, die eine Exposition gegenüber Schädlingen verhindern oder reduzieren. I I y i en esc häd 1 i n e schließen zum Beispiel die unten erwähnten Organismen ein. The term "hygiene pest" should therefore be understood as referring to one or more animal pests whose presence in the hygiene sector is problematic, in particular for health reasons, and it is therefore a primary objective to determine the presence of and / or exposure to hygiene pests in the hygiene sector This can be achieved, in particular, by the use of a pesticide which can be used both to prevent infestation and to prevent an existing infestation, or to use preparations which prevent exposure to pests or reduce, for example, the organisms mentioned below.

Der Begriff „Hygieneschutz" deckt somit alle Handlungen ab, mit denen diese Hygienemaßnahmen, -Vorschriften und -Verfahrensweisen aufrechterhalten und/oder verbessert werden. Die Verbindungen der Formel (I) können vorzugsweise als Schädlingsbekämpfungsmittel eingesetzt werden. Sie sind gegen normal sensible und resistente Arten sowie gegen alle oder einzelne Entwi cklungs Stadien wirksam. Zu den oben erwähnten Schädlingen gehören: The term 'hygiene protection' thus covers all activities which maintain and / or improve those hygiene measures, rules and procedures. The compounds of the formula (I) can preferably be used as pesticides. They are effective against normally sensitive and resistant species as well as against all or individual developmental stages. The above mentioned pests include:

Schädlinge aus dem Stamm der Arthropoda, insbesondere aus der Klasse der Arachnida z. B. Acarus spp., z. B. Acarus siro, Aceria kuko. Aceria sheldoni, Aculops spp., Aculus spp., z. B. Aculus fockeui, Aculus schlechtendali, Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., z. B. Brevipalpus phoenicis, Bryobia graminum. Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., z. B. Eotetranychus hicoriae, Epitrimerus pyri, Eutetranychus spp., z. B. Eutetranychus banksi, Eriophyes spp., z. B. Eriophyes pyri, Giycyphagus domesticus, Halotydeus destructor, Hemitarsonemus spp., z. B. Hemitarsonemus latus (=Polyphagotarsonemus latus), Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp., Neutrombicula autumnalis, Nuphersa spp., Oligonychus spp., z. B. Oligonychus coffeae, Oligonychus coniferarum, Oligonychus ilicis, Oligonychus indicus, Oligonychus mangiferus, Oligonychus pratensis, Oligonychus punicae, Oligonychus yothersi, Ornithodorus spp., Ornithonyssus spp., Panonychus spp., z. B. Panonychus citri (=Metatetranychus citri), Panonychus ulmi (=Metatetranychus ulmi), Phyllocoptruta oleivora, Platytetranychus multidigituli, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maunis, Steneotarsonemus spp., Steneotarsonemus spinki, Tarsonemus spp., z. B. Tarsonemus confusus, Tarsonemus pallidus, Tetranychus spp., z. B. Tetranychus canadensis, Tetranychus cinnabarinus, Tetranychus turkestani, Tetranychus urticae, Trombicula alfreddugesi, Vaejovis spp., Vasates lycopersici; aus der Klasse der Chilopoda z. B. Geophilus spp., Scutigera spp.; aus der Ordnung oder der Klasse der Collembola z. B. Onychiurus armatus; Sminthurus viridis; aus der Klasse der Diplopoda z. B. Bl an in Ins guttulatus; aus der Klasse der Insecta, z. B. aus der Ordnung der Blattodea z. B. Blatta orientalis, Blatteila asahinai, Blattella germanica, Leucophaea maderae, Loboptera decipiens, Neostylopyga rhombifolia, Pan hl ra spp., Parcoblatta spp., Peripianeta spp., z. B. Periplaneta americana, Periplaneta australasiae, Pycnoscelus surinamensis, Supella longipalpa; aus der Ordnung der Coleoptera z. B. Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Aethina tumida, Agelastica alni, Agriotes spp., z. B. Agriotes linneatus, Agriotes mancus, Aiphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., z. B. Anthonomus grandis, Anthrenus spp., Api n spp., Apogonia spp.. Atomaria spp., z. B. Atomaria linearis, Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., z. B. Bruchus pisorum, Bruchus rufimanus, Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., z. B. Ceutorrhynchus assimilis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae, Chaetocnema spp., z. B. Chaetocnema confmis, Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus, Conoderus spp., Cosmopolites spp., z. B. Cosmopolites sordidus, Costelytra zealandica, Ctenicera spp., Curculio spp., z. B. Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes feiTugineus, Cryptolestes pusillus, Cryptorhynchus lapaihi, Cryptorhynchus mangiferae, Cylindrocopturus spp., Cylindro copturus adspersus, Cylindrocopturus furnissi, Dermestes spp., Diabrotica spp., z. B. Diabrotica balteata, Diabrotica barberi, Diabrot ica undecimpunctata howardi, Diabrotica undecimpunctata undecimpunctata, Diabrotica virgifera virgifera, Diabrotica virgifera zeae, Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., z. B. Epiiachna borealis, Epilachna varivestis, Epitrix spp., z. B. Epitrix cucumeris, Epitrix fuscula, Epitrix hirtipennis, Epitrix subcrinita, Epitrix tuberis, Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Heliuia undalis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., z. B. Hypothenemus hampei, Hypothenemus obscurus, Hypothenemus pubescens, Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Leina spp., Leptinotarsa decemlineata, Leucoptera spp., z. B. Leucoptera coffeella, Lissorhoptrus oryzophüus, Listronotus (=Hyperodes) spp., Lixus spp., Luperodes spp., Luperomorpha xanthodera, Lyctus spp., Megascelis spp., Melanotus spp., z. B. Melanotus longulus oregonensis, Meligethes aeneus, Melolontha spp., z. B. Melolontha melolontha, Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorhynchus spp., z. B. Otiorhynchus cribricollis, Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus, Otiorhynchus sulcatus, Oulema spp., z. B. Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyilotreta spp., z. B. Phyllotreta armoraciae, Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnot rypes spp., Prostephanus truncatus, Psylliodes spp., z. B. Psylliodes affinis, Psylliodes chrysocephala, Psylliodes punctulata, Ptinus spp.. Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp., Rhynchophorus ferrugineus, Rhynchophorus palmarum, Sinoxylon perforans, Sitophilus spp., z. B. Sitophilus granarius, Sitophilus linearis, Sitophilus oryzae, Sitophilus zeamais, Sphenophorus spp., Stegobium paniceum, Sternechus spp., z. B. Sternechus paludatus, Symphyletes spp., Tanymecus spp., z. B. Tanymecus dilaticollis, Tanymecus indicus, Tanymecus palliatus, Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp.. z. B. Tribolium audax, Tribolium castaneum, Tribolium confusum, Trogoderma spp., Tychius spp.. Xylotrechus spp., Zabrus spp., z. B. Zabrus tenebrioides; aus der Ordnung der Dermaptera z. B. Anisolabis maritime, Forficula auricularia, Labidura ri paria; aus der Ordnung der Diptera z. B. Aedes spp., z. B. Aedes aegypti, Aedes albopictus, Aedes sticticus, Aedes vexans, Agromyza spp., z. B. Agromyza frontella, Agromyza parvicornis, Anastrepha spp., Anopheles spp., z. B. Anopheles quadrimaculatus, Anopheies gambiae, Asphondylia spp., Bactrocera spp., z. B. Bactrocera Cucurbitae, Bactrocera dorsalis, Bactrocera oleae, Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp., Chrysomya spp., Chrysops spp., Chrysozona pluvialis, Cochliomya spp.. Contarinia spp., z. B. Contarinia johnsoni, Contarinia nasturtii, Contarinia pyrivora, Contarinia schulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp., z. B. Culex pipiens, Culex quinquefasciatus, Culicoides spp., Culiseta spp., Cuterebra spp., Dacus oleae, Dasineura spp., z. B. Dasineura brassicae, Delia spp., z. B. Delia antiqua, Deiia coarctata, Deiia florilega, Delia platura, Delia radicum, Dennatobia hominis, Drosophiia spp., z. B. Drosphila melanogaster, Drosophila suzukii, Echinocnemus spp., Euleia heraciei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrellia griseola, Hylemya spp., Hippobosca spp., Hypoderma spp.. Liriomyza spp., z. B. Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Lucilla spp., z. B. Lucilla cuprina, Lutzomyia spp., Mansonia spp.. Musca spp., z. B. Musca domestica, Musca domestica vicina, Oestrus spp.. Oscinella frit, Paratanytarsus spp., Paralauterborniella subcincta, Pegomya oder Pegomyia spp., z. B. Pegomya betae, Pegomya hyoscyami, Pegomya rubivora, Phlebotomus spp., Phorbia spp., Phormia spp., Piophila casei, Piatyp area poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp., z. B. Rhagoietis cingulata, Rhagoietis completa, Rhagoietis fausta, Rhagoletis indifferens, Rhagoietis mendax, Rhagoletis pomonella, Saixophaga spp., Simulium spp., z. B. Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., z. B. Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; aus der Ordnung der Hemiptera z. B. Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., z. B. Acyrthosiphon pisum, Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurocanthus spp., Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp., z. B. Amrasca bigutulla, Amrasca devastans, Anuraphis cardui, Aonidiella spp., z. B. Aonidiella aurantii, Aonidiella citrina, Aonidiella inornata, Aphano Stigma piri, Aphis spp., z. B. Aphis citricola, Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis glycines, Aphis gossypii, Aphis hederae, Aphis illinoisensis, Aphis middletoni, Aphis nasturtii, Aphis nerii, Aphis pomi, Aphis spiraecola, Aphis viburniphila, Arboridia apicalis, Arytainilla spp., Aspidiella spp., Aspidiotus spp., z. B. Aspidiotus nerii, Atanus spp., Aulacorthum solani, Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysi, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., z. B. Cacopsylla pyricola, Calligypona marginata, Capulinia spp., Carneocephala fulgida, Ceratovacuna ianigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita on kii. Chondracris rosea, Chromaphis juglandicoia, Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp., z. B. Coccus hesperidum, Coccus longulus, Coccus pseudomagnoliarum, Coccus viridis, Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dialeurodes chittendeni, Dialeurodes citri, Diaphorina citri, Diaspis spp., Diuraphis spp., Doralis spp., Drosicha spp., Dysaphis spp., z. B. Dysaphis apiifolia, Dysaphis plantaginea, Dysaphis tulipae, Dysmicoccus spp., Empoasca spp., z. B. Empoasca abrupta, Empoasca fabae, Empoasca maligna, Empoasca Solana, Empoasca stevensi, Eriosoma spp., z. B. Eriosoma americanum, Eriosoma lanigerum, Eriosoma pyricola, Erythroneura spp.. Eucalyptolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp.. Fiorinia spp., Furcaspis oceanica, Geococcus coffeae, Glycaspis spp., Heteropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, Icerya spp., z. B. Icerya purchasi, Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., z. B. Lecanium corni (=Parthenolecanium corni), Lepidosaphes spp., z. B. Lepidosaphes ulmi, Lipaphis erysimi, Lopholeucaspis japonica, Lycorma delicatula, Macrosiphum spp., z. B. Macrosiphum euphorbiae, Macrosiphum lilii, Macrosiphum rosae, Macrosteies facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metealfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., z. B. Myzus ascalonicus, Myzus cerasi, Myzus ligustri, Myzus ornatus, Myzus persicae, Myzus nicotianae, Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., z. B. Nephotettix cinetieeps, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., z. B. Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., z. B. Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., z. B. Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., z. B. Phylloxera devastatrix, Phylloxera notabilis, Pinnaspis aspidistrae, Planococcus spp., z. B. Planococcus citri, Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., z. B. Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp., z. B. Psylla buxi, Psylla mali, Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyriila spp., Quadraspidiotus spp., z. B. Quadraspidiotus juglansregiae, Quadraspidiotus ostreaeformis, Quadraspidiotus perniciosus, Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., z. B. Rhopalosiphum maidis, Rhopalosiphum oxyacanthae, Rhopalosiphum padi, Rhopalosiphum rufiabdominale, Saissetia spp., z. B. Saissetia coffeae, Saissetia miranda, Saissetia neglecta, Saissetia oleae, Scaphoideus titanus, Schizaphis graminum, Selenaspidus articulatus, Sipha flava, Sitobion avenae, Sogata spp., Sogatelia fureifera, Sogatodes spp., Stictocephala festina, Siphoninus philiyreae, Tenalaphara malayensis, Tetragonocepheia spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., z. B. Toxoptera aurantii, Toxoptera citricidus, Trialeurodes vaporariorum, Trioza spp., z. B. Trioza diospyri, Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.; aus der Unterordnung der Heteroptera z. B. Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp.. Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., z. B. Cimex adjunetus, Cimex hemipterus, Cimex lectularius, Cimex pilosellus, Collaria spp., Creontiades diiutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., z. B. Euschistus heros, Euschistus servus, Euschistus tristigmus, Euschistus variolarius, Eurydema spp., Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp., z. B. Lygocoris pabulinus, Lygus spp., z. B. Lygus elisus, Lygus hesperus, Lygus lineolaris, Macropes excavatus, Megacopta cribraria, Miridae, Monaionion atratum, Nezara spp., z. B. Nezara viridula, Nysius spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., z. B. Piezodorus guildinii, Psallus spp., Pseudacysta persea, Rhodnius spp., Sa l berge! la singularis, Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp.; aus der Ordnung der Hymenoptera z. B. Acromyrmex spp., Athalia spp., z. B. Athalia rosae, Atta spp., Camponotus spp., Dolichovespula spp., Diprion spp., z. B. Diprion similis, Hoplocampa spp., z. B. Hoplocampa cookei, Hoplocampa testudinea, Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp., z. B. Vespa crabro, Wasmannia auropunctata, Xeris spp.: aus der Ordnung der Isopoda z. B. Armadillidium vulgare, Oniscus asellus, Porccllio scaber; aus der Ordnung der Isoptera z. B. Coptotermes spp., z. B. Coptotermes formosanus, Cornitermes cumulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obesi, Nasutitermis spp., Odontotermes spp., Porotermes spp., Reticulitermes spp., z. B. Reticuiitermes flavipes, Reticulitermes hesperus; aus der Ordnung der Lepidoptera z. B. Achroia griselia, Acronicta major, Adoxophyes spp., z. B. Adoxophyes orana, Aedia leucomelas, Agrotis spp., z. B. Agrotis segetum, Agrotis ipsilon, Alabama spp., z. B. Alabama argiliacea, Amyelois transitella, Anarsia spp., Anticarsia spp., z. B. Anticarsia gemmatalis, Argyroploce spp., Autographa spp., Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomoneila, Carposina niponensis, Cheimatobia brumata, Chilo spp., z. B. Chilo plejadellus, Chilo suppressaiis, Choreutis pariana, Choristoneuxa spp., Chrysodeixis chalcites, Clysia ambiguella, Cnaphalocerus spp., Cnaphaiocrocis medinalis, Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., z. B. Cydia nigricana, Cydia pomoneila, Dalaca noctuides, Diaphania spp., Diparopsis spp., Diatraea saccharalis, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eidana saccharina, Ephestia spp., z. B. Ephestia elutella, Ephestia kuehniella, Epinotia spp., Epiphyas postvittana, Erannis spp., Erschoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., z. B. Euproctis chrysorrhoea, Euxoa spp., Feltia spp., Galleria mellonella, Gxacillaria spp., Grapholitha spp., z. B. Grapholita molesta, Grapholita prunivora, Hedyiepta spp., Helicoverpa spp., z. B. Helicoverpa armigera, Heiicoverpa zea, Heiiothis spp., z. B. Heliothis virescens Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonaiis, Leucoptera spp., z. B. Leucoptera coffeella, Lithocolletis spp., z. B. Lithocolietis blancardella, Lithophane antennata, Lobesia spp., z. B. Lobesia botrana, Loxagrotis albicosta, Lymantria spp., z. B. Lymantria dispar, Lyonetia spp., z. B. Lyonetia clerkella, Malacosoma neustria, Maruca testulalis, Mamestra brassicae, Melanitis leda, Mocis spp., Monopis obviella, Mythimna separata, Nemapogon cloacellus, Nymphula spp., Oiketicus spp., Omphisa spp., Operophtera spp., Oria spp., Orthaga spp.. Ostrinia spp.. z. B. Ostrinia nubilalis, Panolis flammea, Parnara spp.. Pectinophora spp.. z. B. Pectinophora gossypiella, Perileucoptera spp., Phthorimaea spp., z. B. Phthorimaea operculella, Phyllocnistis citrella, Phyllonorycter spp.. z. B. Phyllonorycter blancardella, Phyllonorycter crataegella, Pieris spp.. z. B. Pieris rapae, Platynota stultana, Plodia interpunctella, Plusia spp.. Plutella xylostella (=Plutella maculipennis), Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., z. B. Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachipiusia nu, Schoenobius spp.. z. B. Schoenobius bipunctifer, Sci pophaga spp., z. B. Scirpophaga innotata, Scotia segetum, Sesamia spp., z. B. Sesamia inferens, Sparganothis spp., Spodoptera spp., z. B. Spodoptera eradiana, Spodoptera exigua, Spodoptera frugiperda, Spodoptera praefica, Stathmopoda spp.. Stenoma spp.. Stomopteryx subsecivella, Synanthedon spp.. Tecia solanivora, Thaumetopoea spp.. Themiesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, Tortrix spp.. Trichophaga tapetzella, Trichoplusia spp.. z. B. Trichoplusia ni, Tryporyza incertulas, Tuta absoluta, Virachola spp.; aus der Ordnung der Orthoptera oder Saltatoria z. B. Acheta domesticus, Dichroplus spp.. Gryllotalpa spp.. z. B. Gryllotalpa gryllotalpa, Hieroglyphus spp.. Locusta spp.. z. B. Locusta migratoria, Melanoplus spp.. z. B. Melanoplus devastator, Paratlanticus ussuriensis, Schistocerca gregaria; aus der Ordnung der Phthiraptera z. B. Damalinia spp.. Haematopinus spp.. Linognathus spp.. Pediculus spp., Phylioxera vastatrix, Phthirus pubis, Trichodectes spp.; aus der Ordnung der Psocoptera z. B. Lepinotus spp., Liposcelis spp.; aus der Ordnung der Siphonaptera z. B. Ceratophyllus spp., Ctenocephalides spp., z. B. Ctenocephalides canis, Ctenocephalides felis, Pul ex irritans, Tun a penetrans, Xenopsylla cheopis; aus der Ordnung der Thysanoptera z. B. Anaphothrips obscurus, Baliothrips biformis, Chaetanaphothrips ieeuweni, Drepanothrips reuteri, Enneothrips flavens, Frankliniella spp., z. B. Frankliniella fusca, Frankliniella occidentalis, Frankliniella schultzei, Frankliniella tritici, Franklinieila vaccinii, Frankliniella williamsi, Haplothrips spp., Heiiothrips spp.. Hercinothrips femoralis, Kakothrips spp., Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamomi, Thrips spp., z. B. Thrips palmi, Thrips tabaci; aus der Ordnung der Zygentoma (= Thysanura), z. B. Ctenolepisma spp., Lepisma saccharina,Pests from the strain of Arthropoda, in particular from the class of Arachnida z. Acarus spp., E.g. Acarus siro, Aceria kuko. Aceria sheldoni, Aculops spp., Aculus spp., E.g. Aculus fockeui, Aculus badendali, Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., E.g. B. Brevipalpus phenicis, Bryobia graminum. Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp. Eotetranychus hicoriae, Epitrimerus pyri, Eutetranychus spp., E.g. Eutetranychus banksi, Eriophyes spp., E.g. B. Eriophyes pyri, Giycyphagus domesticus, Halotydeus destructor, Hemitarsonemus spp., Z. B. Hemitarsonemus latus (= Polyphagotarsonemus latus), Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp., Neutrombicula autumnalis, Nuphersa spp., Oligonychus spp., Z. Oligonychus coffeae, Oligonychus coniferarum, Oligonychus ilicis, Oligonychus indicus, Oligonychus mangiferus, Oligonychus pratensis, Oligonychus punicae, Oligonychus yothersi, Ornithodorus spp., Ornithonyssus spp., Panonychus spp., E.g. Panonychus citri (= Metatetranychus citri), Panonychus ulmi (= Metatetranychus ulmi), Phyllocoptruta oleivora, Platytetranychus multidigituli, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maunis, Steneotarsonemus spp. Steneotarsonemus spinki, Tarsonemus spp. Tarsonemus confusus, Tarsonemus pallidus, Tetranychus spp., E.g. Tetranychus canadensis, Tetranychus cinnabarinus, Tetranychus turkestani, Tetranychus urticae, Trombicula alfreddugesi, Vaejovis spp., Vasates lycopersici; from the class of Chilopoda z. Geophilus spp., Scutigera spp .; from the order or class of Collembola z. B. Onychiurus armatus; Sminthurus viridis; from the class of Diplopoda z. B. bl in ins guttulatus; from the class of the Insecta, z. B. from the order of Blattodea z. Blatta orientalis, Blattparta asahinai, Blattella germanica, Leucophaea maderae, Loboptera decipiens, Neostylopyga rhombifolia, Pan hl ra spp., Parcoblatta spp., Peripianeta spp., Z. Periplaneta americana, Periplaneta australasiae, Pycnoscelus surinamensis, Supella longipalpa; from the order of Coleoptera z. Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Aethina tumida, Agelastica alni, Agriotes spp., E.g. Agriotes linneatus, Agriotes mancus, Aiphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., E.g. Anthonomus grandis, Anthrenus spp., Api n spp., Apogonia spp. Atomaria spp., E.g. Eg Atomaria linearis, Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., E.g. Bruchus pisorum, Bruchus rufimanus, Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp. Ceutorrhynchus assimilis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae, Chaetocnema spp., e.g. Chaetocnema confmis, Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus, Conoderus spp., Cosmopolites spp., E.g. Cosmopolites sordidus, Costelytra zealandica, Ctenicera spp., Curculio spp., E.g. Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes feiTugineus, Cryptolestes pusillus, Cryptorhynchus lapaihi, Cryptorhynchus mangiferae, Cylindrocopturus spp., Cylindro copturus adspersus, Cylindrocopturus furnissi, Dermestes spp., Diabrotica spp., E.g. Diabrotica balteata, Diabrotica barberi, Diabrotica undecimpunctata howardi, Diabrotica undecimpunctata undecimpunctata, Diabrotica virgifera virgifera, Diabrotica virgifera zeae, Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., E.g. Epiiachna borealis, Epilachna varivestis, Epitrix spp., E.g. Epitrix cucumeris, Epitrix fuscula, Epitrix hirtipennis, Epitrix subcrinita, Epitrix tuberis, Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Heliuia and alis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., z. Hypothenemus hampei, Hypothenemus obscurus, Hypothenemus pubescens, Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Leina spp., Leptinotarsa decemlineata, Leucoptera spp., E.g. B. leucoptera coffeella, Lissorhoptrus oryzophuus, Listronotus (= Hyperodes) spp., Lixus spp., Luperodes spp., Luperomorpha xanthodera, Lyctus spp., Megascelis spp., Melanotus spp., Z. Melanotus longulus oregonensis, Meligethes aeneus, Melolontha spp., E.g. Melolontha melolontha, Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorhynchus spp., E.g. Otiorhynchus cribricollis, Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus, Otiorhynchus sulcatus, Oulema spp., E.g. Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyilotreta spp., E.g. Phyllotreta armoraciae, Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnot rypes spp., Prostephanus truncatus, Psylliodes spp., E.g. Psylliodes affinis, Psylliodes chrysocephala, Psylliodes punctulata, Ptinus spp. Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp., Rhynchophorus ferrugineus, Rhynchophorus palmarum, Sinoxylon perforans, Sitophilus spp., E.g. Sitophilus granarius, Sitophilus linearis, Sitophilus oryzae, Sitophilus zeamais, Sphenophorus spp., Stegobium paniceum, Stemus spp., E.g. Starchus paludatus, Symphyletes spp., Tanymecus spp., E.g. Tanymecus dilaticollis, Tanymecus indicus, Tanymecus palliatus, Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp. Tribolium audax, Tribolium castaneum, Tribolium confusum, Trogoderma spp., Tychius spp. Xylotrechus spp., Zabrus spp., E.g. Zabrus tenebrioides; from the order of Dermaptera z. B. Anisolabis maritime, Forficula auricularia, Labidura ri paria; from the order of Diptera z. B. Aedes spp., Z. Aedes aegypti, Aedes albopictus, Aedes sticticus, Aedes vexans, Agromyza spp., E.g. Agromyza frontella, Agromyza parvicornis, Anastrepha spp., Anopheles spp., E.g. Anopheles quadrimaculatus, Anopheia's gambiae, Asphondylia spp., Bactrocera spp., E.g. Bactrocera cucurbitae, Bactrocera dorsalis, Bactrocera oleae, Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp., Chrysomya spp., Chrysopsona spp., Chrysozona pluvialis, Cochliomya spp. Contarinia spp., z. Contarinia johnsoni, Contarina nasturtii, Contarina pyrivora, Contarinia schulzi, Contarina sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp. Culex pipiens, Culex quinquefasciatus, Culicoides spp., Culiseta spp., Cuterebra spp., Dacus oleae, Dasineura spp., E.g. B. Dasineura brassicae, Delia spp. Delia antiqua, Deiia coarctata, Deiia florilega, Delia platura, Delia radicum, Dennatobia hominis, Drosophia spp., E.g. Drosophila melanogaster, Drosophila suzukii, Echinocnemus spp., Euleia heraciei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrellia griseola, Hylemya spp., Hippobosca spp., Hypoderma spp. Liriomyza spp., E.g. Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Lucilla spp., E.g. Lucilla cuprina, Lutzomyia spp., Mansonia spp. Musca spp., E.g. Musca domestica, Musca domestica vicina, Oestrus spp. Oscinella frit, Paratanytarsus spp., Paralauterborniella subcincta, Pegomya or Pegomyia spp., E.g. Pegomya betae, Pegomya hyoscyami, Pegomya rubivora, Phlebotomus spp., Phorbia spp., Phormia spp., Piophila casei, Piatype area poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp., E.g. Rhagoietis cingulata, Rhagoietis completa, Rhagoietis fausta, Rhagoletis indifferens, Rhagoietis mendax, Rhagoletis pomonella, Saixophaga spp., Simulium spp., E.g. B. Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., Z. B. Tipula paludosa, Tipula simplex, Toxotrypana curvicauda; from the order of Hemiptera z. Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., E.g. Acyrthosiphon pisum, Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurocanthus spp., Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp., E.g. Amrasca bigutulla, Amrasca devastans, Anuraphis cardui, Aonidiella spp. Aonidiella aurantii, Aonidiella citrina, Aonidiella inornata, Aphano stigma piri, Aphis spp., E.g. Aphis citricola, Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis glycines, Aphis gossypii, Aphis hederae, Aphis illinoisensis, Aphis middletoni, Aphis nasturtii, Aphis nerii, Aphis pomi, Aphis spiraecola, Aphis viburniphila, Arboridia apicalis, Arytainilla spp. , Aspidiella spp., Aspidiotus spp., E.g. Aspidiotus nerii, Atanus spp., Aulacorthum solani, Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysi, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., E.g. Cacopsylla pyricola, Calligypona marginata, Capulinia spp., Carneocephala fulgida, Ceratovacuna ianigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita on kii. Chondracris rosea, Chrysophis juglandicoia, Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp. Coccus hesperidum, Coccus longulus, Coccus pseudomagnoliarum, Coccus viridis, Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dialeurodes chittendeni, Dialeurodes citri, Diaphorina citri, Diaspis spp., Diuraphis spp., Doralis spp. Drosicha spp., Dysaphis spp., Z. Dysaphis apiifolia, Dysaphis plantaginea, Dysaphis tulipae, Dysmicoccus spp., Empoasca spp., E.g. Empaasca abrupta, Empoasca fabae, Empoasca maligna, Empoasca solana, Empoasca stevensi, Eriosoma spp. Eriosoma americanum, Eriosoma lanigerum, Eriosoma pyricola, Erythroneura spp. Eucalyptolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp. Fiorinia spp., Furcaspis oceanica, Geococcus coffeae, Glycaspis spp., Heteropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, Icerya spp., E.g. Icerya purchasi, Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., E.g. B. Lecanium corni (= Parthenolecanium corni), Lepidosaphes spp., Z. Lepidosaphes ulmi, Lipaphis erysimi, Lopholeucaspis japonica, Lycorma delicatula, Macrosiphum spp., E.g. Macrosiphum euphorbiae, Macrosiphum lilii, Macrosiphum rosae, Macrosteies facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metealfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., E.g. Myzus ascalonicus, Myzus cerasi, Myzus ligustri, Myzus ornatus, Myzus persicae, Myzus nicotianae, Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., E.g. Nephotettix cinetieeps, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., E.g. Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., E.g. B. Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., Z. Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., E.g. Phylloxera devastatrix, Phylloxera notabilis, Pinnaspis aspidistrae, Planococcus spp., E.g. B. Planococcus citri, Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., Z. Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp., E.g. Psylla buxi, Psylla mali, Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyriila spp., Quadraspidiotus spp., E.g. Quadraspidiotus juglansregiae, Quadraspidiotus ostreaeformis, Quadraspidiotus perniciosus, Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., E.g. Rhopalosiphum maidis, Rhopalosiphum oxyacanthae, Rhopalosiphum padi, Rhopalosiphum rufiabdominal, Saissetia spp., E.g. Saissetia coffeae, Saissetia miranda, Saissetia neglecta, Saissetia oleae, Scaphoidus titanus, Schizaphis graminum, Selenaspidus articulatus, Sipha flava, Sitobion avenae, Sogata spp., Sogatelia fureifera, Sogatodes spp., Stictocephala festina, Siphoninus philiyreae, Tenalaphara malayensis, Tetragonocepheia spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., e.g. Toxoptera aurantii, Toxoptera citricidus, Trialeurodes vaporariorum, Trioza spp., E.g. Trioza diospyri, Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp .; from the subordination of Heteroptera z. Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp. Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., E.g. Cimex adjunetus, Cimex hemipterus, Cimex lectularius, Cimex pilosellus, Collaria spp., Creontiades diiutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., E.g. Eustistus heros, Euschistus servus, Eustistus tristigmus, Euschistus variolarius, Eurydema spp., Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp , Lygocoris pabulinus, Lygus spp., E.g. B. Lygus elisus, Lygus hesperus, Lygus lineolaris, Macropes excavatus, Megacopta cribraria, Miridae, Monaionion atratum, Nezara spp., Z. Nezara viridula, Nysius spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., E.g. B. Piezodorus guildinii, Psallus spp., Pseudacysta persea, Rhodnius spp., Sa l mountains! la singularis, Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp .; from the order of Hymenoptera z. Acromyrmex spp., Athalia spp., E.g. B. Athalia rosae, Atta spp., Camponotus spp., Dolichovespula spp., Diprion spp., Z. B. Diprion similis, Hoplocampa spp., Z. Hoplocampa cookei, Hoplocampa testudinea, Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp. , Vespa spp., Z. B. Vespa crabro, Wasmannia auropunctata, Xeris spp .: from the order of Isopoda z. Armadillidium vulgare, Oniscus asellus, Porccllio scaber; from the order of Isoptera z. B. Coptotermes spp., Z. B. Coptotermes formosanus, Cornitermes cumulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obesi, Nasutitermis spp., Odontotermes spp., Porotermes spp., Reticulitermes spp., E.g. B. Reticuiitermes flavipes, Reticulitermes hesperus; from the order of Lepidoptera z. B. Achroia griselia, Acronica major, Adoxophyes spp., Z. Adoxophytes orana, Aedia leucomelas, Agrotis spp., E.g. B. Agrotis segetum, Agrotis ipsilon, Alabama spp., Z. Alabama argiliacea, Amyelois transitella, Anarsia spp., Anticarsia spp., E.g. For example Anticarsia gemmatalis, Argyroploce spp., Autographa spp., Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomoneila, Carposina niponensis, Cheimatobia brumata , Chilo spp., Z. Chilo plejadellus, Chilo suppressaiis, Choreutis pariana, Choristoneuxa spp., Chrysodixis chalcites, Clysia ambiguella, Cnaphalocerus spp., Cnaphaiocrocis medinalis, Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., E.g. Cydia nigricana, Cydia pomoneila, Dalaca noctuides, Diaphania spp., Diparopsis spp., Diatraea saccharalis, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eidana saccharina, Ephestia spp., E.g. Ephestia elutella, Ephestia kuehniella, Epinotia spp., Epiphyas postvittana, Erannis spp., Efoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., E.g. Euproctis chrysorrhoea, Euxoa spp., Feltia spp., Galleria mellonella, Gxacillaria spp., Grapholitha spp., E.g. B. Grapholita molesta, Grapholita prunivora, Hedyiepta spp., Helicoverpa spp., Z. Helicoverpa armigera, Heiicoverpa zea, Heiiothis spp. B. Heliothis virescens Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonaiis, Leucoptera spp., E.g. B. Leucoptera coffeella, Lithocolletis spp., Z. B. Lithocolietis blancardella, Lithophane antennata, Lobesia spp., Z. Lobesia botrana, Loxagrotis albicosta, Lymantria spp., E.g. B. Lymantria dispar, Lyonetia spp., Z. B. Lyonetia clerkella, Malacosoma neustria, Maruca testulalis, Mamestra brassicae, Melanitis leda, Mocis spp., Monopis obviella, Mythimna separata, Nemapogon cloacellus, Nymphula spp., Oiketicus spp., Omphisa spp., Operophtera spp., Oria spp. Orthaga spp .. Ostrinia spp .. z. Ostrinia nubilalis, Panolis flammea, Parnara spp. Pectinophora spp. B. Pectinophora gossypiella, Perileucoptera spp., Phthorimaea spp., Z. B. Phthorimaea operculella, Phyllocnistis citrella, Phyllonorycter spp .. z. Phyllonorycter blancardella, Phyllonorycter crataegella, Pieris spp. Plutella xylostella (= Plutella maculipennis), Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., Eg., Pieris rapae, Platynota stultana, Plodia interpunctella, Plusia spp. B. Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachipiusia nu, Schoenobius spp. Z. Schoenobius bipunctifer, Sci pophaga spp., E.g. Scirpophaga innotata, Scotia segetum, Sesamia spp., E.g. Sesamia inferens, Sparganothis spp., Spodoptera spp., E.g. Spodoptera eradiana, Spodoptera exigua, Spodoptera frugiperda, Spodoptera praefica, Stathmopoda spp. Stenoma spp. Stomopteryx subsecivella, Synanthedon spp. Tecia solanivora, Thaumetopoea spp. Themiesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, Tortrix spp .. Trichophaga tapetzella, Trichoplusia spp. Trichoplusia ni, Tryporyza incertulas, Tuta absoluta, Virachola spp .; from the order of Orthoptera or Saltatoria z. B. Acheta domesticus, Dichroplus spp .. Gryllotalpa spp .. z. B. Gryllotalpa gryllotalpa, Hieroglyphus spp. Locusta spp .. z. B. Locusta migratoria, Melanoplus spp. Melanoplus devastator, Paratlanticus ussuriensis, Schistocerca gregaria; from the order of Phthiraptera z. B. Damalinia spp. Haematopinus spp. Linognathus spp. Pediculus spp., Phylioxera vastatrix, Phthirus pubis, Trichodectes spp .; from the order of Psocoptera z. Lepinotus spp., Liposcelis spp .; from the order of Siphonaptera z. Ceratophyllus spp., Ctenocephalides spp., E.g. Ctenocephalides canis, Ctenocephalides felis, Pul ex irritans, Tuna penetrans, Xenopsylla cheopis; from the order of Thysanoptera z. B. Anaphothrips obscurus, Baliothrips biformis, Chaetanaphothrips ieeuweni, Drepanothrips reuteri, Enneothrips flavens, Frankliniella spp. Frankliniella fusca, Frankliniella occidentalis, Frankliniella schultzei, Frankliniella tritici, Franklinieila vaccinii, Frankliniella williamsi, Haplothrips spp., Heiiothrips spp. Hercinothrips femoralis, Kakothrips spp., Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamomi, Thrips spp , B. Thrips palmi, Thrips tabaci; from the order of Zygentoma (= Thysanura), z. Ctenolepisma spp., Lepisma saccharina,

Lepismodes inquilinus, Thermobia domestica; aus der Klasse der Symphyla z. B. Scutigerella spp., z. B. Scutigerella immaculata; Schädlinge aus dem Stamm der Mollusca, z. B. aus der Klasse der Bivalvia, z. B. Dreissena spp.; sowie aus der Klasse der Gastropoda z. B. Arion spp., z. B. Arion ater rufus, Biomphalaria spp., Bulinus spp., Deroceras spp., z. B. Deroceras laeve, Gaiba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp.; Lepismodes inquilinus, Thermobia domestica; from the class of Symphyla z. B. Scutigerella spp., Z. B. Scutigerella immaculata; Pests of the strain of Mollusca, z. B. from the class of Bivalvia, z. B. Dreissena spp .; and from the class of Gastropoda z. B. Arion spp., Z. B. Arion ater rufus, Biomphalaria spp., Bulinus spp., Deroceras spp., Z. B. Deroceras laeve, Gaiba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp .;

Pflanzenschädlinge aus dem Stamm der Nematoda, d. Ii. pflanzenparasitäre Nematoden, insbesondere Aglenchus spp., z. B. Aglenchus agricola, Anguina spp., z. B. Anguina tritici, Aphelenchoides spp., z. B. Aphelenchoides arachidis, Aphelenchoides fragariae, Beionolaimus spp., z. B. Belonolaimus gracilis, Belonolaimus longicaudatus, Beionolaimus nortoni, Bursapheienchus spp., z. B. Bursapheienchus cocophilus, Bursapheienchus eremus, Bursapheienchus xylophilus, Cacopaurus spp., z. B. Cacopaurus pestis, Criconemella spp., z. B. Criconemella curvata, Criconemella onoensis, Criconemella omata, Criconemella rusium, Criconemella xenopiax (= Mesocriconema xenopiax), Criconemoides spp., z. B. Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum, Ditylenchus spp., z. B. Ditylenchus dipsaci, Dolichodorus spp., Globodera spp., z. B. Giobodera pallida, Globodera rostochiensis, Helicotylenchus spp., z. B. Helicotylenchus dihystera, Hemicriconemoides spp., Hemicycliophora spp., Heterodera spp., z. B. Heterodera avenae, Heterodera glycines, Heterodera schachtii, Hirschmaniella spp., Hopiolaimus spp., Longidorus spp., z. B. Longidorus africanus, Meloidogyne spp., z. B. Meloidogyne chitwoodi, Meloidogyne fallax, Meloidogyne hapla, Meloidogyne incognita, Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp., z. B. Paratrichodorus minor, Paratylenchus spp., Pratylenchus spp., z. B. Pratylenchus penetrans, Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus spp., z. B. Radopholus citrophiius, Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., z. B. Trichodorus obtusus, Trichodorus primitivus, Tylenchorhynchus spp., z. B. Tylenchorhynchus annulatus, Tylenchulus spp., z. B. Tylenchulus semipenetrans, Xiphinema spp., z. B. Xiphinema index. Plant pests from the strain of Nematoda, d. Ii. plant parasitic nematodes, especially Aglenchus spp., e.g. Aglenchus agricola, Anguina spp., E.g. Anguina tritici, Aphelenchoides spp., E.g. Aphelenchoides arachidis, Aphelenchoides fragariae, Beionolaimus spp., E.g. B. Belonolaimus gracilis, Belonolaimus longicaudatus, Beionolaimus nortoni, Bursapheienchus spp., Z. Bursapheia cocophilus, Bursapheia eremus, Bursapheia xylophilus, Cacopaurus spp., E.g. Cacopaurus pestis, Criconemella spp., E.g. Criconemella curvata, Criconemella onoensis, Criconemella omata, Criconemella rusium, Criconemella xenopiax (= Mesocriconema xenopiax), Criconemoides spp., E.g. Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum, Ditylenchus spp., E.g. Ditylenchus dipsaci, Dolichodorus spp., Globodera spp., E.g. G., Giobodera pallida, Globodera rostochiensis, Helicotylenchus spp., E.g. Helicotylenchus dihystera, Hemicriconemoides spp., Hemicycliophora spp., Heterodera spp., E.g. Heterodera avenae, Heterodera glycines, Heterodera schachtii, Hirschmaniella spp., Hopiolaimus spp., Longidorus spp., E.g. Longidorus africanus, Meloidogyne spp., E.g. Meloidogyne chitwoodi, Meloidogyne fallax, Meloidogyne hapla, Meloidogyne incognita, Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp., E.g. Paratrichodorus minor, Paratylenchus spp., Pratylenchus spp., E.g. Pratylenchus penetrans, Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus spp., E.g. Radopholus citrophiius, Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., E.g. Trichodorus obtusus, Trichodorus primitivus, Tylenchorhynchus spp., E.g. Tylenchorhynchus annulatus, Tylenchulus spp., E.g. B. Tylenchulus semipenetrans, Xiphinema spp., Z. B. Xiphinema index.

Die Verbindungen der Formel (I) können gegebenenfalls in bestimmten Konzentrationen bzw. Aufwandmengen auch als Herbizide, Safener, Wachstumsregulatoren oder Mittel zur Verbesserung derThe compounds of the formula (I) may optionally also be used in certain concentrations or application rates as herbicides, safeners, growth regulators or agents for improving the

Pflanzeneigenschaften, als Mikrobizide oder Gametozide, beispielsweise als Fungizide, Antimykotika, Bakterizide, Virizide (einschließlich Mittel gegen Viroide) oder als Mittel gegen MLO (Mycoplasma- like-organism) und RLO (Rickettsia-like-organism) verwendet werden. Sie lassen sich gegebenenfalls auch als Zwischen- oder Vorprodukte für die Synthese weiterer Wirkstoffe einsetzen. Formulierungen Plant properties, as microbicides or gametocides, for example as fungicides, antimycotics, bactericides, viricides (including anti-viral agents) or as agents against MLO (Mycoplasma-like-organism) and RLO (Rickettsia-like organism) can be used. If appropriate, they can also be used as intermediates or precursors for the synthesis of further active ingredients. formulations

Die vorliegende Erfindung betrifft weiterhin Formulierungen und daraus bereitete Anwendungs formen als S chädlingsb ekämp fungsmittel wie z. B. Drench-, Drip- und Spritzbrühen, umfassend mindestens eine Verbindung der Formel (I). Gegebenenfalls enthalten die Anwendungsformen weitere Schädlingsbekämpfungsmittel und/oder die Wirkung verbessernde Adjuvantien wie Penetrations fÖrderer, z. B. pflanzliche Öle wie beispielsweise Rapsöl, Sonnenblumenöl, Mineralöle wie beispielsweise Paraffinöle, Alkylester pflanzlicher Fettsäuren wie beispielsweise Rapsöl- oder Soj aölmethylester oder Alkanol-alkoxylate und/oder Spreitmittel wie beispielsweise Alkylsiloxane und/oder Salze, z. B. organische oder anorganische Ammonium- oder Phosphoniumsalze wie beispielsweise Ammoniumsulfat oder Diammonium-hydi genphosphat und/oder die Retention fördernde Mittel wie z. B. Dioctylsulfosuccinat oder Hydi xypropyl-guar-Poiymere und/oder Humectants wie z. B. Glycerin und/oder Dünger wie beispielsweise Ammonium, Kalium oder Phosphor enthaltende Dünger. The present invention further relates to formulations and application forms prepared therefrom as S chädlingsb ekämp fungsmittel such. B. drench, drip and spray liquors, comprising at least one compound of formula (I). Optionally, the use forms contain other pesticides and / or the effect of improving adjuvants such as penetration promoters, z. As vegetable oils such as rapeseed oil, sunflower oil, mineral oils such as For example, paraffin oils, alkyl esters of vegetable fatty acids such as rapeseed oil or soy aölmethylester or alkanol alkoxylates and / or spreading agents such as alkyl siloxanes and / or salts, for. As organic or inorganic ammonium or phosphonium salts such as ammonium sulfate or diammonium hydi genphosphat and / or retention promoting agents such. As dioctylsulfosuccinate or hydroxy xypropyl-guar-polymers and / or humectants such. As glycerol and / or fertilizers such as ammonium, potassium or phosphorus-containing fertilizer.

Übliche Formulierungen sind beispielsweise wasserlösliche Flüssigkeiten (SL), Emuisionskonzentrate (EC), Emulsionen in Wasser (EW), Suspensionskonzentrate (SC, SE, FS, OD), in Wasser dispergierbare Granulate (WG), Granulate (GR) und Kapselkonzentrate (CS); diese und weitere mögliche Formuliertypen sind beispielsweise durch Crop Life International und in Pesticide Specifications, Manual on development and use of FAO and WHO specifications for pesticides, FAO Plant Production and Protection Papers - 173, prepared by the FAO WHO Joint Meeting on Pesticide Specifications, 2004, ISBN: 9251048576 beschrieben. Gegebenenfalls enthalten die Formulierungen neben einer oder mehreren Verbindungen der Forme! (I) weitere agrochemische Wirkstoffe. Typical formulations are, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR) and capsule concentrates (CS). ; These and other possible formulation types are described, for example, by Crop Life International and in Pesticide Specifications, Manual on Development and Use of FAO and WHO Specifications for Pesticides, FAO Plant Production and Protection Papers - 173, prepared by the WHO Joint Meeting on Pesticide Specifications, 2004 , ISBN: 9251048576. Optionally, the formulations contain besides one or more compounds of the forms! (I) other agrochemical active substances.

Vorzugsweise handelt es sich um Formulierungen oder Anwendungsformen, welche Hilfsstoffe wie beispielsweise Streckmittel, Lösemittel, Spontanitätsförderer, Trägerstoffe, Emulgiermittel, Dispergiermittel, Frostschutzmittel, Biozide, Verdicker und/oder weitere Hilfsstoffe wie beispielsweise Adjuvantien enthalten. Ein Adjuvant in diesem Kontext ist eine Komponente, die die biologische Wirkung der Formulierung verbessert, ohne dass die Komponente selbst eine biologische Wirkung hat. Beispiele für Adjuvantien sind Mittel, die die Retention, das Spreitverhalten, das Anhaften an der Blattoberfläche oder die Penetration fordern. They are preferably formulations or use forms which contain auxiliaries, such as extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and / or further auxiliaries, for example adjuvants. An adjuvant in this context is a component that enhances the biological effect of the formulation without the component itself having a biological effect. Examples of adjuvants are agents that require retention, spreading behavior, adherence to the leaf surface, or penetration.

Diese Formulierungen werden in bekannter Weise hergestellt, z. B. durch Vermischen der Verbindungen der Formel (I) mit Hilfsstoffen wie beispielsweise Streclomitteln, Lösemitteln und/oder festen Trägerstoffen und/oder weiteren Hilfsstoffen wie beispielsweise oberflächenaktiven Stoffen. Die Herstellung der Formulierungen erfolgt entweder in geeigneten Anlagen oder auch vor oder während der Anwendung. These formulations are prepared in a known manner, for. Example by mixing the compounds of formula (I) with excipients such as Streclomitteln, solvents and / or solid carriers and / or other excipients such as surfactants. The preparation of the formulations is carried out either in suitable systems or before or during use.

Als Hilfsstoffe können solche Stoffe Verwendung finden, die geeignet sind, der Formulierung der Verbindungen der Formel (I) oder den aus diesen Form lierungen bereiteten Anwendungs formen (wie z. B. gebrauchsfähigen Schädlingsbekämpfungsmitteln wie Sprit/brühen oder Saatgutbeizen) besondere Eigenschaften, wie bestimmte physikalische, technische und/oder biologische Eigenschaften zu verleihen. Excipients which can be used are those which are suitable for shaping the formulation of the compounds of the formula (I) or the formulations prepared from these formulations (such as, for example, usable pesticides such as fuel or brewing or seed dressing), such as certain to impart physical, technical and / or biological properties.

Als Streckmittel eignen sich z. B. Wasser, polare und unpolare organische chemische Flüssigkeiten z. B. aus den Klassen der aromatischen und nicht-aromatischen Kohlenwasserstoffe (wie Paraffine, Alkylben/ole. Alkylnaphthaline. Chlorbenzole), der Alkohole und Polyole (die ggf. auch substituiert, verethert und/oder verestert sein können), der Ketone (wie Aceton, Cyclohexanon), Ester (auch Fette und Öle) und (Poly-)Ether, der einfachen und substituierten Amine, Amide, Lactame (wie N- Alkylpyrrolidone) und Lactone, der Sulfone und Sulfoxide (wie Dimethylsulfoxid) . Suitable extenders z. As water, polar and nonpolar organic chemical liquids such. From the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenes / ols, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, the sulfones and sulfoxides (such as dimethylsulfoxide).

Im Falle der Benutzung von Wasser als Streckmittel können z. B. auch organische Lösemittel als Hilfslösemittel verwendet werden. Als flüssige Lösemittel kommen im Wesentlichen infrage: Aromaten wie Xylol. Toluol oder Alkyinaphthaline, chlorierte Aromaten oder chlorierte aliphatische Kohl enwas s er sto ff e wie Chlorbenzole, Chlorethyiene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z. B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole wie Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methylethylketon, Methyli sobutylketon oder Cyclohexanon, stark polare Lösemittel wie Dimethylformamid und Dimethylsulfoxid sowie Wasser. In the case of using water as an extender z. As well as organic solvents can be used as an auxiliary solvent. Suitable liquid solvents are essentially: aromatics such as xylene. Toluene or alkyinaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethyls or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, eg. As petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents such as dimethylformamide and dimethyl sulfoxide and water.

Grundsätzlich können alle geeigneten Lösemittel verwendet werden. Geeignete Lösemittel sind beispielsweise aromatische Kohlenwasserstoffe wie z. B. Xylol. Toluol oder Alkyinaphthaline, chlorierte aromatische oder chlorierte aliphatische Kohlenwasserstoffe wie z. B. Chlorbenzoi, Chlorethylen, oder Methylenchlorid, aliphatische Kohlenwas s ersto ffe wie z. B. Cyclohexan, Paraffine, Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole wie z. B. Methanol, Ethanol, iso-Propanol. Butanol oder Glykol sowie deren Ether und Ester, Ketone wie z. B. Aceton, Methylethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösemittel wie Dimethyl sulfoxid sowie Wasser. In principle, all suitable solvents can be used. Suitable solvents are, for example, aromatic hydrocarbons such. B. xylene. Toluene or Alkyinaphthaline, chlorinated aromatic or chlorinated aliphatic hydrocarbons such. As Chlorbenzoi, chloroethylene, or methylene chloride, aliphatic Kohlenwas s ersto ffe such. As cyclohexane, paraffins, petroleum fractions, mineral and vegetable oils, alcohols such. As methanol, ethanol, iso-propanol. Butanol or glycol and their ethers and esters, ketones such. As acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents such as dimethyl sulfoxide and water.

Grundsätzlich können alle geeigneten Trägerstoffe eingesetzt werden. Als Trägerstoffe kommen insbesondere infrage: z. B. Ammoniumsalze und natürliche Gesteinsmehle wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeen erde und synthetische Gesteinsmehle, wie hochdisperse Kieselsäure, Aluminiumoxid und natürliche oder synthetische Silikate, Harze, Wachse und/oder feste Düngemittel. Mischungen solcher Trägerstoffe können ebenfalls verwendet werden. Als Trägerstoffe für Granulate kommen infrage: z. B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material wie Sägemehl, Papier, Kokosnussschalen, Maiskolben und Tabakstängel. In principle, all suitable carriers can be used. As carriers are in particular question: z. As ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic minerals such as finely divided silica, alumina and natural or synthetic silicates, resins, waxes and / or solid fertilizers. Mixtures of such carriers can also be used. Suitable carriers for granules are: z. As broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, paper, coconut shells, corncobs and tobacco stems.

Auch verflüssigte gasförmige Streckmittel oder Lösemittel können eingesetzt werden. Insbesondere eignen sich solche Streckmittel oder Trägerstoffe, welche bei normaler Temperatur und unter Normaldruck gasf rmig sind, z. B. Aerosol-Treibgase wie Halogenkohlenwasserstoffe sowie Butan, Propan, Stickstoff und Kohlendioxid. Also, liquefied gaseous diluents or solvents can be used. In particular, those extenders or carriers which are gaseous at normal temperature and under normal pressure, z. As aerosol propellants such as halogenated hydrocarbons and butane, propane, nitrogen and carbon dioxide.

Beispiele für Emulgier- und/oder Schaum erzeugende Mittel, Dispergiermittel oder Benetzungsmittel mit ionischen oder nicht-ionischen Eigenschaften oder Mischungen dieser oberflächenaktiven Stoffe sind Salze von Polyacrylsäure, Salze von Lignosulfonsäure, Salze von Phenolsulfonsäure oder Naphthalmsulfonsäure, Polykondensate von Ethylenoxid mit Fettalkohoien oder mit Fettsäuren oder mit Fettaminen, mit substituierten Phenolen (vorzugsweise Alkylphenole oder Arylphenole), Salze von Sulfobernsteinsäureestern, Taurinderivate (vorzugsweise Alkyltaurate), Phosphorsäureester von polyethoxylierten Alkoholen oder Phenolen, Fettsäureester von Poiyolen und Derivate der Verbindungen enthaltend Sulfate, Sulfonate und Phosphate, z. B. Alkylarylpolyglycoiether, Alkylsulfonate, Alkylsulfate, Arylsulfonate, Eiweißhydrolysate, Lignin-Sulfitabiaugen und Methylceliulose. Die Anwesenheit einer oberflächenaktiven Substanz ist vorteilhaft, wenn eine der Verbindungen der Formel (I) und/oder einer der inerten Trägerstoffe nicht in Wasser löslich ist und wenn die Anwendung in Wasser erfolgt. Examples of emulsifying and / or foaming agents, dispersants or wetting agents having ionic or non-ionic properties or mixtures of these surfactants are salts of polyacrylic acid, salts of lignosulfonic acid, salts of phenolsulfonic acid or naphthalenesulfonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or With Fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinic acid esters, taurine derivatives (preferably alkyl taurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols and derivatives of the compounds containing sulfates, sulfonates and phosphates, e.g. As alkylarylpolyglycoiethers, alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydrolysates, lignin sulfites and Methylceliulose. The presence of a surfactant is advantageous when one of the compounds of formula (I) and / or one of the inert carriers is not soluble in water and when applied in water.

Als weitere Hilfsstoffe können in den Formulierungen und den daraus abgeleiteten Anwendungs formen Farbstoffe wie anorganische Pigmente, z. B. Eisenoxid, Titanoxid, Ferrocyanblau und organische Farbstoffe wie Ali/arin-. Azo- und Metallphthalocyaninfarbstoffe und Nähr- und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt. Molybdän und Zink vorhanden sein. As further auxiliaries in the formulations and the application derived therefrom dyes such as inorganic pigments, eg. For example, iron oxide, titanium oxide, ferrocyan blue and organic dyes such as ali / aryne. Azo and metal phthalocyanine dyes and nutrient and trace nutrients such as salts of iron, manganese, boron, copper, cobalt. Molybdenum and zinc are present.

Weiterhin enthalten sein können Stabilisatoren wie Kältestabilisatoren, Konservierungsmittel, Oxidations s chutzmittel, Lichts chutzmittel oder andere die chemische und/oder physikalische Stabilität verbessernde Mittel. Weiterhin enthalten sein können schaumerzeugende Mittel oder Entschäumer. Stabilizers such as cold stabilizers, preservatives, antioxidants, light-protecting agents or other agents which improve the chemical and / or physical stability can also be present. It may also contain foam-forming agents or defoamers.

Ferner können die Formul ierungen und daraus abgeleiteten Anwendungs formen als zusätzliche Hilfsstoffe auch Haftmittel wie Carboxymethylcellulose, natürliche und synthetische pulverige, körnige oder latexförmige Polymere enthalten wie Gummiarabikum, Polyvinvlalkohol. Polyvinylacetat sowie natürliche Phospholipide wie Kephaiine und Lecithine und synthetische Phospholipide. Weitere Hilfsstoffe können mineralische und pflanzliche Öle sein. Furthermore, the formulations and forms derived therefrom may also contain, as additional auxiliaries, adhesives such as carboxymethylcellulose, natural and synthetic powdery, granular or latex-like polymers such as gum arabic, polyvinyl alcohol. Polyvinyl acetate and natural phospholipids such as kephaiins and lecithins and synthetic phospholipids. Other auxiliaries may be mineral and vegetable oils.

Gegebenenfalls können noch weitere Hilfsstoffe in den Formulierungen und den daraus abgeleitetenOptionally, other auxiliaries in the formulations and derived therefrom

Anwendungs formen enthalten sein. Solche Zusatzstoffe sind beispielsweise Duftstoffe, schützende Kolloide, Bindemittel, Klebstoffe, Verdicker, thixotrope Stoffe, Penetrationsförderer, Retentionsförderer, Stabilisatoren, Sequesti ermittel, Komplexbildner. Feuchthaltemittel, Spreitmittel. Im Allgemeinen können die Verbindungen der Formel (I) mit jedem festen oder flüssigen Zusatzstoff, welcher für Formulierungszwecke gewöhnlich verwendet wird, kombiniert werden. Contain application forms. Such additives are, for example, fragrances, protective colloids, binders, adhesives, thickeners, thixotropic substances, penetration promoters, retention promoters, stabilizers, sequestering agents, complexing agents. Humectants, spreading agents. In general, the compounds of formula (I) may be combined with any solid or liquid additive commonly used for formulation purposes.

Als Retentionsförderer kommen all diejenigen Substanzen in Betracht, die die dynamische Oberflächenspannung verringern wie beispielsweise Dioctylsulfosuccinat oder die die Visko-Elastizität erhöhen wie beispielsweise Hydroxypropyi-guar-Polymere. Als Penetrationsförderer kommen im vorliegenden Zusammenhang alle diejenigen Substanzen in Betracht, die üblicherweise eingesetzt werden, um das Eindringen von agrochemischen Wirkstoffen in Pflanzen zu verbessern. Penetrationsförderer werden in diesem Zusammenhang dadurch definiert, dass sie aus der (in der Regel wässerigen) Appiikationsbrühe und/oder aus dem Spritzbeiag in die Kutikula der Pflanze eindringen und dadurch die Beweglichkeit der Wirkstoffe in der Kutikula erhöhen können. Die in der Literatur (Baur et al., 1997, Pesticide Science 51 , 131-152) beschriebene Methode kann zur Bestimmung dieser Eigenschaft eingesetzt werden. Beispielhaft werden genannt Alkoholalkoxylate wie beispielsweise Kokosfettethoxylat (10) oder Isotridecylethoxylat (12), Fettsäureester wie beispielsweise Rapsöl- oder Soj aölmethylester, F ettaminalkoxylate wie beispielsweise Tallowamine-ethoxylat (15) oder Ammonium- und/oder Phosphonium-Salze wie beispielsweise Ammoniumsulfat oder Diammonium-hydrogenphosphat. As retention promoters are all those substances that reduce the dynamic surface tension such as dioctylsulfosuccinate or increase the visco-elasticity such as hydroxypropyl guar polymers. Suitable penetration promoters in the present context are all those substances which are usually used to improve the penetration of agrochemical active substances into plants. Penetration promoters are in this context defined by the fact that they can penetrate from the (usually aqueous) Appiikationsbrühe and / or from the Spritzbeiag in the cuticle of the plant and thereby increase the mobility of the active ingredients in the cuticle. The method described in the literature (Baur et al., 1997, Pesticide Science 51, 131-152) can be used to determine this property. Examples include alcohol alkoxylates such as coconut oil ethoxylate (10) or isotridecyl ethoxylate (12), fatty acid esters such as rapeseed oil or Soy aölmethylester, F ettaminalkoxylate such as tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate.

Die Formulierungen enthalten bevorzugt zwischen 0,00000001 und 98 Gew.-% der Verbindung der Formel (I), besonders bevorzugt zwischen 0,01 und 95 Gew.-% der Verbindung der Formel (I), ganz besonders bevorzugt zwischen 0,5 und 90 Gew.-% der Verbindung der Formel (I), bezogen auf das Gewicht der Formulierung. The formulations preferably contain between 0.00000001 and 98 wt .-% of the compound of formula (I), more preferably between 0.01 and 95 wt .-% of the compound of formula (I), most preferably between 0.5 and 90% by weight of the compound of formula (I), based on the weight of the formulation.

Der Gehalt an der Verbindung der Formel (I) in den aus den Formulierungen bereiteten Anwendungs formen (insbesondere S chädlingsb ekämp fungsmittel) kann in weiten Bereichen variieren. Die Konzentration der Verbindung der Formel (I) in den Anwendungs formen kann üblicherweise zwischen 0,00000001 und 95 Gew.-% der Verbindung der Formel (I), vorzugsweise zwischen 0,00001 und 1 Gew.-%, bezogen auf das Gewicht der Anwendungsform, liegen. Die Anwendung geschieht in einer den Anwendungs formen angepaßten üblichen Weise. The content of the compound of the formula (I) in the forms of application prepared from the formulations (in particular chelating agents) can vary within wide ranges. The concentration of the compound of formula (I) in the application forms can usually be between 0.00000001 and 95 wt .-% of the compound of formula (I), preferably between 0.00001 and 1 wt .-%, based on the weight of Application form, lie. The application is done in a forms adapted to the application customary way.

Mischungen mixtures

Die Verbindungen der Formel (I) können auch in Mischung mit einem oder mehreren geeigneten Fungiziden, Bakteriziden, Akariziden, Molluskiziden, Nematiziden, Insektiziden, Mikrobiologika, Nützlingen, Herbiziden, Düngemitteln, Vogelrepellentien, Phytotonics, Sterilantien, Safenern, Semiochemicals und/oder Pflanzenwachstumsregulatoren verwendet werden, um so z. B. das Wirkungsspektrum zu verbreitern, die Wirkdauer zu verlängern, die Wirkgeschwindigkeit zu steigern, Repellenz zu verhindern oder Resistenzentwicklungen vorzubeugen. Des Weiteren können solche Wirkstoffkombinationen das Pflanzenwachstum und/oder die Toleranz gegenüber abiotischen Faktoren wie z. B. hohen oder niedrigen Temperaturen, gegen Trockenheit oder gegen erhöhten Wasser- bzw. Bodensalzgehalt verbessern. Auch lässt sich das Blüh- und Fruchtverhalten verbessern, die Keimfähigkeit und Bewurzelung optimieren, die Ernte erleichtern und Ernteertrag steigern, die Reife beeinflussen, die Qualität und/oder der Ernährungswert der Ernteprodukte steigern, die Lagerfähigkeit verlängern und/oder die Bearbeitbarkeit der Ernteprodukte verbessern. Weiterhin können die Verbindungen der Formel (I) in Mischung mit weiteren Wirkstoffen oder Semiochemicals, wie Lockstoffen und/oder Vogelrepellentien und/oder Pflanzenakt ivatoren und/oder Wachstumsregulatoren und/oder Düngemitteln vorliegen. Gleichfalls können die Verbindungen derThe compounds of formula (I) may also be used in admixture with one or more suitable fungicides, bactericides, acaricides, molluscicides, nematicides, insecticides, microbiologicals, beneficials, herbicides, fertilizers, avian repellents, phytotonics, sterilants, safeners, semiochemicals and / or plant growth regulators be so z. B. to broaden the spectrum of action, to extend the duration of action, to increase the rate of action, to prevent repellence or to prevent development of resistance. Furthermore, such drug combinations, plant growth and / or tolerance to abiotic factors such. As high or low temperatures, improve against dryness or increased water or Bodensalzgehalt. Also, flowering and fruiting behavior can be improved, germination and rooting benefits can be facilitated, crop yield and yield, maturity, crop quality and / or nutritional value increased, shelf life extended and / or crop productivity improved. Furthermore, the compounds of formula (I) may be present in admixture with other active ingredients or semiochemicals, such as attractants and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers. Likewise, the compounds of

Formel (I) zur Verbesserung der Pflanzeneigenschaften wie zum Beispiel Wuchs, Ertrag und Qualität des Erntegutes eingesetzt werden. In einer besonderen erfindungsgemäßen Ausführungsform liegen die Verbindungen der Formel (I) in Formulierungen bzw. in den aus diesen Formulierungen bereiteten Anwendungs formen in Mischung mit weiteren Verbindungen vor, vorzugsweise solchen wie nachstehend beschrieben. Formula (I) for improving the plant properties such as growth, yield and quality of the crop are used. In a particular embodiment according to the invention, the compounds of the formula (I) are present in formulations or in the formulations prepared from these formulations in admixture with other compounds, preferably those as described below.

Wenn eine der im Folgenden genannten Verbindungen in verschiedenen tautomeren Formen vorkommen kann, sind auch diese Formen mit umfasst, auch wenn sie sie nicht in jedem Fall explizit genannt wurden. Alle genannten Mischungspartner können außerdem, wenn sie auf Grund ihrer funktionellen Gruppen dazu imstande sind, gegebenenfalls mit geeigneten Basen oder Säuren Salze bilden. If one of the following compounds can occur in different tautomeric forms, these forms are also included, even if they were not explicitly mentioned in each case. In addition, if they are capable of doing so on the basis of their functional groups, all said mixing partners can optionally form salts with suitable bases or acids.

Insektizide/ Akarizide/Nematizide Die hier mit ihrem „Common Name" genannten Wirkstoffe sind bekannt und beispielsweise im Pestizidhandbuch („The Pesticide Manual" 16th Ed., British Crop Protection Council 2012) beschrieben oder im internet recherchierbar (z. B. http://www.alanwood.net/pesticides). Die Klassifizierung basiert auf dem zum Zeitpunkt der Einreichung dieser Patentanmeldung gültigen I RAC Mode of Action Classification Scheine. (1) Acetylcholinesterase(AChE)-Inhibitoren, wie beispielsweise Carbamate, z. B. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, isoprocarb, Methiocarb, Methomyl, Metoicarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, X MC und Xylylcarb oder Organophosphate, z. B. Acephat, Azamethiphos, Azinphos-ethyl, Azinphos-methyl, Cadusafos, Chlorethoxyfos, Chlorfenvinpho s , Chlormephos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Dia/inon, Dichlorvos/DDVP, Dicrotophos, Dimethoat, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazat, Heptenophos, Imicyafos, Isofenphos, Isopropyl-0-(methoxyaminothio-phosphoryl)salicylat, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Mono cro tophos, Naled, Omethoate, Oxydemeton-methyl, Parathion-methyl, Phenthoat, Phorat, Phosaion, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Tria/ophos. Triclorfon und Vamidothion. Insecticides / Acaricides / Nematicides The active substances mentioned here with their "Common Name" are known and are described, for example, in the Pesticide Handbook ("The Pesticide Manual" 16th ed., British Crop Protection Council 2012) or searchable on the internet (eg http: // /www.alanwood.net/pesticides). The classification is based on the I RAC Mode of Action Classification certificates valid at the time of filing this patent application. (1) Acetylcholinesterase (AChE) inhibitors such as carbamates, e.g. B. alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxime, butoxycarboxime, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metoicarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, X is MC and xylylcarb or organophosphates, e.g. Acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chloroethoxyfos, chlorfenvinphos, chloroforms, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, dia-inone, dichlorvos / DDVP, dicrotophos, dimethoate, dimethylvinphos , Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl 0- (methoxyaminothio-phosphoryl) salicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Mono cro tophos, Naled, Omethoate, Oxydemeton-methyl, Parathion-methyl, Phenthoate, Phorat, Phosaion, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, thiometone, tria / ophos. Triclorfone and vamidothione.

(2) GABA-gesteuerte Chlorid-Kanal-Blocker, wie beispielsweise Cyclodien-organochlorine, z. B. Chlordan und Endosulfan oder Phenylpyrazole (Fiprole), z. B. Ethiprol und Fipronii. (2) GABA-controlled chloride channel blockers, such as cyclodiene organochlorines, e.g. As chlordane and endosulfan or Phenylpyrazole (Fiprole), z. Ethiprol and Fipronii.

(3) Natrium-Kanal -Modulatoren, wie beispielsweise Pyrethroide, z. B. Acrinathrin, Allethrin, d-cis- trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioall ethrin, Bioallethrin-S-cyclopentenyl-Isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-CyfSuthrin, Cyhalothrin, lambda-Cyhalothrin, gamma- Cyhalothrin, Cypermethrin, alpha-Cypemiethrin, beta-Cypermethrin, theta-Cypermethrin, zeta- Cypermethrin, Cyphenothrin [( 1 R)-trans-Isomer] , Deltamethrin, Empenthrin [(EZ)-(lR)-Isomer], Esfenvalerat, Etofenprox, Fenpropathrin, Fenvalerat, Flucythrinat, Flumethrin, tau-Fluvalinat, Halfenprox, Imiprothrin, Kadethrin, Momfluorothrin, Permethrin, Phenothrin [(lR)-trans-Isomer], Prallethrin, Pyrethrine (pyrethrum), Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(lR)-Isomer], Tralomethrin und Transfluthrin oder DDT oder Methoxychlor. (3) sodium channel modulators, such as pyrethroids, e.g. Acrinathrin, allethrin, d-cis-trans-allethrin, d-trans-allethrin, bifenthrin, bioall ethrin, bioallethrin-S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfsuthrin, cyhalothrin, lambda-cyhalothrin, gamma - cyhalothrin, cypermethrin, alpha-cypemiethrin, beta-cypermethrin, theta-cypermethrin, ceta- Cypermethrin, cyphenothrin [(1R) trans isomer], deltamethrin, empenthrin [(EZ) (lR) isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin , Momfluorothrin, permethrin, phenothrin [(lR) trans isomer], prallethrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(lR) isomer], tralomethrin and transfluthrin or DDT or methoxychlor.

(4) Kompetitive Modulatoren des nicotinischen Acetylcholin-Rezeptors (nAChR), wie beispielsweise Neonicotinoide, z. B. Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacioprid und Thiamethoxam oder Nicotin oder Sulfoxaflor oder Flupyradifurone. (4) Competitive modulators of the nicotinic acetylcholine receptor (nAChR), such as neonicotinoids, e.g. Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiaciopride and thiamethoxam or nicotine or sulfoxaflor or flupyradifurone.

(5) Allosterische Modulatoren des nicotinischen Acetylcholin-Rezeptors (nAChR), wie beispielsweise Spinosyne, z. B. Spinetoram und Spinosad. (5) allosteric modulators of the nicotinic acetylcholine receptor (nAChR), such as spinosyn, e.g. B. spinetoram and spinosad.

(6) Allosterische Modulatoren des Glutamat-abhängigen Chloridkanals(GluCl), wie beispielsweise Avermectine/Milbemycine, z. B. Abamectin, Emamectin-benzoat, Lepimectin und Milbemectin. (6) allosteric modulators of the glutamate-dependent chloride channel (GluCl), such as avermectins / milbemycins, e.g. Abamectin, emamectin benzoate, lepimectin and milbemectin.

(7) Juvenilhormon-Mimetika, wie beispielsweise Juveniihormon-Analoge, z. B. Hydropren, Kinopren und Methopren oder Fenoxycarb oder Pyriproxyfen. (8) Verschiedene nicht spezifische (multi-site) Inhibitoren, wie beispielsweise Alkylhalogenide. z. B. Methylbromid und andere Alkylhalogenide; oder Chloropicrin oder Sulfurylfluorid oder Borax oder Brechweinstein oder Methyiisocyanaterzeuger, z. B. Diazomet und Metam. (7) juvenile hormone mimetics such as juvenile hormone analogs, e.g. As hydroprene, kinoprene and methoprene or fenoxycarb or pyriproxyfen. (8) Various non-specific (multi-site) inhibitors, such as alkyl halides. z. Methyl bromide and other alkyl halides; or chloropicrin or sulfuryl fluoride or borax or tartar embryo or methyl isocyanate producers, e.g. Diazomet and Metam.

(9) Modulatoren chordotonaler Organe, z. B. Pymetrozin oder Flonicamid. (9) modulators of chordotonic organs, e.g. As pymetrozine or flonicamide.

(10) Milbenwachstumsinhibitoren, wie z. B. Clofentezin, Hexythiazox und Diflovidazin oder Etoxazol. (11) Mikrobielle Disruptoren der Insektendarmmembran, wie z. B. Bacillus thuringiensis Subspezies israelensis, Bacillus sphaericus, Bacillus thuringiensis Subspezies aizawai, Bacillus thuringiensis Subspezies kurstaki, Bacillus thuringiensis Subspezies tenebrionis und B.t. -Pflanzenproteine: Gry 1 Ab, CrylAc, CrylFa, CrylA.105, Cry2Ab, VIP3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Abl/35Abl . (10) mite growth inhibitors, such as. Clofentezine, hexythiazox and diflovidazine or etoxazole. (11) Microbial disruptors of insect intestinal membrane such. B. Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and B.t. Plant Proteins: Gry 1 Ab, CrylAc, CrylFa, CrylA.105, Cry2Ab, VIP3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Abl / 35Abl.

(12) Inhibitoren der mitochondrialen ATP-Synthase, wie ATP-Disruptoren. wie beispielsweise Diafenthiuron oder Organo/inn Verbindungen, z. B. Azocyclotin, Cyhexatin und Fenbutatin-oxid oder(12) inhibitors of mitochondrial ATP synthase, such as ATP disruptors. such as diafenthiuron or organotin compounds, e.g. As azocyclotin, cyhexatin and fenbutatin oxide or

Propargit oder Tetradifon. Propargite or Tetradifone.

(13) Entkoppler der oxidativen Phoshoryiierung durch Störung des Protonengradienten, wie beispielsweise Chlorfenapyr. DNOC und Sulfluramid. (13) Decoupling of oxidative phosphorylation by disrupting the proton gradient, such as chlorfenapyr. DNOC and sulfluramide.

(14) Blocker des nicotinischen Acetylcholinrezeptorkanals, wie beispielsweise Bensuitap, Cartap- hydro chlorid, Thiocyclam und Thiosultap-Natrium. (15) Inhibitoren der Chitinbiosynthese, Typ 0, wie beispielsweise Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron und Triflumuron. (14) blockers of the nicotinic acetylcholine receptor channel, such as Bensuitap, Cartaprolchloride, thiocyclam and thiosultap sodium. (15) Type 0 inhibitors of chitin biosynthesis, such as bistrifluron, chlorofluorazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.

(16) Inhibitoren der Chitinbiosynthese, Typ 1 , wie beispielsweise Buprofezin. (17) Häutungsdisruptor (insbesondere bei Dipteren, d. h. Zweiflüglern), wie beispielsweise Cyromazin. (16) inhibitors of chitin biosynthesis, type 1, such as buprofezin. (17) Skinning disruptor (especially in dipterans, i.e., two-winged), such as cyromazine.

(18) Ecdyson-Rezeptor-Agonisten, wie beispielsweise Chromafenozid, Halofenozid, Metlioxyfenozid und Tebufenozid. (18) ecdysone receptor agonists such as chromafenozide, halofenozide, metlioxyfenozide and tebufenozide.

(19) Ok topami n - Rezeptor- Agon i sten , wie beispielsweise Amitraz. (19) Ok topami n - receptor agonists such as Amitraz.

(20) Mitochondriale Komplex-III-Elelctronentransportinhibitoren, wie beispielsweise Hydramethymon oder Acequinocyl oder Fluacrypyrim. (20) Mitochondrial Complex III Elctron Transport Inhibitors, such as hydramethymone or acequinocyl or fluacrypyrim.

(21) Mitochondriale Komplex-I-Elektronentransportinhibitoren, wie beispielsweise METI-Akarizide, z. B. Fenazaquin, Fenpyroximat, Pyrimidifen, Pyridaben, Tebufenpyrad und Tolfenpyrad oder Rotenon (Denis). (21) Mitochondrial Complex I Electron Transport Inhibitors, such as METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad and Tolfenpyrad or Rotenone (Denis).

(22) Blocker des spannungsabhängigen Natriumkanals, wie z. B. Indoxacarb oder Metaflumizone. (23) Inhibitoren der Acetyl-CoA-Carboxylase, wie beispielsweise Tetron- und Tetramsäurederivate, z. B. Spirodiclofen, Spiromesifen und Spirotetramat. (22) blocker of the voltage-dependent sodium channel, such. Indoxacarb or metaflumizone. (23) inhibitors of acetyl-CoA carboxylase such as tetronic and tetramic acid derivatives, e.g. Spirodiclofen, spiromesifen and spirotetramat.

(24) Inhibitoren des mito chondrialen omplex-IV-Elektronentransports, wie beispielsweise Phosphine, z. B. Aluminiumphosphid, Cal ciumpho sphid, Phosphin und Zinkphosphid oder Cyanide, Calciumcyanid, Kaliumcyanid und Natriumcyanid. (25) Inhibitoren des mitochondrialen Komplex-II-Eiektronentransports, wie beispielsweise beta- Ketonitrilderivate, z. B. Cyenopyrafen und Cyflumetofen und Carboxanilide, wie beispielsweise(24) inhibitors of mitochondrial complex IV electron transport, such as phosphines, e.g. As aluminum phosphide, Cal ciumpho sphid, phosphine and zinc phosphide or cyanides, calcium cyanide, potassium cyanide and sodium cyanide. (25) inhibitors of mitochondrial complex II electron transport, such as beta-ketonitrile derivatives, e.g. B. Cyenopyrafen and Cyflumetofen and carboxanilides, such as

Pyflubuinid. Pyflubuinid.

(28) Ryanodinrezeptor-Modulatoren, wie beispielsweise Diamide. z. B. Chlorantraniliprol, Cyantraniliprol und Flubendiamid, weitere Wirkstoffe wie beispielsweise Afidopyropen, Afoxolaner, Azadirachtin, Benclothiaz, Benzoximat, Bifenazat, Broflanilid, Bromopropylat, Chinomethionat, Chloroprallethrin, Cryolit, Cyclaniliprol, Cycloxaprid, Cyhalodiamid, Dicloromezotiaz, Dicofol, epsilon-Metofluthrin, epsilon- Momfluthrin, Flometoquin, Fluazaindolizin, Fluensulfon, Flufenerim, Flufenoxystrobin, Flufiprol. Fluhexafon, Fluopyram, Fluralan er, Fluxametamid, Fufenozid, Guadipyr, Heptafiuthrin, Imidaclothiz, Iprodione, kappa-Bifenthrin, kappa-Tefluthrin, Lotiianer, Meperfiuthrin, Paichongding, Pyridalyl, Pyrifluquinazon, Pyriminosrrobin, Spirobudiclofen, Tetramethylfluthrin, Tetraniliprol, Tetrachlorantraniliprol, Tioxazafen, Thiofluoximat, Triflumezopyrim und lodmethan; des Weiteren Präparate auf Basis von Bacillus firmus (1-1582, BioNeem, Votivo), sowie folgende Verbindungen: 1- {2-Fluor-4-methyl-5-[(2,2,2-trifluorethyl)sulfi (28) ryanodine receptor modulators, such as Diamide. z. B. chlorantraniliprole, cyanotriliprol and flubendiamide, other active substances such as afidopyropene, afoxolaner, azadirachtin, benclothiaz, benzoximate, bifenazate, broflanilide, bromopropylate, quinomethionate, chloroprallethrin, cryolite, cyclaniliprole, cycloxapride, cyhalodiamide, dicloromezotiaz, dicofol, epsilon-metofluthrin, epsilon- Momfluthrin, flometoquine, fluazaindolizine, fluensulfone, flufenerim, flufenoxystrobin, flufiprol. Flaxxafon, Fluopyram, Fluralane, Fluxametamide, Fufenozide, Guadipyr, Heptafiuthrin, Imidaclothiz, Iprodione, Kappa-Bifenthrin, Kappa-Tefluthrin, Lotiian, Meperfiuthrin, Paichongding, Pyridalyl, Pyrifluquinazone, pyriminosrrobin, spirobudiclofen, tetramethylfluthrin, tetraniliprole, tetrachlorantraniliprole, tioxazafen, thiofluoximate, triflumezopyrim and iodomethane; furthermore preparations based on Bacillus firmus (1-1582, BioNeem, Votivo), and the following compounds: 1- {2-fluoro-4-methyl-5 - [(2,2,2-trifluoroethyl) sulfi

(bekannt aus WO2006/043635) (CAS 885026-50-6), { 1 '-[(2E)-3 -(4-Chlorphenyl)prop-2-en- 1 -yl] -5- fluorspiro[indoi-3,4'-piperidin]-l (2H)-yl}(2-chloi*pyridin-4-yl)methanon (bekannt aus WO2003/106457) (CAS 637360-23-7), 2-Chlor-N-[2- 1 -[( 2E )-3-< 4-ch!orphenyl )prop-2-en- l -yl ]piperidin-4-yl * -4- (trifluormethyl)phenyl]isonicotinamid (bekannt aus WO2006/003494) (CAS 872999-66-1), 3-(4-Chlor- 2,6-dimethyiphenyl)-4-hydroxy-8-methoxy-l ,8-diazaspiro[4.5]dec-3-en-2-on (bekannt aus WO 2010052161) (CAS 1225292-17-0), 3-(4-Chlor-2, 6-dimethylphenyl)-8-methoxy-2-oxo-l ,8- diazaspiro[4.5]dec-3-en-4-yi-ethylcarbonat (bekannt aus EP 2647626) (CAS- 1440516-42-6), 4-(But-2- in-l -yioxy)-6-(3,5-dimethylpiperidin-l -yl)-5-fluoipyrimidin (bekannt aus WO2004/099160) (CAS 792914-58-0), PF 1 364 (bekannt aus JP2010/018586) (CAS-Reg.No. 1204776-60-2), N-[(2E)-l -[(6- Chlorpyridin-3-yl)methyl]pyridin-2(lH)-yliden] -2,2,2 -trifluoracetamid (bekannt aus WO2012/029672) (CAS 1363400-41 -2), (3E)-3 -[ 1 -[(6-Chlor-3 -pyridyl)methyl] -2-pyridyliden ]- ! ,1,1 -tri fluorpropan-2-υη (bekannt aus WO2013/144213) (CAS 1461743-15-6), N-[3-(Benzylcarbamoyi)-4-chlorphenyl]-l - methyl-3-(pentafluorethyl)-4-(trifluormethyl)-lH-pyrazol-5-carboxamid (bekannt aus WO2010/051926) (CAS 1226889-14-0), 5-Brom-4-chlor-N-[4-chlor-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chlor-2- pyridyl)pyrazol-3 -carboxamid (bekannt aus CN103232431) (CAS 1449220-44-3 ). 4-[5-(3,5- Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-N-(cis-l -oxido-3- thietanyl)benzamid, 4-[5-(3,5-Dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-N- (trans-1 -oxido-3-thietanyl)benzamid und 4-[(5S)-5-(3,5-Dichiorphenyi)-4,5-dihydi -5-(trifluormethyl)- 3 -isoxazolyl] -2-methyl-N-(cis- 1 -oxido-3 -thietanyl)benzamid (bekannt aus WO 2013/050317 AI) (CAS 1332628-83-7), N-[3-Chlor-l -(3-pyridinyl)-lH-pyrazol-4-yl]-N-ethyl-3-[(3,3,3- trifluo ropyl)sulflnyl]propanamid, (+)-N-[3 -Chlor- 1 -(3 -pyridinyl)- 1 H-pyrazol-4-yl] -N-ethyl-3 -[(3 ,3,3 - trifluorpropyl)sulfmyl]propanamid und (-)-N-[3 -Chlor- 1 -(3 -pyridinyl)- 1 H-pyrazol-4-yl] -N-ethyl-3 - [(3,3,3-trifluorpropyi)sulfinyl]propanamid (bekannt aus WO 2013/162715 A2, WO 2013/162716 A2, US 2014/0213448 AI) (CAS 1477923-37-7), 5-[[(2E)-3-Chlor-2-propen-l -yi]amino]-l -[2,6-dichlor-4- (trifluormethyl)phenyl]-4-[(trifluormethyl)sulfinyl]-lH-pyrazol-3-carbonitrile (bekannt aus CN 101337937 A) (CAS 1 105672-77-2), 3-Brom-N-[4-chlor-2-methyi-6-(known from WO2006 / 043635) (CAS 885026-50-6), {1 '- [(2E) -3- (4-chlorophenyl) -prop-2-en-1-yl] -5-fluorospiro [indoi-3 , 4'-piperidin] -l (2H) -yl} (2-Chloi * pyridin-4-yl) methanone (disclosed in WO2003 / 106457) (CAS 637360-23-7), 2-chloro-N- [2 - 1 - [(2E) -3- <4-chlorophenyl) prop-2-en-1-yl] -yl] piperidin-4-yl * -4- (trifluoromethyl) phenyl] isonicotinamide (known from WO2006 / 003494) ( CAS 872999-66-1), 3- (4-chloro-2,6-dimethyl-phenyl) -4-hydroxy-8-methoxy-1,8-diazaspiro [4.5] dec-3-en-2-one (known from WO 2010052161) (CAS 1225292-17-0), 3- (4-chloro-2, 6-dimethylphenyl) -8-methoxy-2-oxo-l, 8-diazaspiro [4.5] dec-3-ene-4 yi-ethyl carbonate (known from EP 2647626) (CAS-1440516-42-6), 4- (but-2-yn-1-yloxy) -6- (3,5-dimethyl-piperidin-1-yl) -5-fluo-pyrimidine (known from WO2004 / 099160) (CAS 792914-58-0), PF 1 364 (known from JP2010 / 018586) (CAS Reg. No. 1204776-60-2), N - [(2E) -l - [ (6-chloropyridin-3-yl) methyl] pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide (known from WO2012 / 029672) (CAS 1363400-41 -2), (3E) -3 - [ 1 - [(6-chloro-3-pyridyl) methyl] -2-pyridylidene] -! , 1,1-trifluoropropane-2-υη (known from WO2013 / 144213) (CAS 1461743-15-6), N- [3- (benzylcarbamoyl) -4-chlorophenyl] -1-methyl-3- (pentafluoroethyl) -4- (trifluoromethyl) -1H-pyrazole-5-carboxamide (known from WO2010 / 051926) (CAS 1226889-14-0), 5-bromo-4-chloro-N- [4-chloro-2-methyl-6 - (methylcarbamoyl) phenyl] -2- (3-chloro-2-pyridyl) pyrazole-3-carboxamide (known from CN103232431) (CAS 1449220-44-3). 4- [5- (3,5-dichlorophenyl) -4,5-dihydro-5- (trifluoromethyl) -3-isoxazolyl] -2-methyl-N- (cis-1-oxido-3-thietanyl) -benzamide, 4 [5- (3,5-dichlorophenyl) -4,5-dihydro-5- (trifluoromethyl) -3-isoxazolyl] -2-methyl-N- (trans-1-oxido-3-thietanyl) -benzamide and [(5S) -5- (3,5-Dichloro-phenyl) -4,5-dihydric -5- (trifluoromethyl) -3 -isoxazolyl] -2-methyl-N- (cis-1-oxy-3-thietanyl) -benzamide (known from WO 2013/050317 A1) (CAS 1332628-83-7), N- [3-chloro-1- (3-pyridinyl) -1H-pyrazol-4-yl] -N-ethyl-3 - [( 3,3,3-trifluorophenyl) sulflyl] propanamide, (+) - N- [3-chloro-1 - (3-pyridinyl) -1 H -pyrazol-4-yl] -N-ethyl-3 - [( 3, 3,3-trifluoropropyl) sulfomyl] propanamide and (-) - N- [3-chloro-1 - (3-pyridinyl) -1 H -pyrazol-4-yl] -N-ethyl-3 - [(3 , 3,3-trifluoropropyl) sulfinyl] propanamide (known from WO 2013/162715 A2, WO 2013/162716 A2, US 2014/0213448 A1) (CAS 1477923-37-7), 5 - [[(2E) -3- Chloro-2-propene-1-yl] amino] -1- [2,6-dichloro-4- (trifluoromethyl) phenyl] -4 - [(trifluoromethyl) sulfinyl] -1H-pyrazole-3-carbonitrile (known from CN 101337937 A) (CAS 1 105672-77-2), 3-bromo-N- [4-chloro-2-methyl-6-

[(methylamino)thioxomethyl]phenyl]-l -(3-chlor-2-pyridinyl)-lH-pyrazoi-5-carboxamid, [(methylamino) thioxomethyl] phenyl] -1- (3-chloro-2-pyridinyl) -1H-pyrazole-5-carboxamide,

(Liudaibenjiaxuanan, bekannt aus CN 103109816 A) (CAS 1232543-85-9); N-[4-Chior-2-[[(l ,l - dimethylethyl)amino]carbonyl]-6-methylphenyl]-l -(3-chlor-2-pyridinyl)-3-(fluormethoxy)-lH-pyrazol- 5 -carboxamid (bekannt aus WO 2012/034403 AI) (CAS 1268277-22-0), N-[2-(5-Amino-l ,3,4- thiadiazol-2-yl)-4-chlor-6-methylphenyl] -3 -brom- 1 -(3 -chlor-2 -pyridinyl)- 1 H-pyrazol -5 -carboxamid(Liudaibenjiaxuanan, known from CN 103109816 A) (CAS 1232543-85-9); N- [4-chloro-2 - [[(1, 1-dimethylethyl) amino] carbonyl] -6-methylphenyl] -1- (3-chloro-2-pyridinyl) -3- (fluoromethoxy) -1H-pyrazole 5-carboxamide (known from WO 2012/034403 Al) (CAS 1268277-22-0), N- [2- (5-amino-1, 3,4-thiadiazol-2-yl) -4-chloro-6- methylphenyl] -3-bromo-1 - (3-chloro-2-pyridinyl) -1 H -pyrazole-5-carboxamide

(bekannt aus WO 2011/085575 AI) (CAS 1233882-22-8), 4-[3-[2,6-Dichlor-4-[(3,3-dichior-2-propen-l - yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluormethyl)pyrimidin (bekannt aus CN 101337940 A) (CAS 1 108184-52-6); (2E)- und 2(Z)-2-[2-(4-Cyanophenyi)-l -[3-(trifluormethyl)phenyl]ethyliden]-N-[4- (difluormethoxy)phenyl]hydrazincarboxamid (bekannt aus CN 101715774 A) (CAS 1232543-85-9); Cyclopropancarbonsäure-3 -(2,2-dichlorethenyl)-2,2-dimethyl-4-( 1 H-benzimidazol-2-yl)phenylester (bekannt aus CN 103524422 A) (CAS 154227 1 -46-4 ): (4aS)-7-Chlor-2,5-dihydro-2- [ [(methoxycarbonyl)[4-[(trifluormethyl)thio]phenyl]amino]caxbonyl]indeno[l ,2-e] [ 1 ,3 ,4]oxadiazin- 4a(3H)-carbonsäuremethylester (bekannt aus CN 102391261 A) (CAS 1370358-69-2); 6-Desoxy-3-0- ethyl-2,4-di-0-methyl-l -[N-[4-[l -[4-(l ,l,2,2,2-pen^ (known from WO 2011/085575 Al) (CAS 1233882-22-8), 4- [3- [2,6-dichloro-4 - [(3,3-dichloro-2-propene-1-yl) oxy] phenoxy] propoxy] -2-methoxy-6- (trifluoromethyl) pyrimidine (known from CN 101337940 A) (CAS 1 108184-52-6); (2E) - and 2 (Z) -2- [2- (4-cyanophenyl) -1- [3- (trifluoromethyl) phenyl] ethylidene] -N- [4- (difluoromethoxy) phenyl] hydrazinecarboxamide (known from CN 101715774 A) (CAS 1232543-85-9); Cyclopropanecarboxylic acid 3 - (2,2-dichloroethenyl) -2,2-dimethyl-4- (1H-benzimidazol-2-yl) phenyl ester (known from CN 103524422A) (CAS 154227 1 -46-4): (4aS ) -7-Chloro-2,5-dihydro-2- [[(methoxycarbonyl) [4 - [(trifluoromethyl) thio] phenyl] amino] caxbonyl] indeno [1,2-e] [1,3,3] oxadiazine - 4a (3H) -carboxylic acid methyl ester (known from CN 102391261 A) (CAS 1370358-69-2); 6-deoxy-3-O-ethyl-2,4-di-O-methyl-1 - [N- [4- [1 - [4- (1, 1, 2, 2, 2-pen ^

yl]phenyl]carbamat]-a-L-mannopyranose (bekannt aus US 2014/0275503 AI) (CAS 1 181213-14-8); 8- (2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3 -(6-trifluormethylpyridazin-3 -yl)-3 - azabicyclo[3.2.1]octan (CAS 1253850-56-4), (8-anti)-8-(2-Cyclopropylmethoxy-4- trifluormethylphenoxy)-3 -(6-trifluormethylpyridazin-3 -yl)-3 -azabicyclo[3.2.1 Joctan (CAS 933798-27- 7), (8-syn)-8-(2-Cyclopropylmethoxy-4-trifluormethylphenoxy)-3-{6-trifluorm yl] phenyl] carbamate] -a-L-mannopyranose (known from US 2014/0275503 Al) (CAS 1 181213-14-8); 8- (2-Cyclopropylmethoxy-4-trifluoromethylphenoxy) -3- (6-trifluoromethylpyridazin-3-yl) -3-azabicyclo [3.2.1] octane (CAS 1253850-56-4), (8-anti) -8- (2-Cyclopropylmethoxy-4-trifluoromethylphenoxy) -3- (6-trifluoromethylpyridazin-3-yl) -3-azabicyclo [3.2.1 Joctane (CAS 933798-27-7), (8-syn) -8- (2- ) cyclopropylmethoxy-4-trifluoromethylphenoxy -3- {6-trifluorm

azabicyclo[3.2.1 Joctan (bekannt aus WO 2007040280 AI , WO 2007040282 AI) (CAS 934001-66-8) und N-[3 -Chlor- 1 -(3 -pyridinyD- l H-pyra/ol-4-ν ] -N-ethyl-3 -[(3 ,3 ,3-trifluoφropyl)thio] -propanamid (bekannt aus WO 2015/058021 AI , WO 2015/058028 AI) (CAS 1477919-27-9). Fungizide azabicyclo [3.2.1] joctane (known from WO 2007040280 A1, WO 2007040282 A1) (CAS 934001-66-8) and N- [3-chloro-1 - (3-pyridinyl-1H-pyra / ol-4-ν ] -N-ethyl-3 - [(3,3,3-trifluoropropyl) thio] -propanamide (known from WO 2015/058021 A1, WO 2015/058028 A1) (CAS 1477919-27-9) .Fungicides

Die hier mit ihrem "Common Name" spezifizierten Wirkstoffe sind bekannt und beispielsweise im "Pesticide Manual" (16. Aufl. British Crop Protection Council) oder im Internet recherchierbar (beispielsweise: http://www.alanwood.net/pesticides) beschrieben. The active ingredients specified here by their "common name" are known and described, for example, in the "Pesticide Manual" (16th edition British Crop Protection Council) or searchable on the Internet (for example: http://www.alanwood.net/pesticides).

Alle genannten Mischungspartner der Klassen (1) bis (15) können, wenn sie auf Grund ihrer funktionellen Gruppen dazu imstande sind, gegebenenfalls mit geeigneten Basen oder Säuren Salze bilden. Alle genannten fungiziden Mischungspartner der Klassen (1) bis (15) können gegebenenfalls tautomere Formen einschließen. All of the above-mentioned mixture partners of classes (1) to (15), if they are capable of doing so on the basis of their functional groups, may optionally form salts with suitable bases or acids. All of the mentioned fungicidal mixture partners of classes (1) to (15) may optionally include tautomeric forms.

1) Inhibitoren der Ergosterol-Biosynthese, beispielsweise (1.001) Cyproconazol, (1.002) Difenoconazol, (1.003) Epoxiconazol, (1.004) Fenhexamid, (1.005) Fenpropidin, (1.006) Fenpropimorph, (1.007) Fenpyrazamin, (1.008) Fluquinconazol, (1.009) Flutriafol, (1.010) Ima/alil. (1.01 1) Imazalil Sulfat, (1.012) Ipconazol, (1.013) Metconazol, (1.014) Myclobutanil, (1.015) Paclobutrazol, (1.016) Prochloraz, (1.017) Propiconazol, (1.018) Prothioconazol, (1.019) Pyrisoxazol, (1.020) Spiroxamin, (1.021) Tebuconazol, (1.022) Tetraconazol, (1.023) Triadimenol, (1.024) Tridemorph, (1.025) Triticonazol, (1.026) (lR,2S,5S)-5-(4-Chlorbenzyl)-2-(chlormethyl)-2-methyl-l -(lH-l,2,4-triazol-l - ylmethyl)cyclopentanol, (1.027) (l S,2R,5R)-5-(4-Chlorbenzyl)-2-(chlormethyl)-2-methyl-l -(lH-l ,2,4- triazol-1 -ylmethyl)cyclopentanol, (1.028) (2R)-2-(l -ChIorcyciopropyl)-4-[(lR)-2,2-dichiorcyclopropyi]- 1 -( 1 H- 1 ,2,4-triazol- 1 -yl)butan-2-ol (1.029) (2R)-2-( 1 -Chlorcyciopropyl)-4-[( 1 S)-2,2- dichlorcyclopropyl] - 1 -( 1 H- 1 ,2,4-triazol- 1 -yl)butan-2-ol, (1.030) ( 2R )-2-|4-(4-Chlorphenoxy)-2- (trifluormethyl)phenyl] - 1 -( 1 H- 1 ,2,4-triazol- 1 -yl)propan-2 -ol, (1.031) (2 S)-2-( 1 -ChlorcycIopropyi)-4- [(1 R)-2,2-dichlorcyclopropyl]-l -( 1 H- 1 ,2,4-triazol- 1 -yl)butan-2-ol, (1.032) (2S)-2-( 1 -Chlorcyclopropyl)- 4-[(l S)-2,2-dichlorcyclopropyi]-l -(lH-l,2,4-triazol-l -yl)butan-2-ol, (1.033) (2S)-2-[4-(4- Ch^henoxy)-2-(trifiuormethyl)phenyl] - 1 -( 1 H- 1 ,2,4-triazol- 1 -yl)propan-2-ol, ( 1.034) (R)-[3 -(4-Chlor-1) inhibitors of ergosterol biosynthesis, for example, (1,001) cyproconazole, (1,002) difenoconazole, (1,003) epoxiconazole, (1,004) fenhexamide, (1,005) fenpropidin, (1,006) fenpropimorph, (1,007) fenpyrazamine, (1,008) fluquinconazole, ( 1.009) Flutriafol, (1.010) Ima / alil. (1.01 1) imazalil sulfate, (1,012) ipconazole, (1,013) metconazole, (1,014) myclobutanil, (1,015) paclobutrazole, (1,016) prochlorazole, (1,017) propiconazole, (1,018) prothioconazole, (1,019) pyrisoxazole, (1,020) Spiroxamine, (1,021) Tebuconazole, (1,022) Tetraconazole, (1,023) Triadimenol, (1,024) Tridemorph, (1,025) Triticonazole, (1,026) (IR, 2S, 5S) -5- (4-Chlorobenzyl) -2- (chloromethyl ) -2-methyl-l - (1H-l, 2,4-triazol-1-ylmethyl) cyclopentanol, (1.027) (1S, 2R, 5R) -5- (4-chlorobenzyl) -2- (chloromethyl) 2-methyl-1 - (1H-l, 2,4-triazol-1-ylmethyl) cyclopentanol, (1.028) (2R) -2- (1-chloro- cyclopropyl) -4 - [(lR) -2,2- dichlorocyclopropyl] -1- (1H-1,2,4-triazol-1-yl) butan-2-ol (1.029) (2R) -2- (1-chlorocyclopropyl) -4 - [(1S) -2 , 2-dichlorocyclopropyl] -1- (1H-1,2,4-triazol-1-yl) butan-2-ol, (1.030) (2R) -2- | 4- (4-chlorophenoxy) -2- (trifluoromethyl) phenyl] -1- (1H-1,2,4-triazol-1-yl) -propan-2-ol, (1.031) (2S) -2- (1-chlorocyclopropyl) -4- [( 1 R) -2,2-dichlorocyclopropyl] -1- (1H-1,2,4-triazol-1-yl) buta n-2-ol, (1.032) (2S) -2- (1-chlorocyclopropyl) -4- [(1S) -2,2-dichlorocyclopropyl] -1- (1H-1, 2,4-triazole-1 -yl) butan-2-ol, (1033) (2S) -2- [4- (4- Chhenoxy) -2- (trifluoromethyl) phenyl] -1- (1H-1,2,4-triazol-1-yl) propan-2-ol, (1034) (R) - [3 - (4- Chlorine-

2- tliiorphenyl )-5-( 2.4-di tl uorp enyl )- ! ,2-oxazol-4-yl] (pyridin-3 -yl)methanol, (1.035) (S)-[3-(4-Chlor-2- fliH^henyi)-5-(2,4-difluorphenyl)4 ,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.036) [3-(4-Chlor-2- fluorphenyl)-5-(2,4-difluoφhenyl)-l,2-oxazol-4-yl](pyridm-3-yl)methanol, (1.037) l-({(2R,4S)-2-[2- C' lor-4-( 4-chlorp enoxy (piienyl j-4-ineihyl- 1 ,3-dioxolan-2-yl methyl )- ! H- ! ,2.4-tria ol. (1.038) 1- ( {(2S,4S)-2-[2-Chlor-4-(4-ch^henoxy)phenyi]^ 2-tlioriorphenyl) -5- (2,4-diolurophenyl) -! , 2-oxazol-4-yl] (pyridin-3-yl) methanol, (1.035) (S) - [3- (4-chloro-2-fluoro-1-yl) -5- (2,4-difluorophenyl) 4 , 2-oxazol-4-yl] (pyridin-3-yl) -methanol, (1.036) [3- (4-chloro-2-fluorophenyl) -5- (2,4-difluoro-phenyl) -l, 2-oxazole 4-yl] (pyridm-3-yl) methanol, (1037) l - ({(2R, 4S) -2- [2- C 'lor-4- (4-enoxy chlorp (piienyl j-4-ineihyl- 1,3-dioxolan-2-ylmethyl) -! H-!, 2,4-triaol. (1038) 1- ({(2S, 4S) -2- [2-chloro-4- (4-chloro-4-yl ) phenyl] ^

(1.039) 1 [3 2-Chloφhenyl)-2-(2,4-difluoφhenyl)oxiran-2-yl]methyl} H ,2,4 riazol-5-yl- thiocyanat, (1.040) 1 [rel(2R,3R)-3-(2-Chloφhenyl)-2-(2,4-difluo henyl)oxiran-2-yl]methyl}4H- 1 ,2,4-triazol-5-yl-thiocyanat, (1.041) l-{[rel(2R,3S)-3-(2-Chlo henyl)-2-(2,4-difluoφhenyl)oxiran-2- yljmethyl } 4 H4 ,2,4-triazol-5 -yl-thiocyanat, (1.042) 2-[(2R,4R,5R)-l-(2,4-Dich^henyl)-5-hydroxy- 2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazol-3-thion, (1.043) 2-[( 2R.4R.5S )- l -( 2.4- DiclΊloφhenyl)-5-hydΓoxy-2,6,6-trimethylheptan-4-yl]-2,4-dillydτo-3H-l,2,4-triazol-3-thio (1.044) 2- [ ( 2 R.4S.5 R )- 1 -( 2.4-Di chlorophcny I )-5 -hydi xy-2.6.6-t rimethyl!ieptan-4-yl ]-2.4-dihydro-3 H - 1 .2.4- triazol-3-thion, (1.045) 2-[(2R,4S,5S)-l-(2,4-Dich^henyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4- dihydi -3H-l ,2,4-triazol-3-thion, (1.046) 2-[(2S,4R,5R)-l -(2,4-Dichta-phenyl)-5-hydroxy-2,6,6- trimethylheptan-4-yl]-2,4-dihydro-3H ,2,4-triazol-3-thion, (1.047) 2-[(2S,4R,5S)-l -(2,4- (1.039) 1 [3 2-chloro-phenyl) -2- (2,4-difluoro-phenyl) oxiran-2-yl] -methyl} H, 2,4-riazol-5-yl-thiocyanate, (1040) 1 [rel (2R, 3R) -3- (2-chloro-phenyl) -2- (2,4-difluorohexyl) -oxiran-2-yl] -methyl} 4H-1,2,4-triazol-5-yl-thiocyanate, (1041) l- {[rel (2R, 3S) -3- (2-chlorohexyl) -2- (2,4-difluorophenyl) oxiran-2-yl] methyl} 4H4, 2,4-triazole-5-yl-thiocyanate, (1.042 ) 2 - [(2R, 4R, 5R) -1- (2,4-dichloro) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H-1 , 2,4-triazole-3-thione, (1043) 2 - [(2R.4R.5S) -1- (2,4-diclloylphenyl) -5-hydoxy-2,6,6-trimethylheptan-4-yl] - 2,4-dillydovo-3H-1,2,4-triazole-3-thio (1044) 2- [(2R.4S.5R) -1- (2,4-di-chlorophocyloN) -5-hydroxy- 2.6.6-t rimethyl! Ieptan-4-yl] -2,4-dihydro-3H - 1 .2,4-triazole-3-thione, (1.045) 2 - [(2R, 4S, 5S) -l- (2, 4-dichloro-5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydric -3H-l, 2,4-triazole-3-thione, (1.046) 2- [ (2S, 4R, 5R) -1- (2,4-D-L-phenyl) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H, 2,4-triazole -3-thione, (1,047) 2 - [(2S, 4R, 5S) -l- (2,4-)

Dichlorphcnyl )-5-liytiroxy-2.6.6-tri!Tict yiiioptiin-4-yl |-2.4- !ihytlro-3 H- i ,2.4-tria ol-3-thion. (1.048) 2- [(2S,4S,5R)-l-(2,4-Dich^henyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihy^ Dichlorophycyl) -5-liytiroxy-2,6,6-tri! Tict yiiioptiin-4-yl | -2,4-! Ihytlro-3H- i, 2,4-triaol-3-thione. (1.048) 2- [(2S, 4S, 5R) -1- (2,4-dichloro) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro

3- thion, (1.049) 2-[(2S,4S,5S)-l -(2,4-Dich^henyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4- dihydro-3H-l,2,4-triazol-3-thion, (1.050) 2-[l-(2,4-Dich^henyl)-5-hydroxy-2,6,6-trimethylheptan-4- yl] -2,4-dihydro-3H- 1 ,2,4-triazol-3 -thion, (1.051) 2-[2-Chlor-4-(2,4-dichiorophenoxy)phenyl] - 1 -( 1 H- l ,2,4-triazol-l-yl)propan-2-ol, (1.052) 2-[2-Chlor-4-(4-chloφhenoxy)phenyl] -1 -( 1 H- 1 ,2,4-triazol- 1 - yl)butan-2-ol, (1.053) 2-[4-(4-Ch^henoxy)-2-(trifluormethyl)pheny  3-thione, (1.049) 2 - [(2S, 4S, 5S) -1- (2,4-dichloro) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4 - dihydro-3H-l, 2,4-triazole-3-thione, (1050) 2- [1- (2,4-dichloro) -5-hydroxy-2,6,6-trimethylheptan-4-yl ] -2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.051) 2- [2-chloro-4- (2,4-dichlorophenoxy) phenyl] -1 - (1H- l, 2,4-triazol-1-yl) propan-2-ol, (1.052) 2- [2-Chloro-4- (4-chlorophenoxy) phenyl] -1 - (1H-1, 2,4- triazol-1-yl) butan-2-ol, (1.053) 2- [4- (4-chloro-phenoxy) -2- (trifluoromethyl) -phenyl

2-οϊ, (1.054) 2-[4-(4-Ch^henoxy)-2-{lTifluormethyl)phenyl]-l -(lH-l ,2,4-triazol-l -yl)pentan-2-ol, (1.055) 2-[4-(4-Ch^henoxy)-2-(trifluormethyl)phenyl]-l -(lH-l ,2,4-triazol-l -yl)prop (1.056) 2-{[3-(2-Chloφllenyl)-2-(2,4-difluoφhenyl)oxiran-2 -yljmethyl} -2,4-dihydro-3H-l,2,4-triazol-3-thion, ( 1.057) 2- { |re!( 2R.3R )-3-( 2-Chlorphenyl )-2-( 2.4-ili fluorpheny! )oxiran-2-yl jmethy] -2.4-dihydro-3H- 1 ,2,4-triazol-3 -thion, (1.058) 2- { [rei(2R,3 S)-3 -(2-Chloφhenyl)-2-(2,4-difluo henyϊ)oxiran-2- yljmethyl } -2,4-dihydro-3H- 1 ,2,4-triazol -3 -thion, (1.059) 5-(4-Chlorbenzyl)-2-(chlormethyl)-2-methyl- 1 -( 1 H- 1 ,2,4-triazol- 1 -ylmethyl)cyclopentanol, (1.060) 5-(Allylsulfanyl)-l - { [3^2-chlorphenyl)-2-(2,4- difluoφhenyl)oxiran-2-yl]methyl} - 1 H- 1 ,2,4-triazol, (1.061) 5-(Allylsulfanyl)-l - {[rel(2R,3R)-3-(2- chloφhenyl)-2-(2,4-difluoφhenyl)oxiran-2-yl]methyl}-lH-l ,2,4-triazol, (1.062) 5-(Allylsulfanyl)-l - {[rel(2R,3S)-3-(2-chloφhenyl)-2-(2,4-difluo henyl)oxiΓan-2-yl]methyl}-lH-l ,2,4-triazol, (1.063) N'- (2,5-Dimethyi-4-{[3-(l,l,2,2-tetrafluorethoxy)phenyi]sulfanyi}phenyi)-N-ethyl-N- methylimidoformamid, (1.064) N'-(2,5-Dimethyl-4-{[3-(2,2,2-trifluorethoxy)phenyl]sulfanyl}phenyl)- N-ethyl-N-methylimidoformamid, (1.065) N'-(2,5-Dimethyl-4-{[3-(2,2,3,3- tetrafiuoφropoxy)phenyl]suifanyl}phenyl)- -ethyl- -methylimidoformamid, (1.066) N'-(2,5-Dimethyl- 2-οϊ, (1.054) 2- [4- (4-Chhenoxy) -2- (1-trifluoromethyl) phenyl] -1- (1H-1, 2,4-triazol-1-yl) pentan-2-ol , (1.055) 2- [4- (4-Chhenoxy) -2- (trifluoromethyl) phenyl] -1- (1H-l, 2,4-triazol-1-yl) prop (1.056) 2 - {[ 3- (2-chloro-11-ol) -2- (2,4-difluoro-phenyl) oxirane-2-ylmethyl} -2,4-dihydro-3H-1,2,4-triazole-3-thione, (1,057) 2- { Re (2R.3R) -3- (2-chlorophenyl) -2- (2,4-ilylfluorophenyl) oxiran-2-yl-1-methyl] -2,4-dihydro-3H-1,2,4-triazole-3 - thion, (1.058) 2- {[ri (2R, 3S) -3 - (2-chloro-phenyl) -2- (2,4-difluoro-henyi) -oxiran-2-yl-methyl} -2,4-dihydro-3H- 1,2,4-triazole-3-thione, (1.059) 5- (4-chlorobenzyl) -2- (chloromethyl) -2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl ) cyclopentanol, (1.060) 5- (allylsulfanyl) -l - {[3 ^ 2-chlorophenyl) -2- (2,4-difluorophenyl) oxiran-2-yl] methyl} -1 H- 1, 2,4- triazole, (1.061) 5- (allylsulfanyl) -l - {[rel (2R, 3R) -3- (2-chloro-phenyl) -2- (2,4-difluoro-phenyl) -oxiran-2-yl] -methyl} -lH- l, 2,4-triazole, (1.062) 5- (allylsulfanyl) -l - {[rel (2R, 3S) -3- (2-chloro-phenyl) -2- (2,4-difluoro-henyl) -oxi-an-2-one] y l] methyl} -1H-l, 2,4-triazole, (1063) N '- (2,5-dimethyl-4 - {[3- (1,1,2,2-tetrafluoroethoxy) phenyl] sulfinyl} phenyl ) -N-ethyl-N-methylimidoformamide, (1.064) N '- (2,5-dimethyl-4 - {[3- (2,2,2-trifluoroethoxy) phenyl] sulfanyl} phenyl) -N-ethyl-N -methylimidoformamide, (1.065) N '- (2,5-dimethyl-4 - {[3- (2,2,3,3-tetrafilo-piperrophenyl) -phenyl] -sulfanyl} -phenyl) -ethyl-methyl-imidoformamide, (1066) N '- (2,5-dimethyl-

4- {[3-(pentafluorethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N -methylimidoformamid, (1.067) N'-(2,5- Dimethyl-4-{3-[(l ,l,2,2-tetrafluorethyl)sulfanyl]ph^ 4- {[3- (pentafluoroethoxy) phenyl] sulfanyl} phenyl) -N-ethyl-N-methylimidoformamide, (1.067) N '- (2.5- Dimethyl 4- {3 - [(1,1,2,2-tetrafluoroethyl) sulfanyl] ph

( 1.068) N'-(2,5-Dimethyl-4- {3 -[(2,2,2-trifluorethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N- methylimidoformamid, (1.069) N'-(2,5-Dimethyl-4- {3-[(2,2,3,3- tetafluoi ropyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamid, ( 1.070) N'-(2,5-DimethyI- 4-{3-[(pentafluorethyl)sulfanyl]phenoxy}ph (1.071) N'-(2,5- (1.068) N '- (2,5-Dimethyl-4- {3 - [(2,2,2-trifluoroethyl) sulfanyl] phenoxy} phenyl) -N-ethyl-N-methylimidoformamide, (1.069) N' - ( 2,5-Dimethyl-4- {3 - [(2,2,3,3-tetafluoropropyl) sulfanyl] phenoxy} phenyl) -N-ethyl-N-methylimidoformamide, (1.070) N '- (2.5- DimethyI- 4- {3 - [(pentafluoroethyl) sulfanyl] phenoxy} ph (1.071) N '- (2.5-

Dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylimidofoiTiiaiiiid, ( 1.072) N'-(4-{ [3-Dimethyl-4-phenoxyphenyl) -N-ethyl-N-methylimidofoi di-aliimide, (1.072) N '- (4- {[3-

(Difluormethoxy)phenyl]sulfanyl}-2,5-dimethylphen^ (1.073) N'-(Difluoromethoxy) phenyl] sulfanyl} -2,5-dimethylphenyl (1,073) N '

(4-{3-[(Difluormethyl)sulfanyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-me (4- {3 - [(difluoromethyl) sulfanyl] phenoxy} -2,5-dimethylphenyl) -N-ethyl-N-me

(1.074) N 5-Brom-6-(2,3-dihydro-lH-inden-2-yloxy)-2-me ^ (1.074) N 5-Bromo-6- (2,3-dihydro-1H-inden-2-yloxy) -2-me ^

methylimidoformamid, (1.075) '- {4-[(4,5-Di chlor- 1 ,3 -thiazol-2-yl)oxy] -2,5-dimethylphenyl } -N-ethyl - N-methylimidofonnamid, (1.076) N'-{5-Brom-6-[(lR)-l -(3,5-difluorophenyl)ethoxy]-2-methylpyridin- 3-yl}-N-ethyl-N-methylimidoformamid, (1.077) N'-{5-Brom-6-[(l S)-l -(3,5-difluo henyl)ethoxy]-2- methylpyridin-3 -yl } -N-ethyl-N-methylimidoformamid, (1.078) ' - 15 - Oro m -6 - [ ( i s -4 - isopropylcyclohexyl)oxy] -2-methylpyridin-3 -yl } -N-ethyl - -methylimidoformamid, (1.079) N'-{5- Brom-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridm-3-yl} -N-ethyl-N-methylimidoformamid, (1.080) N,-{5-Bromo-6-[l -(3,5-difluo henyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N- methylimidoformamid. methylimidoformamide, (1.075) '- {4 - [(4,5-dichloro-1, 3-thiazol-2-yl) oxy] -2,5-dimethylphenyl} -N-ethyl-N-methylimidofonnamide, (1.076) N '- {5-bromo-6 - [(1R) -1- (3,5-difluorophenyl) ethoxy] -2-methylpyridin-3-yl} -N-ethyl-N-methylimidoformamide, (1.077) N'- {5-Bromo-6 - [(1S) -1- (3,5-difluorohexyl) ethoxy] -2-methylpyridin-3-yl} -N-ethyl-N-methylimidoformamide, (1.078) '- 15 - Oro m -6 - [(is -4-isopropylcyclohexyl) oxy] -2-methylpyridin-3-yl} -N-ethyl-methylimidoformamide, (1.079) N '- {5-bromo-6 - [(trans-4 -isopropylcyclohexyl) oxy] -2-methylpyridm-3-yl} -N-ethyl-N-methylimidoformamide, (1080) N , - {5-bromo-6- [1- (3,5-difluorohexyl) ethoxy] - 2-methylpyridin-3-yl} -N-ethyl-N-methylimidoformamide.

2) Inhibitoren der Atmungskette am Komplex I oder II beispielsweise (2.001) Benzovindiflupyr, (2.002) Bixafen, (2.003) Boscaiid, (2.004) Carboxin, (2.005) Fluopyram, (2.006) Flutoianil, (2.007) Fluxapyroxad, (2.008) Furametpyr, (2.009) Isofetamid, (2.010) Isopyrazam (anti-epimeres Enantiomer 1R,4S,9S), (2.01 1) Isopyrazam (anti-epimeres Enantiomer I S.4R.9R ), (2.012) Isopyrazam (anti- epimeres Racemat 1 RS.4SR.9SR). (2.013) Isopyrazam (Mischung des syn-epimeren Razemates 1 RS.4SR. RS und des anti-epimeren Razemates 1RS,4SR,9SR), (2.014) Isopyrazam (syn-epimeres Enantiomer 1R,4S,9R), (2.015) Isopyrazam (syn-epimeres Enantiomer 1 S,4R,9S), (2.016) Isopyrazam (syn-epimeres Racemat 1 RS.4SR.9RS ). (2.017) Penflufen, (2.018) Penthiopyrad, (2.019) Pydiflumetofen, (2.020) Pyraziflumid, (2.021) Sedaxane, (2.022) 1 ,3 -Dimethyl -N-( 1 , 1 ,3-trimethyl-2,3 - dihydro-lH-inden-4-yl)-lH-pyrazoI-4-carboxamid, (2.023) 1 ,3 -Dimethyl-N-[(3R)-1 , 1 ,3 -trimethyl-2,3 - dihydro-lH-inden-4-yl]-lH-pyrazol-4-carboxamid, (2.024) 1 ,3-Dimethyl-N-[(3 S)-l , 1 ,3 -trimethyl-2,3 - dihydro- 1 H-inilen-4-yl J- l H-pyra/ol-4-carboxamid. (2.025) 1 -Methyl-3 -(trifluormethyl)-N-[2'- (trifluormethyl)biphenyl-2-yl]-lH-pyrazol-4-carboxamid, (2.026) 2-Fluor-6-(trifluoromethyl)-N-( 1 ,1,3- trimethyl -2 , 3 -dihydro - 1 H -inden-4 -yl)b enzamid, (2.027) 3 -(Di fluormethyl) - 1 -methyl-N-( 1,1 ,3 -trimethyl- 2.3-di liydro- ! H -i nden -4-yl )- 1 H -pyra/ol -4-carboxamid. (2.028) 3 -(Difluormethyl)- 1 -methyl-N- [(3 R)- 1 , 1 ,3 -trimethyl-2,3 -dihydro-1 H-inden-4-yl] - 1 H-pyrazol-4-carboxamid, (2.029) 3-(Difluormethyl)- 1 - methyl-N-[(3 S)-l , 1 ,3 -trimethyl-2,3 -dihydro- 1 H-inden -4-yl] -1 H-pyrazol-4-carboxamid, (2.030) 3- (Difluormethyl)-N-(7-fluor- 1 , 1 ,3 -trimethyl-2,3 -dihydro- 1 H-inden -4-yl)-l -methyl- 1 H -pyra/ol -4- carboxamid, (2.031) 3-(Difluormethyl)-N-[(3R)-7-fluor-l , 1 ,3 -trimethyl-2,3 -dihydro- 1 H-inden-4-yl] - 1 - methyl- lH-pyrazol-4-carboxamid, (2.032) 3-(Difluoromethyl)-N-[(3S)-7-fluor-l ,l,3-trimethyl-2,3- dihydro- 1 H -im!en-4-yl j - 1 -methyl- 1 H -pyra/ol -4-carboxamid. (2.033) 5,8-Difluor-N-[2-(2-fluor-4-{[4- (trifluormethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amin, (2.034) N-(2-Cyclopentyl-5- fluorbenzyl)-N-cyclopropyl-3-(difluormethyl)-5-fluor- 1 -methyl-1 H-pyrazol-4-carboxamid, (2.035) N- (2-tert-Butyl-5-methylbenzyl)-N-cyciopropyi-3-(difluorm 2) inhibitors of the respiratory chain on complex I or II, for example, (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscaiide, (2.004) carboxin, (2.005) fluopyram, (2.006) flutoianil, (2.007) fluxapyroxad, (2.008) furametpyr , (2.009) isofetamide, (2.010) isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S), (2.01 1) isopyrazam (anti-epimeric enantiomer I S.4R.9R), (2.012) isopyrazam (anti-epimeric racemate 1 RS.4SR.9SR). (2.013) isopyrazam (mixture of syn-epimeric racemate 1 RS.4SR.RS and anti-epimeric racemate 1RS, 4SR, 9SR), (2.014) isopyrazam (syn-epimeric enantiomer 1R, 4S, 9R), (2.015) isopyrazam (syn-epimeric enantiomer 1 S, 4R, 9S), (2.016) isopyrazam (syn-epimeric racemate 1 RS.4SR.9RS). (2.017) pentanes, (2.018) penthiopyrad, (2.019) pydiflumetofen, (2.020) pyrazolium, (2.021) sedaxanes, (2.022) 1, 3-dimethyl-N- (1, 1, 3-trimethyl-2,3-dihydro -lH-inden-4-yl) -lH-pyrazol-4-carboxamide, (2.023) 1, 3-dimethyl-N - [(3R) -1, 1, 3 -trimethyl-2,3-dihydro-1H- inden-4-yl] -1H-pyrazole-4-carboxamide, (2,024) 1,3-dimethyl-N - [(3S) -1,3,3-trimethyl-2,3-dihydro-1H-in-line -4-yl J-l H-pyra / ol-4-carboxamide. (2.025) 1-methyl-3 - (trifluoromethyl) -N- [2'- (trifluoromethyl) biphenyl-2-yl] -1H-pyrazole-4-carboxamide, (2.026) 2-fluoro-6- (trifluoromethyl) - N- (1, 1,3-trimethyl-2,3-dihydro-1H -inden-4-yl) benzamide, (2.027) 3 - (di-fluoromethyl) -1-methyl-N- (1,1, 3-trimethyl-2,3-dihydro-1 H -inden-4-yl) -1 H -pyra-ol-4-carboxamide. (2.028) 3 - (Difluoromethyl) -1-methyl-N- [(3 R) -1,3,3-trimethyl-2,3-dihydro-1H-inden-4-yl] -1 H-pyrazole 4-carboxamide, (2.029) 3- (difluoromethyl) -1-methyl-N - [(3S) -1,3,3-trimethyl-2,3-dihydro-1H-indeno-4-yl] -1 H-pyrazole-4-carboxamide, (2.030) 3- (difluoromethyl) -N- (7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indeno-4-yl) -l - methyl-1H-pyra / ol -4-carboxamide, (2.031) 3- (difluoromethyl) -N - [(3R) -7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H- inden-4-yl] - 1-methyl-1H-pyrazole-4-carboxamide, (2.032) 3- (difluoromethyl) -N - [(3S) -7-fluoro-1,1,1,3-trimethyl-2,3 dihydro-1H-im-4-ylj-1-methyl-1H-pyra / ol -4-carboxamide. (2.033) 5,8-Difluoro-N- [2- (2-fluoro-4 - {[4- (trifluoromethyl) pyridin-2-yl] oxy} phenyl) ethyl] quinazolin-4-amine, (2.034) N- (2-cyclopentyl-5-fluorobenzyl) -N-cyclopropyl-3- (difluoromethyl) -5-fluoro 1-methyl-1H-pyrazole-4-carboxamide, (2.035) N- (2-tert-butyl-5-methylbenzyl) -N-cyciopropyl-3- (difluoromethane

carboxamid, (2.036) N-(2-tert-Butylbenzyl)-N-cyclopropyl-3 -(difluormethyl)-5-fluor- 1 -methyl- 1 H- pyrazol-4-carboxamid, (2.037) N-(5-Chlor-2-ethylbenzyl)-N-cyclopropyl-3-{difluonnethyl)-5-fluor-l - methyl-lH-pyrazol-4-carboxamid, (2.038) N-(5-Chlor-2-isopropylbenzyl)-N-cyclopropyl-3- (difluormethyl)-5-fluor-l -methyl-lH-pyrazol-4 -carboxamid, (2.039) N-[(lR,4S)-9-(Dichlormethylen)- 1 ,2,3 ,4-tetrahydro- 1 ,4-methanonaphthalen-5-yl] -3 -(difluormethyl)-l -methyl-1 H-pyrazol-4-carboxamid, (2.040) N-[(l S,4R)-9-(DicMormethylen)-l ,2,3,4-tetrahydro-l ,4-methanonaphthalen-5-yl]-3- (difluormethyl)-l -methyl-1 H-pyrazol-4 -carboxamid, (2.041) N-[ 1 -(2,4-Dichlorphenyl)-l - methoxypropan-2-yl]-3-(difluormethyl)-l -methyi-lH-pyrazoi-4-carboxamid, (2.042) N-[2-Chlor-6- (trifluormethyl)benzyl]-N-cyclopropyl-3-(difluorme carboxamide, (2.036) N- (2-tert-butylbenzyl) -N-cyclopropyl-3 - (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.037) N- (5- Chloro-2-ethylbenzyl) -N-cyclopropyl-3- {difluoroethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.038) N- (5-chloro-2-isopropylbenzyl) -N- cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.039) N - [(IR, 4S) -9- (dichloromethylene) -1,3,3,4- tetrahydro-1,4-methanonaphthalene-5-yl] -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, (2.040) N - [(1S, 4R) -9- (dicomethylene) -l, 2,3,4-tetrahydro-l, 4-methanonaphthalene-5-yl] -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, (2.041) N- [1 - ( 2,4-dichlorophenyl) -1-methoxypropan-2-yl] -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, (2.042) N- [2-chloro-6- (trifluoromethyl) benzyl ] -N-cyclopropyl-3- (difluorme

(2.043) N-[3-Chlor-2-fluor-6-(trifluormethyl)benzyl]-N-cyclopropyl-3-(difluormethyl)-5-fluor-l - methyl-lH-pyrazol-4-carboxamid, (2.044) N-[5-Chlor-2-(trifluormethyl)benzyl]-N-cyclopropyl-3- (difluormethyl)-5-fluor-l -methyl-l H-pyrazol-4-carboxamid, (2.045) N-Cyclopropyl-3 -(difluormethyl)- 5-fluor-l -methyl-N-[5-methyl-2-(trifluormethyl)benz} ]-lH-pyi-azol-4-carboxamid, (2.046) N- Cyclopropyl-3-(difluormethyl)-5-fluor-N-(2-fluor-6-isopropylbenzyl)-l -methyl-1 H-pyrazol -4- carboxamid, (2.047) N-Cyclopropyl-3 -(difluormethyl)-5-fluor-N-(2-isopropyl-5 -methylbenzyl)- 1 - methyl- lH-pyrazol-4-carboxamid, (2.048) N-Cyclopropyl-3 -(difluormethyl)-5 -fluor-N-(2- isopropylbenzyl)-l -methyl- 1 H-pyrazol -4-carbothioamid, (2.049) N-Cyclopropyl-3 -(difluoromethy l)-5- fluor-N-(2-isopropylbenzyl)-l -methyl-1 H-pyrazol-4-carboxamid, (2.050) N-Cyciopropyl-3- (difluormethyl)-5-fluor-N-(5-fluor-2-isopropylbenzyl)- 1 -methyl- 1 H-pyrazol-4-carboxamid. (2.051) N- Cyclopropyl-3-(difluormethyi)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluor-l -methyl-lH-pyrazol-4- carboxamid, (2.052) N-Cyciopropyl-3-(difluormethyl)-N-(2-ethyl-5-fluorbenzyl)-5-fluor-l -methyl-lH- pyrazol-4-carboxamid, (2.053) N-Cyclopropyl-3-(difluormethyl)-N-(2-ethyi-5-methyibenzyl)-5-fluor-l - methyl- lH-pyi_azoie-4-carboxamid, (2.054) N-Cyclopropyl-N-(2-cyclopropyl-5-fluorbenzyl)-3- ( il i fl normet hyl )-5 - tl nor- 1 -met liy 1 - 1 H -pyra/ol -4-carboxamid. (2.055) N-Cyclopropyl-N-(2-cyclopropyl- 5 -methylbenzyl)-3 -(difluormethyl)-5 -fluor- 1 -methyl- 1 H -pyra/ol e-4-carboxamid. (2.056) N- Cyclopropyl-N-(2-cyclopropylbenzyl)-3 -(difluormethyl)-5-fluor- 1 -methyl- 1 H-pyrazole-4-carboxamid. 3) Inhibitoren der Atmungskette am Komplex I I I . beispielsweise (3.001) Ametoctradin, (3.002) Amisulbrom, (3.003) Azoxystrobin, (3.004) Coumethoxystrobin, (3.005) Coumoxystrobin, (3.006) Cyazofamid, (3.007) Dimoxystrobin, (3.008) Enoxastrobin, (3.009) Famoxadon, (3.010) Fenamidon, (3.011) Flufenoxystrobin, (3.012) Fluoxastrobin, (3.013) Kresoxim-Methyl, (3.014) Metominostrobin, (3.015) Orysastrobin, (3.016) Picoxystrobin, (3.017) Pyraclostrobin, (3.018) Pyrametostrobin, (3.019) Pyraoxystrobin, (3.020) Trifloxystrobin (3.021) (2E)-2-{2-[( {[(lE)-l -(3-{[(E)-l -Fluor-2- phenylvinyl]oxy}phenyl)ethyliden]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamid, (3.022) (2E,3Z)-5-{[l -(4-Ch^henyl)-lH-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3- enamid, (3.023) (2R)-2-{2-[(2,5-Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamid, (3.024) (2S)-2-{2-[(2,5-Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamid, (3.025) (3S,6S,7R,8R)-8-Benzyl-3-[( {3-[(isobutyryloxy)methoxy]-4-^ (2.043) N- [3-Chloro-2-fluoro-6- (trifluoromethyl) benzyl] -N-cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.044 ) N- [5-chloro-2- (trifluoromethyl) benzyl] -N-cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045) N-cyclopropyl 3 - (difluoromethyl) -5-fluoro-1-methyl-N- [5-methyl-2- (trifluoromethyl) benz}] - 1H-pyrazole-4-carboxamide, (2.046) N-cyclopropyl-3- ( difluoromethyl) -5-fluoro-N- (2-fluoro-6-isopropylbenzyl) -l-methyl-1H-pyrazole-4-carboxamide, (2.047) N-cyclopropyl-3 - (difluoromethyl) -5-fluoro-N - (2-isopropyl-5-methylbenzyl) -1-methyl-1H-pyrazole-4-carboxamide, (2,048) N-cyclopropyl-3 - (difluoromethyl) -5-fluoro-N- (2-isopropylbenzyl) -1 - methyl-1H-pyrazole-4-carbothioamide, (2.049) N-cyclopropyl-3 - (difluoromethyl) -5-fluoro-N- (2-isopropylbenzyl) -1-methyl-1H-pyrazole-4-carboxamide, (2,050) N-Cyciopropyl-3- (difluoromethyl) -5-fluoro-N- (5-fluoro-2-isopropylbenzyl) -1-methyl-1H-pyrazole-4-carboxamide. (2.051) N-Cyclopropyl-3- (difluoromethyl) -N- (2-ethyl-4,5-dimethylbenzyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.052) N-Cyciopropyl 3- (difluoromethyl) -N- (2-ethyl-5-fluorobenzyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.053) N-cyclopropyl-3- (difluoromethyl) -N- ( 2-ethyl-5-methyibenzyl) -5-fluoro-l - methyl-lH-pyi _ azoie-4-carboxamide, (2054) N-cyclopropyl-N- (2-cyclopropyl-5-fluorobenzyl) -3- (il i fl normalyl) -5-tl nor-1-methyl-1-1H-pyra / ol -4-carboxamide. (2.055) N-Cyclopropyl-N- (2-cyclopropyl-5-methylbenzyl) -3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazol e-4-carboxamide. (2.056) N-Cyclopropyl-N- (2-cyclopropylbenzyl) -3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide. 3) respiratory chain inhibitors on complex III. for example, (3.001) ametoctradine, (3.002) amisulbromo, (3.003) azoxystrobin, (3.004) coumethoxystrobin, (3.005) coumoxystrobin, (3.006) cyazofamide, (3.007) dimoxystrobin, (3.008) enoxastrobin, (3.009) famoxadone, (3.010) fenamidone , (3.011) flufenoxystrobin, (3.012) fluoxastrobin, (3.013) kresoxim-methyl, (3.014) metominostrobin, (3.015) orysastrobin, (3.016) picoxystrobin, (3.017) pyraclostrobin, (3.018) pyrametostrobin, (3.019) pyraoxystrobin, (3.020 ) Trifloxystrobin (3.021) (2E) -2- {2 - [({[(IE) -l- (3 - {[(E) -1-fluoro-2-phenylvinyl] oxy} phenyl) ethylidene] amino} oxy ) methyl] phenyl} -2- (methoxyimino) -N-methylacetamide, (3.022) (2E, 3Z) -5 - {[1- (4-chloro-1-yl) -lH-pyrazol-3-yl] oxy} - 2- (methoxyimino) -N, 3-dimethylpent-3-enamide, (3.023) (2R) -2- {2 - [(2,5-dimethylphenoxy) methyl] phenyl} -2-methoxy-N-methylacetamide, (3.024) (2S) -2- {2 - [(2,5-dimethylphenoxy) methyl] phenyl} -2-methoxy-N-methylacetamide, (3.025) (3S, 6S, 7R, 8R) -8-benzyl 3 - [({3 - [(isobutyryloxy) methoxy] -4- ^

methyi -4,9-dioxo-l,5 -dioxonan-7-yl -2 -methylpropanoat, (3.026) 2-{2-[(2,5- Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamid, (3.027) N-(3-EthyI-3,5,5- trimethylcyclohexyl)-3-formamido-2-hydroxybenzamid, (3.028) (2E,3Z)-5-{[l -(4-Chlor-2-fluorphenyl)-methyl-4,9-dioxo-1,1,5-dioxonan-7-yl-2-methylpropanoate, (3.026) 2- {2 - [(2,5-dimethylphenoxy) methyl] phenyl} -2-methoxy-N-methylacetamide , (3.027) N- (3-ethyl-3,5,5-trimethylcyclohexyl) -3-formamido-2-hydroxybenzamide, (3.028) (2E, 3Z) -5 - {[1- (4-chloro-2-) fluorophenyl) -

1 H-pyrazol-3 -yl]oxy} -2-(methoxyimino)-N,3 -dimethylpent-3 -enamid. 1 H -pyrazol-3-yl] oxy} -2- (methoxyimino) -N, 3-dimethylpent-3-enamide.

4) Inhibitoren der Mitose und Zellteilung, beispielsweise (4.001) Carbendazim, (4.002) Diethofencarb, (4.003) Ethaboxam, (4.004) Fluopicolid, (4.005) Pencycuron, (4.006) Thiabendazol, (4.007) Thiophanat-Methyl, (4.008) Zoxamid, , (4.009) 3-Chlor-4-(2,6-difluorphenyl)-6-methyl-5- phenylpyridazin, (4.010) 3-Chlor-5-(4-chlorphenyl)-4-(2,6-difluorphenyl)-6-methylpyridazin, (4.01 1) 3- Chlor-5-(6-chloφyridin-3-yί)-6-methyl-4-(2,4,6 rifluoφhenyl)pyridazin, (4.012) 4 -( 2 -Brom -4 - fluoφhenyl)- -(2,6-difluol"phenyi)-l ,3-dimethyl-lH-pyrazol-5-amin, (4.013) 4-(2-Brom-4- fluorplK iyl )-N-( 2-brom-6-fluorphenyl )- i ,3- liniet!iyI- 1 H-pyra/ol-5-ami n, (4.014) 4-( 2-Brom-4- fluorphenyl )-N-( 2-bromphenyl )- 1 ,3-dimcthyl- 1 H-pyrazol-5-amin. (4.015) 4 - ( 2 - B r m -4 - fl u rp h e n y 1 ) - N - ( 2-chlor-6-fluorphenyl )- 1.3 -di nie! hyl- 1 H -pyrazol -5 -ami n. (4.016) 4-( 2-Broin-4-fluorphenyl )-N-( 2- chlorphenyl )- 1 ,3-di methyi - 1 H -pyrazol -5-aniin. (4.017) 4-( 2-Bro!n-4-fluorphenyl )-N-( 2-niiorphenyl )- l ,3-dimethyl-lH-pyrazol-5-amin, (4.018) 4-( 2-C !ilor-4-tluorphenyl )- -( 2.6-di fluorphenyl )- 1.3- diiTiethyl- 1 H-pyra/ol-5-amin, (4.019) 4-( 2-Ch]or-4-t1uorphenyl )- -( 2-chlor-6-nuorphenyl )- ] .3- dimethyi-lH-pyrazol-5-amin, (4.020) 4-( 2-Ch!or-4-tluorpheny! )-N-( 2-chlorphenyl )- 1 ,3-di methyi- 1 H- pyrazol-5-amin, (4.021) 4-( 2-Chlor-4-fluorpheny! )-N-( 2-fluorphenyl )- l ,3-di metliyl- 1 H-pyrazol-5-amin, (4.022) 4-(4-Chlo henyl)-5-(2,6-difluo henyl)-3,6-dimethylpyridazin, (4.023) N-( 2-Brom-6- lli!orphenyl )-4-( 2-chlor-4-tluorphenyl )- l ,3-dimethyl- l H -pyrazol -5 -amin, (4.024) N-(2-Bromphenyl)-4- (2-chlor-4-fluorphenyl)- 1 ,3 -dimethyl- 1 H -pyrazol -5 -amin, (4.025) N-( 4-('hlor-2.6-di tluorphenyl )-4-( 2- chlor-4 -fluorphenyl ) - 1 ,3 -dimethyl- 1 H -pyrazol -5 -amin . 5) Verbindungen mit Befähigung zu Multisite-Aktivität, beispielsweise (5.001) Bordeauxmischung, (5.002) Captafol, (5.003) Captan, (5.004) Chlorthalonil, (5.005) Kupferhydroxid, (5.006) Kupfemaphthenat, (5.007) Kupferoxid, (5.008) Kupferoxychiorid, (5.009) Kupfer(2+)-sulfat, (5.010) Dithianon. (5.011) Dodin. (5.012) Folpet, (5.013) Mancozeb, (5.014) Maneb, (5.015) Metiram, (5.016) Zinkmetiram, (5.017) Kupfer-Oxin, (5.018) Propineb, (5.019) Schwefel und Schwefelzubereitungen einschließlich Calciumpolysulfid, (5.020) Thiram, (5.021) Zineb, (5.022) Ziram. 4) inhibitors of mitosis and cell division, for example (4,001) carbendazim, (4,002) diethofencarb, (4,003) ethaboxam, (4,004) fluopicolide, (4,005) pencycuron, (4,006) thiabendazole, (4,007) thiophanate-methyl, (4,008) zoxamide , (4.009) 3-Chloro-4- (2,6-difluorophenyl) -6-methyl-5-phenylpyridazine, (4.010) 3-chloro-5- (4-chlorophenyl) -4- (2,6-difluorophenyl ) -6-methylpyridazine, (4.01 1) 3-chloro-5- (6-chloropyridin-3-yl) -6-methyl-4- (2,4,6-trifluorophenyl) pyridazine, (4,012) 4 - (2 - Bromine -4-fluorophenyl) - - (2,6-difluol-phenyi) -l, 3-dimethyl-1H-pyrazol-5-amine, (4.013) 4- (2-bromo-4-fluoropKyl) -N- (2-bromo-6-fluoro-phenyl) -i, 3-linealkyl-1H-pyra-ol-5-amino, (4,014) 4- (2-bromo-4-fluoro-phenyl) -N- (2) bromophenyl) - 1, 3-dimcthyl-1H-pyrazol-5-amine (4.015) 4 - (2-fluoro-4-fluorophenyl) 1 - N - (2-chloro-6-fluorophenyl) - 1.3 -di-1-ylyl-1H-pyrazole-5-diamine (4.016) 4- (2-bromo-4-fluorophenyl) -N- (2-chlorophenyl) -1,3-di-methyl-1H - pyrazole -5-aniine. (4.017) 4- (2-bromo-n-4-fluorophenyl) -N- (2-niiorphenyl) -1,3-dimethyl-1H-pyrazol-5-amine, (4.018) 4- (2-chloro-4-fluorophenyl) - - (2,6-di-fluorophenyl) - 1.3- di-ethyl-1H-pyra-ol-5-amine, (4.019) 4- (2-chloro-4-t-fluorophenyl) - - (2-chloro-6-nuorphenyl) -] .3-dimethyl-1H-pyrazole -5-amine, (4.020) 4- (2-chloro-or-4-fluorophenyl! ) -N- (2-chlorophenyl) -1,3-di-methyl-1H-pyrazol-5-amine, (4.021) 4- (2-chloro-4-fluorophenyl) -N- (2-fluorophenyl) - l, 3-di-methyl-1H-pyrazol-5-amine, (4.022) 4- (4-chlorohexyl) -5- (2,6-difluorohexyl) -3,6-dimethylpyridazine, (4,023) N- (2-bromo-6-iso-phenyl) -4- (2-chloro-4-fluorophenyl) -1,3-dimethyl-1H-pyrazole-5-amine, (4,024) N- (2-bromophenyl) - 4- (2-chloro-4-fluorophenyl) -1,3-dimethyl-1H-pyrazole-5-amine, (4,025) N- (4- ( ' chloro-2,6-di-fluorophenyl) -4- (2- chloro-4-fluorophenyl) -1,3-dimethyl-1H-pyrazole-5-amine 5) Compounds capable of multisite activity, for example (5.001) Bordeaux mixture, (5.002) captafol, (5.003) captan, (5.004 ) Chlorothalonil, (5.005) copper hydroxide, (5.006) copper naphthenate, (5.007) copper oxide, (5.008) copper oxychloride, (5.009) copper (2 +) sulphate, (5.010) dithianon. (5.011) Dodin. (5.012) Folpet, (5.013) Mancozeb, (5.014) Maneb, (5.015) Metiram, (5.016) Zincmetiram, (5.017) Copper-oxine, (5.018) Propineb, (5.019) Sulfur and sulfur compounds including calcium polysulfide, (5.020) Thiram , (5.021) Zineb, (5.022) Ziram.

6) Verbindungen, die zum Auslösen einer Wirtsabwehr befähigt sind, beispielsweise (6.001) Acibenzolar-S-Methyl, (6.002) Isotianil, (6.003) Probenazol, (6.004) Tiadinil. 6) Compounds capable of inducing host defense, for example, (6.001) acibenzolar-S-methyl, (6.002) isotianil, (6.003) probenazole, (6.004) tiadinil.

7) Inhibitoren der Aminosäure- und/oder Protein-Biosynthese, beispielsweise (7.001) Cyprodinil, (7.002) Kasugamycin, (7.003) Kasugamycinhydrochlorid-hydrat, (7.004) Oxytetracyclin (7.005) Pyrimethanil, (7.006) 3-(5-Fluor-3,3,4,4-tetramethyl-3,4-dihydroisochinolin-l -yl)chinolin. 8) Inhibitoren der ATP-Produktion, beispielsweise (8.001) Siltbiofam. 7) inhibitors of amino acid and / or protein biosynthesis, for example, (7,001) cyprodinil, (7,002) kasugamycin, (7,003) kasugamycin hydrochloride hydrate, (7,004) oxytetracycline (7,005) pyrimethanil, (7,006) 3- (5-fluoro) 3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) quinoline. 8) inhibitors of ATP production, for example (8,001) siltbiofam.

9) Inhibitoren der Zellwandsynthese, beispielsweise (9.001) Benthiavalicarb, (9.002) Dimethomorph, (9.003) Flumorph, (9.004) Iprovalicarb, (9.005) Mandipropamid, (9.006) Pyrimorph. (9.007) Valifenalat, (9.008) (2E)-3-(4-tert.-Butylphenyl)-3-(2-chlo yridin-4-yl)-l-(mo holin-4-yl)prop-2-en- 1-on, (9.009) (2Z)-3-(4-tert.-Butylphenyl)-3-(2-chlo yridin-4-yl)-l-(mo holin-4-yl)prop-2-en-l-on. 9) inhibitors of cell wall synthesis, for example (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mandipropamide, (9.006) pyrimorph. (9.007) Valifenalate, (9.008) (2E) -3- (4-tert-butylphenyl) -3- (2-chloro-4-yl) -1- (mo- holin-4-yl) prop-2- en-1-one, (9.009) (2Z) -3- (4-tert-butylphenyl) -3- (2-chloro-4-yl) -1- (mo- holin-4-yl) prop-2 -en-l-one.

10) Inhibitoren der Lipid- und Membran-Synthese, beispielsweise (10.001) Propamocarb, (10.002) Propamocarbhydrochlorid, (10.003) Tolclofos-Methyl. 10) Inhibitors of lipid and membrane synthesis, for example (10,001) propamocarb, (10,002) propamocarb hydrochloride, (10,003) tolclofos-methyl.

11) Inhibitoren der Melanin-Biosynthese, beispielsweise (11.001) Tricyclazol, (11.002) 2,2,2- Trifluorethyl- {3-methyl-l -[(4-methylbenzoyl)amino]butan-2-yl } carbamat. 12) Inhibitoren der Nukleinsäuresynthese, beispielsweise (12.001) Benalaxyl, (12.002) Benalaxyi-M (Kiralaxyl), (12.003) Metalaxyl, (12.004) Metaiaxyl-M (Mefenoxam). 11) Inhibitors of melanin biosynthesis, for example (11.001) tricyclazole, (11.002) 2,2,2-trifluoroethyl {3-methyl-1 - [(4-methylbenzoyl) amino] butan-2-yl} carbamate. 12) inhibitors of nucleic acid synthesis, for example (12.001) benalaxyl, (12.002) benalaxyi-M (kiralaxyl), (12.003) metalaxyl, (12.004) metaiaxyl-M (mefenoxam).

13) Inhibitoren der Signaltransduktion, beispielsweise (13.001) Fludioxonil, (13.002) Iprodion, (13.003) Procymidon, (13.004) Proquinazid, (13.005) Quinoxyfen, (13.006) Vinclozolin. 13) inhibitors of signal transduction, for example (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazide, (13.005) quinoxyfen, (13.006) vinclozolin.

14) Verbindungen, die als Entkoppler wirken können, beispielsweise (14.001) Fluazinam, (14.002) Meptyldinocap. 14) compounds which may act as decouplers, for example (14.001) fluazinam, (14.002) meptyldinocap.

15) Weitere Verbindungen, beispielsweise (15.001) Abscisinsäure, (15.002) Benthiazol, (15.003) Bethoxazin, (15.004) Capsimycin, (15.005) Carvon, (15.006) Chinomethionat, (15.007) Cufraneb, (15.008) Cyflufenamid, (15.009) Cymoxanil, (15.010) Cyprosulfamid, (15.011) Flutianil, (15.012) Fosetyl-Aluminium, (15.013) Fosetyl-Calcium, (15.014) Fosetyl -Natrium, (15.015) Methylisothiocyanat, (15.016) Metrafenon, (15.017) Mildiomycin, (15.018) Natamycin, (15.019) Nickel-Dimethyldithiocarbamat, (15.020) Nitrothal-Isopropyl, (15.021) Oxamocarb, (15.022) Oxathiapiproiin, (15.023) Oxyfenthiin, (15.024) Pentach!orphenol und Salze, (15.025) Phosphonsäure und deren Salze, (15.026) Propamocarb-fosetylat, (15.027) Pyriofenone (Chlazafenone) (15.028) Tebufloquin, (15.029) Tecloftalam, (15.030) Tolnifanide, (15.031) l-(4-{4-[(5R)-5-(2,6-Difluorphenyl)- 4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yi}piperidin-l-yi)-2-[5-methyl-3-(trifluomethyi)-lH pyrazol-l-yl]ethanon, (15.032) 1 -(4- :4-[(5S)-5-(2.6-Ditluorphenyl )-4.5-dihydro-l .2H)xazol-3-yrj- l ,3- thiazol -2 -yl } pip eridin- 1 -yl) -2 - [ 5 -methyl -3 -(trifluormethyl) - 1 H -pyrazol - 1 -yljethanon, (15.033) 2-(6- Benzylpyridin-2-yl)quinazolin, (15.034) 2,6-Dimethyi-lH,5H-[l,4]dithiino[2,3-c:5,6-c']dipyrrol- l,3,5,7(2H,6H)-tetron, (15.035) 2-[3,5-Bis(difluormethyl)-lH-pyrazol-l-yi]-l-[4-(4-{5-[2-(prop-2-in-l- yloxy)phenyl] -4,5-dihydro- 1 ,2-oxazol-3 -yl} - 1 ,3 -thiazol-2-yl)piperidin- 1 -yljethanon, (15.036) 2-[3,5- Bis(difluormethyl)-lH-pyrazol-l -yl]-l -[4-(4-{5-[2-chlor-6-(prop-2-in-l -yloxy)phenyl]-4,5-dihydro-l ,2- oxazol-3 -yl } -1 ,3 -thiazol-2-yl)piperidin- 1 -yl] ethanon, (15.037) 2 -[ .5 -Iii s( il i tliiormet hy 1 )- 1 H -py ra/ol - 1 - yl] - 1 -[4-(4- {5-[2-fluor-6-(prop-2-in-l -yloxy)phenyl]-4,5-dihydro-l ,2-oxazoi-3-yl}-l ,3-thiazol-2- yl)piperidin- 1 -yl] ethanon, (15.038) 2-[6-(3-Fluor-4-methoxyphenyi)-5-methylpyridin-2-yl]quinazolin, (15.039) 2-{(5R)-3-[2-(l-{[3,5-Bis(difluormethyl)-lH-py^ 15) Further compounds, for example (15.001) abscisic acid, (15.002) benthiazole, (15.003) bethoxazine, (15.004) capsimycin, (15.005) carvone, (15.006) quinomethionate, (15.007) Cufraneb, (15.008) cyflufenamid, (15.009) cymoxanil , (15,010) cyprosulfamide, (15,011) flutianil, (15,012) fosetyl-aluminum, (15,013) fosetyl-calcium, (15,014) fosetyl-sodium, (15,015) methylisothiocyanate, (15,016) metrafenone, (15,017) mildiomycin, (15,018) Natamycin, (15.019) nickel dimethyldithiocarbamate, (15.020) nitrothal isopropyl, (15.021) oxamocarb, (15.022) oxathiapiproiin, (15.023) oxyfenthiine, (15.024) pentachlorophenol and salts, (15.025) phosphonic acid and its salts, (15.026 ) Propamocarb-fosetylate, (15.027) Pyriofenone (Chlazafenone) (15.028) Tebufloquine, (15.029) Tecloftalam, (15.030) Tolnifanide, (15.031) 1- (4- {4 - [(5R) -5- (2,6- Difluorophenyl) - 4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2-yl} piperidin-1-yl) -2- [5-methyl-3- (trifluoromethyl) - 1H-pyrazol-1-yl] ethanone, (15.032) 1 - (4-: 4 - [(5S) -5- (2.6-dit uorphenyl) -4,5-dihydro-l .2H) xazol-3-yl-1-l, 3-thiazole-2-yl} piperidine-1-yl) -2- [5-methyl-3 - (trifluoromethyl) -1H pyrazole - 1 -yl-1-ethanone, (15.033) 2- (6-benzylpyridin-2-yl) quinazoline, (15.034) 2,6-dimethyl-1H, 5H- [1,4] dithiino [2,3-c: 5 , 6-c '] dipyrrolo, 3,5,7 (2H, 6H) -tetrone, (15,035) 2- [3,5-bis (difluoromethyl) -1H-pyrazol-1-yl] -1- [ 4- (4- {5- [2- (prop-2-yn-1-yloxy) phenyl] -4,5-dihydro-1,2-oxazol-3-yl} -1,3-thiazole-2- yl) piperidine-1-yl-ylanone, (15.036) 2- [3,5-bis (difluoromethyl) -1H-pyrazol-1-yl] -1 - [4- (4- {5- [2-chloro-6- (prop-2-yn-1-yloxy) phenyl] -4,5-dihydro-l, 2-oxazol-3-yl-1, 3-thiazol-2-yl) -piperidine-1-yl] ethanone, 15.037) 2 - [.5 -Iii s (il tliiormet hy 1) - 1 H -py ra / ol - 1 - yl] - 1 - [4- (4- {5- [2-fluoro-6- ( prop-2-yn-1-ylxy) phenyl] -4,5-dihydro-1,2-oxazol-3-yl} -1,3-thiazol-2-yl) piperidin-1-yl] ethanone, (15.038 2- [6- (3-fluoro-4-methoxyphenyl) -5-methylpyridin-2-yl] quinazoline, (15.039) 2 - {(5R) -3- [2- (1 - {[3,5-bis (difluoromethyl) -LH-py]

vi]-4.5-dihyi!ro- l .2-oxa/ol-5-yl | -3-chlorphenyl methanesulfonat, (15.040) 2-{(5S)-3-[2-(l-{[3,5-vi] -4.5-dihydrofluoro-2-oxa / ol-5-yl | 3-chlorophenyl methanesulfonate, (15.040) 2 - {(5S) -3- [2- (1 - {[3,5-

Bis(difluormethyl)-lH-pyrazol-l-yl]acetyl}piperidin-4-yi)-l,3 hiazol-4 Bis (difluoromethyl) -1H-pyrazol-1-yl] acetyl} piperidin-4-yl) -1,3-hiazole-4

yl ; -3-chlorphenyl methanesulfonat, (15.041) 2-{2-[(7,8-Difluor-2-methylquinolin-3-yl)oxy]-6- fluorphenyl}propan-2-ol, (15.042) 2-{2-Fluor-6-[(8-fluor-2-methylquinolin-3-yl)oxy]phenyl}propan-2- ol, (15.043) 2- {3 -[2-( 1 - { [3 ,5-Bis(difluormethyl)-l H-pyrazol-1 -yl]acetyl}piperidin-4-yl)- 1 ,3 -thiazol-4- yl]-4,5-dihydro-l,2-oxazol-5-yl}-3-ch^henyl-methansulfonat, (15.044) 2-{3-[2-(l-{[3,5-yl; 3-chlorophenyl methanesulfonate, (15,041) 2- {2 - [(7,8-Difluoro-2-methylquinolin-3-yl) oxy] -6-fluorophenyl} -propan-2-ol, (15.042) 2- {2 -Fluoro-6 - [(8-fluoro-2-methylquinolin-3-yl) oxy] phenyl} propan-2-ol, (15.043) 2- {3 - [2- (1 - {[3, 5-Bis (difluoromethyl) -1H-pyrazol-1-yl] acetyl} piperidin-4-yl) -1,3-thiazol-4-yl] -4,5-dihydro-1,2-oxazol-5-yl} - 3-chloro-methanesulfonate, (15.044) 2- {3- [2- (1 - {[3,5-

Bis(difluormethyl)-lH-pyrazol-l-yl]acetyl}piper^ Bis (difluoromethyl) -lH-pyrazol-l-yl] acetyl} piper ^

yljphenyl methanesulfonat, (15.045) 2-Phenylphenol und deren Salze, (15.046) 3 -( 4.4. -Tri fl uor-3. - dimethyl-3 ,4-dihydroisoquinolin- 1 -yl)quinolin, (15.047) 3-(4,4-Difluor-3,3-dimethyl-3,4- dihydroisoquinolin-1 -yl)quinolin, (15.048) 4-Amino-5-fliH>rpyrimidin-2-ol (Tautomere Form: 4-Amino-

Figure imgf000059_0001
(15.049) 4-Oxo-4-[(2-phenylethyl)amino]buttersäure, (15.050) 5-Amino- l,3,4-thiadiazol-2-thiol, (15.051) 5-Chlor-N'-phenyl-N'-(prop-2-yn- 1 -yl)thiophen-2-sulfonohydrazid, (15.052) 5-Fluor-2-[(4-fluorbenzyl)oxy]pyrimidin-4-amin, (15.053) 5-Fluor-2-[(4- methylbenzyl)oxy]pyrimidin-4-amin, (15.054) 9-Fluor-2,2-dimethyi-5-(quinoiin-3-yi)-2,3-dihydro-l,4- benzoxazepin, (15.055) But-3-yn- 1 -yl {6-[( { [(Z)-( 1 -methyl- 1 H-tetrazol-5- yl)(phenyl)methylen]amino }oxy)methyl]pyridin-2-yl } carbamat, (15.056) Ethyl (2Z)-3-amino-2-cyano- 3-phenylacrylat, (15.057) Phenazin-l-earbonsäure, (15.058) Propyl 3 ,4,5-trihydroxybenzoat, (15.059) Quinolin-8-ol, (15.060) Quinolin-8-οί sulfat (2:1), (15.061) tert-Butyl {6-[({[(l-methyl-lH-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl} carbamat. ylphenyl methanesulfonate, (15.045) 2-phenylphenol and its salts, (15.046) 3 - (4.4-trifluoro-3-dimethyl-3,4-dihydroisoquinolin- 1-yl) quinoline, (15.047) 3- (4 , 4-Difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline, (15.048) 4-amino-5-fluoro-pyrimidin-2-ol (Tautomeric form: 4-amino
Figure imgf000059_0001
(15.049) 4-Oxo-4 - [(2-phenylethyl) amino] butyric acid, (15.050) 5-amino-1, 3,4-thiadiazole-2-thiol, (15,051) 5-chloro-N'-phenyl- N '- (prop-2-yn-1-yl) -thiophene-2-sulfonohydrazide, (15.052) 5-fluoro-2 - [(4-fluorobenzyl) oxy] pyrimidin-4-amine, (15.053) 5-fluoro 2 - [(4-methylbenzyl) oxy] pyrimidin-4-amine, (15.054) 9-Fluoro-2,2-dimethyl-5- (quinoiin-3-yl) -2,3-dihydro-1,4-benzoxazepine , (15.055) But-3-yn-1-yl {6 - [({[(Z) - (1-methyl-1H-tetrazol-5-yl) (phenyl) methylene] amino} oxy) methyl] pyridine -2-yl} carbamate, (15.056) ethyl (2Z) -3-amino-2-cyano-3-phenylacrylate, (15.057) phenazine-1-earbonic acid, (15.058) propyl 3, 4,5-trihydroxybenzoate, (15,059 ) Quinolin-8-ol, (15.060) Quinolin-8-o-sulfate (2: 1), (15.061) tert -Butyl {6 - [({[(1-methyl-1H-tetrazol-5-yl) (phenyl ) methylene] amino} oxy) methyl] pyridin-2-yl} carbamate.

Biologische Schädlingsbekämpfungsmittel als Mischungskomponenten Biological pesticides as mixture components

Die Verbindungen der Formel (I) können mit biologischen S chädlingsb ekämp fungsmittem kombiniert werden. The compounds of formula (I) may be combined with biological chelating agents.

Biologische S chädlmgsb ekämp fungsmittel umfassen insbesondere Bakterien, Pilze, Hefen, Pflanzenextrakte und solche Produkte, die von Mikroorganismen gebildet wurden inklusive Proteine und sekundäre Stoffwechselprodukte. In particular, biological control agents include bacteria, fungi, yeasts, plant extracts and those products formed by microorganisms including proteins and secondary metabolites.

Biologische S chädlingsb ekämp fungsmittel umfassen Bakterien wie sporenbildende Bakterien, wurzelbesiedelnde Bakterien und Bakterien, die als biologische Insektizide, Fungizide oder Nematizide wirken. Beispiele für solche Bakterien, die als biologische Schädlingsbekämpfungsmittel eingesetzt werden bzw. verwendet werden können, sind: Biological damage control agents include bacteria such as spore-forming bacteria, root-colonizing bacteria and bacteria which act as biological insecticides, fungicides or nematicides. Examples of such bacteria which can be used as biological pesticides are:

Bacillus amyloliquefaciens, Stamm FZB42 (DSM 231179), oder Bacillus cereus, insbesondere B. cereus Stamm CNCM l- l 562 oder Bacillus firmus, Stamm 1-1582 (Accession number CNCM 1-1582) oder Bacillus pumilus, insbesondere Stamm GB34 (Accession No. ATCC 700814) und Stamm QST2808 (Accession No. NRRL B-30087), oder Bacillus subtilis, insbesondere Stamm GB03 (Accession No. ATCC SD- 1397), oder Bacillus subtilis Stamm QST713 (Accession No. NRRL B-21661) oder Bacillus subtilis Stamm OST 30002 (Accession No. NRRL B-50421), Bacillus thuringiensis, insbesondere B. thuringiensis Subspezies israelensis (Serotyp H-14), Stamm AM65-52 (Accession No. ATCC 1276), oder B. thuringiensis subsp. aizawai, insbesondere Stamm ABTS-1857 (SD-1372), oder B. thuringiensis subsp. kurstaki Stamm HD-1 , oder B. thuringiensis subsp. tenebrionis Stamm NB 176 (SD-5428), Pasteuria penetrans, Pasteuria spp. (Rotylenchulus reniformis nematode)-PR3 (Accession Number ATCC SD-5834), Streptomyces microflavus Stamm AQ6121 (= QRD 31.013, NRRL B-50550), Streptomyces galbus Stamm AQ 6047 (Acession Number NRRL 30232). Bacillus amyloliquefaciens, strain FZB42 (DSM 231179), or Bacillus cereus, in particular B. cereus strain CNCM l-1 562 or Bacillus firmus, strain 1-1582 (Accession number CNCM 1-1582) or Bacillus pumilus, in particular strain GB34 (Accession No ATCC 700814) and strain QST2808 (Accession No. NRRL B-30087), or Bacillus subtilis, in particular strain GB03 (Accession no. ATCC SD-1397), or Bacillus subtilis strain QST713 (Accession No. NRRL B-21661) or Bacillus subtilis strain OST 30002 (Accession No. NRRL B-50421), Bacillus thuringiensis, in particular B. thuringiensis subspecies israelensis (Serotype H-14 ), Strain AM65-52 (Accession No. ATCC 1276), or B. thuringiensis subsp. aizawai, in particular strain ABTS-1857 (SD-1372), or B. thuringiensis subsp. kurstaki strain HD-1, or B. thuringiensis subsp. tenebrionis strain NB 176 (SD-5428), Pasteuria penetrans, Pasteuria spp. (Rotylenchulus reniformis nematode) -PR3 (Accession Number ATCC SD-5834), Streptomyces microflavus strain AQ6121 (= QRD 31.013, NRRL B-50550), Streptomyces galbus strain AQ 6047 (Accession Number NRRL 30232).

Beispiele für Pilze und Hefen, die als biologische S chädlingsb ekämp fungsmittel eingesetzt werden bzw. verwendet werden können, sind: Examples of fungi and yeasts which can be used or used as biological chelating agents are:

Beauveria bassiana, insbesondere Stamm ATCC 74040, Coniothyrium minitans, insbesondere Stamm CON/M/91 -8 (Accession No. DSM -9660 ). Lecanicillium spp., insbesondere Stamm U RO LEC 12, Lecanicillium lecanii (ehemals bekannt als Verticillium lecanii), insbesondere Stamm KV01,Beauveria bassiana, especially strain ATCC 74040, coniothyrium minitans, especially strain CON / M / 91 -8 (Accession No. DSM -9660). Lecanicillium spp., In particular strain U RO LEC 12, Lecanicillium lecanii (formerly known as Verticillium lecanii), in particular strain KV01,

Metarhizium anisopliae, insbesondere Stamm F52 (DSM3884/ ATCC 90448), Metschnikowia fructicola, insbesondere Stamm NRRL Y-30752, Paecilomyces fumosoroseus (neu: Isaria fumosorosea), insbesondere Stamm IFPC 200613, oder Stamm Apopka 97 (Accesion No. ATCC 20874), Paecilomyces lilacinus, insbesondere P. lilacinus Stamm 251 (AGAL 89/030550), Talaromyces flavus, insbesondere Stamm VI 17b, Trichoderma atroviride, insbesondere Stamm SCI (Accession Number CBS 122089), Trichoderma harzianum, insbesondere T. harzianum rifai T39. (Accession Number CNCM 1-952). Metarhizium anisopliae, in particular strain F52 (DSM3884 / ATCC 90448), Metschnikowia fructicola, in particular strain NRRL Y-30752, Paecilomyces fumosoroseus (new: Isaria fumosorosea), in particular strain IFPC 200613, or strain Apopka 97 (Accesion No. ATCC 20874), Paecilomyces lilacinus, in particular P. lilacinus strain 251 (AGAL 89/030550), Talaromyces flavus, in particular strain VI 17b, Trichoderma atroviride, in particular strain SCI (Accession Number CBS 122089), Trichoderma harzianum, in particular T. harzianum rifai T39. (Accession Number CNCM 1-952).

Beispiele für Viren, die als biologische Schädlingsbekämpfungsmittel eingesetzt werden bzw. verwendet werden können, sind: Examples of viruses that can be used or used as biological pesticides are:

Adoxophyes orana (Apfelschalenwickler) Granulosevirus (GV), Cydia pomonella (Apfelwickler) Granulosevirus (GV), Helicoverpa armigera (Baumwollkapselwurm) Nuklear Polyhedrosis Virus (NPV), Spodoptera exigua (Zuckerrübeneule) mNPV, Spodoptera frugiperda (Heerwurm) mNPV, Spodoptera littoralis (Afrikanischer Baumwollwurm) NPV. Adoxophyes orana (Apple peel winder) Granulosis virus (GV), Cydia pomonella (codling moth) Granulosis virus (GV), Helicoverpa armigera (cotton bollworm) Nuclear polyhedrosis virus (NPV), Spodoptera exigua (mNPV), Spodoptera frugiperda (armyworm) mNPV, Spodoptera littoralis (African Cotton worm) NPV.

Es sind auch Bakterien und Pilze umfasst, die als Jnokulant' Pflanzen oder Pflanzen! ei Ion oder Pflanzenorganen beigegeben werden und durch ihre besonderen Eigenschaften das Pflanzenwachstum und die Pflanzengesundheit fördern. Als Beispiele sind genannt: Agrobacterium spp., Azorhizobium caulinodans, Azospirillum spp., Azotobacter spp., Bradyrhizobium spp., Burkholderia spp., insbesondere Burkholderia cepacia (ehemals bekannt als Pseudomonas cepacia), Gigaspora spp., oder Gigaspora monosporum, Glomus spp., Laccaria spp., Lactobacillus buchneri, Paraglomus spp., Pisolithus tinctorus, Pseudomonas spp., Rhizobium spp., insbesondere Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., Streptomyces spp.. Beispiele für Pflanzenextrakte und solche Produkte, die von Mikroorganismen gebildet wurden inklusive Proteine und sekundäre Stoffwechselprodukte, die als biologische Schädlingsbekämpfungsmittel eingesetzt werden bzw. verwendet werden können, sind: It also includes bacteria and fungi, which are called 'plants or plants! Ion or plant organs are added and promote by their special properties plant growth and plant health. Examples include: Agrobacterium spp., Azorhizobium caulinodans, Azospirillum spp., Azotobacter spp., Bradyrhizobium spp., Burkholderia spp., Especially Burkholderia cepacia (formerly known as Pseudomonas cepacia), Gigaspora spp., Or Gigaspora monosporum, Glomus spp. , Laccaria spp., Lactobacillus buchneri, Paraglomus spp., Pisolithus tinctorus, Pseudomonas spp., Rhizobium spp., In particular Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., Streptomyces spp. Examples of plant extracts and those products formed by microorganisms, including proteins and secondary metabolites, which can be used as biological pesticides are:

Ailium sativum, Artemisia absinthium, Azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum, Chitin, Armour-Zen, Dryopteris filix-mas, Equisetum arvense, Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa-Saponinextrakt), Pyrethrum/Pyrethrine, Quassia amara, Quercus, Quillaja, Regalia,„Requiem™ Insecticide", Rotenon, Ryania/Ryanodine, Symphytum officinale, Tanacetum vulgare, Thymol, Triact 70, TriCon, Tropaeulum majus, Urtica dioica, Veratrin, Viscum album, Brassicacaeen-Extrakt, insbesondere Raps- oder Senfpulver.  Ailium sativum, Artemisia absinthium, Azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum, Chitin, Armor Zen, Dryopteris filix-mas, Equisetum arvense, Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa saponin extract), Pyrethrum / Pyrethrins, Quassia amara, Quercus, Quillaja, Regalia, Requiem ™ Insecticide, Rotenone, Ryania / Ryanodine, Symphytum officinale, Tanacetum vulgare, Thymol, Triact 70, TriCon, Tropaeulum majus, Urtica dioica, Veratrin, Viscum album, Brassicacaeen extract , in particular rapeseed or mustard powder.

Safener ais Mischungskomponenten  Safener ais mixture components

Die Verbindungen der Formel (I) können mit Safenern kombiniert werden, wie zum Beispiel Benoxacor, Cloquintocet (-mexyl), Cyometrinil, Cyprosulfamide, Dichlormid, Fenchiorazole (-ethyl), Fenclorim, Flurazole, Fluxofenim, Furilazole, Isoxadifen (-ethyl), Mefenpyr (-diethyl), Naphthalic anhydride, Oxabetrinil, 2-Methoxy-N-({4-[(methylcarbamoyl)amino]phenyl}sulfonyl)benzamid (CASThe compounds of formula (I) may be combined with safeners such as Benoxacor, Cloquintocet (-mexyl), Cyometrinil, Cyprosulfamide, Dichlormid, Fenchiorazole (-ethyl), Fenclorim, Flurazole, Fluxofenim, Furilazole, Isoxadifen (-ethyl), Mefenpyr (-diethyl), naphthalic anhydride, oxabetrinil, 2-methoxy-N - ({4 - [(methylcarbamoyl) amino] phenyl} sulfonyl) benzamide (CAS

129531-12-0), 4-(Dichloracetyi)-l-oxa-4-azaspiro[4.5]decan (CAS 71526-07-3), 2,2,5-Trimethyl-3- (dichloracetyl)-l ,3-oxazolidin (CAS 52836-31-4). 129531-12-0), 4- (dichloroacetyl) -l-oxa-4-azaspiro [4.5] decane (CAS 71526-07-3), 2,2,5-trimethyl-3- (dichloroacetyl) -l, 3 oxazolidine (CAS 52836-31-4).

Pflanzen und Pflanzenteile Plants and plant parts

Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden wie erwünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich natürlich vorkommender Kulturpflanzen), beispielsweise Getreide (Weizen, Reis, Triticale, Gerste, Roggen, Hafer), Mais, Soja, Kartoffel, Zuckerrüben, Zuckerrohr. Tomaten, Paprika. Gurke, Melone, Möhre, Wassermelone, Zwiebel, Salat, Spinat, Porree. Bohnen, Brassica oleracea (z. B. K hl ) und andere Gemüsesorten, Baumwolle, Tabak, Raps. sowie Obstpflanzen (mit den Früchten Äp el. Birnen, Zitrusfrüchte und Weintrauben). Kulturpflanzen können Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechnologische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. Unter Pflanzen sollen alle Entwicklungsstadien wie Saatgut, Stecklinge, junge (unausgereifte) Pflanzen bis hin zu ausgereiften Pflanzen verstanden werden. Unter Pflanzenteilen sollen all oberirdischen und unterirdischen Teile und Organe der Pflanzen wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei beispielhaft Blätter, Nadeln, Stängel, Stämme, Blüten, Fruchtkörper. Früchte und Samen sowie Wurzeln, Knollen und Rhi/ me aufgeführt werden. Zu den Pflanzenteilen gehören auch geerntete Pflanzen oder geerntete Pflanzenteile sowie vegetatives und generatives Vermehrungsmaterial, beispielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen. Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den Verbindungen der Formel (I) erfolgt direkt oder durch Einwirkung der Verbindungen auf die Umgebung, den Lebensraum oder den Lagerraum nach den üblichen Behandlungsmethoden, z. B. durch Eintauchen, Spritzen, Verdampfen, Vernebeln, Streuen, Aufstreichen, Injizieren und bei Vermehrungsmaterial, insbesondere bei Saatgut, weiterhin durch ein- oder mehrschichtiges Umhüllen. According to the invention, all plants and parts of plants can be treated. In this context, plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants), for example cereals (wheat, rice, triticale, barley, rye, oats), corn, soy, potatoes, sugar beets, sugar cane. Tomatoes, peppers. Cucumber, melon, carrot, watermelon, onion, lettuce, spinach, leek. Beans, Brassica oleracea (eg K hl) and other vegetables, cotton, tobacco, rapeseed. as well as fruit plants (with the fruits Äp el. pears, citrus fruits and grapes). Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant varieties which can or can not be protected by plant breeders' rights. Plants are to be understood as meaning all stages of development, such as seeds, cuttings, young (unripe) plants and mature plants. Plant parts are to be understood as meaning all aboveground and subterranean parts and organs of the plants such as shoot, leaf, flower and root, exemplarily leaves, needles, stems, stems, flowers, fruiting bodies. Fruits and seeds as well as roots, tubers and Rhi / me are listed. The plant parts also include harvested plants or harvested plant parts as well as vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds. The treatment according to the invention of the plants and plant parts with the compounds of the formula (I) is carried out directly or by the action of the compounds on the environment, the habitat or the storage space according to the usual treatment methods, eg. B. by immersion, spraying, evaporation, nebulization, scattering, brushing, injecting and propagating material, especially in seeds, further by single or multi-layer wrapping.

Wie bereits oben erwähnt, können erfindungsgemäß alle Pflanzen und deren Teile behandelt werden. In einer bevorzugten Aus führungs form werden wild vorkommende oder durch konventionelle biologische Zuchtmethoden wie Kreuzung oder Protoplastenfusion erhaltene Pflanzenarten und Pflanzensorten sowie deren Teile behandelt. In einer weiteren bevorzugten Aus führungs form werden transgene Pflanzen und Pflanzensorten, die durch gentechnologische Methoden gegebenenfalls in Kombination mit konventionellen Methoden erhalten wurden (Genetically Modifled Organisms) und deren Teile behandelt. Der Begriff „Teile" bzw. „Teile von Pflanzen" oder„Pflanzenteile" wurde oben erläutert. Besonders bevorzugt werden erfindungsgemäß Pflanzen der jeweils handelsüblichen oder in Gebrauch befindlichen Pflanzensorten behandelt. Unter Pflanzensorten versteht man Pflanzen mit neuen Eigenschaften („Traits"), die durch konventionelle Züchtung, durch Mutagenese oder durch rekombinante DNA-Techniken erhalten worden sind. Dies können Sorten, Rassen, Bio- und Genotypen sein. As already mentioned above, according to the invention all plants and their parts can be treated. In a preferred embodiment, wild species or plant species obtained by conventional biological breeding methods such as hybridization or protoplast fusion and their parts are treated. In a further preferred embodiment, transgenic plants and plant cultivars obtained by genetic engineering, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The term "parts" or "parts of plants" or "parts of plants" has been explained above.Propes of the respective commercially available or in use plant varieties are particularly preferably treated according to the invention.PV plants are understood as meaning plants with new properties ("traits") have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. These may be varieties, breeds, biotypes and genotypes.

Transgene Pflanze, Saatgutbehandlung und Integrationsereignisse Transgenic plant, seed treatment and integration events

Zu den bevorzugten erfindungsgemäß zu behandelnden transgenen (gentechnologisch erhaltenen) Pflanzen bzw. Pflanzensorten gehören alle Pflanzen, die durch die gentechnologische Modifikation genetisches Material erhielten, welches diesen Pflanzen besondere vorteilhafte wertvolle EigenschaftenThe preferred plants or plant cultivars to be treated according to the invention which are to be treated include all plants which, as a result of the genetic engineering modification, obtained genetic material which gives these plants particularly advantageous valuable properties

("Traits") verleiht. Beispiele f r solche Eigenschaften sind besseres Pflanzenwachstum, erhöhte Toleranz gegenüber hohen oder niedrigen Temperaturen, erhöhte Toleranz gegen Trockenheit oder gegen Wasser- bzw. Bodensalzgehalt, erhöhte Blühleistung, erleichterte Ernte, Beschleunigung der Reife, höhere Ernteerträge, höhere Qualität und/oder höherer Emährungswert der Ernteprodukte, höhere Lagerfähigkeit und/oder Bearbeitbarkeit der Emteprodukte. Weitere und besonders hervorgehobene Beispiele für solche Eigenschaften sind eine erhöhte Abwehrfahigkeit der Pflanzen gegen tierische und mikrobielle Schädlinge, wie Insekten, Spinnentiere, Nematoden, Milben, Schnecken, bewirkt z. B. durch in den Pflanzen entstehende Toxine, insbesondere solche, die durch das genetische Material aus Bacillus Thuringiensis (z. B. durch die Gene CrylA(a), CrylA(b), CrylA(c), C'ryl lA. CrylilA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb und Cryl F sowie deren Kombinationen) in den Pflanzen erzeugt werden, ferner eine erhöhte Abwehrfahigkeit der Pflanzen gegen p flan/en pathogen e Pilze, Bakterien und/oder Viren, bewirkt z. B. durch Systemisch Akquirierte Resistenz (SAR), Systemin, Phytoalexine, Elicitoren sowie Resistenzgene und entsprechend exprimierte Proteine und Toxine, sowie eine erhöhte Toleranz der Pflanzen gegen bestimmte herbizide Wirkstoffe, beispielsweise Imidazolinone, Sulfonylharnstoffe, Glyphosat oder Phosphinotricin (z. B. "PAT"-Gen). Die jeweils die gewünschten Eigenschaften ("Traits") verleihenden Gene können auch in Kombinationen miteinander in den transgenen Pflanzen vorkommen. Als Beispiele transgener Pflanzen werden die wichtigen Kulturpflanzen, wie Getreide (Weizen, Reis, Triticale, Gerste, Roggen, Hafer), Mais, Soja, Kartoffel, Zuckerrüben, Zuckerrohr, Tomaten, Erbsen und andere Gemüsesorten, Baumwolle, Tabak. Raps, sowie Obstpflanzen (mit den Früchten Äpfel, Birnen, Zitrusfrüchte und Weintrauben) erwähnt, wobei Mais, Soja, Weizen, Reis, Kartoffel, Baumwolle, Zuckerrohr, Tabak und Raps besonders hervorgehoben werden. Als Eigenschaften ("Traits") werden besonders hervorgehoben die erhöhte Abwehrfähigkeit der Pflanzen gegen Insekten, Spinnentiere, Nematoden und Schnecken. ("Traits"). Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or soil salt content, increased flowering, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher harvest value of the harvested products , higher shelf life and / or machinability of Emteprodukte. Further and particularly highlighted examples of such properties are an increased resistance of the plants against animal and microbial pests, such as insects, arachnids, nematodes, mites, snails, causes z. For example, by formed in the plants toxins, particularly those which (by the genetic material from Bacillus thuringiensis (for. Example by the genes CryIA a), CryIA (b), CryIA (c), C 'ryl lA. CrylilA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and Cryl F and their combinations) are produced in the plants, also an increased resistance of the plants against pandemic pathogenic fungi, bacteria and / or viruses, causes z. For example, systemically acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins, as well as an increased tolerance of the plants to certain herbicidal active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT "-Gene). Each of the desired properties ("Traits") conferring genes may also occur in combinations with each other in the transgenic plants. Examples of transgenic plants are the important crops such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soy, potato, sugar beets, sugar cane, tomatoes, peas and other vegetables, cotton, tobacco. Rapeseed, as well as fruit plants (with the fruits apples, pears, citrus fruits and grapes) mentioned, whereby maize, soy, wheat, rice, potato, cotton, sugarcane, tobacco and oilseed rape are particularly emphasized. Traits that are particularly emphasized are the increased resistance of the plants to insects, arachnids, nematodes and snails.

Pflanzenschutz - Behandlungsarten Die Behandlung der Pflanzen und Pflanzenteile mit den Verbindungen der Formel (I) erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lagerraum nach den üblichen Behandlungsmethoden, z. B. durch Tauchen, Spritzen, Sprühen, Berieseln, Verdampfen, Zerstäuben, Vernebeln, Verstreuen, Verschäumen, Bestreichen, Verstreichen, Injizieren, Gießen (drenchen), Tröpfchenbewässerung und bei Vermehrungsmaterial, insbesondere bei Saatgut, weiterhin durch Trockenbeizen, Nassbeizen, Schlämmbeizen, Inkrustieren, ein- oder mehrschichtiges Umhüllen, usw. Es ist ferner möglich, die Verbindungen der Formel (I) nach dem Ultra-Low -Volume -Verfahren auszubringen oder die Anwendungsform oder die Verbindung der Formel (I) selbst in den Boden zu injizieren. Crop protection - types of treatment The treatment of plants and plant parts with the compounds of formula (I) is carried out directly or by affecting their environment, habitat or storage space according to the usual treatment methods, eg. B. by dipping, spraying, spraying, sprinkling, vaporizing, atomizing, atomizing, scattering, foaming, brushing, spreading, injecting, pouring (drenchen), drip irrigation and propagating material, especially in seeds, further by dry pickling, wet pickling, slurry pickling, encrusting It is also possible to apply the compounds of the formula (I) by the ultra-low volume method or to inject the application form or the compound of the formula (I) itself into the soil.

Eine bevorzugte direkte Behandlung der Pflanzen ist die Blattapplikation, d. h. die Verbindungen der Formel (I) werden auf das Blattwerk aufgebracht, wobei die Behandlungsfrequenz und die Aufwandmenge auf den Befallsdruck des jeweiligen Schädlings abgestimmt sein sollte. A preferred direct treatment of the plants is foliar application, i. H. the compounds of the formula (I) are applied to the foliage, wherein the treatment frequency and the application rate should be matched to the infestation pressure of the respective pest.

Bei systemisch wirksamen Wirkstoffen gelangen die Verbindungen der Formel (I) auch über das Wurzelwerk in die Pflanzen. Die Behandlung der Pflanzen erfolgt dann durch Einwirkung der Verbindungen der Formel (I) auf den Lebensraum der Pflanze. Das kann beispielsweise durch Drenchen, Einmischen in den Boden oder die Nährlösung sein, d. h. der Standort der Pflanze (z. B. Boden oder hydroponische Systeme) wird mit einer flüssigen Form der Verbindungen der Formel (I) getränkt, oder durch die Bodenapplikation, d. h. die erfmdungsgemäßen Verbindungen der Formel (I) werden in fester Form (z. B. in Form eines Granulats) in den Standort der Pflanzen eingebracht. Bei Was s err ei skultur en kann das auch durch Zudosieren der Verbindung der Formel (I) in einer festen Anwendungs form (z. B. als Granulat) in ein überflutetes Reisfeld sein. In the case of systemically active substances, the compounds of the formula (I) also enter the plants via the root system. The treatment of the plants is then carried out by the action of the compounds of formula (I) on the habitat of the plant. This can be, for example, by drenching, mixing into the soil or the nutrient solution, d. H. the location of the plant (e.g., soil or hydroponic systems) is impregnated with a liquid form of the compounds of formula (I), or by the soil application, i. H. the compounds of the formula (I) according to the invention are introduced in solid form (for example in the form of granules) into the location of the plants. In the case of water crops, this can also be achieved by adding the compound of formula (I) in a solid form (eg as granules) to a flooded paddy field.

Saatgutbehandlung seed treatment

Die Bekämpfung von tierischen Schädlingen durch die Behandlung des Saatguts von Pflanzen ist seit langem bekannt und ist Gegenstand ständiger Verbesserungen. Dennoch ergeben sich bei der Behandlung von Saatgut eine Reihe von Problemen, die nicht immer zufriedenstellend gelöst werden können. So ist es erstrebenswert, Verfahren zum Schutz des Saatguts und der keimenden Pflanze zu entwickeln, die das zusätzliche Ausbringen von Schädlingsbekämpfungsmitteln bei der Lagerung, nach der Saat oder nach dem Auflaufen der Pflanzen überflüssig machen oder zumindest deutlich verringern. Es ist weiterhin erstrebenswert, die Menge des eingesetzten Wirkstoffs dahingehend zu optimieren, dass das Saatgut und die keimende Pflanze vor dem Befall durch tierische Schädlinge bestmöglich geschützt werden, ohne jedoch die Pflanze selbst durch den eingesetzten Wirkstoff zu schädigen. Insbesondere sollten Verfahren zur Behandlung von Saatgut auch die intrinsischen Insektiziden bzw. nematiziden Eigenschaften schädlingsresistenter bzw. -toleranter transgener Pflanzen einbeziehen, um einen optimalen Schutz des Saatguts und auch der keimenden Pflanze bei einem minimalen Aufwand an Schädlingsbekämpfungsmitteln zu erreichen. The control of animal pests by the treatment of the seed of plants has long been known and is the subject of constant improvement. Nevertheless, there are a number of problems in the treatment of seeds that are not always solved satisfactorily can. Thus, it is desirable to develop methods for protecting the seed and the germinating plant which eliminate or at least significantly reduce the additional application of pesticides during storage, after sowing or after emergence of the plants. It is also desirable to optimize the amount of the active ingredient used in such a way that the seed and the germinating plant are best protected against attack by animal pests, but without damaging the plant itself by the active ingredient used. In particular, seed treatment methods should also include the intrinsic insecticidal properties of pest-resistant transgenic plants in order to achieve optimum protection of the seed and also of the germinating plant with minimal pest control effort.

Die vorliegende Erfindung bezieht sich daher insbesondere auch auf ein Verfahren zum Schutz von Saatgut und keimenden Pflanzen vor dem Befall von Schädlingen, indem das Saatgut mit einer der Verbindungen der Formel (I) behandelt wird. Das erfindungsgemäße Verfahren zum Schutz von Saatgut und keimenden Pflanzen vor dem Befall von Schädlingen umfasst ferner ein Verfahren, in dem das Saatgut gleichzeitig in einem Vorgang oder sequentiell mit einer Verbindung der Formel (I) und einer Mischungskomponente behandelt wird. Es umfasst ferner auch ein Verfahren, in dem das Saatgut zu unterschiedlichen Zeiten mit einer Verbindung der Formel (I) und einer Mischungskomponente behandelt wird. The present invention therefore more particularly relates to a method of protecting seed and germinating plants from attack by pests by treating the seed with one of the compounds of formula (I). The method according to the invention for the protection of seeds and germinating plants from infestation of pests further comprises a method in which the seed is treated simultaneously in one operation or sequentially with a compound of formula (I) and a mixture component. It also further comprises a process in which the seed is treated at different times with a compound of formula (I) and a mixture component.

Die Erfindung bezieht sich ebenfalls auf die Verwendung der Verbindungen der Formel (I) zur Behandlung von Saatgut zum Schutz des Saatguts und der daraus entstehenden Pflanze vor tierischenThe invention also relates to the use of the compounds of formula (I) for the treatment of seed for the protection of the seed and the resulting plant from animal

Schädlingen. Pests.

Weiterhin bezieht sich die Erfindung auf Saatgut, welches zum Schutz vor tierischen Schädlingen mit einer erfindungsgemäßen Verbindung der Formel (I) behandelt wurde. Die Erfindung bezieht sich auch auf Saatgut, welches zur gleichen Zeit mit einer Verbindung der Formel (I) und einer Mischungskomponente behandelt wurde. Die Erfindung bezieht sich weiterhin auf Saatgut, welches zu unterschiedlichen Zeiten mit einer Verbindung der Formel (I) und einer Mischungskomponente behandelt wurde. Bei Saatgut, welches zu unterschiedlichen Zeiten mit einer Verbindung der Formel (I) und einer Mischungskomponente behandelt wurde, können die einzelnen Substanzen in unterschiedlichen Schichten auf dem Saatgut vorhanden sein. Dabei können die Schichten, die eine Verbindung der Formel (I) und Mischungskomponenten enthalten, gegebenenfalls durch eine Zwischenschicht getrennt sein. Die Erfindung bezieht sich auch auf Saatgut, bei dem eine Verbindung der Formel (I) und eine Mischungskomponente als Bestandteil einer Umhüllung oder als weitere Schicht oder weitere Schichten zusätzlich zu einer Umhüllung aufgebracht sind. Des Weiteren bezieht sich die Erfindung auf Saatgut, welches nach der Behandlung mit einer Verbindung der Formel (I) einem Filmcoating- Verfahren unterzogen wird, um Staubabrieb am Saatgut zu vermeiden. Furthermore, the invention relates to seed which has been treated for protection against animal pests with a compound of the formula (I) according to the invention. The invention also relates to seed treated at the same time with a compound of formula (I) and a mixture component. The invention further relates to seed which has been treated at different times with a compound of formula (I) and a mixture component. For seeds which have been treated at different times with a compound of formula (I) and a mixture component, the individual substances may be present in different layers on the seed. In this case, the layers which comprise a compound of the formula (I) and mixture components may optionally be separated by an intermediate layer. The invention also relates to seed in which a compound of the formula (I) and a mixture component are applied as part of a coating or as a further layer or further layers in addition to a coating. Furthermore, the invention relates to seed which, after treatment with a compound of the formula (I), is subjected to a film coating process in order to avoid dust abrasion on the seed.

Einer der auftretenden Vorteile, wenn eine Verbindung der Formel (I) systemisch wirkt, ist es, dass die Behandlung des Saatguts nicht nur das Saatgut selbst, sondern auch die daraus hervorgehenden Pflanzen nach dem Auflaufen vor tierischen Schädlingen schützt. Auf diese Weise kann die unmittelbare Behandlung der Kultur zum Zeitpunkt der Aussaat oder kurz danach entfallen. One of the advantages that occurs when a compound of formula (I) acts systemically is that treatment of the seed protects not only the seed itself, but also the resulting plants after emergence from animal pests. In this way, the immediate treatment of the culture at the time of sowing or shortly afterwards can be omitted.

Ein weiterer Vorteil ist darin zu sehen, dass durch die Behandlung des Saatguts mit einer Verbindung der Formel (I) Keimung und Auflauf des behandelten Saatguts gefördert werden können. Ebenso ist es als vorteilhaft anzusehen, dass Verbindungen der Formel (I) insbesondere auch bei transgenem Saatgut eingesetzt werden können. Another advantage is the fact that by treating the seed with a compound of formula (I) germination and emergence of the treated seed can be promoted. Likewise, it is considered to be advantageous that compounds of the formula (I) can also be used in particular in the case of transgenic seed.

Verbindungen der Formel (I) können ferner in Kombination mit Mitteln der Signaltechnologie eingesetzt werden, wodurch eine bessere Besiedlung mit Symbionten, wie zum Beispiel Rhizobien, Mycorrhiza und/oder endophytischen Bakterien oder Pilzen, stattfindet und/oder es zu einer optimierten Stickstofffixierung kommt. Compounds of formula (I) may also be used in combination with signal technology agents whereby better colonization with symbionts such as rhizobia, mycorrhiza and / or endophytic bacteria or fungi takes place and / or optimized nitrogen fixation occurs.

Die Verbindungen der Formel (I) eignen sich zum Schutz von Saatgut jeglicher Pflanzensorte, die in der Landwirtschaft, im Gewächshaus, in Forsten oder im Gartenbau eingesetzt wird. Insbesondere handelt es sich dabei um Saatgut von Getreide (z. B. Weizen, Gerste, Roggen, Hirse und Hafer), Mais, Baumwolle, Soja, Reis, Kartoffeln, Sonnenblume, Kaffee, Tabak. Canola, Raps, Rübe (z. B. Zuckerrübe und Futterrübe), Erdnuss, Gemüse (z. B. Tomate, Gurke, Bohne, Kolligewächse. Zwiebeln und Salat), Obstpflanzen, Rasen und Zierpflanzen. Besondere Bedeutung kommt der Behandlung des Saatguts von Getreide (wie Weizen, Gerste, Roggen und Hafer), Mais, Soja, Baumwolle, Canola, Raps, Gemüse und Reis zu. The compounds of the formula (I) are suitable for the protection of seed of any plant variety used in agriculture, in the greenhouse, in forests or in horticulture. In particular, these are seeds of cereals (eg wheat, barley, rye, millet and oats), corn, cotton, soy, rice, potatoes, sunflower, coffee, tobacco. Canola, oilseed rape, turnip (eg sugar beet and fodder turnip), peanut, vegetables (eg tomato, cucumber, bean, collie growths, onions and lettuce), fruit plants, turf and ornamental plants. Of particular importance is the treatment of seeds of cereals (such as wheat, barley, rye and oats), corn, soybean, cotton, canola, oilseed rape, vegetables and rice.

Wie vorstehend bereits erwähnt, kommt auch der Behandlung von transgenem Saatgut mit einer Verbindung der Formel (I) eine besondere Bedeutung zu. Dabei handelt es sich um das Saatgut von Pflanzen, die in der Regel zumindest ein heterologes Gen enthalten, das die Expression einesAs already mentioned above, the treatment of transgenic seed with a compound of the formula (I) is also of particular importance. These are the seeds of plants, which usually contain at least one heterologous gene, which expresses the expression of a

Polypeptids mit insbesondere Insektiziden bzw. nematiziden Eigenschaften steuert. Die heterologen Gene in transgenem Saatgut können dabei aus Mikroorganismen wie Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus oder Gliocladium stammen. Die vorliegende Erfindung eignet sich besonders für die Behandlung von transgenem Saatgut, das zumindest ein heterologes Gen enthält, das aus Bacillus sp. stammt. Besonders bevorzugt handelt es sich dabei um ein heterologes Gen, das aus Bacillus thuringiensis stammt. Im Rahmen der vorliegenden Erfindung wird die Verbindung der Formel (I) auf das Saatgut aufgebracht. Vorzugsweise wird das Saatgut in einem Zustand behandelt, in dem es so stabil ist, dass keine Schäden bei der Behandlung auftreten. Im Allgemeinen kann die Behandlung des Saatguts zu jedem Zeitpunkt zwischen der Ernte und der Aussaat erfolgen. Üblicherweise wird Saatgut verwendet, das von der Pflanze getrennt und von Kolben, Schalen, Stängeln, Hüllen, Wolle oder Fruchtfleisch befreit wurde. So kann zum Beispiel Saatgut verwendet werden, das geerntet, gereinigt und bis zu einem lagerfähigen Feuchtigkeitsgehalt getrocknet wurde. Alternativ kann auch Saatgut verwendet werden, das nach dem Trocknen z. B. mit Wasser behandelt und dann erneut getrocknet wurde, zum Beispiel Priming. Im Fall von Reis-Saatgut ist es auch möglich, Saatgut zu verwenden, das getränkt wurde, zum Beispiel in Wasser bis zu einem bestimmten Stadium des Reisembryos („Pigeon Breast Stage"), wodurch die Keimung und ein einheitlicheres Auflaufen stimuliert wird. Polypeptids in particular insecticidal or nematicidal properties. The heterologous genes in transgenic seed can come from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium. The present invention is particularly useful for the treatment of transgenic seed containing at least one heterologous gene derived from Bacillus sp. comes. Most preferably, this is a heterologous gene derived from Bacillus thuringiensis. In the context of the present invention, the compound of the formula (I) is applied to the seed. Preferably, the seed is treated in a state where it is so stable that no damage occurs during the treatment. In general, the treatment of the seed can be done at any time between harvesting and sowing. Usually, seed is used which has been separated from the plant and freed from flasks, shells, stems, hulls, wool or pulp. For example, seed may be used that has been harvested, cleaned and dried to a moisture content that is storable. Alternatively, seed can be used, which after drying z. B. was treated with water and then dried again, for example, priming. In the case of rice seeds, it is also possible to use seeds that have been soaked, for example, in water to a certain stage of the rice embryo ("Pigeon Breast Stage"), which stimulates germination and a more uniform emergence.

Im Allgemeinen muss bei der Behandlung des Saatguts darauf geachtet werden, dass die Menge der auf das Saatgut aufgebrachten Verbindung der Formel (I) und/oder weiterer Zusatzstoffe so gewählt wird, dass die Keimung des Saatguts nicht beeinträchtigt bzw. die daraus hervorgehende Pflanze nicht geschädigt wird. Dies ist vor allem bei Wirkstoffen zu beachten, die in bestimmten Aufwandmengen phytotoxische Effekte zeigen können. In general, when treating seed, care must be taken to ensure that the amount of compound of formula (I) and / or other additives applied to the seed is not such as to affect the germination of the seed or to damage the resulting plant becomes. This is especially important for active ingredients, which can show phytotoxic effects in certain application rates.

Die Verbindungen der Formel (I) werden in der Regel in Form einer geeigneten Formulierung auf das Saatgut aufgebracht. Geeignete Formulierungen und Verfahren für die Saatgutbehandlung sind dem Fachmann bekannt. Die Verbindungen der Formel (I) können in die üblichen Beizmittei-Formulierungen überführt werden, wie Lösungen, Emulsionen, Suspensionen, Pulver, Schäume, Slurries oder andere Hüilmassen für Saatgut, sowie ULV-Formulierungen. The compounds of the formula (I) are generally applied to the seed in the form of a suitable formulation. Suitable formulations and methods for seed treatment are known to those skilled in the art. The compounds of the formula (I) can be converted into the customary formulations of bevels, such as solutions, emulsions, suspensions, powders, foams, slurries or other seed curds, and ULV formulations.

Diese Formulierungen werden in bekannter Weise hergestellt, indem man die Verbindungen der Formel (I) mit üblichen Zusatzstoffen vermischt, wie zum Beispiel übliche Streckmittel sowie Lösungs- oder Verdünnungsmittel, Farbstoffe, Netzmittel, Dispergiermittel, Emulgatoren, Entschäumer, Konservierungsmittel, sekundäre Verdickungsmittel, Kleber, Gibberelline und auch Wasser. These formulations are prepared in a known manner by mixing the compounds of formula (I) with conventional additives, such as conventional extenders and solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, Gibberellins and also water.

Als Farbstoffe, die in den erfindungsgemäß verwendbaren Beizmittei-Formulierungen enthalten sein können, kommen alle für derartige Zwecke üblichen Farbstoffe in Betracht. Dabei sind sowohl inDyes which may be present in the pickling agent formulations which can be used according to the invention are all dyes customary for such purposes. There are both in

Wasser wenig lösliche Pigmente als auch in Wasser lösliche Farbstoffe verwendbar. Als Beispiele genannt seien die unter den Bezeichnungen Rhodamin B, C.I. Pigment Red 112 und C.I. Solvent Red 1 bekannten Farbstoffe. Water sparingly soluble pigments as well as water-soluble dyes usable. Examples which may be mentioned under the names rhodamine B, C.I. Pigment Red 112 and C.I. Solvent Red 1 known dyes.

Als Netzmittel, die in den erfindungsgemäß verwendbaren Beizmittei-Formulierungen enthalten sein können, kommen alle zur Formulierung von agrochemischen Wirkstoffen üblichen, die Benetzung fördernden Stoffe in Frage. Vorzugsweise verwendbar sind AI ky I naphihal i nsu I fonal e. wie Diisopropyl- oder Diisobutylnaphthalinsulfonate. Suitable wetting agents which may be present in the pickling agent formulations which can be used according to the invention are all wetting agents customary for the formulation of agrochemical active compounds promoting substances in question. Preferably used are AI ky I naphihal i nsu I fonal e. such as diisopropyl or diisobutylnaphthalenesulfonates.

Als Dispergiermittel und/oder Emulgatoren, die in den erfindungsgemäß verwendbaren Beizmittel- Formulierungen enthalten sein können, kommen alle zur Formulierung von agrochemischen Wirkstoffen üblichen nichtionischen, anionischen und kationischen Dispergiermittel in Betracht. Vor-zugsweise verwendbar sind nichtionische oder anionische Dispergiermittel oder Gemische von nichtionischen oder anionischen Dispergiermitteln. Als geeignete nichtionische Dispergiermittel sind insbesondere Ethylenoxid-Propyienoxid-Blockpolymere, Alkylphenolpolyglykolether sowie Tri- stryrylphenolpolyglykolether und deren phosphatierte oder sulfatierte Derivate zu nennen. Geeignete anionische Dispergiermittel sind insbesondere Ligninsulfonate, Polyacrylsäuresalze und Arylsulfonat- Formaldehydkondensate. Suitable dispersants and / or emulsifiers which may be present in the seed dressing formulations which can be used according to the invention are all nonionic, anionic and cationic dispersants customary for the formulation of agrochemical active compounds. Preference is given to using nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Suitable nonionic dispersants are, in particular, ethylene oxide-propylene oxide block polymers, alkylphenol polyglycol ethers and tri-stryrylphenol polyglycol ethers and their phosphated or sulfated derivatives. Suitable anionic dispersants are in particular lignosulfonates, polyacrylic acid salts and arylsulfonate-formaldehyde condensates.

Als Entschäumer können in den erfindungsgemäß verwendbaren Beizmittel-Formulierungen alle zur Formulierung von agrochemischen Wirkstoffen üblichen s chaumhemmenden Stoffe enthalten sein. Vorzugsweise verwendbar sind Silikonentschäumer und Magnesiumstearat. Als Kons ervi erungsmittel können in den erfindungsgemäß verwendbaren Beizmittel-Formulierungen alle für derartige Zwecke in agrochemischen Mitteln einsetzbaren Stoffe vorhanden sein. Beispielhaft genannt seien Dichlorophen und Benzylalkoholhemiformal. Defoamers which may be present in the seed dressing formulations which can be used according to the invention are all customary foam-inhibiting substances for the formulation of agrochemical active compounds. Preferably usable are silicone defoamers and magnesium stearate. As preservatives, all substances which can be used for such purposes in agrochemical compositions can be present in the seed dressing formulations which can be used according to the invention. Examples include dichlorophen and Benzylalkoholhemiformal.

Als sekundäre Verdickungsmittel, die in den erfindungsgemäß verwendbaren Beizmittel-Formulierungen enthalten sein können, kommen alle für derartige Zwecke in agrochemischen Mitteln ein- setzbaren Stoffe in Frage. Vorzugsweise in Betracht kommen C ellulo s ederivate , Acrylsäurederivate,Suitable secondary thickeners which may be present in the seed dressing formulations which can be used according to the invention are all substances which can be used for such purposes in agrochemical compositions. Preference is given to C ellulo s ederivate, acrylic acid derivatives,

Xanthan, modifizierte Tone und hochdisperse Kieselsäure. Xanthan gum, modified clays and fumed silica.

Als Kleber, die in den erfindungsgemäß verwendbaren Beizmittel-Formulierungen enthalten sein können, kommen alle üblichen in Beizmitteln einsetzbaren Bindemittel in Frage. Vorzugsweise genannt seien Polyvinylpyrrolidon, Polyvinylacetat, Polyvinylalkohol und Tylose. Als Gibberelline, die in den erfindungsgemäß verwendbaren Beizmittel-Formulierungen enthalten sein können, kommen vorzugsweise die Gibberelline AI, A3 (= Gibberellinsäure), A4 und A7 in frage, besonders bevorzugt verwendet man die Gibberellinsäure. Die Gibberelline sind bekannt (vgl. R. Wegler „Chemie der Pflanzenschutz- und Schädlingsbekämpfungsmittel", Bd. 2, Springer Verlag, 1970, S. 401-Suitable adhesives which may be present in the seed dressing formulations which can be used according to the invention are all customary binders which can be used in pickling agents. Preferably mentioned are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and Tylose. Suitable gibberellins which may be present in the seed dressing formulations which can be used according to the invention are preferably the gibberellins Al, A3 (= gibberellic acid), A4 and A7, particularly preferably gibberellic acid. The gibberellins are known (see R. Wegler "Chemie der Pflanzenschutz- und Schädlingsbekungsmittel", Vol. 2, Springer Verlag, 1970, p.

412). Die erfindungsgemäß verwendbaren Beizmittel-Formulierungen können entweder direkt oder nach vorherigem Verdünnen mit Wasser zur Behandlung von Saatgut der verschiedensten Art eingesetzt werden. So lassen sich die Konzentrate oder die daraus durch Verdünnen mit Wasser erhältlichen Zubereitungen einsetzen zur Beizung des Saatgutes von Getreide, wie Weizen, Gerste, Roggen, Hafer und Triticale, sowie des Saatgutes von Mais, Reis, Raps, Erbsen, Bohnen, Baumwolle, Sonnenblumen, Soja und Rüben oder auch von Gemüsesaatgut der verschiedensten Natur. Die erfindungsgemäß verwendbaren Beizmittel-Formulierungen oder deren verdünnte Anwendungs formen können auch zum Beizen von Saatgut transgener Pflanzen eingesetzt werden. Zur Behandlung von Saatgut mit den erfindungsgemäß verwendbaren Beizmittel-Formulierungen oder dem daraus durch Zugabe von Wasser hergestellten Anwendungs formen kommen alle üblicherweise für die Beizung einsetzbaren Mischgeräte in Betracht. Im Einzelnen geht man bei der Beizung so vor, dass man das Saatgut in einen Mischer im diskontinuierlichen oder kontinuierlichen Betrieb gibt, die jeweils gewünschte Menge an Bei/mittel -Formulierungen entweder als solche oder nach vorherigem Verdünnen mit Wasser hinzufügt und bis zur gleichmäßigen Verteilung der Formulierung auf dem Saatgut mischt. Gegebenenfalls schließt sich ein Trocknungsvorgang an. 412). The seed dressing formulations which can be used according to the invention can be used either directly or after prior dilution with water for the treatment of seed of various kinds. Thus, the concentrates or the preparations obtainable therefrom by dilution with water can be used for dressing the seeds of cereals, such as wheat, barley, rye, oats and Triticale, as well as the seeds of corn, rice, oilseed rape, peas, beans, cotton, sunflower, soy and beets or vegetable seed of various nature. The seed dressing formulations which can be used according to the invention or their dilute application forms can also be used for pickling seeds of transgenic plants. For the treatment of seed with the seed dressing formulations which can be used according to the invention or the application forms prepared therefrom by the addition of water, all mixing devices which can usually be used for the dressing can be considered. Specifically, the pickling is done by placing the seed in a batch or continuous mixer, adding either the desired amount of excipient formulations, either as such or after prior dilution with water, and until evenly distributed Formulation on the seed mixes. Optionally, a drying process follows.

Die Aufwandmenge an den erfindungsgemäß verwendbaren Beizmittel-Formulieningen kann inner-halb eines größeren Bereiches variiert werden. Sie richtet sich nach dem jeweiligen Gehalt der Verbindungen der Formel (I) in den Formulierungen und nach dem Saatgut. Die Aufwandmengen bei der Verbindung der Formel (I) liegen im Aligemeinen zwischen 0,001 und 50 g pro Kilogramm Saatgut, vorzugsweise zwischen 0,01 und 15 g pro Kilogramm Saatgut. The application rate of the seed dressing formulations which can be used according to the invention can be varied within a relatively wide range. It depends on the particular content of the compounds of the formula (I) in the formulations and on the seed. The application rates in the compound of the formula (I) are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 15 g per kilogram of seed.

Tiergesundheit animal Health

Auf dem Gebiet der Tiergesundheit, d. h. dem Gebiet der Tiermedizin, sind die Verbindungen der Formel (I) gegen Tierparasiten, insbesondere Ektoparasiten oder Endoparasiten, wirksam. Der Begriff Endoparasit umfasst insbesondere Helminthen und Protozoen wie Kokzidien. Ektoparasiten sind typischerweise und bevorzugt Arthropoden, insbesondere Insekten oder Akariden. In the field of animal health, d. H. In the veterinary field, the compounds of formula (I) are active against animal parasites, in particular ectoparasites or endoparasites. The term endoparasite includes in particular helminths and protozoa such as coccidia. Ectoparasites are typically and preferably arthropods, especially insects or acarids.

Auf dem Gebiet der Tiermedizin eignen sich die Verbindungen der Formel (I), die eine günstige Toxizität gegenüber Warmblütern aufweisen, für die Bekämpfung von Parasiten, die in der Tierzucht und Tierhaltung bei Nutztieren, Zuchttieren, Zootieren, Laboratoriumstieren, Versuchstieren und Haustieren auftreten. Sie sind gegen alle oder einzelne Entwicklungs stadi en der Parasiten wirksam. In the field of veterinary medicine, the compounds of formula (I), which have favorable toxicity to warm-blooded animals, are useful in the control of parasites found in livestock and livestock in livestock, breeding animals, zoo animals, laboratory animals, experimental animals and domestic animals. They are effective against all or individual stages of development of the parasites.

Zu den landwirtschaftlichen Nutztieren zählen zum Beispiel Säugetiere wie Schafe, Ziegen, Pferde, Esel, Kamele, Büffel, Kaninchen, Rentiere, Damhirsche und insbesondere Rinder und Schweine; oder Geflügel wie Truthähne, Enten, Gänse und insbesondere Hühner; oder Fische oder Krustentiere, z. B. in der Aquakultur, oder gegebenenfalls Insekten wie Bienen. Zu den Haustieren zählen zum Beispiel Säugetiere wie Hamster, Meerschweinchen, Ratten, Mäuse, Chinchillas, Frettchen und insbesondere Hunde, Katzen, Stubenvögel; Reptilien, Amphibien oder Aquariumfische. Gemäß einer bestimmten Aus fuhrungs form werden die Verbindungen der Formel (I) an Säugetiere verabreicht. Farm animals include, for example, mammals such as sheep, goats, horses, donkeys, camels, buffaloes, rabbits, reindeer, fallow deer, and especially cattle and pigs; or poultry such as turkeys, ducks, geese and, in particular, chickens; or fish or shellfish, e.g. As in aquaculture, or optionally insects such as bees. The domestic animals include, for example, mammals such as hamsters, guinea pigs, rats, mice, chinchillas, ferrets, and especially dogs, cats, caged birds; Reptiles, amphibians or aquarium fish. In a particular embodiment, the compounds of formula (I) are administered to mammals.

Gemäß einer weiteren bestimmten Aus fuhrungs form werden die Verbindungen der Formel (I) an Vögel, nämlich Stubenvögel oder insbesondere Geflügel, verabreicht. Durch Verwendung der Verbindungen der Formel (I) für die Bekämpfung von Tierparasiten sollen Krankheit. Todesfälle und Leistungsminderungen (bei Fleisch, Milch, Wolle, Häuten, Eiern, Honi und dergleichen) verringert bzw. vorgebeugt werden, so dass eine wirtschaftlichere und einfachere Tierhaltung ermöglicht wird und ein besseres Wohlbefinden der Tiere erzieibar ist. According to another particular embodiment, the compounds of the formula (I) are administered to birds, in particular poultry birds or, in particular, poultry. By using the compounds of formula (I) for the control of animal parasites disease. Deaths and reductions (in the case of meat, milk, wool, hides, eggs, honey and the like) are reduced or prevented so that more economical and easier livestock farming is possible and animal welfare is improved.

In Bezug auf das Gebiet der Tiergesundheit bedeutet der Begriff "Bekämpfung" oder "bekämpfen" im vorliegenden Zusammenhang, dass durch die Verbindungen der Formel (I) wirksam das Auftreten des jeweiligen Parasiten in einem Tier, das mit solchen Parasiten in einem hannlosen Ausmaß infiziert ist, reduziert wird. Genauer gesagt bedeutet "bekämpfen" im vorliegenden Zusammenhang, dass die Verbindungen der Formel (I) den jeweiligen Parasiten abtöten, sein Wachstum verhindern oder seine Vermehrung verhindern. Zu den Arthropoden zählen beispielsweise, ohne hierauf beschränkt zu sein, aus der Ordnung Anoplurida zum Beispiel Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp.; aus der Ordnung Mallophagida und den Unterordnungen Amblycerina und Ischnocerina, zum Beispiel Bovicola spp., Damali na spp., Felicola spp.; Lepikentron spp.. Menopon spp., Trichodectes spp., Trimenopon spp., Trinoton spp., Werneckiella spp; aus der Ordnung Diptera und den Unterordnungen Nematocerina und Brachycerina, zum Beispiel Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilla spp., Lutzomyia spp., Melophagus spp., Morellia spp., Musca spp., Odagmia spp., Oestrus spp., Philipomyia spp., Phlebotomus spp., Rhinoestrus spp., Sarcophaga spp., Simulium spp., Stomoxys spp., Tabanus spp., Tipula spp., Wilhelmia spp., Wohlfahrtia spp.; aus der Ordnung Siphonapterida, zum Beispiel Ceratophyllus spp., Ctenocephalides spp., Pulex spp., Tunga spp., Xenopsylla spp.; aus der Ordnung Heteropterida, zum Beispiel Cimex spp., Panstrongylus spp., Rhodnius spp., Triatoma spp.; sowie Lästlinge und Hygieneschädlinge aus der Ordnung Blattarida. Weiterhin sind bei den Arthropoden beispielhaft, ohne hierauf beschränkt zu sein, die folgenden Akari zu nennen: With respect to the field of animal health, the term "controlling" or "controlling" in the present context means that the compounds of formula (I) effectively affect the appearance of the respective parasite in an animal infected with such parasites on a cannisterous scale , is reduced. More specifically, "combating" in the present context means that the compounds of formula (I) kill the respective parasite, prevent its growth or prevent its replication. For example, the arthropods include, but are not limited to, the order Anoplurida, for example Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp .; from the order Mallophagida and the suborders Amblycerina and Ischnocerina, for example Bovicola spp., Damali na spp., Felicola spp .; Lepikentron spp. Menopon spp., Trichodectes spp., Trimenopon spp., Trinoton spp., Werneckiella spp; from the order Diptera and the suborders Nematocerina and Brachycerina, for example Aedes spp., Anopheles spp., Atylotus spp., Braula spp., Calliphora spp., Chrysomyia spp., Chrysops spp., Culex spp., Culicoides spp., Eusimulium Spp., Fannia spp., Gasterophilus spp., Glossina spp., Haematobia spp., Haematopota spp., Hippobosca spp., Hybomitra spp., Hydrotaea spp., Hypoderma spp., Lipoptena spp., Lucilla spp., Lutzomyia spp. , Melophagus spp., Morellia spp., Musca spp., Odagmia spp., Oestrus spp., Philipomyia spp., Phlebotomus spp., Rhinoestrus spp., Sarcophaga spp., Simulium spp., Stomoxys spp., Tabanus spp., Tipula spp., Wilhelmia spp., Wohlfahrtia spp .; from the order Siphonapterida, for example Ceratophyllus spp., Ctenocephalides spp., Pulex spp., Tunga spp., Xenopsylla spp .; from the order Heteropterida, for example Cimex spp., Panstrongylus spp., Rhodnius spp., Triatoma spp .; as well as pests and hygiene pests from the order Blattarida. Further, in arthropods, by way of example and not limitation, the following Akari may be mentioned:

Aus der Unterklasse Akari (Acarina) und der Ordnung Meta Stigmata, zum Beispiel aus der FamilieFrom the subclass Akari (Acarina) and the order Meta Stigmata, for example from the family

Argasidae, wie Argas spp., Ornithodorus spp., Otobius spp., aus der Familie Ixodidae, wie Amblyomma spp., Dermacentor spp., Haemaphysalis spp., I lyalomma spp., Ixodes spp., Rhipicephaius (Boophilus) spp., Rhipicephaius spp. (die ursprüngliche Gattung der mehrwirtigen Zecken); aus der Ordnung Mesostigmata, wie Dermanyssus spp., Ornithonyssus spp., Pneumonyssus spp., Raillietia spp., Sternostoma spp., Tropilaelaps spp., Varroa spp.; aus der Ordnung Actin edida (Prostigmata), zum Beispiel Acarapis spp., Cheyletiella spp., Demodex spp., Listrophorus spp., Myobia spp., Neotrombicula spp.. Ornithocheyletia spp., Psorergates spp., Trombicula spp.; und aus der Ordung der Acaridida (Astigmata), zum Beispiel Acarus spp., Caloglyphus spp., Chorioptes spp., Cytodites spp., Hypodectes spp., Knemidocoptes spp., Laminosioptes spp., Notoedres spp., Otodectes spp., Psoroptes spp., Pterolichus spp., Sarcoptes spp., Trixacarus spp., Tyrophagus spp. Argasidae, such as Argas spp., Ornithodorus spp., Otobius spp., From the family Ixodidae, such as Amblyomma spp., Dermacentor spp., Haemaphysalis spp., I lyalomma spp., Ixodes spp., Rhipicephaius (Boophilus) spp., Rhipicephaius spp. (the original genus of multi-pronged ticks); from the order Mesostigmata, such as Dermanyssus spp., Ornithonyssus spp., Pneumonyssus spp., Raillietia spp., Sternostoma spp., Tropilaelaps spp., Varroa spp .; from the order Actin edida (Prostigmata), for example Acarapis spp., Cheyletiella spp., Demodex spp., Listrophorus spp., Myobia spp., Neotrombicula spp. Ornithocheyletia spp., Psorergates spp., Trombicula spp .; and from the order Acaridida (Astigmata), for example Acarus spp., Caloglyphus spp., Chorioptes spp., Cytodites spp., Hypodectes spp., Knemidocoptes spp., Laminosioptes spp., Notoedres spp., Otodectes spp., Psoroptes spp , Pterolichus spp., Sarcoptes spp., Trixacarus spp., Tyrophagus spp.

Zu Beispielen für parasitäre Protozoen zählen, ohne hierauf beschränkt zu sein: Mastigophora (Flagellata), wie: Examples of parasitic protozoa include, but are not limited to: Mastigophora (Flagellata), such as:

Metamonada: aus der Ordnung Diplomonadida zum Beispiel Giardia spp., Spironucleus spp. Metamonada: from the order Diplomonadida for example Giardia spp., Spironucleus spp.

Parabasaia: aus der Ordnung Trichomonadida zum Beispiel Histomonas spp., Pentatrichomonas spp., Tetratrichomonas spp., Trichomonas spp., Tritrichomonas spp. Parabasaia: from the order Trichomonadida for example Histomonas spp., Pentatrichomonas spp., Tetratrichomonas spp., Trichomonas spp., Tritrichomonas spp.

Euglenozoa: aus der Ordnung Trypanosomatida /um Beispiel Leishmania spp., Trypanosoma spp. Sarcomastigophora (Rhizopoda), wie Entamoebidae, zum Beispiel Entamoeba spp., Centramoebidae, zum Beispiel Acanthamoeba sp., Euamoebidae, z. B. Hartmanelia sp. Euglenozoa: from the order Trypanosomatida / for example Leishmania spp., Trypanosoma spp. Sarcomastigophora (Rhizopoda), such as Entamoebidae, for example Entamoeba spp., Centramoebidae, for example Acanthamoeba sp., Euamoebidae, e.g. Hartmanelia sp.

Alveolata wie Apicomplexa (Sporozoa): z. B. Cryptosporidium spp.; aus der Ordnung Eimeriida zum Beispiel Besnoitia spp., Cystoisospora spp., Eimeria spp., Hammondia spp., Isospora spp., Neospora spp., Sarcocystis spp., Toxoplasma spp.; aus der Ordnung Adeleida z. B. Hepatozoon spp., Klossieila spp.; aus der Ordnung Haemosporida z. B. Leucocytozoon spp., Plasmodium spp.; aus der Ordnung Piroplasmida z. B. Babesia spp., Ciliophora spp., Echinozoon spp., Theileria spp.; aus der Ordnung Vesibuliferida z. B. Balantidium spp., Buxtonella spp. Alveolata such as Apicomplexa (Sporozoa): z. Cryptosporidium spp .; from the order Eimeriida for example Besnoitia spp., Cystoisospora spp., Eimeria spp., Hammondia spp., Isospora spp., Neospora spp., Sarcocystis spp., Toxoplasma spp .; from the order Adeleida z. Hepatozoon spp., Klossieila spp .; from the order Haemosporida z. B. Leucocytozoon spp., Plasmodium spp .; from the order Piroplasmida z. Babesia spp., Ciliophora spp., Echinozoon spp., Theileria spp .; from the order Vesibuliferida z. Balantidium spp., Buxtonella spp.

Mi cro spora wie Encephalitozoon spp., Enterocytozoon spp., Globidium spp., Nosema spp., und außerdem z. B. Myxozoa spp. Zu den für Menschen oder Tiere pathogenen Helminthen zählen zum Beispiel Acanthocephala, Nematoden, Pentastoma und Platyhelminthen (z.B. Monogenea, Cestodes und Trematodes). Zu beispielhaften Helminthen zählen, ohne hierauf beschränkt zu sein: Mi cro spora such as Encephalitozoon spp., Enterocytozoon spp., Globidium spp., Nosema spp. B. Myxozoa spp. The human or animal pathogenic helminths include, for example, Acanthocephala, nematodes, pentastoma, and platyhelminthes (eg, Monogenea, Cestodes, and Trematodes). Exemplary helminths include, but are not limited to:

Monogenea: z. B.: Dactylogyrus spp., Gyrodactylus spp., Microbothrium spp., Polystoma spp., Troglecephalus spp.; Monogenea: z. For example: Dactylogyrus spp., Gyrodactylus spp., Microbothrium spp., Polystoma spp., Troglecephalus spp .;

Cestodes: aus der Ordnung Pseudophyilidea zum Beispiel: Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp. lehthyobothrium spp., Ligula spp., Schistocephalus spp., Spirometra spp. Cestodes: from the order Pseudophyilidea for example: Bothridium spp., Diphyllobothrium spp., Diplogonoporus spp. lehthyobothrium spp., Ligula spp., Schistocephalus spp., Spirometra spp.

Aus der Ordnung Cyclophyllida zum Beispiel: Andyra spp., Anoplocephala spp., Avitellina spp., Berti el la spp., Cittotaenia spp., Davainea spp., Diorchis spp., Dipiopylidium spp., Dipylidium spp., Echinococcus spp., Echinocotyle spp., Echinolepis spp., Hydatigera spp.. Hymenolepis spp., Joyeuxiella spp., Mesocestoides spp., Moniezia spp., Paranoplocephala spp., Raiiiietina spp., Stilesia spp., Taenia spp., Thysaniezia spp., Thysanosoma spp. For example, from the order Cyclophyllida: Andyra spp., Anoplocephala spp., Avitellina spp., Berti el la spp., Cittotaenia spp., Davainea spp., Diorchis spp., Dipiopylidium spp., Dipylidium spp., Echinococcus spp., Echinocotyle spp., Echinolepis spp., Hydatigera spp., Hymenolepis spp., Joyeuxiella spp., Mesocestoides spp., Moniezia spp., Paranoplocephala spp., Raiiiietina spp., Stilesia spp., Taenia spp., Thysaniezia spp., Thysanosoma spp.

Trematodes: aus der Klasse Digenea zum Beispiel: Austrobilharzia spp., Brachylaima spp., Caiicophoron spp., Catatropis spp., Clonorchis spp. Coilyriclum spp., Cotylophoron spp., Cyclocoeium spp., Dicrocoelium spp., Diplostomum spp., Echinochasmus spp., Echinoparyphium spp., Echinostoma spp., Eurytrema spp., Fasciola spp., Fasciolides spp., Fasciolopsis spp., Fischoederius spp., Gastrothylacus spp., Gigantobilharzia spp., Gigantocotyle spp., Heterophyes spp., Hypoderaeum spp., Leucochloridium spp., Metagonimus spp., Metorchis spp., Nanophyetus spp., Notocotylus spp., Opisthorchis spp., Omithobilharzia spp., Paragonimus spp., Paramphi stomum spp., Piagiorchis spp., Posthodiplostomum spp., Prosthogonimus spp., Schistosoma spp., Trichobilharzia spp., Troglotrema spp., Typhiocoelum spp. Nematoden: aus der Ordnun Trichinellida zum Beispiel: Capi Ilaria spp., Trichinella spp., Trichomosoides spp., Trichuris spp. Trematodes: from the genus Digenea for example: Austrobilharzia spp., Brachylaima spp., Caiicophoron spp., Catatropis spp., Clonorchis spp. Coilyriclum spp., Cotylophoron spp., Cyclocoeium spp., Dicrocoelium spp., Diplostomum spp., Echinochasmus spp., Echinoparyphium spp., Echinostoma spp., Eurytrema spp., Fasciola spp., Fasciolides spp., Fasciolopsis spp., Fischoederius spp , Gastrothylacus spp., Gigantobilharzia spp., Gigantocotyle spp., Heterophyes spp., Hypoderaeum spp., Leucochloridium spp., Metagonimus spp., Metorchis spp., Nanophyetus spp., Notocotylus spp., Opisthorchis spp., Omithobilharzia spp., Paragonimus spp., Paramphi stomum spp., Piagiorchis spp., Posthodiplostomum spp., Prosthogonimus spp., Schistosoma spp., Trichobilharzia spp., Troglotrema spp., Typhiocoelum spp. Nematodes: from the order Trichinellida for example: Capi Ilaria spp., Trichinella spp., Trichomosoides spp., Trichuris spp.

Aus der Ordnung Tylenchida zum Beispiel: Micronema spp., Parastrangyloides spp., Strongyloides spp. For example, from the order Tylenchida: Micronema spp., Parastrangyloides spp., Strongyloides spp.

Aus der Ordnung Rhabditina zum Beispiel: Aeluro strongylus spp., Amidostomum spp., Ancylostoma spp., Angiostrongylus spp., Bronchonema spp., Bunostomum spp., Chabertia spp., Cooperia spp., Cooperioides spp., Crenosoma spp., Cyathostomum spp., Cyciococercus spp., Cyclodontostomum spp., Cylicocyclus spp., Cylicostephanus spp., Cylindropharynx spp., Cystocaulus spp., Dictyocaulus spp., Elaphostrongylus spp., Filaroides spp., Globocephalus spp., Graphidium spp.. Gyalocephalus spp., Haemonchus spp., Heligmosomoides spp., Hyostrongylus spp., Marshai lagia spp., Metastrongylus spp., Muellerius spp., Necator spp., Nematodirus spp., Neo strongylus spp.. Nippo strongylus spp., Obeliscoides spp., Oesophagodontus spp., Oesophagostomum spp., Ollulanus spp.; Ornithostrongylus spp., Oslerus spp., Ostertagia spp., Paracooperia spp., Paracrenosoma spp., Parafilaroides spp., Parelaphostrongyius spp., Pneumocaulus spp., Pneumostrongylus spp., Poteriostomum spp., Protostrongylus spp., Spicocaulus spp., Stephanurus spp., Strongylus spp., Syngamus spp., Teladorsagia spp., Trichonema spp., Trichostrongylus spp., Triodontophorus spp., Troglostrongylus spp., Uncinaria spp. From the order Rhabditina for example: Aeluro strongylus spp., Amidostomum spp., Ancylostoma spp., Angiostrongylus spp., Bronchonema spp., Bunostomum spp., Chabertia spp., Cooperia spp., Cooperioides spp., Crenosoma spp., Cyathostomum spp , Cyciococercus spp., Cyclodontostomum spp., Cylicocyclus spp., Cylicostephanus spp., Cylindropharynx spp., Cystocaulus spp., Dictyocaulus spp., Elaphostrongylus spp., Filaroides spp., Globocephalus spp., Graphidium spp. Gyalocephalus spp., Haemonchus spp., Heligmosomoides spp., Hyostrongylus spp., Marshai lagia spp., Metastrongylus spp., Muellerius spp., Necator spp., Nematodirus spp., Neo strongylus spp., Nippo strongylus spp., Obeliscoides spp., Oesophagodontus spp. , Oesophagostomum spp., Ollulanus spp .; Ornithostrongylus spp., Oslerus spp., Ostertagia spp., Paracooperia spp., Paracrenosoma spp., Parafilaroides spp., Parelaphostrongyius spp., Pneumocaulus spp., Pneumostrongylus spp., Poteriostomum spp., Protostrongylus spp., Spicocaulus spp., Stephanurus spp ., Strongylus spp., Syngamus spp., Teladorsagia spp., Trichonema spp., Trichostrongylus spp., Triodontophorus spp., Troglostrongylus spp., Uncinaria spp.

Aus der Ordnung Spirurida zum Beispiel: Acanthocheilonema spp., Anisakis spp., Ascaridia spp.; Ascaris spp., Ascarops spp., Aspiculuris spp., Baylisascaris spp., Brugia spp., Cercopithifilaria spp., Crassicauda spp., Dipetalonema spp., Dirofliaria spp., Dracuneulus spp.; Drasch ia spp., Enterobius spp., Filaria spp., Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp.; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp., Parabronema spp., Para filaria spp., Parascaris spp., Passalurus spp., Physaloptera spp., Probstmayria spp., Pseudofiiaria spp., Setaria spp., Skjrabinema spp., Spirocerca spp., Stephano filaria spp., Strongyluris spp., Syphacia spp., Theiazia spp., Toxascaris spp., Toxocara spp., Wuchereria spp. For example, from the order Spirurida: Acanthocheilonema spp., Anisakis spp., Ascaridia spp .; Ascaris spp., Ascarops spp., Aspiculuris spp., Baylisascaris spp., Brugia spp., Cercopithifilaria spp., Crassicauda spp., Dipetalonema spp., Dirofliaria spp., Dracuneulus spp .; Drasch ia spp., Enterobius spp., Filaria spp., Gnathostoma spp., Gongylonema spp., Habronema spp., Heterakis spp .; Litomosoides spp., Loa spp., Onchocerca spp., Oxyuris spp., Parabronema spp., Para filaria spp., Parascaris spp., Passalurus spp., Physaloptera spp., Probstmayria spp., Pseudofiiaria spp., Setaria spp., Skjrabinema spp., Spirocerca spp., Stephano filaria spp., Strongyluris spp., Syphacia spp., Theiazia spp., Toxascaris spp., Toxocara spp., Wuchereria spp.

Acanthocephala: aus der Ordnung Oligacanthorhynchida z.B: Macracanthorhynchus spp., Prosthenorchis spp.; aus der Ordnung oniliformida zum Beispiel: Moniliformis spp., Acanthocephala: from the order Oligacanthorhynchida, for example: Macracanthorhynchus spp., Prosthenorchis spp .; from the order oniliformida for example: Moniliformis spp.,

Aus der Ordnung Polymorphida zum Beispiel: Filicollis spp.; aus der Ordnung Echinorhynchida zum Beispiel Acanthocephalus spp., Echinorhynchus spp., Leptorhynchoides spp. Pentastoma: aus der Ordnung Porocephalida zum Beispiel Linguatula spp. From the order Polymorphida for example: Filicollis spp .; from the order Echinorhynchida for example Acanthocephalus spp., Echinorhynchus spp., Leptorhynchoides spp. Pentastoma: from the order Porocephalida for example Linguatula spp.

Auf dem Gebiet der Tiermedizin und der Tierhaltung erfolgt die Verabreichung der Verbindungen der Formel (I) nach allgemein fachbekannten Verfahren, wie enteral, parenteral, dermal oder nasal in Form von geeigneten Präparaten. Die Verabreichung kann prophylaktisch; metaphylaktisch oder therapeutisch erfolgen. So bezieht sich eine Aus führungs form der vorliegenden Erfindung auf die Verbindungen der Formel (I) zur Verwendung als Arzneimittel. In the field of veterinary medicine and animal husbandry, the compounds of the formula (I) are administered by methods well known in the art, such as enteral, parenteral, dermal or nasal in the form of suitable preparations. Administration may be prophylactic; metaphylactically or therapeutically. Thus, one embodiment of the present invention relates to the compounds of formula (I) for use as pharmaceuticals.

Ein weiterer Aspekt bezieht sich auf die Verbindungen der Formel (I) zur Verwendung als Antiendoparasitikum. Another aspect relates to the compounds of formula (I) for use as antiendoparasitic.

Ein weiterer spezieller Aspekt der Erfindung betrifft die Verbindungen der Formel (I) zur Verwendung als Antihelminthikum, insbesondere zur Verwendung als Nematizid, Platymelminthizid, Acanthocephalizid oder Pentastomizid. Another specific aspect of the invention relates to the compounds of the formula (I) for use as antihelminthic agents, in particular for use as nematicide, platelet minthicide, acanthocephalicide or pentastomicide.

Ein weiterer spezieller Aspekt der Erfindung betrifft die Verbindungen der Formel (I) zur Verwendung als Antiprotozoikum. Another specific aspect of the invention relates to the compounds of formula (I) for use as antiprotozoic.

Ein weiterer Aspekt betrifft die Verbindungen der Formel (I) zur Verwendung als Antiektoparasitikum, insbesondere ein Arthropodizid, ganz besonders ein Insektizid oder ein Akarizid. Weitere Aspekte der Erfindung sind veterinärmedizinische Formulierungen, die eine wirksame Menge mindestens einer Verbindung der Formel (I) und mindestens einen der folgenden umfassen: einen pharmazeutisch unbedenklichen Exzipienten (z.B. feste oder flüssige Verdünnungsmittel), ein pharmazeutisch unbedenkliches Hilfsmittel (z.B. Tenside), insbesondere einen herkömmlicherweise in veterinärmedizinis chen Formul ierungen verwendeten pharmazeutisch unbedenklichen Exzipienten und/oder ein herkömmlicherweise in veterinärmedizinischen Formul ierungen verwendetes pharmazeutisch unbedenkliches Hilfsmittel. Another aspect relates to the compounds of formula (I) for use as anti-topazarasitic, in particular an arthropodicide, more particularly an insecticide or an acaricide. Further aspects of the invention are veterinary formulations comprising an effective amount of at least one compound of formula (I) and at least one of a pharmaceutically acceptable excipient (eg, solid or liquid diluents), a pharmaceutically acceptable adjuvant (eg, surfactants), especially one Pharmaceutically acceptable excipients conventionally used in veterinary formulations and / or a pharmaceutically acceptable excipient conventionally used in veterinary formulations.

Ein verwandter Aspekt der Erfindung ist ein Verfahren zur Herstellung einer wie hier beschriebenen veterinärmedizinis chen Formulierung, welches den Schritt des Mischens mindestens einer Verbindung der Formel (I) mit pharmazeutisch unbedenklichen Exzipienten und/oder Hilfsmitteln, insbesondere mit herkömmlicherweise in veterinärmedizinischen Formulierungen verwendeten pharmazeutisch unbedenklichen Exzipienten und/oder herkömmlicherweise in veterinärmedizinischen Formulierungen verwendeten Hilfsmitteln umfasst. A related aspect of the invention is a process for preparing a veterinary formulation as herein described, which comprises the step of mixing at least one compound of formula (I) with pharmaceutically acceptable excipients and / or adjuvants, especially pharmaceutically acceptable excipients conventionally used in veterinary formulations and / or adjuvants conventionally used in veterinary formulations.

Ein anderer spezieller Aspekt der Erfindung sind veterinärmedizinische Formulierungen ausgewählt aus der Gruppe ektoparasitizider und endoparasitizider Formulierungen, insbesondere ausgewählt aus der Gruppe anthelmintischer, antiprotozolischer und arthropodizider Formul ierungen, ganz besonders ausgewählt aus der Gruppe nematizider, platyhelminthizider, acanthocephalizider, pentastomizider, insektizider und akkarizider Formulierungen, gemäß den erwähnten Aspekten, sowie Verfahren zu ihrer Herstellung. Ein anderer Aspekt bezieht sich auf ein Verfahren zur Behandlung einer parasitischen Infektion, insbesondere einer Infektion durch einen Parasiten ausgewählt aus der Gruppe der hier erwähnten Ektoparasiten und Endoparasiten, durch Anwendung einer wirksamen Menge einer Verbindung der Formel (I) bei einem Tier, insbesondere einem nichthumanen Tier, das dessen bedarf. Another special aspect of the invention are veterinary formulations selected from the group of ectoparasiticidal and endoparasiticidal formulations, in particular selected from the group of anthelmintic, antiprotozoic and arthropodicidal formulations, especially selected from the group of nematicidal, platyhelminthicidal, acanthocephalicidal, pentastomicidal, insecticidal and acaricidal formulations, according to the aspects mentioned, as well as methods for their preparation. Another aspect relates to a method for treating a parasitic infection, in particular infection by a parasite selected from the group of the ectoparasites and endoparasites mentioned here, by applying an effective amount of a compound of the formula (I) to an animal, in particular a non-human Animal that needs it.

Ein anderer Aspekt bezieht sich auf ein V erfahren zur Behandlung einer parasitischen Infektion, insbesondere einer Infektion durch einen Parasiten ausgewählt aus der Gruppe der hier erwähnten Ektoparasiten und Endoparasiten, durch Anwendung einer wie hier definierten veterinärmedizini sehen Formulierung bei einem Tier, insbesondere einem nichthumanen Tier, das dessen bedarf. Another aspect relates to a method for treating a parasitic infection, in particular infection by a parasite selected from the group of the ectoparasites and endoparasites mentioned here, by applying a veterinary formulation as defined herein to an animal, in particular a non-human animal, that requires it.

Ein anderer Aspekt bezieht sich auf die Verwendung der Verbindungen der Formel (I) bei der Behandlung einer Parasiteninfektion, insbesondere einer Infektion durch einen Parasiten ausgewählt aus der Gruppe der hier erwähnten Ektoparasiten und Endoparasiten, bei einem Tier, insbesondere einem nichthumanen Tier. Another aspect relates to the use of the compounds of the formula (I) in the treatment of a parasitic infection, in particular an infection by a parasite selected from the group of the ectoparasites and endoparasites mentioned here, in an animal, in particular a non-human animal.

Im vorliegenden tiergesundheitlichen oder veterinärmedizinischen Zusammenhang schließt der Begri f „Behandlung" die prophylaktische, die metaphylaktische und die therapeutische Behandlung ein. Bei einer bestimmten Ausführungsform werden hiermit Mischungen mindestens einer Verbindung der Formel (I) mit anderen Wirkstoffen, insbesondere mit Endo- und Ektoparasitiziden, für das veterinärmedizinische Gebiet bereitgestellt. In the present veterinary or veterinary context, the term "treatment" includes prophylactic, metaphylactic and therapeutic treatment. In a particular embodiment, mixtures of at least one compound of formula (I) with other active ingredients, especially endo and ectoparasiticides, are provided herein for the veterinary field.

Auf dem Gebiet der Tiergesundheit bedeutet„Mischung" nicht nur, dass zwei (oder mehr) verschiedene Wirkstoffe in einer gemeinsamen Formulierung formuliert werden und entsprechend zusammen angewendet werden, sondern bezieht sich auch auf Produkte, die für jeden Wirkstoff getrennte Formulierungen umfassen. Dementsprechend können, wenn mehr als zwei Wirkstoffe angewendet werden sollen, alle Wirkstoffe in einer gemeinsamen Formulierung formuliert werden oder alle Wirkstoffe in getrennten Formulierungen formuliert werden; ebenfalls denkbar sind gemischte Formen, bei denen einige der Wirkstoffe gemeinsam formuliert und einige der Wirkstoffe getrennt formuliert sind. Getrennte Formulierungen erlauben die getrennte oder aufeinanderfolgende Anwendung der in Rede stehenden Wirkstoffe. In the animal health field, "blending" not only means that two (or more) different active ingredients are formulated in a single formulation and applied together, but also refers to products comprising separate formulations for each active ingredient. if more than two active substances are to be used, all active substances should be formulated in a common formulation, or all active substances should be formulated in separate formulations, or mixed forms where some of the active substances are formulated together and some of the active substances are formulated separately the separate or sequential use of the active substances in question.

Die hier mit ihrem„Common Name" spezifizierten Wirkstoffe sind bekannt und beispielsweise im „Pesticide Manual" (siehe oben) beschrieben oder im Internet recherchierbar (z.B. The active ingredients specified here by their "common name" are known and described, for example, in the "Pesticide Manual" (see above) or searchable on the Internet (e.g.

Beispielhafte Wirkstoffe aus der Gruppe der Ektoparasitizide als Mischungspartner schließen, ohne dass dies eine Einschränkung darstellen soll, die oben ausführlich aufgelisteten Insektizide und Akkarizide ein. Weitere verwendbare Wirkstoffe sind unten gemäß der oben erwähnten Klassifikation, die auf dem aktuellen IRAC Mode of Action Classification S eherne beruht, aufgeführt: (1) Acetylcholinesterase ( AChE) -Inhibitoren ; (2) GABA-gesteuerte Chlorid-Kanal-Blocker; (3) Natrium-Kanal-Modulatoren; (4) kompetitive Modulatoren des nicotinischen Acetylcholin-Rezeptors (nAChR); (5) allosterische Modulatoren des nicotinischen Acetylcholin-Rezeptors (nAChR); (6) allosterische Modulatoren des Glutamat-abhängigen Chloridkanals (GluCl); (7) Juvenilhormon-Mimetika; (8) verschiedene nichtspezifische (Multi-Site) Inhibitoren; (9) Modulatoren Chordotonaler Organe; (10) Milbenwachstumsinhibitoren; (12) Inhibitoren der mitochondrialen ATP-Synthase, wie ATP- Disruptoren; (13) Entkoppler der oxidativen Phosphorylierung durch Störung des Protonengradienten; (14) Blocker des nicotinischen Acetylcholinrezeptorkanals; (15) Inhibitoren der Chitinbiosynthese, Typ 0; (16) Inhibitoren der Chitinbiosynthese, Typ 1; (17) Häutungsdisruptor (insbesondere bei Dipteren, d.h. Zweiflüglern); (18) Ecdyson-Rezeptor-Agonisten; (19) Octopamin-Rezeptor-Agonisten; (21) mitochondriale Komplex-I-Elektronentransportinhibitoren; (25) mitochondriale Komplex-II- El ektronentransportinhibitoren ; (20) mitochondriale Komplex-III-Elektronentransportinhibitoren; (22) Blocker des spannungsabhängigen Natriumkanals; (23) Inhibitoren der Acetyl-CoA-Carboxylase; (28) Ryanodinrezeptor-Modulatoren; Exemplary agents from the group of ectoparasiticides as compounding partners include, but are not limited to, the insecticides and accicides detailed above. Other useful agents are listed below in accordance with the above mentioned classification based on the current IRAC Mode of Action Classification: (1) acetylcholinesterase (AChE) inhibitors; (2) GABA-controlled chloride channel blockers; (3) sodium channel modulators; (4) competitive nicotinic acetylcholine receptor (nAChR) modulators; (5) allosteric modulators of the nicotinic acetylcholine receptor (nAChR); (6) allosteric modulators of the glutamate-dependent chloride channel (GluCl); (7) juvenile hormone mimetics; (8) various non-specific (multi-site) inhibitors; (9) modulators of chordotonic organs; (10) mite growth inhibitors; (12) inhibitors of mitochondrial ATP synthase, such as ATP disruptors; (13) decoupling of oxidative phosphorylation by disrupting the proton gradient; (14) blocker of the nicotinic acetylcholine receptor channel; (15) inhibitors of chitin biosynthesis, type 0; (16) inhibitors of chitin biosynthesis, type 1; (17) molting disruptor (especially in dipterans, i.e., two-winged); (18) ecdysone receptor agonists; (19) octopamine receptor agonists; (21) mitochondrial complex I electron transport inhibitors; (25) mitochondrial complex II electron transport inhibitors; (20) mitochondrial complex III electron transport inhibitors; (22) blocker of the voltage-dependent sodium channel; (23) inhibitors of acetyl-CoA carboxylase; (28) ryanodine receptor modulators;

Wirkstoffe mit unbekannten oder nicht spezifischen Wirkmechanismen, z. B. Fentrifanil, Fenoxacrim, Cyclopren, Chlorobenzilat, Chlordimeform, Flubenzimin, Dicyclanil, Amidoflumet, Quinomethionat, Tnarathen, Clothiazoben, Tetrasul, Kaliumoleat, Petroleum, Metoxadiazon, Gossyplur, Flutenzin, Brompropylat, Cryolit; Active substances with unknown or non-specific mechanisms of action, eg. Fentrifanil, fenoxacrim, cycloprene, chlorobenzilate, chlorodimeform, flubenzimine, dicyclanil, amidoflumet, quinomethionate, Tarnathene, clothiazoben, tetrasul, potassium oleate, petroleum, metoxadiazone, gossyplur, floutenzine, bromopropylate, cryolite;

Verbindungen aus anderen Klassen, z.B. Butacarb, Dimetilan, Cloethocarb, Phosphocarb, Pirimiphos(- ethyl), Parathion( -ethyl) , Methacrifos, Isopropyl-o-salicylat, Trichlorfon, Sulprofos, Propaphos, Sebufos, Pyridathion, Prothoat, Dichlofenthion, Demeton-S-methylsulfon, Isazofos, Cyanofenphos, Dialifos, Carbophenothion, Autathiofos, Aromfenvinfos(-methyl), Azinphos(-ethyl), Chlorpyrifos(- ethyl), Fosmethilan, lodofenphos, Dioxabenzofos, Formothion, Fonofos, Flupyrazofos, Fensulfothion, Etrimfos; Compounds from other classes, e.g. Butacarb, dimetilane, cloethocarb, phosphocarb, pirimiphos (- ethyl), parathion (-ethyl), methacrifos, isopropyl-o-salicylate, trichlorofon, sulprofos, propaphos, sebufos, pyridathione, prothoate, dichlorofenthione, demeton-S-methylsulfone, isazofos, Cyanofenphos, dialifos, carbophenothione, autothiofos, aromfenvinfos (-methyl), azinphos (-ethyl), chlorpyrifos (- ethyl), fosmethilane, iodofenofen, dioxabenzofos, formothion, fonofos, flupyrazofos, fensulfothion, etrimfos;

Organochlorverbindungen, z. B. Camphechlor, Lindan, Heptachlor; oder Phenyipyrazole, z. B. Acetoprol, Pyrafluprol. Pyriprol. Vaniliprol, Sisapronil; oder Isoxazoline, z. B. Sarolaner, Afoxolaner, Lotilaner, Fluralaner; Organochlorine compounds, e.g. B. Camphechlor, Lindane, Heptachlor; or phenyipyrazoles, e.g. Acetoprol, pyrafluprol. Pyriprole. Vaniliprole, sisapronil; or isoxazolines, e.g. Sarolaner, Afoxolaner, Lotilaner, Fluralaner;

Pyrethroide, z. B. (eis-, trans-)Metofluthrin, Profluthrin, Flufenprox, Flubrocythrinat, Fubfenprox, Fenfluthrin, Protrifenbut, Pyresmethrin, RU15525, Teraliethrin, cis-Resmethrin, Heptafluthrin, Bioethanomethrin, Biopemiethrin, Fenpyrithrin, cis-Cypermethrin, cis-Permethrin, Clocythrin, Cyhalothrin (lambda-), Chlovaporthrin, oder halogenierte Kohl enwas s er sto ffverbindungen (HCHs), Pyrethroids, e.g. G. (Cis-trans) metofluthrin, profuthrin, flufenprox, flubrocythrinate, fubfenprox, fenfluthrin, protrifenbut, pyresmethrin, RU15525, teraliethrin, cis-resmethrin, heptafluthrin, bioethanomethrin, biopemiethrin, fenpyrithrin, cis-cypermethrin, cis-permethrin, clocythrin , Cyhalothrin (lambda), chlovaporthrin, or halogenated carbon monoxide compounds (HCHs),

Neonicotinoide, z. B. Nithiazin Neonicotinoids, e.g. B. Nithiazine

Dicioromezotiaz, Triflumezopyrim makroeyclische Lactone, z. B. Nemadectin, Ivermectin, Latidectin, Moxidectin, Selamectin, Eprinomectin, Doramectin, Emamectinbenzoat; Milbemycinoxim Tripren, Epofenonan, Diofenolan; Dicioromezotiaz, triflumezopyrim, macrocyclic lactones, e.g. Nemadectin, ivermectin, latidectin, moxidectin, selamectin, eprinomectin, doramectin, emamectin benzoate; Milbemycin oxime, triphene, epofenone, diofenolane;

Biologicals, Hormone oder Pheromone, zum Beispiel natürliche Produkte, z.B. Thuringiensin, Codlemon oder Neem- Komponenten Biologicals, hormones or pheromones, for example natural products, e.g. Thuringiensin, codlemon or neem components

Dinitrophenole, z. B. Dinocap, Dinobuton, Binapacryl; Dinitrophenols, e.g. Dinocap, dinobuton, binapacryl;

Benzoylharnstoffe, z. B. Fluazuron, Penfluron, Amidinderivate, z. B. Chlormebuform, Cymiazol, Demiditraz Benzoylureas, eg. As fluazuron, penflurone, amidine derivatives, z. B. Chlormebuform, cymiazole, demiditraz

Bienenstockvarroa-Akarizide, /um Beispiel organische Säuren, z.B. Ameisensäure, Oxalsäure. Beehive varroa acaricides, / example organic acids, e.g. Formic acid, oxalic acid.

Zu beispielhaften Wirkstoffen aus der Gruppe der Endoparasitizide, als Mischungspartner, zählen, ohne hierauf beschränkt zu sein, anthelmintische Wirkstoffe und antiprotozoische Wirkstoffe. Zu den anthelmintischen Wirkstoffen zählen, ohne hierauf beschränkt zu sein, die folgenden nematiziden, trematiziden und/oder cestoziden Wirkstoffe: aus der Klasse der makrocyclischen Lactone zum Beispiel: Eprinomectin, Abamectin, Nemadectin, Moxidectin, Doramectin, Selamectin, Lepimectin, Latidectin, Milbemectin, Ivermectin, Emamectin, Milbemycin; aus der Klasse der Benzimidazole und Probenzimidazole zum Beispiel: Oxibendazol, Mebendazol, Triclabendazol, Thiophanat. Parbendazol, Oxfendazoi, Netobimin, Fenbendazol, Febantel, Thiabendazol, Cyclobendazol, Cambendazol, Albendazol-sulfoxid, Albendazol, Flubendazol; aus der Klasse der Depsipeptide, vorzugsweise cyclischen Depsipetide, insbesondere 24-gliedrigen cyclischen Depsipeptide, zum Beispiel: Emodepsid, PF1022A; aus der Klasse der Tetrahydropyrimidine zum Beispiel: Morantel, Pyrantel, Oxantel; aus der Klasse der Imidazothiazole zum Beispiel: Butamisol, Levamisol, Tetramisol; aus der Klasse der Aminophenylamidine zum Beispiel: Amidantel, deacyliertes Amidantel (dAMD), Tribendimidin; aus der Klasse der Aminoacetonitrile zum Beispiel: Monepantel; aus der Klasse der Paraherquamide zum Beispiel: Paraherquamid, Derquantel; aus der Klasse der Salicylanilide zum Beispiel: Tribromsalan, Bromoxanid, Brotianid, Clioxanid, Closantel, Niclosamid, Oxyclozanid, Rafoxanid; aus der Klasse der substituierten Phenole zum Beispiel: Nitroxynil, Bithionol. Disophenol, Hexachlorophen, Niclofolan, Meniclopholan; aus der Klasse der Organophosphate zum Beispiel: Trichlorfon, Naphthalofos, Dichlorvos/'DDVP, Crufomat, Coumaphos, Haloxon; aus der Klasse der Piperazinone/Chinoline zum Beispiel: Praziquantel, Epsiprantel; aus der Klasse der Piperazine zum Beispiel: Piperazin, Hydroxyzin; aus der Klasse der Tetracycline zum Beispiel: Tetracyclin, Chlorotetracyclin, Doxycyclin, Oxytetracyclin, Rolitetracyclin; aus diversen anderen Klassen zum Beispiel: Bunamidin, Niridazol, esorantel, Omphalotin, Oltipra/, Nitroscanat, Nitroxynil, Oxamniquin, Mirasan, Miracil, Lucanthon, Hycanthon, Hetolin, Emetin,Exemplary agents from the group of endoparasiticides, as a mixture partner, include, but are not limited to, anthelmintic agents and antiprotozoal agents. The anthelmintic agents include, but are not limited to, the following nematicidal, tremesticidal and / or cestotic agents: from the class of macrocyclic lactones, for example: eprinomectin, abamectin, nemadectin, moxidectin, doramectin, selamectin, lepimectin, latidectin, milbemectin, Ivermectin, emamectin, milbemycin; from the class of benzimidazoles and sample zimidazoles for example: oxibendazole, mebendazole, triclabendazole, thiophanate. Parbendazole, oxfendazoi, netobimin, fenbendazole, febantel, thiabendazole, cyclobendazole, cambendazole, albendazole sulfoxide, albendazole, flubendazole; from the class of depsipeptides, preferably cyclic depsipetides, in particular 24-membered cyclic depsipeptides, for example: emodepside, PF1022A; from the class of tetrahydropyrimidines for example: Morantel, Pyrantel, Oxantel; from the class of imidazothiazoles, for example: butamisole, levamisole, tetramisole; from the class of aminophenylamidines, for example: amide shell, deacylated amide shell (dAMD), tribendimidine; from the class of aminoacetonitriles, for example: Monepantel; from the class of Paraherquamide, for example: Paraherquamid, Derquantel; from the class of salicylanilides for example: Tribromsalan, Bromoxanid, Brotianid, Clioxanid, Closantel, Niclosamid, Oxyclozanid, Rafoxanid; from the class of substituted phenols for example: nitroxynil, bithionol. Disophenol, hexachlorophene, nicolofolan, meniclopholan; from the class of organophosphates, for example: trichlorophone, naphthalofos, dichlorvos / 'DDVP, crufomat, coumaphos, haloxone; from the class of piperazinones / quinolines for example: praziquantel, epsiprantel; from the class of piperazines for example: piperazine, hydroxyzine; from the class of tetracyclines for example: tetracycline, chlorotetracycline, doxycycline, oxytetracycline, rolitetracycline; from various other classes for example: bunamidine, niridazole, esorantel, omphalotin, oltipra /, nitroscanate, nitroxynil, oxamniquine, mirasan, miracil, lucanthone, hycanthone, hetolin, emetin,

Diethylcarbamazin, Dichlorophen, Diamfenetid, Clonazepam, Bephenium, Amoscanat, Clorsulon. Diethylcarbamazine, dichlorophen, diamfenetide, clonazepam, bephenium, amoscanate, clorsulon.

Antiprotozoi s che Wirkstoffe, darunter, ohne hierauf beschränkt zu sein, die folgenden Wirkstoffe: aus der Klasse der Tria/ine zum Beispiel: Diciazuril, Ponazuril, Letrazuril, Toltrazuril; aus der Klasse Polyletherionophor zum Beispiel: Monensin, Salinomycin, Maduramicin, Narasin; aus der Klasse der makrocyclischen Lactone zum Beispiel: Milbemycin, Erythromycin; aus der Klasse der Chinolone zum Beispiel: Enrofloxacin, Pradofloxacin; aus der Klasse der Chinine zum Beispiel: Chloroquin; aus der Klasse der Pyrimidine zum Beispiel: Pyrimethamin; aus der Klasse der Sulfonamide zum Beispiel: Sulfachinoxalin, Trimethoprim, Sulfaclozin; aus der Klasse der Thiamine zum Beispiel: Amprolium; aus der Klasse der Lincosamide zum Beispiel: Clindamycin; aus der Klasse der Carbanilide zum Beispiel: Imidocarb; aus der Klasse der Nitrofurane zum Beispiel: Nifurtimox; aus der Klasse der Chinazoiinonaikaloide zum Beispiel: Halofuginon; aus diversen anderen Klassen zum Beispiel: Oxamniquin, Paromomycin; aus der Klasse der Vakzine oder Antigene aus Mikroorganismen zum Beispiel: Babesia canis rossi, Eimeria tenella, Eimeria praecox, Eimeria necatrix, Eimeria mitis, Eimeria maxima, Eimeria brunetti, Eimeria acervulina, Babesia canis vogeli, Leishmania infantum, Babesia canis canis, Dictyocaulus viviparus. Antiprotozoal agents include, but are not limited to, the following agents: from the class of tria / ees, for example: diciazuril, ponazuril, letrazuril, toltrazuril; from the class polyl ether ionophore for example: monensin, salinomycin, maduramicin, narasin; from the class of macrocyclic lactones, for example: milbemycin, erythromycin; from the class of quinolones for example: enrofloxacin, pradofloxacin; from the class of quinines for example: chloroquine; from the class of pyrimidines for example: pyrimethamine; from the class of sulfonamides for example: sulfachinoxalin, trimethoprim, sulfaclozin; from the class of thiamine for example: amprolium; from the class of lincosamides for example: clindamycin; from the class of carbanilides, for example: imidocarb; from the class of nitrofurans, for example: nifurtimox; from the class of quinazoiinonaikaloids, for example: halofuginone; from various other classes for example: oxamniquine, paromomycin; from the class of vaccines or antigens from microorganisms for example: Babesia canis rossi, Eimeria tenella, Eimeria praecox, Eimeria necatrix, Eimeria mitis, Eimeria maxima, Eimeria brunetti, Eimeria acervulina, Babesia canis vogeli, Leishmania infantum, Babesia canis canis, Dictyocaulus viviparus ,

Alle genannten Mischungspartner können außerdem, wenn sie auf Grund ihrer funktionellen Gruppen dazu imstande sind, gegebenenfalls mit geeigneten Basen oder Säuren Salze bilden. Vektorbekämpfung In addition, if they are capable of doing so on the basis of their functional groups, all said mixing partners can optionally form salts with suitable bases or acids. vector control

Die Verbindungen der Formel (I) können auch in der Vektorbekämpfung eingesetzt werden. Ein Vektor im Sinne der vorliegenden Erfindung ist ein Arthropode, insbesondere ein Insekt oder Arachnide, der in der Lage ist, Krankheitserreger wie z. B. Viren, Würmer, Einzeller und Bakterien aus einem Reservoir (Pflanze, Tier, Mensch, etc.) auf einen Wirt zu übertragen. Die Krankheitserreger können entweder mechanisch (z. B. Trachoma durch nicht-stechende Fliegen) auf einem Wirt, oder nach Injektion (z. B. Malaria-Parasiten durch Mücken) in einen Wirt übertragen werden. The compounds of formula (I) can also be used in vector control. A vector in the context of the present invention is an arthropod, in particular an insect or arachnid, which is able to attack pathogens such. As viruses, worms, protozoa and bacteria from a reservoir (plant, animal, human, etc.) to a host to transfer. The pathogens can be transferred to a host either mechanically (eg, trachoma by non-stinging flies) on a host, or after injection (eg, malaria parasites by mosquitoes).

Beispiele für Vektoren und die von ihnen übertragenen Krankheiten bzw. Krankheitserreger sind: Examples of vectors and their transmitted diseases or pathogens are:

1) Mücken - Anopheles: Malaria, Filariose; 1) Mosquitoes - Anopheles: malaria, filariasis;

- Culex: Japanische Encephalitis, Filariasis, weitere virale Erkrankungen. Übertragung von anderen- Culex: Japanese encephalitis, filariasis, other viral diseases. Transfer of others

Würmern; worms;

- Aedes: Gelbfieber, Dengue-Fieber, weitere virale Erkrankungen, Filariasis; - Aedes: yellow fever, dengue fever, other viral diseases, filariasis;

- Simulien: Übertragung von Würmern, insbesondere Onchocerca volvulus; - Psychodidae: Übertragung von Leishmaniose - Simulia: transmission of worms, in particular Onchocerca volvulus; - Psychodidae: transmission of leishmaniasis

2) Läuse: Hautinfektionen, epidemisches Fleckfieber: 2) lice: skin infections, epidemic typhus:

3) Flöhe: Pest, endemisches Fleckfieber. Bandwürmer; 3) Fleas: plague, endemic typhus fever. Tapeworms;

4) Fliegen: Schlafkrankheit (Trypanosomiasis); Cholera, weitere bakterielle Erkrankungen: 4) flies: sleeping sickness (trypanosomiasis); Cholera, other bacterial diseases:

5) Milben: Acariose, epidemisches IT eck lieber. Rickettsipocken, Tularämie, Saint-Louis-Enzephalitis, Frühsommermeningoenzephalitis (FSME), Krim-Kongo-Fieber, Borreliose; 5) mites: acariosis, epidemic IT eck dear. Rickettsipox, tularemia, Saint-Louis encephalitis, tick-borne encephalitis (TBE), Crimean Congo fever, Lyme disease;

6) Zecken: Borelliosen wie Borrelia bungdorferi sensu lato., Borrelia duttoni, Frühsommer- Meningoenzephalitis, Q-Fieber (Coxiella burnetii), Babesien (Babesia canis canis), Ehrlichiose. 6) Ticks: Borellioses such as Borrelia bungdorferi sensu lato., Borrelia duttoni, tick-borne encephalitis, Q fever (Coxiella burnetii), Babesia (Babesia canis canis), ehrlichiosis.

Beispiele für Vektoren im Sinne der vorliegenden Erfindung sind Insekten, zum Beispiel Aphiden. Fliegen, Zikaden oder Thripse, die Ptlan/enviren auf Pflanzen übertragen können. Weitere Vektoren, die Pflanzenviren übertragen können, sind Spinnmilben, Läuse, Käfer und Nematoden. Examples of vectors in the context of the present invention are insects, for example aphides. Flies, cicadas or thrips that can transmit Ptlan / enviren to plants. Other vectors that can transmit plant viruses are spider mites, lice, beetles and nematodes.

Weitere Beispiele für Vektoren im Sinne der vorliegenden Erfindung sind Insekten und Arachniden wie Mücken, insbesondere der Gattungen Aedes, Anopheles. z. B. A. gambiae, A. arabiensis, A. funestus, A. dirus (Malaria) und Culex, Psychodide wie Phlebotomus, Lutzomyia, Läuse, Flöhe, Fliegen, Milben und Zecken, die Krankheitserreger auf Tiere und/oder Menschen übertragen können. Further examples of vectors for the purposes of the present invention are insects and arachnids such as mosquitoes, in particular of the genera Aedes, Anopheles. z. BA gambiae, A. arabiensis, A. funestus, A. dirus (malaria) and Culex, psychodides such as phlebotomus, lutzomyia, lice, fleas, flies, mites and ticks that can transmit pathogens to animals and / or humans.

Eine Vektorbekämpfung ist auch möglich, wenn die Verbindungen der Formel (I) Resistenz-brechend sind. Verbindungen der Formel (I) sind zur Verwendung in der Prävention von Krankheiten und/oder Krankheitserregern, die durch Vektoren übertragen werden, geeignet. Somit ist ein weiterer Aspekt der vorliegenden Erfindung die Verwendung von Verbindungen der Formel (I) zur Vektorbekämpfung, z. B. in der Landwirtschaft, im Gartenbau, in Forsten, in Gärten und Freizeiteinrichtungen sowie im Vorratsund Materialschutz. Schutz von technischen Materialen Vector control is also possible when the compounds of formula (I) are resistance-disrupting. Compounds of formula (I) are suitable for use in the prevention of diseases and / or pathogens transmitted by vectors. Thus, another aspect of the present invention is the use of compounds of formula (I) for vector control, e.g. As in agriculture, horticulture, forests, gardens and recreational facilities and in the supply and material protection. Protection of technical materials

Die Verbindungen der Formel (I) eignen sich zum Schutz von technischen Materialien gegen Befall oder Zerstörung durch Insekten, z. B. aus den Ordnungen Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psocoptera und Zygentoma. The compounds of the formula (I) are suitable for the protection of industrial materials against attack or destruction by insects, eg. B. from the orders Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psocoptera and Zygentoma.

Unter technischen Materialien sind im vorliegenden Zusammenhang nicht lebende Materialien zu verstehen, wie vorzugsweise Kunststoffe, Klebstoffe, Leime, Papiere und Kartone, Leder, Ho!/. Holzverarbeitungsprodukte und Anstrichmittel. Die Anwendung der Erfindung zum Schutz von Hol/ ist besonders bevorzugt. Technical materials in the present context are non-living materials, such as preferably plastics, adhesives, glues, papers and cartons, leather, Ho! /. Woodworking products and paints. The use of the invention to protect Hol / is particularly preferred.

In einer weiteren Ausführungsform werden die Verbindungen der Formel (I) zusammen mit mindestens einem weiteren Insektizid und/oder mindestens einem Fungizid eingesetzt. In einer weiteren Aus führungs form liegen die Verbindungen der Formel (I) als ein anwendungsfertiges (ready-to-use) Schädlingsbekämpfungsmittel vor, d. h., sie können ohne weitere Änderungen auf das entsprechende Material aufgebracht werden. Als weitere Insektizide oder Fungizide kommen insbesondere die oben genannten in Frage. In a further embodiment, the compounds of the formula (I) are used together with at least one further insecticide and / or at least one fungicide. In a further embodiment, the compounds of the formula (I) are present as a ready-to-use pest control agent, i. h., They can be applied to the appropriate material without further changes. As further insecticides or fungicides, in particular those mentioned above come into question.

Überraschenderweise wurde auch gefunden, dass die Verbindungen der Formel (I) zum Schutz vor Bewuchs von Gegenständen, insbesondere von Schiffskörpern, Sieben, Netzen, Bauwerken, Kaianlagen und Signalanlagen, welche mit See- oder Brackwasser in Verbindung kommen, verwendet werden können. Gleichfalls können die Verbindungen der Formel (I) allein oder in Kombinationen mit anderen Wirkstoffen als Antifouling-Mittel eingesetzt werden. Surprisingly, it has also been found that the compounds of the formula (I) can be used to protect against the growth of objects, in particular hulls, sieves, nets, structures, quays and signal systems, which come into contact with seawater or brackish water. Likewise, the compounds of the formula (I) can be used alone or in combination with other active substances as antifouling agents.

Bekämpfung von tierischen Schädlingen auf dem Hygienesektor Die Verbindungen der Formel (I) eignen sich zur Bekämpfung von tierischen Schädlingen auf dem Hygienesektor. Insbesondere kann die Erfindung im Haushalts-, Hygiene- und Vorrats schütz verwendet werden, vor allem zur Bekämpfung von Insekten, Spinnentieren, Zecken und Milben, die in geschlossenen Räumen, wie beispielsweise Wohnungen, Fabrikhallen, Büros, Fahrzeugkabinen, Ti erzuchtanlagen vorkommen. Zur Bekämpfung der tierischen Schädlinge werden die Verbindungen der Formel (I) allein oder in Kombination mit anderen Wirk- und/oder Hilfsstoffen verwendet. Bevorzugt werden sie in Haushaltsinsektizid-Produkten verwendet. Die Verbindungen der Formel (I) sind gegen sensible und resistente Arten sowie gegen alle Entwicklungsstadien wirksam. Control of animal pests in the hygiene sector The compounds of formula (I) are useful in the control of animal pests in the hygiene sector. In particular, the invention can be used in household, hygiene and storage contactor especially for the control of insects, arachnids, ticks and mites that occur in confined spaces, such as homes, factories, offices, vehicle cabins, tinning plants. To combat animal pests, the compounds of formula (I) are used alone or in combination with other active ingredients and / or excipients. Preferably, they are used in household insecticide products. The compounds of formula (I) are active against sensitive and resistant species and against all stages of development.

Zu diesen Schädlingen gehören beispielsweise Schädlinge aus der Klasse Arachnida, aus den Ordnungen Scorpiones, Araneae und Opiliones, aus den Klassen Chilopoda und Diplopoda, aus der Klasse Insecta die Ordnun Blattodea, aus den Ordnungen Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera, Isoptera, Lepidoptera, Phthiraptera, Psocoptera, Saltatoria oder Orthoptera, Siphonaptera und Zygentoma und aus der Klasse Malacostraca die Ordnung Isopoda. These pests include, for example, pests from the class Arachnida, from the orders Scorpiones, Araneae and Opiliones, from the classes Chilopoda and Diplopoda, from the class Insecta the Ordnun Blattodea, from the orders Coleoptera, Dermaptera, Diptera, Heteroptera, Hymenoptera, Isoptera, Lepidoptera, Phthiraptera, Psocoptera, Saltatoria or Orthoptera, Siphonaptera and Zygentoma and from the class Malacostraca the order Isopoda.

Die Anwendung erfolgt beispielsweise in Aerosolen, drucklosen Sprühmitteln, z. B. Pump- und Zerstäubersprays, Nebelautomaten, Foggern, Schäumen, Gelen, Verdampferprodukten mit Verdampferplättchen aus Cellulose oder Kunststoff, Flüssigverdampfern, Gel- und Membranverdampfern, propellergetriebenen Verdampfern, energielosen bzw. passiven Verdampfungssystemen, Mottenpapieren, Mottensäckchen und Mottengelen, als Granulate oder Stäube, in Streuködern oder Köderstationen. The application is carried out for example in aerosols, non-pressurized sprays, z. Pump and atomizer sprays, misting machines, foggers, foams, gels, evaporator products with cellulose or plastic evaporator plates, liquid evaporators, gel and membrane evaporators, propeller driven evaporators, energyless or passive evaporation systems, moth papers, moth cakes and moth gels, as granules or dusts, in straw baits or bait stations.

Hcrstcllungshclsplclc Hcrstcllungshclsplclc

2-(3-EthylsulfonyIimida/o| l ,2-a|pyrazin-2-yl)-3-nH*thyl-6-(trinuornH,thyl)i 2- (3-EthylsulfonyIimida / o | l, 2-a | pyrazin-2-yl) -3-nH * thyl-6- (trinuornH, thyl) i

(Bsp. 1-1 ) (Example 1-1)

Figure imgf000081_0001
2-(3 -Ethylsulfanylimidazo [ 1 ,2-a]pyrazin-2-yl)-3 -methyl-6-(trifluormethyl)imidazo [4,5-c]pyridin
Figure imgf000081_0001
2- (3-Ethylsulfanylimidazo [1,2-a] pyrazin-2-yl) -3-methyl-6- (trifluoromethyl) imidazo [4,5-c] pyridine

(19 mg, 0.05 mmol) wurde in Dichlormethan (3.0 mL) gelöst und anschließend mit Ameisensäure (0.009 mL. 0.25 mmol) und Wasserstoffperoxid (35%, 34 mg, 0.035 mmol) versetzt. Das Reaktionsgemisch wurde für 15 h bei RT gerührt und mit Natriumthiosulfat-Lösung (gesättigt) zum Quenchen versetzt. Die organische Phase wurde getrennt, über Na2SC>4 getrocknet, filtriert und eingeengt. Das Rohprodukt wurde durch säulenchromatographische Aufreinigung mit einem Wasser / Acetonitril Gradienten als Laufmittel gereinigt. (19 mg, 0.05 mmol) was dissolved in dichloromethane (3.0 mL) and then treated with formic acid (0.009 mL. 0.25 mmol) and hydrogen peroxide (35%, 34 mg, 0.035 mmol). The reaction mixture was stirred for 15 h at RT and quenched with sodium thiosulfate solution (saturated). The organic phase was separated, dried over Na2SC> 4, filtered and concentrated. The crude product was purified by column chromatography with a water / acetonitrile gradient as eluent.

(logP (neutral): 2.01; MET: 379; M l -NMR (400 MHz, CDC13): δ 9.36 (d, 1H), 9.16 (dd, 1H), 9.02 (s, 1H), 8.26 (d, 1H), 8.15 (s, 1H), 4.25 (s, 3H), 4.12 (q, 211 ). 1.46 (t, 3H). (logP (neutral): 2.01; MET: 379; M l -NMR (400 MHz, CDC1 3 ): δ 9.36 (d, 1H), 9.16 (dd, 1H), 9.02 (s, 1H), 8.26 (d, 1H), 8.15 (s, 1H), 4.25 (s, 3H), 4.12 (q, 211), 1.46 (t, 3H).

2-(3-Ethylsu!fanylimidazo| l ,2-a|pyrazin-2-yl)-3-nu 2- (3-ethylsulfanylimidazo | 1,2-a-pyrazine-2-yl) -3-nu

(Bsp. 1-2) (Ex. 1-2)

Figure imgf000081_0002
Figure imgf000081_0002

2 -(3 -Chlorimidazo[ 1 ,2-a]pyrazin-2-yl)-3 -methyl-6-(trifluormethyl)imidazo [4,5-c]pyridin (90 mg, 0.25 mmol) wurde in DMF (3.0 mL) gelöst und mit Natriumethylmercaptan (43 mg, 0.51 mmoL) versetzt. Das Reaktionsgemisch wurde für 16 h bei RT gerührt und anschließend mit einem Gemisch aus Cyclohexan und Ethylacetat verdünnt, filtriert und eingeengt. Das Rohmaterial wurde durch säulenchromatographische Aufreinigung mit einem Cyclohexan / Essigester Gradienten als Laufmittel gereinigt. 2- (3-Chloroimidazo [1,2-a] pyrazin-2-yl) -3-methyl-6- (trifluoromethyl) imidazo [4,5-c] pyridine (90 mg, 0.25 mmol) was dissolved in DMF (3.0 mL) and treated with sodium ethylmercaptan (43 mg, 0.51 mmol). The reaction mixture was stirred at RT for 16 h and then diluted with a mixture of cyclohexane and ethyl acetate, filtered and concentrated. The crude material was purified by column chromatography purification with a cyclohexane / ethyl acetate gradient as eluent.

(logP (neutral): 2.36; MET: 411; 'H-NMR (400 MHz, CDCL): δ 9.21 (d, 1H), 8.98 (s, 1H), 8.56 (dd, 1H), 8.21 (s, 1H), 8.13 (d, 1H), 4.39 (s, 3H), 3.18 (q, 2H ). 1.22 (t, 311 ). 2-(3-Chlorimidazo[l,2-a]pyrazin-2-yl)-3-methyl-6-(trifluornietliyl)iinidazo[4,5-c3pyridin

Figure imgf000082_0001
(logP (neutral): 2.36; MET: 411; 'H NMR (400 MHz, CDCL): δ 9.21 (d, 1H), 8.98 (s, 1H), 8.56 (dd, 1H), 8.21 (s, 1H ), 8.13 (d, 1H), 4.39 (s, 3H), 3.18 (q, 2H), 1.22 (t, 311), 2- (3-chloroimidazo [1,2-a] pyrazine-2-yl) - 3-methyl-6- (trifluornietliyl) iinidazo [4,5-c3pyridin
Figure imgf000082_0001

3-Chlorimidazo[l ,2-a]pyrazin-2 -carbonsäure (200 mg, 1.01 mmol), N3-Methyl-6-3-Chloroimidazo [1,2-a] pyrazine-2-carboxylic acid (200 mg, 1.01 mmol), N3-methyl-6-

(trifluormethyl)pyridin-3 ,4-diamin (149 mg, 0.77 mmol) und N-Ethyl- ' -(3 -dimethylaminopropyl)- carbodiimid Hydro chlorid (149 mg, 0.77 mmoL) wurden in Pyridin (10 mL) gelöst und für 6 h refluxiert. Nach Zugabe von Molsieb (4 Ä) wurde das Gemisch für weitere 2 h refluxiert. Anschließend wurde das Reaktionsgemisch mit Acetonitril verdünnt, filtriert und eingeengt. Das Rohprodukt wurde durch säulenchromatographische Aufreinigung mit einem Dichlormethan / Methanol Gradienten als Laufmittel gereinigt. (Trifluoromethyl) pyridine-3,4-diamine (149mg, 0.77mmol) and N-ethyl- ' - (3-dimethylaminopropyl) carbodiimide hydrochloride (149mg, 0.77mmol) were dissolved in pyridine (10mL) and prepared for Refluxed for 6 hours. After adding molecular sieves (4 Å), the mixture was refluxed for a further 2 hours. The reaction mixture was then diluted with acetonitrile, filtered and concentrated. The crude product was purified by column chromatography purification with a dichloromethane / methanol gradient as eluent.

(logP (neutral): 1.68; MET: 353; Ή-NMR (400 MHz, CDC13): δ 9.33 (d, 1H), 9.26 (s, 1H), 8.61 (dd, 1H), 8.30 (s, 1H), 8.19 (d, 1H), 4.42 (s, 3H). (logP (neutral): 1.68; MET: 353; Ή-NMR (400 MHz, CDCl 3 ): δ 9.33 (d, 1H), 9.26 (s, 1H), 8.61 (dd, 1H), 8.30 (s, 1H ), 8.19 (d, 1H), 4.42 (s, 3H).

3- hlorimidazo| l,2-a|pyrazin-2-carbonsäure 3- hlorimidazo | l, 2-a | pyrazine-2-carboxylic acid

Figure imgf000082_0002
Figure imgf000082_0002

Ethyl 3-chlorimidazo[l ,2-a]pyrazin-2-carboxylat (2.00 g, 7.80 mmol) wurde in einem Gemisch aus THF / I LO (3: 1 ; 15.0 mL) gelöst und mit Lithiumhydroxid (0.655 g, 15.6 mmol) versetzt. Das Reaktionsgemisch wurde für 16 h bei RT gerührt und anschließend mit 1 M HCl -Lösung versetzt und eingeengt. Der Rückstand wurde azeotrop mit Tokio! getrocknet. Das Rohprodukt wurde ohne weitere Aufreinigung zu 2-(3-Chlorimidazo[l ,2-a]pyrazin-2-yl)-3-methyl-6-(trifluormethyl)imidazo[4,5- cjpyridin umgesetzt. Ethyl 3-chloroimidazo [1,2-a] pyrazine-2-carboxylate (2.00 g, 7.80 mmol) was dissolved in a THF / I LO (3: 1, 15.0 mL) mixture and treated with lithium hydroxide (0.655 g, 15.6 mmol ). The reaction mixture was stirred for 16 h at RT and then treated with 1 M HCl solution and concentrated. The residue became azeotropic with Tokyo! dried. The crude product was reacted without further purification to give 2- (3-chloroimidazo [1,2-a] pyrazin-2-yl) -3-methyl-6- (trifluoromethyl) imidazo [4,5-cipyridine.

(logP (neutral): 0.10; M H ' : 196; 'H-NMR (400 MHz, DM SO-iL ): δ 9.21 (d, 1H), 8.50 (dd, 1H), 8.1 1 (d, 1H), 3.44 (q, 2H), 1.05 (t, 3H). (logP (neutral): 0.10; MH ' : 196;' H-NMR (400 MHz, DM SO-iL): δ 9.21 (d, 1H), 8.50 (dd, 1H), 8.1 1 (d, 1H), 3.44 (q, 2H), 1.05 (t, 3H).

Ethyl 3-chloriiuidazo| 1 ,2-a|pyrazin-2-carboxylat Ethyl 3-chloroimidazole | 1, 2-a | pyrazine-2-carboxylate

Figure imgf000082_0003
Figure imgf000082_0003

Ethyl imidazo [ 1 ,2-a]pyrazin-2-carboxylat (2.00 g, 10.4 mmol) wurde in Acetonitril (50 mL) gelöst und mit N-Chlorsuccinimid (1.40 g, 10.4 mmol) versetzt. Das Reaktionsgemisch wurde 8 h bei 45 °C gerührt und anschließend eingeengt. Der Rückstand wurde mit Wasser und Dichlormethan versetzt und extrahiert. Die organische Phase wurde getrennt, über Na-SO getrocknet, filtriert und eingeengt. Das Rohprodukt wurde ohne weitere Aufreinigung zur 3 -Chlorimidazo [ 1 ,2-a]pyrazin-2-carbonsäure umgesetzt. Ethyl imidazo [1,2-a] pyrazine-2-carboxylate (2.00 g, 10.4 mmol) was dissolved in acetonitrile (50 mL) and N-chlorosuccinimide (1.40 g, 10.4 mmol) was added. The reaction mixture was stirred for 8 h at 45 ° C and then concentrated. The residue was treated with water and dichloromethane and extracted. The organic phase was separated, dried over Na 2 SO 4, filtered and concentrated. The crude product was reacted without further purification to 3-chloroimidazo [1, 2-a] pyrazine-2-carboxylic acid.

(logP (neutral): 1.24; M H : 226. Ethyl imidazo| l ,2-a|pyra/in-2-carboxylat

Figure imgf000083_0001
(logP (neutral): 1.24; MH: 226. ethyl imidazo | l, 2-a | pyra / in-2-carboxylate
Figure imgf000083_0001

Pyrazin-2-amin (5.00 g, 52.5 mmol) und Ethyl-3 -brompyruvat (10.25 g, 52.5 mmol) wurden in Ethanol gelöst und die entstandene Lösung wurde 16 h refluxiert. Das Reaktionsgemisch wurde eingeengt und der Rückstand mit Wasser und NaHCOs-Lösung (gesättigt) versetzt. Das Produkt wurde mit Dichlormethan extrahiert und die organischen Phasen wurden eingeengt. Der zähflüssige Rückstand wurde mit Ether verrieben. Der entstandene Feststoff wurde abfiltriert und getrocknet.  Pyrazine-2-amine (5.00 g, 52.5 mmol) and ethyl 3-bromopyruvate (10.25 g, 52.5 mmol) were dissolved in ethanol and the resulting solution was refluxed for 16 h. The reaction mixture was concentrated and the residue was combined with water and NaHCO 3 solution (saturated). The product was extracted with dichloromethane and the organic phases were concentrated. The viscous residue was triturated with ether. The resulting solid was filtered off and dried.

(logP (neutral): 0.71 ; M H : 192; 'H-NMR (400 MHz, DM SO-d, ): δ 9.17 (d, 1H), 8.69 (dd, 1H), 8.60 (dd, 1H), 7.98 (d, 1H), 4.35 (q, 2H), 1.33 (t, 3 H ). (logP (neutral): 0.71; MH: 192; 1 H-NMR (400 MHz, DM SO-d,): δ 9.17 (d, 1H), 8.69 (dd, 1H), 8.60 (dd, 1H), 7.98 (d, 1H), 4.35 (q, 2H), 1.33 (t, 3H).

In Analogie zu den Beispielen und gemäß den oben beschriebenen Herstellverfahren lassen sich folgende weitere Verbindungen der Formel (I) erhalten: In analogy to the examples and according to the preparation process described above, the following further compounds of the formula (I) can be obtained:

2-(3-Ethylsulfanylimidazo| l ,2-a]pyrimidm^ 2- (3-ethylsulfanyl-imidazo | 1, 2-a! Pyrimidine)

(Bsp. 1-3)  (Ex. 1-3)

Figure imgf000083_0002
Figure imgf000083_0002

(logP (neutral): 2.12; M W : 379; 'H-NMR (400 MHz, CDC13): δ 9.25 (s, 1H), 9,19 (d, 1H), 8.81 -8,82 (m, 1H), 8.28 (s, 1H), 7,35-7.37 (m, 1H), 4.31 (s, 3H), 3.07 (q, 2H), 1.09 (t, 3H). (logP (neutral) 2.12; MW: 379; 'H-NMR (400 MHz, CDC1 3): δ 9.25 (s, 1H), 9.19 (d, 1H), 8.81 -8.82 (m, 1H ), 8.28 (s, 1H), 7.35-7.37 (m, 1H), 4.31 (s, 3H), 3.07 (q, 2H), 1.09 (t, 3H).

2-(3-Ethylsulfonyliiiiidazo| l ,2-a|pyriniid^ 2- (3-ethylsulfonyl-3-idazo | l, 2-a | pyriniid ^

(Bsp. 1-4)

Figure imgf000084_0001
(Example 1-4)
Figure imgf000084_0001

(logP (neutral): 1 ,81 ; M W : 411 ; 'H-NMR (400 MHz, CDC13): δ 9.42 (d, 1H), 9,29 (s, 1H), 8.97-8,99 (m, 1H), 8.31 (s, 1H), 7,51-7,53 (m, 1H), 4.13 (s, 3H), 3.95 (q, 2H), 1.31 (t, 3 H ). (log P (neutral): 1.81; MW: 411; 1 H NMR (400 MHz, CDCl 3 ): δ 9.42 (d, 1H), 9.29 (s, 1H), 8.97-8.99 (m , 1H), 8.31 (s, 1H), 7.51-7.53 (m, 1H), 4.13 (s, 3H), 3.95 (q, 2H), 1.31 (t, 3H).

Die Messung der logP Werte erfolgt gemäß EEC Directive 79/831 Annex V.A8 durch HPLC ( H igh Performance Liquid Chromatography) an einer Phasenumkehrsäule (C 18). Temperatur: 55°C. The measurement of the logP values is carried out according to EEC Directive 79/831 Annex V.A8 by HPLC (High Performance Liquid Chromatography) on a phase inversion column (C 18). Temperature: 55 ° C.

Die Bestimmung mit der LC-MS im sauren Bereich erfolgt bei pH 2,7 mit 0,1 % wässriger Ameisensäure und Acetonitril (enthält 0,1 % Ameisensäure) als Eluenten; linearer Gradient von 10% Acetonitril bis 95% Acetonitril. In der Tabelle logP (HCOOH) genannt. The determination with the LC-MS in the acidic range is carried out at pH 2.7 with 0.1% aqueous formic acid and acetonitrile (containing 0.1% formic acid) as eluent; linear gradient from 10% acetonitrile to 95% acetonitrile. In the table called logP (HCOOH).

Die Bestimmung mit der LC-MS im neutralen Bereich erfolgt bei pH 7.8 mit 0,001 molarer wässriger Ammoniumhydrogencarbonat-Lösung und Acetonitril als Eluenten; linearer Gradient von 10 %The determination with the LC-MS in the neutral range is carried out at pH 7.8 with 0.001 molar aqueous ammonium bicarbonate solution and acetonitrile as eluent; linear gradient of 10%

Acetonitril bis 95 % Acetonitril. In der Tabelle logP (neutral) genannt. Acetonitrile to 95% acetonitrile. In the table called logP (neutral).

Die Eichung erfolgt mit unverzweigten Alkan-2-onen (mit 3 bis 16 Kohlenstoffatomen), deren logP- Werte bekannt sind (Bestimmung der logP-Werte anhand der Retentionszeiten durch lineare Interpolation zwischen zwei aufeinander folgenden Alkanonen). Die NMR-Daten ausgewählter Beispiele werden entweder in klassischer Form ( 5- Werte, The calibration is carried out with unbranched alkan-2-ones (with 3 to 16 carbon atoms) whose logP values are known (determination of the logP values by means of the retention times by linear interpolation between two consecutive alkanones). The NMR data of selected examples are either in classical form (5- values,

Multiplettaufspaltung, Anzahl der H-Atome) oder als NMR-Peak-Listen aufgeführt. Multiplet splitting, number of H atoms) or listed as NMR peak lists.

Das Lösungsmittel, in welchem das NMR-Spektrum aufgenommen wurde ist jeweils angegeben. The solvent in which the NMR spectrum was recorded is given in each case.

N R-Peak-Listen verfahren N R-peak lists proceed

Di H-NM R-Daten ausgewählter Beispiele werden in Form von 1 H -N M R - Peak I i st en notiert. Zu jedem Signalpeak wird erst der δ-Wert in ppm und dann die Signalintensität in runden Klammern aufgeführt. Die δ-Wert - Signalintensitäts- Zahlen paare von verschiedenen Signalpeaks werden durch Semikolons voneinander getrennt aufgelistet. Di H-NM R data of selected examples are reported in the form of 1 H-NMR peak I s. For each signal peak, first the δ value in ppm and then the signal intensity in round brackets are listed. The δ-value signal intensity numbers of different signal peaks are listed separated by semicolons.

Die Peakliste eines Beispieles hat daher die Form: δι (Intensitäti'; &> (Intensität2); ; δ\ (Intensität,'; ; δη (Intensität) Die Intensität scharfer Signale korreliert mit der Höhe der Si nal in einem gedruckten Beispiel eines NMR- Spektrums in cm und zeigt die wirklichen Verhältnisse der Signalintensitäten. Bei breiten Signalen können mehrere Peaks oder die Mitte des Signals und ihre relative Intensität im Vergleich zum intensivsten Si nal im Spektrum gezeigt werden. The peak list of an example therefore has the form: δι (Intensity ';&> (Intensity 2);; δ \ (Intensity,';; δη (Intensity) The intensity of sharp signals correlates with the height of the Si in a printed example of an NMR - Spectrum in cm and shows the real ratios of the signal intensities Signals can show multiple peaks or the center of the signal and their relative intensity compared to the most intense signal in the spectrum.

Zur Kalibri rung der chemischen Verschiebung von 'H-NMR-Spektren benutzen wir Tetramethylsilan und/oder die chemische Verschiebung des Lösungsmittels, besondern im Falle von Spektren, die in DM SO gemessen werden. Daher kann in NMR-Peaklisten der Tetramethylsilan-Peak vorkommen, muss es aber nicht. To calibrate the chemical shift of 'H-NMR spectra we use tetramethylsilane and / or the chemical shift of the solvent, especially in the case of spectra measured in DM SO. Therefore, the tetramethylsilane peak can occur in NMR peaks, but it does not have to.

Die Listen der Ή-NMR-Peaks sind ähnlich den klassischen 'H-NMR-Ausdrucken und enthalten somit gewöhnlich alle Peaks, die bei einer klassischen NMR- Interpretation aufgeführt werden. The lists of Ή-NMR peaks are similar to the classical 'H-NMR prints and thus usually contain all the peaks listed in a classical NMR interpretation.

Darüber hinaus können sie wie klassische Ή-NMR -Ausdrucke Lösungsmittelsignale, Si nale von Stereoisomeren der Zielverbindungen, die ebenfalls Gegenstand der Erfindung sind, und/oder Peaks von Verunreinigungen zeigen. In addition, they can, like classical Ή-NMR -expressions solvent signals, Si signals of stereoisomers of the target compounds, which are also the subject of the invention, and / or show peaks of impurities.

Bei der Angabe von Verbindungs sign al en im Delta-Bereich von Lösungsmitteln und/oder Wasser sind in unseren Listen von 'H-NMR-Peaks die gewöhnlichen Lö sungsmittelp eaks , zum Beispiel Peaks von DM SO in DM SO-D, und der Peak von Wasser, gezeigt, die gewöhnlich im Durchschnitt eine hohe Intensität aufweisen. In the listing of compound signals in the delta range of solvents and / or water, in our lists of 'H NMR peaks, the usual solvent peaks, for example, peaks of DM SO in DM SO-D, and the peak of water, usually showing high intensity on average.

Die Peaks von Stereoisomeren der Targetverbindungen und/oder Peaks von Verunreinigungen haben gewöhnlich im Durchschnitt eine geringere Intensität als die Peaks der Zielverbindungen (zum Beispiel mit einer Reinheit von >90%). The peaks of stereoisomers of the target compounds and / or peaks of impurities usually have on average a lower intensity than the peaks of the target compounds (for example with a purity of> 90%).

Solche Stereoisomere und/oder Verunreinigungen können typisch für das jeweilige Herstellungsverfahren sein. Ihre Peaks können somit dabei helfen, die Reproduktion unseres Herstellungsverfahrens anhand von "Nebenprodukt-Fingerabdrücken" zu erkennen. Such stereoisomers and / or impurities may be typical of the particular preparation process. Their peaks can thus help identify the reproduction of our manufacturing process by "by-product fingerprints."

Einem Experten, der die Peaks der Zi el Verbindungen mit bekannten Verfahren (MestreC, ACD- Simulation, aber auch mit empirisch ausgewerteten Erwartungswerten) berechnet, kann je nach Bedarf die Peaks der Zielverbindungen isolieren, wobei gegebenenfalls zusätzliche Intensitätsfilter eingesetzt werden. Diese Isolierung wäre ähnlich dem betreffenden Peak-Picking bei der klassischen 'H-NMR- Interpretation. An expert calculating the peaks of the compounds using known methods (MestreC, ACD simulation, but also with empirically evaluated expectation values) can isolate the peaks of the target compounds as needed, using additional intensity filters if necessary. This isolation would be similar to peak picking in classical 'H NMR interpretation.

Weitere Details zu ! H - N M R - Peak! i st en können der Research Disclosure Database Number 564025 entnommen werden. An endungsheispiele More details to ! H - NMR peak! These can be found in the Research Disclosure Database Number 564025. To endungsheispiele

Mv/us persicae - Sprühtest Mv / us persicae - spray test

Lösungsmittel: 78 Gewichtsteile Aceton Solvent: 78 parts by weight of acetone

1 ,5 Gewichtsteile Dimethylformamid  1.5 parts by weight of dimethylformamide

Emulgator: Alkylarylpolyglykolether Emulsifier: alkylaryl polyglycol ether

Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung löst man 1 Gewichtsteil Wirkstoff mit den angegebenen Gewichtsteilen Lösungsmittel und füllt mit Wasser, welches eine Emulgatorkonzentration von 1000 ppin enthält, bis zum Erreichen der gewünschten Konzentration auf. Zur Herstellung weiterer Testkonzentrationen wird mit emulgatorhaitigem Wasser verdünnt. Chinakohlblattscheiben (Brassica pekinensis), die von allen Stadien der Grünen Pfirsichblattlaus (Myzus persicae) befallen sind, werden mit einer Wirkstoffzubereitung der gewünschten Konzentration gespritzt. To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppine until the desired concentration is reached. To prepare further test concentrations, dilute with emulsifier-containing water. Chinese cabbage leaf discs (Brassica pekinensis) infested with all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.

Nach 5 Tagen wird die Wirkung in % bestimmt. Dabei bedeutet 100 %, dass alle Blattläuse abgetötet wurden; 0 % bedeutet, dass keine Blattläuse abgetötet wurden. Bei diesem Test zeigen z. B. die folgenden Verbindungen der Herstellungsbeispiele Wirkung von 70% bei einer Aufwandmenge von 500g/ha: Bsp. I-I, Bsp. 1-4. After 5 days, the effect is determined in%. 100% means that all aphids have been killed; 0% means that no aphids have been killed. In this test, z. Example, the following compounds of the preparation examples effect of 70% at a rate of 500g / ha: Ex I-I, Ex. 1-4.

Phaedon cochieariae - Sprühtest Phaedon cochieariae - spray test

Lösungsmittel: 78,0 Gewichtsteile Aceton Solvent: 78.0 parts by weight of acetone

1 ,5 Gewichtsteile Dimethylformamid  1.5 parts by weight of dimethylformamide

Emulgator: Alkylarylpolyglykolether Emulsifier: alkylaryl polyglycol ether

Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung löst man 1 Gewichtsteil Wirkstoff mit den angegebenen Gewichtsteilen Lösungsmittel und füllt mit Wasser, weiches eine Emulgatorkonzentration von 1000 ppin enthält, bis zum Erreichen der gewünschten Konzentration auf. Zur Herstellung weiterer Testkonzentrationen wird mit emulgatorhaitigem Wasser verdünnt. To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water which contains an emulsifier concentration of 1000 ppins until the desired concentration is reached. To prepare further test concentrations, dilute with emulsifier-containing water.

Chinakohlblattscheiben (Brassica pekinensis) werden mit einer Wirkstoffzubereitung der gewünschten Konzentration gespritzt und nach dem Abtrocknen mit Larven des Meerrettichblattkäfers (Phaedon cochieariae) besetzt. Chinese cabbage leaf discs (Brassica pekinensis) are sprayed with an active compound preparation of the desired concentration and, after drying, are populated with larvae of the horseradish leaf beetle (Phaedon cochieariae).

Nach 7 Tagen wird die Wirkung in % bestimmt. Dabei bedeutet 100 %, dass alle Käferlarven abgetötet wurden; 0 % bedeutet, dass keine Käferlarven abgetötet wurden. Bei diesem Test zeigen z. B. die folgenden Verbindungen der Herstellungsbeispiele Wirkung von 83% bei einer Aufwandmenge von 500g/ha: Bsp. 1-4. After 7 days, the effect is determined in%. 100% means that all beetle larvae have been killed; 0% means that no beetle larvae have been killed. In this test, z. B. the following compounds of the preparation examples effect of 83% at a rate of 500g / ha: Ex. 1-4.

Bei diesem Test zeigen z. B. die folgenden Verbindungen der Herstellungsbeispiele Wirkung von 83 % bei einer Aufwandmenge von 100g/ha: Bsp. 1-1. In this test, z. Example, the following compounds of the preparation examples effect of 83% at a rate of 100g / ha: Ex. 1-1.

Claims

Patentansprüche claims 1. Verbindungen der Formel (I) 1. Compounds of the formula (I)
Figure imgf000088_0001
in welcher
Figure imgf000088_0001
in which Aa für Stickstoff oder =C(H)- steht, Aa is nitrogen or = C (H) -, Ab für Stickstoff oder =C(H)- steht, Ac für Stickstoff oder =C(H)- steht, Ad für Stickstoff oder =C(H)- steht, wobei mindestens ein A aus der Reihe Aa, Ab, Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad nicht gleichzeitig für Stickstoff stehen können, Ab is nitrogen or = C (H) -, Ac is nitrogen or = C (H) -, Ad is nitrogen or = C (H) -, wherein at least one A from the series Aa, Ab, Ac and Ad is nitrogen and where Aa, Ab, Ac and Ad can not simultaneously be nitrogen, R1 für (Ci-C6)Alkyl, (C1-C6)Halogenalkyl, (Ci-C6)Cyanoalkyl, (Ci-C6)Hydroxyalkyl, (Ci- C6)Aikoxy-(Ci-C6)alkyl, (Ci-C6)Halogenalkoxy-(Ci-C6)alkyi, (C2-C6)Alkenyl, (C2- C«)Alkenyloxy-(C i -C6)alkyl, (C2-C6)Halogenalkenyioxy-(Ci-C6)alkyl, (C2-C6)Halogenalkenyl, (C2-C6)Cyanoalkenyl, (C2-C«)Alkinyl, (C2-C6)Alkinyloxy-(Ci-C6)alkyl, (C2-R 1 is (Ci-C 6) alkyl, (C 1 -C 6) haloalkyl, (Ci-C 6) cyanoalkyl, (Ci-C 6) hydroxyalkyl, (Ci- C 6) Aikoxy- (Ci-C6) alkyl , (Ci-C 6) haloalkoxy (Ci-C6) alkyi, (C 2 -C 6) alkenyl, (C 2 - C ') alkenyloxy (C i -C 6) alkyl, (C 2 -C 6 ) Halogenalkenyioxy- (Ci-C6) alkyl, (C 2 -C 6) haloalkenyl, (C 2 -C 6) cyanoalkenyl, (C 2 -C ') alkynyl, (C 2 -C 6) alkynyloxy (C 6 ) alkyl, (C 2 - C6)Halogenaikinyioxy-(Ci-C6)alkyl, (C2-C6)Halogenalkinyl, (C2-Ce)Cyanoaikinyl, (C3- C8)Cycloaikyl, (C3-C8)Cycloalkyl-(C3-C8)Cycloalkyl, (C 1 -C«)Alkyl-(C3-C8)Cycloalkyl, Halogen(C3-Cs)cycloalkyl, Amino, (Ci-C6)Alkylamino,
Figure imgf000088_0002
(C3- C8)Cycloalkyiamino, (C 1 -C6) Alkylcarbonyl -amino, (C 1 -C«)Alkylthio-(C 1 -C«)alkyl, (Ci- C6)Halogenalkylthio-(C 1 -G lalkyl. (C 1 -C6)Alkylsulfinyl-(C 1 -C«)alkyl, (C 1 -C6) Halogenaikinyioxy- (Ci-C6) alkyl, (C 2 -C 6) haloalkynyl, (C2 -Ce) Cyanoaikinyl, (C3- C8) Cycloaikyl, (C3-C8) cycloalkyl, (C3-C8) cycloalkyl, (C 1 -C 6 ) alkyl- (C 3 -C 8 ) cycloalkyl, halogen (C 3 -C 5 ) -cycloalkyl, amino, (C 1 -C 6) -alkylamino,
Figure imgf000088_0002
(C 3 -C 8 ) cycloalkylamino, (C 1 -C 6 ) alkylcarbonylamino, (C 1 -C 3) alkylthio (C 1 -C 6 ) alkyl, (C 1 -C 6 ) haloalkylthio (C 1 -G lalkyl. (C 1 -C 6 ) alkylsulfinyl- (C 1 -C 4) alkyl, (C 1 - C6)Halogenalk> suifmyl-(Ci -C6)a!kyi, (C1-C6)Alkylsulfonyl-(C 1 -C6)alkyl, (C 1 -C 6 ) haloalk> suifmyl- (C 1 -C 6 ) a! Kyi, (C 1 -C 6 ) -alkylsulfonyl- (C 1 -C 6 ) -alkyl, (C 1 - C6)Halogenalkylsulfonyl-(C 1 -C«)alkyl, (C 1 -C«)Alkoxy-(C 1 -C6)alkylthio-(C 1 -C«)alkyl, (C 1 - C6)Aikoxy-(Ci -C6)allcylsulfinyl-(C 1 -Ct. )alkyl, (Ci -C6)Aikoxy-(C 1 -C6)alkylsulfonyl-(C i -C6)alkyl, (C 1 -C6)Alkylcarbonyl-(C 1 -C6)alkyl, (C 1 -C6)Halogenalkylcarbonyl-(C 1 -C6)alkyl, (C 1 - C6)Alkoxycarbonyl-(C 1 -C6)ailcyl, (C 1 -C6)Halogenalkoxycarbonyl-(C 1 -C,,)alkyl, (C 1 - C6)Alkylsul fonylamino, Aminosulfonyi-(C 1 -Ce)alkyl, (C 1 -C6)Alkylaminosulfonyl-(Ci-C6)alkyl, Di-(Ci-C6)alkyl-aminosulfonyl-(C 1 -C6)alkyi, oder für jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch Aryl, Hetaryl oder Heterocyclyl substituiertes (G-C«)Alkyl, (Ci-Ce koxy, (C2-C«)AIkenyl, (C2- C6)Alkinyi, (C3-C8)Cycloaikyi steht, wobei Aryl, Hetaryl oder Heterocyclyl jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch Halogen, Cyano, Nitro, Hydroxy, Amino, Carboxy, Carbamoyl, Aminosulfonyl, (Ci-C6)Alkyl, (C3 -Ce)Cycloalkyl, (G- C«)Alkoxy, (Ci-C6)Halogenalkyl, (Ci-C6)Halogenalkoxy, (Ci-C6)Alkylthio, (Ci-C6)Alkyisulfinyi, (G-G)Alkylsulfonyl, (Ci-C6)Alkylsulfimino, (Ci-C6)Aikylsuifimino-(Ci-C6)aikyl, (G- C6)Alkylsulfimino-(C2-C6)alkylcarbonyl, (Ci-C6)Alkylsulfoximino, (C 1 -C6)AIkylsulfoximino-(C 1 - Ce)alkyl, (Ci-C6)Alkyisulfoximino-(C2-C6)alkylcarbonyl, (C 1 -C6)Alkoxycarbonyl, (G- C6)Alkyicarbonyl, (C3 -G)Trialkylsilyl oder Benzyl substituiert sein können, oder C 6 ) haloalkylsulfonyl- (C 1 -C 4 ) -alkyl, (C 1 -C 6 ) -alkoxy- (C 1 -C 6 ) -alkylthio (C 1 -C 4 ) -alkyl, (C 1 -C 6 ) -alkoxy (Ci-C6) allcylsulfinyl- (C t 1 -C.) alkyl, (Ci-C6) Aikoxy- (C 1 -C 6) alkylsulfonyl (C i -C 6) alkyl, (C 1 -C 6 ) Alkylcarbonyl (C 1 -C 6 ) alkyl, (C 1 -C 6 ) haloalkylcarbonyl (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkoxycarbonyl- (C 1 -C 6 ) -alkyl, (C 1 -) C6) haloalkoxycarbonyl (C 1 -C 10) alkyl, (C 1 -C 6) alkylsulfonylamino, aminosulfonyi (C 1 -Ce) alkyl, (C 1 -C 6) alkylaminosulfonyl- (C 1 -C 6) -alkyl, di- (Ci-C6) alkyl-aminosulphonyl (C 1 -C 6) alkyi, or for each optionally mono- or polysubstituted by identical or different aryl, hetaryl or heterocyclyl (GC ") alkyl, (C 1 -C 6 -oxy-, (C 2 -C 6) -alkenyl, (C 2 -C 6) -alkyne, (C 3 -C 8 ) Cycloalkyl, where aryl, hetaryl or heterocyclyl in each case optionally mono- or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, amino, carboxy, carbamoyl, aminosulfonyl, (C 1 -C 6) -alkyl, (C 3 -C 6) -cycloalkyl, (G- C ") alkoxy, (Ci-C 6) haloalkyl, (Ci-C 6) haloalkoxy, (Ci-C 6) alkylthio, (Ci-C 6) Alkyisulfinyi, (GG) alkylsulfonyl, (Ci-C6) Alkylsulfimino, (Ci-C6) aikylsuifimino- (Ci-C6) aikyl, (G-C6) alkylsulfimino (C2-C6) alkylcarbonyl, (Ci-C6) alkylsulfoximino, (C 1 -C 6) alkylsulfoximino (C 1 - Ce ) alkyl, (C 1 -C 6) alkylsulfoximino (C 2 -C 6) alkylcarbonyl, (C 1 -C 6) alkoxycarbonyl, (C 1 -C 6) alkylcarbonyl, (C 3 -G) trialkylsilyl or benzyl, or R1 für jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch Halogen, Cyano, Nitro, Hydroxy, Amino, Carboxy, Carbamoyl, (Ci-C6)Alkyl, (G- C8)Cycloaikyl, (G-C6)-Alkoxy, (Ci-C6)Halogenalkyl, (G-G)Halogenalkoxy, (Ci-C6)Alkylthio, (Ci-C6)Alkylsulfmyl, (Ci-C6)Alkyisulfonyl, (Ci-C6)Alkylsulfimino, (C i-C6)Alkylsulfimino-(C 1 - C6)alkyl, (Ci-C6)Alkylsulfimino-(C2-C6)alkylcarbonyl, (Ci-C6)Alkylsulfoximino, (G- C6)Alkylsulfoximino-(Ci-C6)alkyl, (C 1 -C6)Alkylsulfoximino-(C2-C6)alkylcarbonyi, (C 1 - Ce)Alkoxycarbonyl, (C 1 -G) Alkylcarbonyl, (C3-C6)Trialkylsilyl, (=0) (nur im Fall von Heterocyclyl) oder
Figure imgf000089_0001
(nur im Fall von Heterocyclyl) substituiertes Aryl, Hetaryl oder Heterocyclyl steht, R 1 is in each case optionally mono- or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, amino, carboxy, carbamoyl, (C 1 -C 6 ) -alkyl, (C 1 -C 8 ) -cycloalkyl, (GC 6 ) -alkoxy, ( Ci-C 6 ) haloalkyl, (GG) haloalkoxy, (Ci-C 6 ) alkylthio, (Ci-C 6 ) alkylsulfmyl, (Ci-C 6 ) alkylsulfonyl, (Ci-C 6 ) alkylsulfimino, (C iC 6 ) alkylsulfimino (C 1 -C 6) alkyl, (C 1 -C 6) alkylsulfimino (C 2 -C 6) alkylcarbonyl, (C 1 -C 6) alkylsulfoximino, (G-C 6) alkylsulfoximino (C 1 -C 6) -alkyl, (C 1 -C 6) Alkylsulfoximino (C 2 -C 6) alkylcarbonyi, (C 1 -C 6) alkoxycarbonyl, (C 1 -G) alkylcarbonyl, (C 3 -C 6) trialkylsilyl, (= O) (only in the case of heterocyclyl) or
Figure imgf000089_0001
(only in the case of heterocyclyl) substituted aryl, hetaryl or heterocyclyl, R2, R' unabhängig voneinander für Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(Ci-C6)aikylsilyi, (C3-C8)Cycloalkyl, (C3-C8)Cycloaikyl-(C3-C8)Cycloalkyl, (C 1 -G)Alkyl-(G -G)cycloalkyl, Halogen(G-C8)cycloalkyl, (G-G)Alkyl, (G-R 2 , R 'independently of one another represent hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri (C 1 -C 6 ) aikylsilyi, (C 3 -C 8 ) cycloalkyl, (C 3 -C 8 ) Cycloalkyl- (C 3 -C 8 ) cycloalkyl, (C 1 -G) alkyl- (G-G) cycloalkyl, halogen (GC 8 ) cycloalkyl, (GG) alkyl, (G- Ce)Haiogenalkyl, (Ci-C6)Cyanoalkyl, (C 1 -G)Hydroxyalkyl, Hydroxycarbonyl-(C 1 -G)-alkoxy, (C 1 -G) Alkoxy carbonyl-(C 1 -G)alkyl, (C 1 -G) Alkoxy-(C 1 -G)alkyl, (C2-C6)Alkenyl, (G- C6)Halogenaikenyl, (C2-C6)Cyanoalkenyl, (C2-C6)Alkinyl, (C2-C6)Halogenalkinyl, (G- C6)Cyanoalkinyl, (Ci-C«)Alkoxy, l( ; -Ct iHalogenalkoxy, (Ci-C6)Cyanoalkoxy, (Ci- Ce) Alkoxy carbonyl-(C 1 -Ce)aikoxy, (C 1 -C«)Alkoxy-(C 1 -C«)alkoxy, (C 1 -Ce) Alkylhydroxyimino, (C 1 -C6)Alkoxyimino, (C 1 -C6)Alkyl-(C 1 -C6)alkoxyimino, (Ci-C6)Halogenalkyl-(C 1 -Ce) haloalkyl, (C 1 -C 6) cyanoalkyl, (C 1 -G) hydroxyalkyl, hydroxycarbonyl- (C 1 -G) alkoxy, (C 1 -G) alkoxycarbonyl- (C 1 -G) alkyl, (C 1 -G) alkoxy- (C 1 -G) alkyl, (C 2 -C 6 ) alkenyl, (G-C 6 ) haloalkynyl, (C 2 -C 6 ) cyanoalkenyl, (C 2 -C 6 ) alkynyl, (C 2 -C 6) haloalkynyl, (G- C6) cyanoalkynyl, (Ci-C ") alkoxy, l (t -C iHalogenalkoxy, (Ci-C6) cyanoalkoxy, (Ci- Ce) alkoxy carbonyl (C 1 -Ce) aikoxy, (C 1 -C 6 ) alkoxy- (C 1 -C 4 ) alkoxy, (C 1 -C 6 ) alkylhydroxyimino, (C 1 -C 6 ) alkoxyimino, (C 1 -C 6 ) alkyl- (C 1 -) C 6 ) alkoxyimino, (C 1 -C 6 ) haloalkyl- (C 1 - C6)alkoxyimino, (Ci-C6)Alkylthio, (Ci-C6)Halogenalkylthio, (C 1 -C6) Alkoxy-(C 1 -C«)alkylthio, (C i -C6)Alkylthio-(C i -C6)alkyl, (C1-C6)Alkylsulfmyl, (C 1 -C6)Halogenalkylsulfmyl, (Ci- C6)Alkoxy-(Ci-C6)alkylsulfinyl, (C 1 -C«)Alkylsulfmyl-(C 1 -C6)alkyl, (Ci-C6)Alkylsulfonyl, (Ci- C6)Halogenalkylsulfonyl, (Ci-C«)Alkoxy-(Ci-C6)alkylsulfonyl, (C 1 -C6) Alkylsulfonyl-(C 1 - C6)alkyl, (Ci-C6)Aikylsulfonyioxy, (Ci-C6)Aikylcarbonyl, (Ci-C6)Alkylthiocarbonyl, (Ci- C6)Halogenalkylcarbonyl, (Ci-Ce)Alkylcarbonyloxy, (C 1 -CÖ) Alkoxy carbonyl, (Ci- C6)Halogenalkoxycarbonyl, Amino carbonyl , (C 1 -C6)Alkylaminocarbonyl, (G- C6)Alkylaminothiocarbonyl, Di-(G -C6)aikyi-aminocarbonyl, Di-( C 1 -Ct. )alkyl- aminothiocarbonyl, (C2-C6)Alkenylaminocarbonyl, Di-(C2-C6)-alkenylaminocarbonyl, (C3- C8)Cycloalkylaminocarbonyl, (Ci-C6)Alkylsulfonylamino, (Ci-C6)Alkylamino, Di-(G- C6)Alkylamino, Aminosulfonyl, (Ci-C6)Alkylaminosulfonyl, Di-(Ci -C6)alkyl-aminosulfonyl, (C i -C6)Alkylsulfoximino, Aminothiocarbonyl, (Ci-C6)Alkylaminothiocarbonyl, Di-(G- C6)alkyl-ammothiocarbonyl, (C3-C8)Cycloalkyiamino, NHCO-(Ci-C6)aikyl ((Ci-C 6 ) alkoxyimino, (C 1 -C 6 ) alkylthio, (C 1 -C 6 ) haloalkylthio, (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkylthio, (C 1 -C 6 ) alkylthio (C i -C 6) alkyl, (C 1 -C 6) Alkylsulfmyl, (C 1 -C 6) Halogenalkylsulfmyl, (Ci- C6) alkoxy (Ci-C 6) alkylsulfinyl, (C 1 -C ') Alkylsulfmyl- (C 1 -C 6) alkyl, (Ci-C 6) alkylsulfonyl, (Ci- C 6) haloalkylsulfonyl, (Ci-C ") alkoxy- (Ci-C 6) alkylsulfonyl, (C 1 -C 6) alkylsulfonyl (C 1 - C 6) alkyl, (Ci-C 6) Aikylsulfonyioxy, (Ci-C 6) Aikylcarbonyl, (Ci-C 6) alkylthiocarbonyl, (Ci- C6) haloalkylcarbonyl, (Ci-Ce) alkylcarbonyloxy, (C 1 -C Ö ) alkoxy carbonyl, (Ci- C6) haloalkoxycarbonyl, amino carbonyl, (C 1 -C 6) alkylaminocarbonyl, (G-C6) alkylaminothiocarbonyl, di- (G -C 6) aikylaminocarbonyl, di (C 1 -C t . ) alkylaminothiocarbonyl, (C2-C6) alkenylaminocarbonyl, di- (C2-C6) -alkenylaminocarbonyl, (C3- C 8 ) cycloalkylaminocarbonyl, (C 1 -C 6) alkylsulfonylamino, (C 1 -C 6) alkylamino, di (C 1 -C 6) alkylamino, aminosulfonyl, (C 1 -C 6) alkylaminosulfonyl, di (C 1 -C 6) alkylaminosulfonyl, (C i -C6) alkylsulfoximino, aminothiocarbonyl, (C 1 -C 6 ) -alkylaminothiocarbonyl, di- (C 1 -C 6 ) -alkyl-ammothiocarbonyl, (C 3 -C 8 ) -cycloalkylamino, -NHCO- (C 1 -C 6 ) -alkyl ( C6)Alkylcarbonylamino), für jeweils gegebenenfalls einfach oder mehrfach, gleich oder verschieden substituiertes Aryl oder Hetaryl stehen, wobei (im Fall von Hetaryi) gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei als Substituenten j eweils in Frage kommen: Cyano, Carboxyl, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(Ci-C6)alkylsilyl, (C3- C8)Cycloaikyl, (C3-C8)Cycloalkyl-(C3-C8)cycloalkyl, (Ci-C6)Alkyl-(C3-C6) alkylcarbonylamino), in each case optionally monosubstituted or polysubstituted, identically or differently substituted aryl or hetaryl, where (in the case of Hetaryi) optionally at least one carbonyl group may be contained and / or wherein in each case are suitable as substituents: cyano, carboxyl , halogen, nitro, acetyl, hydroxy, amino, SCN, tri- (Ci-C6) alkylsilyl, (C 3 C 8) Cycloaikyl, (C3-C8) cycloalkyl (C 3 -C 8) cycloalkyl, (Ci- C 6 ) alkyl (C 3 - C8)cycloalkyl, Halogen(C3-C8)eycloalkyl, (Ci-C6)Alkyl, (Ci-C6)Halogenalkyl, (G- C6)Cyanoaikyl, (C 1 -C«)Hydroxyalkyl, Hydroxycarbonyl-(C 1 -Ce)-alkoxy, (G- C6)Aikoxycarbonyl-(Ci-C6)alk> , (Ci-C6)Aikoxy-(Ci-C6)alkyl, (C2-C6)Alkenyl, (C2- C, )Halogena!kenyl. (C2-C6)Cyanoalkenyl, (C2-C6)Alkinyl, (C2-C6)Halogenalkinyl, (C2- C6)Cyanoalkinyl, (Ci-Ce)Alkoxy, (C 1 -C6)Halogenalkoxy, (Ci-Ce)Cyanoalkoxy, (G- C6)Alkoxycarbonyl-(C 1 -Ce)alkoxy , (C 1 -G)Alkoxy-(C 1 -Ce)alkoxy , (C 1 -C6)Alkylhydroxyimino, (C 1 -C6)Alkoxyimino, (C 1 -G)Alkyl-(C 1 -Ce)alkoxyimino, (C 1 -C6)Halogenalkyl-(C 1 -C 8) cycloalkyl, halo (C 3 -C 8) eycloalkyl, (Ci-C 6) alkyl, (Ci-C 6) haloalkyl, (G- C6) Cyanoaikyl, (C 1 -C ') hydroxy, hydroxycarbonyl ( C 1 -Ce) alkoxy, (G- C 6) Aikoxycarbonyl- (Ci-C 6) alk>, (Ci-C 6) Aikoxy- (Ci-C 6) alkyl, (C 2 -C 6) alkenyl, (C 2 -C,) haloalkenyl. (C 2 -C 6) cyanoalkenyl, (C 2 -C 6) alkynyl, (C 2 -C 6) haloalkynyl, (C 2 - C6) cyanoalkynyl, (Ci-Ce) alkoxy, (C 1 -C 6) haloalkoxy, (Ci-Ce) cyanoalkoxy, (G-C6) alkoxycarbonyl- (C 1 -Ce) alkoxy, (C 1 -G) alkoxy- (C 1 -Ce) alkoxy, (C 1 -C 6) alkylhydroxyimino, (C 1 - C6) alkoxyimino, (C 1 -G) alkyl- (C 1 -Ce) alkoxyimino, (C 1 -C 6) haloalkyl- (C 1 -) C6)alkoxyimino, (G-G)Alkylthio, (Ci-C«)Halogenalkylthio, (C 1 -C«)Alkoxy-(C 1 -C6)alkylthio, (C i -C6)Alkylthio-(C 1 -C«)alkyl, (C1-C6)Alkylsulfmyl, (Ci-C6)Halogenaikylsulfinyl, (Ci- C6)Alkoxy-(C i -C«)alkyl sulfmyl, (C 1 -C6)Alkylsulfmyl-(C 1 -C6)alkyl, (d-CeiAlkylsulfonyl, (d- C6)Halogenalkylsulfonyl, (Ci -C6)Alkoxy-(C 1 -C6)alkylsulfonyl, (C 1 -C6)Alkylsulfonyl-(C 1 - C6)alkyl, (Ci-C6)Alkylsulfonyloxy, (Ci-C6)Alkylcarbonyl, (Ci-C6)Haiogenalkyicarbonyl, (G- Ce)Alkylcarbonyloxy, (Ci-C6)Alkoxycarbonyl, (Ci-C<;)Halogenalkoxycarbonyl, Aminocarbonyl, (Ci-C6)Alkylaminocarbonyl, Di -(Ci-C6)alkyl -aminocarbonyl, (C2-C6)Alkenylaminocarbonyl, Di-(C2-C6)-alkenylaminocarbonyl, (C3-C8)Cycloalkyiaminocarbonyl, (C 1 -C 6) alkoxyimino, (GG) alkylthio, (Ci-C ") haloalkylthio, (C 1 -C ') alkoxy (C 1 -C 6) alkylthio, (C i -C 6) alkylthio (C 1 -C ") alkyl, (C 1 -C 6) Alkylsulfmyl, (Ci-C6) Halogenaikylsulfinyl, (Ci- C 6) alkoxy (C i -C") alkyl sulfmyl, (C 1 -C 6) Alkylsulfmyl- (C 1 -C 6) alkyl, (d-CeiAlkylsulfonyl, (d- C 6) haloalkylsulfonyl, (Ci -C 6) alkoxy (C 1 -C 6) alkylsulfonyl, (C 1 -C 6) alkylsulfonyl (C 1 - C 6 ) alkyl, (C 1 -C 6 ) alkylsulfonyloxy, (C 1 -C 6 ) alkylcarbonyl, (C 1 -C 6 ) haloalkylene carbonyl, (G-Ce) alkylcarbonyloxy, (C 1 -C 6 ) alkoxycarbonyl, (C 1 -C 4 ) -alkoxyalkoxycarbonyl , Aminocarbonyl, (C 1 -C 6) alkylaminocarbonyl, di (C 1 -C 6) alkylaminocarbonyl, (C 2 -C 6) alkenylaminocarbonyl, di (C 2 -C 6) alkenylaminocarbonyl, (C 3 -C 8) cycloalkylaminocarbonyl, (C 1 - C6)Alkylsulfonylamino, (C 1 -C6)Alkylamino, Di-(C 1 -C6)Alkylamino, Aminosulfonyl, (Ci- C6)Alkylaminosulfonyl, Di-(Ci-C6)alkylaminosulfonyl, (C 1 -C6)Alkylsulfoximino,C6) alkylsulfonylamino, (C 1 -C 6) alkylamino, di (C 1 -C 6) alkylamino, aminosulfonyl, (C 1 -C 6) alkylaminosulfonyl, di (C 1 -C 6) alkylaminosulfonyl, (C 1 -C 6) alkylsulfoximino, Aminothiocarbonyl, (Ci-C6)Alkylaminothiocarbonyl, Di-(Ci-C6)alkylaminothiocarbonyi, (C3- C s)Cy cloallcylamino , (Ci-C e) Alkyl carbonylamino , Aminothiocarbonyl, (Ci-C6) alkylaminothiocarbonyl, di- (Ci-C6) alkylaminothiocarbonyi, (C 3 -C s) cycloallacylamino, (Ci-C e) alkyl carbonylamino, Q für ein teilweise gesättigtes oder gesättigtes heterozyklisches oder heteroaromatisches 8-, 9-, 10-, 11 - oder 12-giiedriges anneliiertes bicyclisches oder tricyclisches Ringsystem steht, wobei gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei das Ringsystem gegebenenfalls einfach oder mehrfach, gleich oder verschieden substituiert ist, und wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(Ci-C6)aikylsilyi, (C3- C8)Cycloalkyi, (C3-C8)Cycloalicyi-(C3-C8)Cycloalkyl, (Ci-C6)Alkyl-(C3-C8)cycloalkyl, Haiogen(C3-C8)cycloalkyl, (Ci-C«) Alkyl, (Ci-C6)Halogenalkyl, (Ci-C6)Cyanoallcyl, (Ci- C6)Hydroxyalkyl, Hydroxycarbonyl-(C i -G) -alkoxy, (Ci-C6)Alkoxycarbonyl-(Ci-C6)aikyl, (G- G) Alkoxy-(C i -G)alkyl, (G-G)Alkenyl, (C2-C6)Halogenalkenyl, (G-G)Gyanoalkenyl, (G- C6)Alkinyl, (G-G)Alkinyloxy-(C i -C4)alkyl, (C2-C6)Halogenalkinyl, (C2-C6)Cyanoalkinyl, (G- G)Alkoxy, (G-G)Halogenalkoxy, (C i -G)Halogenalkoxy-(C i -G)alkyl, (G-G)Alkenyloxy- (Ci-C6)alkyl, (G-G)Halogenalkenyloxy-(G-G)alkyl, (G-G)Cyanoalkoxy, (G- G) Alkoxy carbonyl-(C i -G)alkoxy, (C i -G) Alkoxy-(C i -G)aikoxy , (C i -G) Alkylhydroxyimino, (C i -G)Alkoxyimino, (C i -C6)Alkyl-(C i -C6)alkoxyimino, (Ci-C6)Halogenalkyl-(C i -Q is a partially saturated or saturated heterocyclic or heteroaromatic 8-, 9-, 10-, 11- or 12-membered anneliiertes bicyclic or tricyclic ring system, which may optionally contain at least one carbonyl group and / or wherein the ring system optionally mono- or polysubstituted is substituted identically or differently, and where the substituents can be selected independently of one another from hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri (C 1 -C 6) alkylsilyl, (C 3 -C 8 ) cycloalkyl, (C 3 -C 8) Cycloalicyi- (C3-C8) cycloalkyl, (Ci-C 6) alkyl (C 3 -C 8) cycloalkyl, Haiogen (C 3 -C 8) cycloalkyl, (Ci-C ") Alkyl, (C 1 -C 6 ) haloalkyl, (C 1 -C 6 ) cyanoalkyl, C6) hydroxyalkyl, hydroxycarbonyl- (C 1 -G) -alkoxy, (C 1 -C 6) -alkoxycarbonyl- (C 1 -C 6) -alkyl, (G-G) -alkoxy- (C 1 -G) -alkyl, (GG) alkenyl, ( C 2 -C 6) haloalkenyl, (GG) gyanoalkenyl, (G-C 6 ) alkynyl, (GG) alkynyloxy (C 1 -C 4 ) alkyl, (C 2 -C 6 ) haloalkynyl, (C 2 -C 6 ) Cyanoalkynyl, (G-G) alkoxy, (GG) haloalkoxy, (C i -G) haloalkoxy (C i -G) alkyl, (GG) alkenyloxy (C 1 -C 6 ) alkyl, (GG) haloalkenyloxy (GG ) alkyl, (GG) cyanoalkoxy, (G-G) alkoxycarbonyl- (C i -G) alkoxy, (C i -G) alkoxy- (C i -G) aikoxy, (C i -G) alkylhydroxyimino, (C i -G) alkoxyimino, (C i -C 6) alkyl- (C i -C 6) alkoxyimino, (Ci-C6) haloalkyl- (C i -C 6) C6)aikoxyimino, (Ci-C6)Alkylthio, (C i -C6)Halogenalkylthio, (C i -G) Alkoxy-(C i -G)alkylthio, (Ci-C6)Alkylthio-(Ci-C6)alkyl, (C1 -C6)Alkylsulfmyl, (C i -C6)Halogenalkylsulfmyl, (G- G)Alkoxy-(C i -C6)alkylsulfmyl, (C i -G)Alkylsulfmyl-(C i -C6)aikyl, (Ci -C6)Alkyl sul fonyl, (C i - C6)Halogenalkylsulfonyl, (Ci -C6)Alkoxy-(Ci -G)aikyisul fonyl, (Ci-C6)Alkylsulfonyl-(C i - C6)alkyl, (Ci-C6)Alkylsulfonyloxy, (Ci-C«)Alkylcarbonyl, (Ci-C6)Alkyicarbonyl-(Ci-C6)alkyi, (C i -CÖ) Alkylthiocarbonyl, (C i -C6)Halogenalkylcarbonyl, (C i -CÖ) Alkylcarbonyloxy , (Ci- C6)Alkoxycarbonyl, (Ci-C6)Halogenalkoxycarbonyl, Aminocarbonyl, (G-C 6) aikoxyimino, (Ci-C 6) alkylthio, (C i -C 6) haloalkylthio, (C i -G) alkoxy (C i -G) alkylthio, (Ci-C6) alkylthio (Ci-C 6 ) alkyl, (C 1 -C 6) alkylsulfmyl, (C 1 -C 6) haloalkylsulfmyl, (G-G) alkoxy (C 1 -C 6) alkylsulfmyl, (C 1 -G) alkylsulfmyl (C 1 -C 6 ) alkyl , (Ci-C6) alkyl sul fonyl, (C i - C 6) haloalkylsulfonyl, (Ci-C6) alkoxy (Ci -G) aikyisul fonyl, (Ci-C 6) alkylsulfonyl (C i - C 6 ) alkyl, (Ci-C 6) alkylsulfonyloxy, (Ci-C ") alkylcarbonyl, (Ci-C6) Alkyicarbonyl- (Ci-C6) alkyi, (C i -C Ö) alkylthiocarbonyl, (C i-C6) haloalkylcarbonyl , (C i -C Ö) alkylcarbonyloxy, (Ci C6) alkoxycarbonyl, (Ci-C6) haloalkoxycarbonyl, aminocarbonyl, (G- C6)Alkylaminocarbonyl, (G-C6)Alkylaminothiocarbonyl, Di-(G-C6)alkyl -aminocarbonyl, Di- (C i -C6)alkyl-aminothiocarbonyl, (C2-C6)Alkenylaminocarbonyl, Di-(C2-Ce)- alkeny lamino carbony 1 , (C3 -C8)Cycloalkyl aminocarbonyl, (C 1 -CÖ) Alkyl sulfonylamino, (G- C6)Alkylamino, Di-(C 1 -C6)Alkylamino, Aminosulfonyl, (C 1 -C6)Alkylaminosulfonyl, Di-(G- G)alkyl-aminosulfonyl, (C 1 -Ce) Alkylsulfoximino, Aminothiocarbonyl, (G-C6) alkylaminocarbonyl, (G-C6) alkylaminothiocarbonyl, di- (G-C6) alkylaminocarbonyl, di- (C 1 -C 6) -alkylaminothiocarbonyl, (C 2 -C 6) alkenylaminocarbonyl, di- (C 2 -Ce) - alkeny lamino carbonyl 1, (C3-C8) cycloalkyl, aminocarbonyl, (C 1 -C Ö) alkyl sulfonylamino, (G- C6) alkylamino, di- (C 1 -C 6) alkylamino, aminosulfonyl, (C 1 -C 6) alkylaminosulfonyl , Di- (G-G) alkylaminosulfonyl, (C 1 -Ce) alkylsulfoximino, aminothiocarbonyl, (G-) C6)Alkylaminothiocarbonyl, Di-(C 1 -C6)alkyl-aminothiocarbonyl, (G-G)Cycloalkylamino, NHCO-(C 1 -C6)alkyl ((C 1 -C6)Allcylcarbonyiamino), oder wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Phenyi oder einem 5- oder 6-gliedrigen heteroaromatischen Ring, wobei Phenyi oder der Ring gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch G-G-Alkyl, G-G-Alkenyl, G-G-Alkinyi, G-G-Cycloalkyl, G -G -Haloalkyl. C. -G -Haloalkenyl, ;-C -Ha!oa!kinyl, G-G-Halocycloalkyl, Halogen, CN, N02, G -G- Alkoxy, G-G-Haloalkoxy substituiert sein können, n für 0, 1 oder 2 steht. C6) alkylaminothiocarbonyl, di- (C 1 -C 6) alkyl-aminothiocarbonyl (GG) cycloalkylamino, NHCO- (C 1 -C 6) alkyl ((C 1 -C 6) Allcylcarbonyiamino), or where the substituents can be independently selected may be selected from phenyl or a 5- or 6-membered heteroaromatic ring, wherein phenyi or the ring optionally mono- or polysubstituted by C 1 -C 6 -alkyl, GG-alkenyl, GG-alkynyl, GG-cycloalkyl, G-haloalkyl. C. -G haloalkenyl; C-halo, GG-halocycloalkyl, halogen, CN, NO 2 , G-G-alkoxy, GG-haloalkoxy, n is 0, 1 or 2. Verbindungen der Formel (I) gemäß Anspruch 1, in welcher Compounds of formula (I) according to claim 1, in which Aa für Stickstoff oder =€( ( [ )- steht, Ab für Stickstoff oder =C(H)- steht, Ac für Stickstoff oder =C(H)- steht, Aa is nitrogen or = € (([) -, Ab is nitrogen or = C (H) -, Ac is nitrogen or = C (H) -, Ad für Stickstoff oder =C(H)- steht, wobei mindestens ein A aus der Reihe Aa, Ab, Ac und Ad für Stickstoff steht und wobei Aa, Ab, Ac und Ad nicht gleichzeitig für Stickstoff stehen können, Ad is nitrogen or = C (H) -, wherein at least one A from the series Aa, Ab, Ac and Ad is nitrogen, and where Aa, Ab, Ac and Ad can not simultaneously be nitrogen, R1 für (G-C4)Alkyl, (Ci-C4)Hydroxyalkyi, (Ci-C4)Halogenalkyl, (Ci-C4)Cyanoalkyl, (G- C4)Aikoxy-(Ci-C4)alkyl, (Ci-C4)Halogenalkoxy-(Ci-C4)alkyl, (C2-C4)Alkenyl, (C2- C4)Aikenyloxy-(Ci-C4)alkyl, (C2-C4)Halogenalkenyloxy-(Ci-C4)aikyl, (C2-C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Alkinyl, (C2-C4)Alkinyloxy-(Ci-C4)alkyl, (C2-R 1 is (GC 4) alkyl, (Ci-C 4) Hydroxyalkyi, (Ci-C 4) haloalkyl, (Ci-C 4) cyanoalkyl, (GC 4) Aikoxy- (Ci-C 4) alkyl, ( Ci-C 4) haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkenyl, (C 2 - C 4) Aikenyloxy- (Ci-C 4) alkyl, (C 2 -C 4) Halogenalkenyloxy- (Ci-C 4) -alkyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) alkynyloxy (Ci-C 4) alkyl, (C 2 - C4)Halogenalkinyloxy-(G-C4)alkyl, (C2-C4)Halogenalkinyl, (C2-C4)Cyanoalkinyl, (G- C6)Cycloalk> , (G-G)Cycloalkyl(C3-C6)cycloalkyl, (Ci-C4)Alkyl-(C3-C6)cycloaikyi, Halogen(C3-C6)cycloalkyl, (Ci-C4)Alkylamino, Di-(Ci-C4)alkyi-amino, (G-C 4 ) haloalkynyloxy (GC 4 ) alkyl, (C 2 -C 4 ) haloalkynyl, (C 2 -C 4 ) cyanoalkynyl, (G-C 6 ) cycloalk>, (GG) cycloalkyl (C 3 -C 6 ) -cycloalkyl, ( Ci-C 4) alkyl (C3-C 6) cycloaikyi, halo (C 3 -C 6) cycloalkyl, (Ci-C 4) alkylamino, di (Ci-C 4) alkyi-amino, (G- C6)Cycloalkylamino, (C 1 -C4) Alkyl carbonyl-amino, (C 1 -C4)Alkylthio-(C 1 -C4)alkyl, (G- C4)Halogenalkylthio-(C 1 -C4)alkyl, (C 1 -C4)Alkylsulfmyl-(C 1 -C4)alkyl, (C 1 -C 6 ) cycloalkylamino, (C 1 -C 4 ) alkylcarbonylamino, (C 1 -C 4 ) -alkylthio (C 1 -C 4 ) -alkyl, (G-C 4 ) haloalkylthio (C 1 -C 4 ) alkyl, (C 1 -C 4 ) alkylsulfmyl (C 1 -C 4 ) alkyl, (C 1 - C4)Halogenalkylsulfmyl-(Ci -C4)alkyl, (C i -C4)Alkylsulfonyi-(Ci -C4)alkyl, (C i -C 4) Halogenalkylsulfmyl- (Ci -C 4) alkyl, (C i -C 4) Alkylsulfonyi- (Ci -C 4) alkyl, (C i - C4)Alkylcarbonyl-(C 1 -C4)alkyi, (C 1 -C4)Halogenalkylcarbonyl-(C 1 -C4)alkyl, (C 1 -C 4 ) alkylcarbonyl- (C 1 -C 4 ) alkyl, (C 1 -C 4 ) haloalkylcarbonyl- (C 1 -C 4 ) alkyl, (C 1 - C4)Alkylsulfonylamino, oder für jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden durch Aryl,C 4 ) alkylsulfonylamino, or in each case optionally mono- or disubstituted, identical or different, by aryl, Hetaryi oder Heterocyclyl substituiertes (Ci-C4)Alkyl, (G-C )Alkoxy, (C2-C4)Alkenyl, (G- C4)Alkinyl, (C3-C6)Cycloalkyl, wobei Aryl, Hetaryi oder Heterocyclyl jeweils gegebenenfalls einfach oder zweifach gleich oder verschieden durch Halogen, Cyano, Carbamoyi, Aminosulfonyl, (Ci-C4)Alkyl, (C3-C4)Cycloalkyi, (Ci-C4)Alkoxy, (Ci-C4)Halogenalkyl, (G- C4)Halogenalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylsulfmyl, (Ci-C4)Alkylsulfonyl, (G- C4)Alkylsulfimino substituiert sein können, oder Hetaryi or heterocyclyl substituted (Ci-C 4 ) alkyl, (GC) alkoxy, (C 2 -C 4 ) alkenyl, (G-C 4 ) alkynyl, (C 3 -C 6 ) cycloalkyl, wherein aryl, hetaryi or heterocyclyl each optionally optionally simple or disubstituted by identical or different halogen, cyano, carbamoyl, aminosulfonyl, (Ci-C 4) alkyl, (C 3 -C 4) Cycloalkyi, (Ci-C 4) alkoxy, (Ci-C 4) haloalkyl, (G- C 4 ) haloalkoxy, (Ci-C 4 ) alkylthio, (Ci-C 4 ) alkylsulfmyl, (Ci-C 4 ) alkylsulfonyl, (G-C 4 ) alkylsulfimino may be substituted, or R1 für jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden durch Halogen, Cyano, Carbamoyi, (G-G) Alkyl, (C3-C6)Cycloalkyl, (Ci-C4)-Alkoxy, (G- Gll lalogenalkyl. (G-C4)Halogenalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylsulfmyl, (G- C4)Alkylsulfonyl, (Ci-C4)Alkylsulfimino, (Ci-C4)Alkylsulfoximino, (G-C4)Alkylcarbonyl, (G- C4)Trialkylsilyl, (=0) (nur im Fall von Heterocyclyl) oder (=0)2 (nur im Fall von Heterocyclyl) substituiertes Aryl, Hetaryi oder Heterocyclyl steht, R 1 is in each case optionally mono- or disubstituted, identically or differently, by halogen, cyano, carbamoyl, (C 1 -C 6 ) -alkyl, (C 3 -C 6 ) -cycloalkyl, (C 1 -C 4 ) -alkoxy, (G-galloalkyl) (GC 4) haloalkoxy, (Ci-C 4) alkylthio, (Ci-C 4) Alkylsulfmyl, (GC 4) alkylsulfonyl, (Ci-C 4) Alkylsulfimino, (Ci-C 4) Alkylsulfoximino, (GC 4) alkylcarbonyl, (G- C 4) trialkylsilyl, (= 0) (only in the case of heterocyclyl) or (= 0) 2-substituted (only in the case of heterocyclyl) aryl, Hetaryi or heterocyclyl, R-, R3 unabhängig voneinander für Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(Ci-C4)alkylsilyl, (C3-C6)Cycloalkyl, (G-G)Cycloalkyl-(G-C6)cycloalkyl, (Ci-C4)Alkyl-(C3 -C6)cycloalkyi, Haiogen(C3-C6)cycloaikyl, (Ci-C4)Alkyl, (G-R, R 3 are independently hydrogen, cyano, halo, nitro, acetyl, hydroxy, amino, SCN, tri (C 1 -C 4 ) alkylsilyl, (C 3 -C 6 ) cycloalkyl, (GG) cycloalkyl- (G C6) cycloalkyl, (Ci-C 4) alkyl (C 3 -C 6) cycloalkyi, Haiogen (C 3 -C 6) cycloaikyl, (Ci-C 4) alkyl, (G- C4)Halogenalkyl, (Ci-C4)Cyanoalkyl, (Ci-C4)Hydroxyalkyl, (C 1 -C4) Alkoxy-(C 1 -C4)alkyl, (G- C4)Alkenyi, (C2-C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Alkinyl, (C2- C4)Haiogenalkinyl, (C2-C4)Cyanoalkinyl, (G-C4)Alkoxy, (G-C4)Halogenalkoxy, (G- C4)Cyanoalkoxy, (G-C4)Alkoxy-(G-C4)aikoxy, (G-C4)Alkylhydroxyimino, (G- C4)Alkoxyimino, (G-C4)Alkyl-(C 1 -C4)alkoxyimino, (C 1 -C4)Halogenalkyl-(C 1 -C4)alkoxyimino, (G-C4)Alkylthio, (G-C4)Halogenalkylthio, (G-C4)Aikyithio-(G-C4)aikyl, (G- C4)Alkylsulfmyl, (G-C4)Halogenalkylsulfmyl, (G-C4)Alkylsulfinyl-(G-C4)alkyl, (G- C4)Alkylsulfonyl, (C1-C4)Halogenalkylsulfonyl, (C ι -C4)Alkylsulfonyl-(C1 -C4)alkyl, (G- C4)Alkylsulfonyloxy, (C i -C4) Alkylcarbonyl, (Ci-C4)Halogenalkylcarbonyl, Aminocarbonyl, Aminothiocarbonyl, (Ci-C4)Alkylaminocarbonyl, Di-(Ci-C4)alkyl -aminocarbonyl, (G- C4)Alkylsulfonylamino, (C i -C4)Alkylamino, Di-(C i -C4)Alkylamino, Aminosulfonyl, (G- C4)Alkylaminosulfonyl, Di-(C i -C4)alkyl-aminosulfonyl, Aminothiocarbonyl, NHC()-( G - C4)alkyl ((C i -C4) Alkylcarbonylamino), weiterhin für jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden substituiertes Phenyl oder Hetaryl stehen, wobei (im Fall von Hetaryl) gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei als Substituenten jeweils in Frage kommen: Cyano, Halogen, Nitro, Acetyl, Amino, (C3 -C6)Cy cloalkyl, (G- C6)Cycloalkyi-(C3-C6)cycloalkyl, (G-C4)Alkyl-(C3-G)cycloalkyl, Halogen(G-G)cycloalkyl, (Ci-C4)Alkyl, (G-G)Halogenalkyl, (Ci-C4)Cyanoaikyl, (Ci-C4)Hydroxyalkyl, (G-G)Alkoxy- (Ci-C4)alkyl, (C2-C4)Alkenyl, (C2-C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Alkinyl, (C2-C4)Halogenalkinyl, (C2-C4)Cyanoalkinyi, (Ci-C4)Alkoxy, (Ci-C4)Halogenalkoxy, (G- C4)Cyanoalkoxy, (C 1 -C4)Alkoxy-(C 1 -C4)alkoxy, (C 1 -C4)Alkylhydroxyimino, (G- C4)Alkoxyimino, (Ci-C4)Alkyl-(C 1 -C4)alkoxyimino, (C 1 -C4)Halogenalkyl-(C 1 -C4)alkoxyimino, (Ci-C4)Alkylthio, (Ci-C4)Halogenalkylthio, (C 1 -C4)Alkylthio-(C 1 -C4)alkyl, (G- C4)Alkylsulfmyl, (Ci-C4)Halogenalkylsulfmyl, (Ci-C4)Aikylsulfinyl-(Ci-C4)aikyl, (G- C4)Alkylsulfonyl, (G-C4)Halogenalkylsulfonyi, (C 1 -C4)Alkylsulfonyl-(Ci -C4)alkyl, (G- C4)Alkylsulfonyloxy, (C 1 -C4) Alkylcarbonyl, (G-C4)Halogenalkylcarbonyl, Aminocarbonyl, (C 1 -C4)Alkylaminocarbonyl, Di-(C 1 -C4)alkyl -aminocarbonyl, (C 1 -C4) Alkylsulfonylamino, (C 1 - C4)Alkylamino, Di-(C 1 -C4)Alkylamino, Aminosulfonyl, (C 1 -C4)Alkylaminosulfonyl, Di-(G- C4)alkylaminosulfonyl, NHCO-(C 1 -C4)alkyl ((G-C4)Alkylcarbonylamino), C 4) haloalkyl, (Ci-C 4) cyanoalkyl, (Ci-C 4) hydroxyalkyl, (C 1 -C 4) alkoxy- (C 1 -C 4) alkyl, (G- C 4) Alkenyi, (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (C 2 - C 4) Haiogenalkinyl, (C 2 -C 4) cyanoalkynyl, (GC-C4) alkoxy, (GC 4) haloalkoxy, (GC 4) cyanoalkoxy, (GC 4) alkoxy (GC 4) alkoxy, (GC 4) Alkylhydroxyimino, (GC 4) alkoxyimino, (GC 4) alkyl- (C 1 -C 4 ) alkoxyimino, (C 1 -C 4 ) haloalkyl- (C 1 -C 4 ) alkoxyimino, (GC 4 ) alkylthio, (GC 4 ) haloalkylthio, (GC 4 ) aikyithio (GC 4 ) aikyl, (G-C 4 ) Alkylsulfmyl, (GC 4 ) haloalkylsulfmyl, (GC 4 ) alkylsulfinyl- (GC 4 ) alkyl, (G-) C 4) alkylsulfonyl, (C 1 -C 4) haloalkylsulfonyl, (C ι-C4) alkylsulfonyl (C 1 -C 4) alkyl, (G- C 4) alkylsulfonyloxy, (C i -C 4) alkylcarbonyl, ( Ci-C 4) haloalkylcarbonyl, aminocarbonyl, aminothiocarbonyl, (Ci-C4) alkylaminocarbonyl, di- (Ci-C4) alkyl aminocarbonyl, (G- C 4) alkylsulfonylamino, (C i -C 4) alkylamino, di- (C i -C 4) alkylamino, aminosulfonyl (G- C 4) alkylaminosulfonyl, di (C i -C 4) alkyl-aminosulfonyl, aminothiocarbonyl, NHC () - (G - C 4) alkyl ((C i - C 4 ) alkylcarbonylamino), furthermore in each case optionally monosubstituted or disubstituted by identical or different substituents, phenyl or hetaryl, where (in the case of hetaryl) optionally at least one carbonyl group may be present and / or wherein in each case as substituents: cyano, Halogen, nitro, acetyl, amino, (C 3 -C 6 ) cycloalkyl, (C 1 -C 6 ) cycloalkyl (C 3 -C 6 ) cycloalkyl, (GC 4 ) alkyl- (C 3 -G) cycloalkyl, halogen (GG) cycloalkyl, (C 1 -C 4 ) alkyl, (GG) haloalkyl, (C 1 -C 4 ) cyanoalkyl, ( Ci-C 4) hydroxyalkyl, (GG) alkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) haloalkynyl, (C 2 -C 4) Cyanoalkinyi, (Ci-C 4) alkoxy, (Ci-C 4) haloalkoxy, (G- C 4) cyanoalkoxy, (C 1 -C 4) alkoxy- (C 1 -C 4) alkoxy, (C 1 -C 4) Alkylhydroxyimino, (G- C 4) alkoxyimino, (Ci-C 4) alkyl (C 1 -C 4) alkoxyimino, (C 1 -C 4) haloalkyl (C 1 -C 4) alkoxyimino, (Ci-C 4) alkylthio, (Ci-C4) -haloalkylthio, (C 1 -C 4) alkylthio (C 1 -C 4) alkyl, (G-C 4 ) alkylsulfmyl, (Ci-C 4 ) haloalkylsulfmyl, (Ci-C4) aikylsulfinyl- (Ci-C 4 ) aikyl, (G-C 4 ) alkylsulfonyl, (GC 4 ) haloalkylsulfonyi, (C 1 -C 4) alkylsulfonyl (Ci -C 4) alkyl, (GC 4) alkylsulfonyloxy, (C 1 -C 4) alkylcarbonyl, (GC 4) haloalkylcarbonyl, aminocarbonyl, (C 1 -C 4) alkylaminocarbonyl, di- (C 1 -C 4) alkyl aminocarbonyl, (C 1 -C 4) alkylsulfonylamino, (C 1 - C 4) alkylamino, di- (C 1 -C 4) alkylamino, aminosulfonyl, (C 1 -C 4) alkylaminosulfonyl , (G-C 4 ) alkylaminosulfonyl, NHCO- (C 1 -C 4 ) -alkyl ((GC 4 ) alkylcarbonylamino), Q für ein heteroaromatisches 8-, 9-, 10-, 11 - oder 12-gliedriges annelliertes bicyclisches oder tricyclisches Ringsystem steht, wobei das Ringsystem gegebenenfalls einfach oder mehrfach, gleich oder verschieden substituiert ist, und wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Wasserstoff, Cyano, Halogen, Nitro, Acetyl, Hydroxy, Amino, SCN, Tri-(Ci-C6)alkylsilyl, (G-G)Cycloalkyl, (C3-C8)Cycloalkyi-(G-C8)Cycloalkyl, (G-G)Alkyl-(G-C8)cycloalkyl, Halogen(G-C8)cycloalkyl, (G-G)Alkyl, (G-Q is a heteroaromatic 8-, 9-, 10-, 11- or 12-membered fused bicyclic or tricyclic ring system, wherein the ring system is optionally mono- or polysubstituted by identical or different substituents, and wherein the substituents can be selected independently of one another Hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri (C 1 -C 6 ) alkylsilyl, (GG) cycloalkyl, (C 3 -C 8 ) cycloalkyl (GC 8 ) cycloalkyl, (GG) alkyl (GC 8 ) cycloalkyl, halogen (GC 8 ) cycloalkyl, (GG) alkyl, (G- G)Halogenalkyl, (Ci-C6)Cyanoalkyi, (G-C6)Hydroxyalkyl, (C 1 -G) Alkoxy-(C 1 -G)alkyl, (G- C6)Alkenyl, (G-G)Halogenalkenyl, (C2-C6)Cyanoalkenyi, (G-G)Alkinyl, (G-G)Alkinyloxy- (G-C4)alkyl, (C2-C6)Haiogenalkinyi, (G-C6)Alkoxy, (G-C6)Halogenalkoxy, (G- C6)Halogenalkoxy-(G -C6)alkyl, (G-G)Alkenyloxy-(C 1 -G lalkyl, (C2-C6)Halogenaikenyloxy- (G-C6)alkyl, (G-C6)Cyanoalkoxy, (C 1 -C6)Alkoxy-(C 1 -G)alkoxy, (C 1 -C6) Alkylhydroxyimino, (G-C6)Alkoxyimino, (G-G)Alkyl-(C 1 -C6)alkoxyimino, (G-C6)Alkylthio, (G- C6)Halogenalkylthio, (G-C6)Alkoxy-(G-C6)alkylthio, (C 1 -C6) Alkylthio-(C 1 -G)alkyl, (G- C6)Alkylsulfmyl, (G-C6)Halogenalkylsulfinyl, (C 1 -G) Alkoxy-(C 1 -C6)alkylsulfmyl, (G- C6)Alkylsulfmyl-(C i -C6)alkyl, (C1-C6)Alkylsulfonyl, (Ci-C6)Halogenalkylsulfonyl, (G- C6)Alkoxy-(C i -C6)alkyl sulfonyl, (C i -C«)Alkylsulfonyl-(C i -C6)alkyl, (C i -C6) Alkyl sul fonyl oxy, (Ci-C6)Alkylcarbonyl, (C i -C6) Alkylcarbonyl-(C i -C6)alkyl, (Ci-C6)Alkylthiocarbonyl, (G- C6)Halogenalkylcarbonyl, (Ci-C6)Alkylcarbonyloxy, (C i -G Alkoxycarbonyl, (G- Ce)Halogenalkoxycarbonyi, Aminocarbonyl, (G-C6)Alkylaminocarbonyl, (G- C6)Alkylaminothiocarbonyl, Di-(Ci-C6)alkyl -aminocarbonyl, Di-(G-C6)alkyi- aminothiocarbonyl, (C3-C8)Cycloalkylaminocarbonyl, (C i -C6)Alkylsulfonylamino, (G- C6)Alkylamino, Di-(C i -C6)Alkylamino, Aminosulfonyl, (C i -C6)Alkylaminosulfonyl, Di-(G- C6)alkyl-aminosulfonyl, (C i -C6)Alkylsulfoximino, Aminothio carbonyl , (G-G) haloalkyl, (Ci-C 6 ) Cyanoalkyi, (GC 6 ) hydroxyalkyl, (C 1 -G) alkoxy- (C 1 -G) alkyl, (G-C 6 ) alkenyl, (GG) haloalkenyl, (C 2 -C 6 ) cyanoalkenyl, (GG) alkynyl, (GG) alkynyloxy (GC 4 ) alkyl, (C 2 -C 6 ) haloalkynyl, (GC 6 ) alkoxy, (GC 6 ) haloalkoxy, (G-C 6 ) haloalkoxy - (G -C 6 ) alkyl, (GG) alkenyloxy- (C 1 -Glalkyl, (C 2 -C 6 ) haloalkyloxy (GC 6 ) alkyl, (GC 6 ) cyanoalkoxy, (C 1 -C 6 ) alkoxy (C 1 -G) alkoxy, (C 1 -C 6 ) alkylhydroxyimino, (GC 6 ) alkoxyimino, (GG) alkyl- (C 1 -C 6 ) alkoxyimino, (GC 6 ) alkylthio, (G-C 6 ) haloalkylthio, (GC 6) alkoxy (GC 6) alkylthio, (C 1 -C 6) alkylthio (C 1 -G) alkyl, (GC 6) Alkylsulfmyl, (GC 6) haloalkylsulfinyl, (C 1 -G ) Alkoxy- (C 1 -C 6 ) alkylsulfmyl, (G- C6) Alkylsulfmyl- (C i -C 6) alkyl, (C 1 -C 6) alkylsulfonyl, (Ci-C 6) haloalkylsulfonyl, (G- C 6) alkoxy (C i -C 6) alkyl sulfonyl, (C i -C ") alkylsulfonyl- (C 1 -C 6 ) -alkyl, (C 1 -C 6 ) -alkyl sulfonyl oxy, (C 1 -C 6 ) -alkylcarbonyl, (C 1 -C 6 ) -alkylcarbonyl- (C 1 -C 6 ) -alkyl 6 ) alkyl, (C 1 -C 6 ) alkylthiocarbonyl, (C 1 -C 6) haloalkylcarbonyl, (C 1 -C 6) alkylcarbonyloxy, (C 1 -G) alkoxycarbonyl, (G-C 1 ) haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 6) -alkylaminocarbonyl, ( G-C6) alkylaminothiocarbonyl, di- (C 1 -C 6) -alkyl-aminocarbonyl, di- (G-C 6) -alkylaminothiocarbonyl, (C 3 -C 8) -cycloalkylaminocarbonyl, (C 1 -C 6) -alkylsulfonylamino, (C 1 -C 6) -alkylamino, Di- (Ci-C6) alkylamino, aminosulfonyl, (Ci-C6) alkylaminosulfonyl, di (G-C6) alkylaminosulfonyl, (Ci-C6) alkylsulfoximino, aminothio carbonyl, (G- C6)Alkylaminothiocarbonyl, Di-(C i -C6)aikyl-aminothiocarbonyl, (G-C8)Cycloalkylamino, NHCO-(Ci-C6)alkyl ((Ci-C6)Alkylcarbonylamino), oder wobei die Substituenten unabhängig voneinander ausgewählt sein können aus Phenyl oder einem 5- oder 6-gliedrigen heteroaromatischen Ring, wobei Phenyl oder der Ring gegebenenfalls einfach oder mehrfach, gleich oder verschieden durch G -G.-Alkyl, G-G-Alkenyi, C2-C6-Alkinyl, G-Ce-Cycloalkyl, G-G-Haloalkyi, C2-C6-Haloalkenyl, C2-C6-Haloalkmyl, C3-C6-Halocycloalkyl, Halogen, CN, C VCi-Alkoxy, C i-Haloalkoxy substituiert sein können, n für 0, 1 oder 2 steht. C6) alkylaminothiocarbonyl, di- (C i -C 6) -alkyl-aminothiocarbonyl, (G-C8) cycloalkylamino, NHCO- (Ci-C6) alkyl ((Ci-C6) alkylcarbonylamino), or where the substituents can be independently selected may be selected from phenyl or a 5- or 6-membered heteroaromatic ring, where phenyl or the ring is optionally mono- or polysubstituted, identically or differently, by G-G-alkyl, GG-alkenyl, C 2 -C 6 -alkynyl, G-C 6 -cycloalkyl , GG-haloalkyl, C 2 -C 6 haloalkenyl, C 2 -C 6 haloalkyl, C 3 -C 6 halocycloalkyl, halogen, CN, C 1 -C 4 alkoxy, C 1 haloalkoxy, n is 0, 1 or 2 stands. Verbindungen der Formel (I) gemäß Anspruch 1 , in welcher Aa für Stickstoff oder =C(H)- steht, Ab für Stickstoff oder =C(H)- steht, Ac für =C(H)- steht, Ad für =C(H)- steht, wobei mindestens ein A aus der Reihe Aa und Ab für Stickstoff steht, wobei sich folgenden Struktureinheiten AI oder A2 ergeben: Compounds of formula (I) according to claim 1 in which Aa is nitrogen or = C (H) -, Ab is nitrogen or = C (H) -, Ac is = C (H) -, Ad is = C (H) -, wherein at least one A from the series Aa and Ab is nitrogen, the following structural units AI or A2 result:
Figure imgf000094_0001
wobei die Bindung zum Substituenten Q mit einer Wellenlinie und die Bindung /um Schwefelatom mit einem Sternchen * gekennzeichnet ist,
Figure imgf000094_0001
wherein the bond to the substituent Q is marked with a wavy line and the bond / around sulfur atom is marked with an asterisk *, R1 für (Ci-C4)Alkyl, (Ci-C4)Hydroxyalkyl, (d-C^Halogenalkyl, (C2-C4)Alkenyl, (C2-R 1 is (Ci-C 4) alkyl, (Ci-C 4) hydroxyalkyl, (dC ^ haloalkyl, (C 2 -C 4) alkenyl, (C 2 - C4)Halogenalkenyl, (C2-C4)Alkinyl, (C2-C4)Halogenalkinyl, (C3-C6)Cycloalkyl, (Ci- G)Alkylthio-(G-G)alkyl, (Ci-C4)Aikylsuifmyl-(Ci-C4)alkyl oder (G-G)Alkylsulfonyl-(G- C ilalkyl steht, C 4 ) haloalkenyl, (C 2 -C 4 ) alkynyl, (C 2 -C 4 ) haloalkynyl, (C 3 -C 6 ) cycloalkyl, G) alkylthio (GG) alkyl, (C 1 -C 4 ) alkylsulfuryl (C 1 -C 4 ) -alkyl or (GG) alkylsulfonyl- (G-C 1 -alkyl) R , R' unabhängig voneinander für Wasserstoff, Cyano, Halogen, Nitro, Hydroxy, Amino, SCN, Tri-(G-G)alkyisilyl, (G-G)Cycloalkyl, (C3-C6)Cycioalkyl-(C3-C6)eycloalkyl, (G- G)Alkyl-(G-G)cycloalkyl, Halogen(G-G)cycloalkyl, (Ci-C4)Alkyl, (Ci-C4)Halogenalkyl, (Ci-C4)Cyanoaikyl, (C i -C4) Alkoxy-(C i -C4)alkyl, (C2-C4)Alkenyl, (C2-C4)Halogenalkenyl, (G- C4)Cyanoalkenyl, (G-G)Alkinyi, (C2-C4)Halogenalkinyl, (C2-C4)Cyanoalkinyl, (G-G)Alkoxy, (C i -C4)Halogenalkoxy, (Ci-C4)Cyanoalkoxy, (C i -C4) Alkylhydroxyimino, (G-G)Alkoxyimino, (Ci-C4)Alkyl-(Ci-C4)alkoxyimino, (Ci-C4)Alkylthio, (Ci-C4)Halogenalkylthio, (G- C4)Alkylsulfmyl, (C ι -C4)Halogenalkylsulfmyl, (Ci-C4)Alkylsulfonyl, (G-R, R 'are independently hydrogen, cyano, halogen, nitro, hydroxy, amino, SCN, tri- (GG) alkyisilyl, (GG) cycloalkyl, (C3-C6) Cycioalkyl- (C3-C6) eycloalkyl, (G - G) alkyl- (GG) cycloalkyl, halo (GG) cycloalkyl, (Ci-C 4) alkyl, (Ci-C 4) haloalkyl, (Ci-C 4 () Cyanoaikyl, (C i -C 4) alkoxy C i -C 4) alkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (G- C 4) cyanoalkenyl, (GG) Alkinyi, (C 2 -C 4) haloalkynyl, (C 2 -C 4) cyanoalkynyl, (GG) alkoxy, (C i -C 4) haloalkoxy, (Ci-C 4) cyanoalkoxy, (C i -C 4) Alkylhydroxyimino, (GG) alkoxyimino, (Ci-C 4) alkyl - (Ci-C4) alkoxyimino, (Ci-C 4) alkylthio, (Ci-C4) haloalkylthio, (G- C 4) Alkylsulfmyl, (C ι -C 4) Halogenalkylsulfmyl, (Ci-C 4) alkylsulfonyl, (G- C4)Halogenalkylsulfonyl, (Ci-C4)Alkylsulfonyloxy, (C i -C4)Alkylcarbonyl, (G- C4)Halogenalkylcarbonyl, Aminocarbonyl, (C i -C4)Alkylaminocarbonyl, Di-(G-G)alkyl- aminocarbonyl, (C i -C4)Alkylsulfonyl amino, (Ci-C4)Alkylamino, Di-(C i -C4)Alkylamino, Aminosulfonyl, (C i -C4) Alkylaminosulfonyl, Di-(Ci-C4)alkyl-aminosulfonyl, NHC( )-( G - C4)alkyl ((C i -C4) Alkylearbonylamino), weiterhin besonders bevorzugt fü r jeweils gegebenenfalls einfach oder zweifach, gleich oder verschieden substituiertes Phenyi oder Hetaryl stehen, wobei (im Fall von Hetaryl) gegebenenfalls mindestens eine Carbonylgruppe enthalten sein kann und/oder wobei als Substituenten jeweils in Frage kommen: Cyano, Halogen, (C3 -C6)Cycloalkyl, (G- C6)Cycloalkyl-(C3-C6)cycloalkyi, (G-G)Alkyl-(G-G)cycloalkyl, HalogeniG-C 4) haloalkylsulfonyl, (Ci-C4) alkylsulfonyloxy, (C i -C 4) alkylcarbonyl, (G- C 4) haloalkylcarbonyl, aminocarbonyl, (C i -C 4) alkylaminocarbonyl, di- (GG) alkyl aminocarbonyl, (C i -C 4) alkylsulfonyl, amino, (Ci-C 4) alkylamino, di (C i -C 4) alkylamino, aminosulfonyl, (C i -C 4) alkylaminosulfonyl, di (Ci-C 4) alkyl aminosulfonyl, NHC () - (G - C 4 ) alkyl ((C i -C 4 ) alkylearbonylamino), furthermore particularly preferably represent in each case optionally mono- or di-substituted, identically or differently substituted phenyl or hetaryl, (in the case of hetaryl ) optionally at least one carbonyl group may be contained and / or suitable substituents in each case being: cyano, halogen, (C3-C6) cycloalkyl, (G- C 6) cycloalkyl (C3-C6) cycloalkyi, (GG) alkyl (GG) cycloalkyl, haloG- C6)cycloalkyl, (Ci-C4)Alkyl, (Ci-C4)Halogenalkyl, (Ci-C4)Cyanoalkyl, (C2-C4)Alkenyl, (G- C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Aikinyl, (C2-C4)Halogenalkinyl, (C2- C4)Cyanoalkinyl, (Ci-C4)Alkoxy, (C 1 -C4)Halogenalkoxy , (C 1 -C4) Alkylhydroxyimino, (Ci- C4)Alkoxyimino, (C 1 -C4) Alkyl-(C 1 -C4)alkoxyimino, (Ci-C4)Alkylthio, (C 1 -C4)Halogenalkylthio, (Ci-C4)Alkylsulfinyl, (C 1 -C4)Halogenalkylsulfmyl, (Ci-C4)Alkyisuifonyl, (Ci- C4)Halogenalkylsulfonyl, (Ci-C4)Alk> sulfonyloxy, (G-C4)Alkylcarbonyl, (G- C4)Halogenalkylcarbonyl, Aminocarbonyl, (G-C4)Alkylaminocarbonyl, Di-(G-G)aikyl- aminocarbonyl, (C 1 -C4) Alkylsulfonylamino, (G-G)Alkylamino, Di-(C 1 -C4)Alkylamino, Aminosulfonyl, (G-C4) Alkylaminosulfonyl, Di-(G-G)alkylaminosulfonyl, NHCO-(G- C4)alkyl ((G -C4) Alkylearbonylamino), C 6) cycloalkyl, (Ci-C 4) alkyl, (Ci-C 4) haloalkyl, (Ci-C 4) cyanoalkyl, (C 2 -C 4) alkenyl, (G- C 4) haloalkenyl, (C 2 - C 4) cyanoalkenyl, (C 2 -C 4) Aikinyl, (C 2 -C 4) haloalkynyl, (C 2 - C 4) cyanoalkynyl, (Ci-C 4) alkoxy, (C 1 -C 4) haloalkoxy, ( C 1 -C 4) Alkylhydroxyimino, (Ci- C4) alkoxyimino, (C 1 -C 4) alkyl- (C 1 -C 4) alkoxyimino, (Ci-C 4) alkylthio, (C 1 -C 4) haloalkylthio , (Ci-C 4) alkylsulfinyl, (C 1 -C 4) Halogenalkylsulfmyl, (Ci-C 4) Alkyisuifonyl, (Ci- C4) haloalkylsulfonyl, (Ci-C 4) Alk> sulfonyloxy, (GC 4) alkylcarbonyl, (G-C 4 ) haloalkylcarbonyl, aminocarbonyl, (GC 4 ) alkylaminocarbonyl, di (GG) aikylaminocarbonyl, (C 1 -C 4 ) alkylsulfonylamino, (GG) alkylamino, di (C 1 -C 4 ) alkylamino, Aminosulfonyl, (GC 4 ) alkylaminosulfonyl, di (GG) alkylaminosulfonyl, NHCO- (G-C 4 ) alkyl ((G -C 4 ) alkylearbonylamino), Q für ein heteroaromatisches 9-gliedriges oder 12-gliedriges annelliertes bicyciisches oder tricyclisches Ringsystem aus der Reihe Ql bis Q19 steht, 94
Figure imgf000096_0001
Q represents a heteroaromatic 9-membered or 12-membered bicyclic or tricyclic fused ring system from the series Q1 to Q19, 94
Figure imgf000096_0001
Figure imgf000096_0002
Figure imgf000096_0002
Figure imgf000096_0003
Figure imgf000096_0003
Figure imgf000096_0004
Figure imgf000096_0005
Figure imgf000097_0001
Figure imgf000096_0004
Figure imgf000096_0005
Figure imgf000097_0001
 Q19  Q19 R4 für (Ci-C4)Alkyl, (Ci-C4)Halogenalkyl, (Ci-C4)Cyanoalkyl, (C1-C4)Hydroxyalkyl, (G- C4)Alkoxy-(Ci-C4)alkyl, (Ci-C4)Halogenalkoxy-(Ci-C4)alkyl, (C2-C4)Alkenyl, (C2- C4)Alkenyloxy-(Ci-C4)alkyl, (C2-C4)Halogenalkenyloxy-{Ci-C4)alkyl, (C2-C4)Halogenalkenyl, (C2-C4)Cyanoalkenyl, (C2-C4)Alkinyl, (C2-C4)Alkinyloxy-(C i -C4)alkyl, (C2-C4)Halogenalkinyl, (C3-C6)Cycloalkyl, (C3-C«)Cycloalkyl-(C3-C6)cycloalkyl, (Ci-C4)Alkyl-(C3-C«)cycloalkyl, Halogen(C3-C6)cycloalkyl, (C i -C4)Alkylthio-(C i -C4)alkyl, (Ci-C4)Alkylsulfmyl-(Ci-C4)alkyl, (C i -C4)Alkylsulfonyl-(C i -C4)alkyl oder (Ci-C4)Alkylcarbonyl-(Ci-C4)alkyl steht, R 4 is (Ci-C 4 ) alkyl, (Ci-C 4 ) haloalkyl, (Ci-C 4 ) cyanoalkyl, (C 1 -C 4 ) hydroxyalkyl, (G-C 4 ) alkoxy- (Ci-C 4 ) alkyl, (Ci-C 4) haloalkoxy (Ci-C 4) alkyl, (C 2 -C 4) alkenyl, (C 2 - C 4) alkenyloxy (Ci-C 4) alkyl, (C 2 -C 4 alkyl) Halogenalkenyloxy- {Ci-C 4), (C 2 -C 4) haloalkenyl, (C 2 -C 4) cyanoalkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) alkynyloxy (C i -C 4) alkyl, (C 2 -C 4) -haloalkynyl, (C 3 -C 6) cycloalkyl, (C 3 -C ") cycloalkyl (C 3 -C 6) cycloalkyl, (Ci-C 4) alkyl ( C 3 -C ') cycloalkyl, halo (C3-C6) cycloalkyl, (C i -C 4) alkylthio (C i -C 4) alkyl, (Ci-C 4) Alkylsulfmyl- (Ci-C 4) alkyl , (C i -C 4) alkylsulfonyl (C i -C 4) alkyl or (Ci-C 4) alkylcarbonyl (Ci-C 4) alkyl, R\ R" unabhängig voneinander für Wasserstoff, Cyano, Halogen, (Ci-C4)Alkyl, (Ci- C4)Halogenalkyl, (C2-C4)Alkenyl, (C2-C4)Halogenalkenyl, (C2-C4)Alkinyl, (C2- C4)Haiogenalkinyl, (C3-C6)Cycloalkyl, (C3-C«)Cycloalkyl-(C3-C6)cycloalkyl, (Ci-C4)Alkyl-(C3- C6)cycloalkyl, (Ci-C )Alkoxy, (Ci-C4)Halogenalkoxy, (Ci-C4)Alkoxyimino, (Ci-C4)Alkylthio, (Ci-C4)Halogenalkylthio, (Ci-C4)Alkylsulfmyl, (Ci-C4)Halogenalkylsulfmyl, (G- C4)Alkylsulfonyl, (Ci-C4)Halogenalkylsulfonyl, (C i -C4) Alkylsulfonyloxy, (G- C4)Alkylcarbonyl, (C i -C4)Halogenalkylcarbonyl, Ammocarbonyl, (C i -C4)Alkylaminocarbonyl, Di-(Ci-C4)alkyl-aminoearbonyl, (C i -C4) Alkylsulfonylamino, (Ci-C4)Alkylamino, Di-(G- C4)Alkylamino, Aminosulfonyl, (Ci-C4)Alkylaminosulfonyl oder Di-(C i -C4)alkylaminosulfonyl stehen, n für 0, 1 oder 2 steht. 4. Verbindungen der Formel (I) gemäß Anspruch 1 , in welcher R \ R "are independently hydrogen, cyano, halogen, (Ci-C 4) alkyl, (Ci C 4) haloalkyl, (C 2 -C 4) alkenyl, (C 2 -C 4) haloalkenyl, (C 2 -C 4) alkynyl, (C 2 - C 4) Haiogenalkinyl, (C 3 -C 6) cycloalkyl, (C 3 -C ") cycloalkyl (C 3 -C 6) cycloalkyl, (Ci-C 4) alkyl ( C 3 - C 6) cycloalkyl, (Ci-C) alkoxy, (Ci-C 4) haloalkoxy, (Ci-C4) alkoxyimino, (Ci-C 4) alkylthio, (Ci-C4) haloalkylthio, (Ci- C 4) Alkylsulfmyl, (Ci-C 4) Halogenalkylsulfmyl, (G- C 4) alkylsulfonyl, (Ci-C4) haloalkylsulfonyl, (C i -C 4) alkylsulfonyloxy, (G- C 4) alkylcarbonyl, (C i - C 4) haloalkylcarbonyl, Ammocarbonyl, (C i -C 4) alkylaminocarbonyl, di (Ci-C 4) alkyl-aminoearbonyl, (C i -C 4) alkylsulfonylamino, (Ci-C 4) alkylamino, di- (G C 4) alkylamino, aminosulfonyl, (Ci-C4) alkylaminosulfonyl or di- (C i -C 4) alkylaminosulfonyl stand, n is 0, 1 or. 2 4. A compound of formula (I) according to claim 1, in which Aa für Stickstoff oder =C(H)- steht, Ab für Stickstoff oder =C(H)- steht, Ac für =C(H)- steht, Ad für =C(H)- steht, wobei mindestens ein A aus der Reihe Aa und Ab für Stickstoff steht, wobei sich die Struktureinheiten AI oder A2 ergeben, R1 für Methyl, Ethyl, n-Propyl, i-Propyl, cyclo-Propyl, n-Butyl, i-Butyl, tert.-Butyl, cyclo- Butyl, Fluormethyl, Difluormethyl, Trifluormethyl, Fluorethyl, Difluorethyl, Trifluorethyl, Tetrafluorethyl oder Pentafluor ethyl steht, Aa is nitrogen or = C (H) -, Ab is nitrogen or = C (H) -, Ac is = C (H) -, Ad is = C (H) -, wherein at least one A is from the Aa and Ab series is nitrogen to give the structural units AI or A2, R 1 is methyl, ethyl, n-propyl, i-propyl, cyclo-propyl, n-butyl, i-butyl, tert-butyl, cyclo-butyl, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl or Pentafluoro ethyl stands, R2, R3 unabhängig voneinander für Wasserstoff, Cyano, Halogen, (Ci-C4)Alkyl, (G- G lHalogenalkyl. (Ci-C4)Halogenalkoxy, (Ci-C4)Alkylthio, (Ci-C4)Alkylsulfmyl, (G-R 2, R 3 are each independently hydrogen, cyano, halogen, (Ci-C 4) alkyl, (G- G lHalogenalkyl. (Ci-C 4) haloalkoxy, (Ci-C 4) alkylthio, (Ci-C 4) Alkylsulfmyl, (G- C4)Alkylsulfonyl, (Ci-C4)Halogenalkylthio, (Ci-C4)Halogenalkylsulfmyl, (G- C4)Halogenalkylsulfonyl oder NHCO-(C i -C4)alkyl ((Ci-C4)Aikylcarbonylamino) stehen, C 4) alkylsulfonyl, (Ci-C4) haloalkylthio, (Ci-C 4) Halogenalkylsulfmyl, (G- C 4) haloalkylsulfonyl, or NHCO- (C i -C 4) alkyl ((Ci-C 4) Aikylcarbonylamino) are provided, Q für ein heteroaromatisches 9-giiedriges oder 12-gliedriges annelliertes bicyclisches oder tricyclisches Ringsystem aus der Reihe Q2, Q3, Q5, Q6, Q8, Q9, Q10, QU, Q I 4. Q15, Q16 oder Q l 9 steht, Q is a heteroaromatic 9-membered or 12-membered fused bicyclic or tricyclic ring system from the series Q2, Q3, Q5, Q6, Q8, Q9, Q10, QU, Q I 4. Q15, Q16 or Q l 9,
Figure imgf000098_0001
für (G-C4)Alkyl oder (Ci-C4)Alkoxy-(Ci-C )aikyl steht, ir für Wasserstoff, Cyano, Halogen, (Ci-C4)Alkyl, (G-C4)Halogenalkyl, (C3- C6)Cycloaikyl, (C3-C6)Cycloalkyl-(C3-C6)cycloalkyl, (C i -C4)Alkyl-(C3 -C«)cycloalkyl, (Ci- C4)Alkoxy, (Ci-C4)Halogenalkoxy, (Ci-C4)Alkoxyimino, (Ci-C4)Alkylhio, (G- C4)Halogenalkylthio, (Ci-C4)Alkylsulfmyl, (Ci-C4)Halogenalkylsulfmyl, (Ci-C4)Alkylsulfonyl, (Ci-C4)Halogenalkylsulfonyl, (C i -C4)Alkylcarbonyl, (Ci-C4)Halogenalkylcarbonyl, (G- C4)Alkylaminocarbonyl, Di-(G-C4)alkyl-aminocarbonyl, (C i -C4)Alkylsulfonylamino, (G- C4)Alkylaminosulfonyl oder Di-(C i -C4)alkylaminosulfonyl steht,
Figure imgf000098_0001
is (GC 4 ) alkyl or (Ci-C 4 ) alkoxy- (Ci-C) aikyl, ir represents hydrogen, cyano, halogen, (Ci-C 4) alkyl, (GC 4) haloalkyl, (C 3 - C 6) Cycloaikyl, (C 3 -C 6) cycloalkyl (C 3 -C 6) cycloalkyl, (C i -C 4) alkyl (C 3 -C ') cycloalkyl, (Ci C 4) alkoxy, (Ci-C 4) haloalkoxy, (Ci-C4) alkoxyimino, (Ci-C 4) Alkylhio, (G - C 4) haloalkylthio, (Ci-C 4) Alkylsulfmyl, (Ci-C 4) Halogenalkylsulfmyl, (Ci-C 4) alkylsulfonyl, (Ci-C4) haloalkylsulfonyl, (C i -C 4) alkylcarbonyl, (Ci- C 4 ) haloalkylcarbonyl, (G-C 4 ) alkylaminocarbonyl, di- (GC 4 ) alkylaminocarbonyl, (C 1 -C 4 ) alkylsulfonylamino, (G-C 4 ) alkylaminosulfonyl or di (C 1 -C 4 ) alkylaminosulfonyl stands, R" für Wasserstoff steht, n für 0, 1 oder 2 steht. R "is hydrogen, n is 0, 1 or 2. 5. Verbindungen der Formel (I) gemäß Anspruch 1, in welcher Aa für Stickstoff oder =C(H)- steht, Ab für Stickstoff oder =C(H)- steht, Ac für =C(H)- steht, Ad für =C(H)- steht, wobei mindestens ein A aus der Reihe Aa und Ab für Stickstoff steht, wobei sich die Struktureinheiten AI oder A2 ergeben, 5. Compounds of formula (I) according to claim 1, in which Aa is nitrogen or = C (H) -, Ab is nitrogen or = C (H) -, Ac is = C (H) -, Ad is = C (H) -, wherein at least one A from the series Aa and Ab stands for nitrogen, whereby the structural units AI or A2 result, R1 für Methyl, Ethyl, n-Propyl, i-Propyl oder eyclo-Propyi steht, R2, R3 unabhängig voneinander für Wasserstoff stehen, R 1 is methyl, ethyl, n-propyl, i-propyl or e-cyclopropyl, R 2 , R 3 independently of one another are hydrogen, Q für ein heteroaromatisches 9-giiedriges annelliertes bicyclisches Ringsystem aus der Reihe Q3 steht, Q represents a heteroaromatic 9-membered fused bicyclic ring system from the series Q3, R4 für Methyl, Ethyl, i-Propyl, Methoxymethyl oder Methoxyethyl steht, R 4 is methyl, ethyl, i-propyl, methoxymethyl or methoxyethyl, R5 für Fluor, Chlor, Brom, Fluormethyl, Difluormethyl, Trifluormethyl, Fluorethyl (CH2CFH2, CHFCH3), Di fluorethyl (CF2CH3, ( H -CHF -, CHFCFH2), Trifluorethyl, (CH2CF3, CHFCHF2, CF2CFH2), Tetrafluorethyl (CHFCF3, CF2CHF2), Pentafluorethyl, Trifluormethoxy, Difiuorchlormethoxy, Dichlorfluormethoxy oder Trifluormethylthio steht, für Wasserstoff steht, n für 0, 1 oder 2 steht. Verbindungen der Formel (I) gemäß Anspruch 1 , in welcher Aa für Stickstoff oder =C(H)- steht, Ab für Stickstoff oder =C( H )- steht, Ac für =C(H)- steht, Ad für < < H )- steht, wobei mindestens ein A aus der Reihe Aa und Ab für Stickstoff steht, wobei sich die Struktureinheiten AI oder A2 ergeben, R 5 is fluorine, chlorine, bromine, fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl (CH 2 CF 2 , CHFCH 3 ), di-fluoroethyl (CF 2 CH 3 , (H-CHF-, CHFCFH 2 ), trifluoroethyl, (CH 2 CF 3 , CHFCHF 2 , CF 2 CF 2 ), tetrafluoroethyl (CHFCF 3 , CF 2 CHF 2 ), pentafluoroethyl, trifluoromethoxy, difluorochloromethoxy, dichlorofluoromethoxy or trifluoromethylthio, is hydrogen, n is 0, 1 or 2. Compounds of formula (I) according to claim 1 in which Aa is nitrogen or = C (H) -, Ab is nitrogen or = C (H) -, Ac is = C (H) -, Ad is << H) -, wherein at least one A from the series Aa and Ab is nitrogen, whereby the structural units AI or A2 result, R1 für Ethyl steht, R 1 is ethyl, R- , R für Wasserstoff stehen, R, R stand for hydrogen, Q für ein heteroaromatisches 9-giiedriges anneliiertes bicyclisches Ringsystem Reihe Q3 steht, Q represents a heteroaromatic 9-membered annelated bicyclic ring system series Q3, R4 für Methyl steht, R 4 is methyl, R5 für Trifluormethyl steht, R 5 is trifluoromethyl, R6 für Wasserstoff steht, n fü 0 oder 2 steht. R 6 is hydrogen, n is 0 or 2. Verbindungen der Formel (I) gemäß Anspruch 1 , in welcher Compounds of formula (I) according to claim 1, in which Aa für =C( H )- steht, Aa = C (H) -, Ab für Stickstoff steht, Ab stands for nitrogen, Ac für =C(H)- steht, Ac = C (H) -, Ad für =C(H)- steht, wobei sich die Struktureinheit AI ergibt Ad = C (H) -, wherein the structural unit AI results
Figure imgf000100_0001
und Q. R1, R2, R\ R4, R\ R' und n die oben beschriebenen Bedeutungen haben.
Figure imgf000100_0001
and Q. R 1 , R 2 , R \ R 4 , R \ R 'and n have the meanings described above. 8. Agrochemische Formulierung enthaltend Verbindungen der Formel (I) gemäß Anspruch 1, sowie Streckmittel und/oder oberflächenaktive Substanzen. 8. An agrochemical formulation comprising compounds of the formula (I) according to claim 1, and extenders and / or surface-active substances. 9. Agrochemische Formulierung gemäß Anspruch 8 zusätzlich enthaltend einen weiteren agrochemischen Wirkstoff. 9. Agrochemical formulation according to claim 8 additionally containing a further agrochemical active ingredient. 10. Verfahren zur Bekämpfung von tierischen Schädlingen dadurch gekennzeichnet, dass man eine Verbindung der Formel (I) gemäß Anspruch 1 oder eine agrochemische Formulierung gemäß einem der Ansprüche 8 oder 9 auf die tierischen Schädlinge und/oder ihren Lebensraum einwirken lässt. 10. A method for controlling animal pests, characterized in that a compound of the formula (I) according to claim 1 or an agrochemical formulation according to any one of claims 8 or 9 is allowed to act on the animal pests and / or their habitat. 1 1. Verwendung von Verbindungen der Formel (I) gemäß Anspruch 1 oder von agrochemischen Formulierungen gemäß einem der Ansprüche 8 oder 9 zur Bekämpfung von tierischen Schädlingen. 1 1. Use of compounds of formula (I) according to claim 1 or of agrochemical formulations according to any one of claims 8 or 9 for the control of animal pests.
PCT/EP2016/078989 2015-12-01 2016-11-28 Condensed bicyclic heterocycle derivatives as pest control agents Ceased WO2017093180A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP15197267.6 2015-12-01
EP15197267 2015-12-01

Publications (1)

Publication Number Publication Date
WO2017093180A1 true WO2017093180A1 (en) 2017-06-08

Family

ID=54783388

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2016/078989 Ceased WO2017093180A1 (en) 2015-12-01 2016-11-28 Condensed bicyclic heterocycle derivatives as pest control agents

Country Status (1)

Country Link
WO (1) WO2017093180A1 (en)

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018050825A1 (en) 2016-09-19 2018-03-22 Bayer Cropscience Aktiengesellschaft Pyrazolo [1,5-a]pyridine derivatives and their use as pesticides
WO2018095953A1 (en) 2016-11-23 2018-05-31 Bayer Cropscience Aktiengesellschaft 2-[3-(alkylsulfonyl)-2h-indazol-2-yl]-3h-imidazo[4,5-b]pyridine derivatives and similar compounds as pesticides
WO2018138050A1 (en) 2017-01-26 2018-08-02 Bayer Aktiengesellschaft Condensed bicyclic heterocyclene derivatives as pest control agents
WO2018197257A1 (en) 2017-04-24 2018-11-01 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic-compound derivatives as pest control agents
WO2019162174A1 (en) 2018-02-21 2019-08-29 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic derivatives as pest control agents
WO2019175046A1 (en) 2018-03-12 2019-09-19 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic derivatives as pest control agents
US10544163B2 (en) 2016-03-10 2020-01-28 Nissan Chemical Corporation Condensed heterocyclic compounds and pesticides
US10561145B2 (en) 2016-07-19 2020-02-18 Bayer Cropscience Aktiengesellschaft Fused bicyclic heterocycle derivatives as pesticides
WO2020053282A1 (en) 2018-09-13 2020-03-19 Bayer Aktiengesellschaft Heterocyclene derivatives as pest control agents
US10660334B2 (en) 2016-08-15 2020-05-26 Bayer Cropscience Aktiengesellschaft Fused bicyclic heterocycle derivatives as pesticides
WO2021209265A1 (en) 2020-04-14 2021-10-21 Basf Se Tricyclic pesticidal compounds
US11560388B2 (en) 2019-03-19 2023-01-24 Boehringer Ingelheim Vetmedica Gmbh Anthelmintic aza-benzothiophene and aza-benzofuran compounds
US20230115523A1 (en) * 2020-01-09 2023-04-13 Sumitomo Chemical Company, Limited Heterocyclic compound and harmful arthropod-controlling composition including same
US11964977B2 (en) 2020-05-29 2024-04-23 Boehringer Ingelheim Animal Health USA Inc. Anthelmintic heterocyclic compounds
US11999742B2 (en) 2021-11-01 2024-06-04 Boehringer Ingelheim Vetmedica Gmbh Substituted pyrrolo[1,2-b]pyridazines as anthelmintics
WO2024189139A1 (en) 2023-03-14 2024-09-19 Syngenta Crop Protection Ag Control of pests resistant to insecticides
US12269822B2 (en) 2018-07-09 2025-04-08 Boehringer Ingelheim Animal Health USA Inc. Anthelminthic heterocyclic compounds

Citations (76)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2820062A (en) 1954-08-11 1958-01-14 Pure Oil Co Preparation of organic thiols
DE2221647A1 (en) 1971-05-05 1972-11-09 Uniroyal Inc 2- (3-pyridyl) -thiazolabkoemmlinge and their use as insecticides
US5374646A (en) 1989-12-01 1994-12-20 Glaxo Group Limited Benzofuran derivatives
US5576335A (en) 1994-02-01 1996-11-19 Nisshin Flour Milling Co., Ltd. Urea derivatives and their use as ACAT inhibitors
US20030069257A1 (en) 2000-12-21 2003-04-10 Guiying Li Benzimidazole and pyridylimidazole derivatives
WO2003106457A1 (en) 2002-06-14 2003-12-24 Syngenta Limited Spiroindolinepiperidine derivatives
WO2004099160A1 (en) 2003-05-12 2004-11-18 Sumitomo Chemical Company, Limited Pyrimidine compounds and pests controlling composition containing the same
WO2005066177A1 (en) 2003-12-31 2005-07-21 Schering-Plough Ltd. Control of parasites in animals by the use of imidazo[1,2-b]pyridazine derivatives
WO2005100353A1 (en) 2004-04-15 2005-10-27 Almirall Prodesfarma, Sa Condensed pyridine derivatives useful as a28 adenosine receptor antagonists
WO2006003494A2 (en) 2004-06-28 2006-01-12 Syngenta Participations Ag Piperidine derivatives and their use as insecticides, acaricides, molluscicides or nematicides
US20060025633A1 (en) 2002-09-25 2006-02-02 Georges Fremy Catalytic method of producing mercaptans from thioethers
WO2006018725A1 (en) 2004-08-18 2006-02-23 Pfizer Inc. Inhibitors of hepatitis c virus rna-dependent rna polymerase, and compositions and treatments using the same
WO2006043635A1 (en) 2004-10-20 2006-04-27 Kumiai Chemical Industry Co., Ltd. 3-triazolylphenyl sulfide derivative and insecticide/acaricide/nematicide containing the same as active ingredient
US20060111591A1 (en) 2002-09-25 2006-05-25 Georges Fremy Catalytic method of producing alkyl mercaptans by adding hydrogen sulphide to an olefin
WO2006065703A1 (en) 2004-12-13 2006-06-22 Sunesis Pharmaceuticals, Inc. Pyrido pyrimidinones, dihydro pyrimido pyrimidinones and pteridinones useful as raf kinase inhibitors
WO2006071752A1 (en) 2004-12-29 2006-07-06 Bristol-Myers Squibb Company Azolopyrimidine-based inhibitors of dipeptidyl peptidase iv and methods
WO2007040282A1 (en) 2005-10-06 2007-04-12 Nippon Soda Co., Ltd. Bridged cyclic amine compound and pest control agent
CN101337937A (en) 2008-08-12 2009-01-07 国家农药创制工程技术研究中心 N-benz-3-substituted amino pyrazoles compounds with insecticidal activity
CN101337940A (en) 2008-08-12 2009-01-07 国家农药创制工程技术研究中心 Nitrogen heterocyclic ring dichloro allyl ether compound with insecticidal activity
WO2009023179A2 (en) 2007-08-10 2009-02-19 Genelabs Technologies, Inc. Nitrogen containing bicyclic chemical entities for treating viral infections
WO2009029625A1 (en) 2007-08-27 2009-03-05 Kalypsys, Inc. 4- [heterocyclyl-methyl] -8-fluoro-quinolin-2-ones useful as nitric oxide synthase inhibitors
US20090203705A1 (en) 2008-01-29 2009-08-13 Matteo Biagetti Spiro Compounds As NPY Y5 Receptor Antagonists
WO2009131237A1 (en) 2008-04-21 2009-10-29 住友化学株式会社 Harmful arthropod control composition, and fused heterocyclic compound
JP2010018586A (en) 2008-07-14 2010-01-28 Meiji Seika Kaisha Ltd Substance pf1364, its manufacturing method, producing strain and agricultural/horticultural insecticide having the substance as active ingredient
EP2168965A1 (en) 2008-09-25 2010-03-31 Santhera Pharmaceuticals (Schweiz) AG Substituted imidazopyridine, imidazopyrazine, imidazopyridazine and imidazopyrimidine derivatives as melanocortin-4 receptor antagonists
WO2010052161A2 (en) 2008-11-06 2010-05-14 Syngenta Participations Ag Herbicidal compositions
WO2010051926A2 (en) 2008-11-05 2010-05-14 Bayer Cropscience Aktiengesellschaft New halogen-substituted bonds
CN101715774A (en) 2008-10-09 2010-06-02 浙江化工科技集团有限公司 Preparation and use of compound having insecticidal activity
WO2010091310A1 (en) 2009-02-06 2010-08-12 Elan Pharmaceuticals, Inc. Inhibitors of jun n-terminal kinase
WO2010091411A1 (en) 2009-02-09 2010-08-12 Glaxosmithkline Llc Piperidinyl cyclic amido antiviral agents
WO2010125985A1 (en) 2009-04-28 2010-11-04 Sumitomo Chemical Company, Limited Fused heterocyclic compound and use thereof
WO2011041713A2 (en) 2009-10-02 2011-04-07 Glaxosmithkline Llc Piperazinyl antiviral agents
WO2011040629A1 (en) 2009-09-30 2011-04-07 Sumitomo Chemical Company, Limited Composition and method for controlling arthropod pests
WO2011043404A1 (en) 2009-10-07 2011-04-14 Sumitomo Chemical Company, Limited Heterocyclic compound and its use for control of an arthropod pest
WO2011075643A1 (en) 2009-12-18 2011-06-23 Incyte Corporation Substituted heteroaryl fused derivatives as pi3k inhibitors
WO2011085575A1 (en) 2010-01-15 2011-07-21 江苏省农药研究所股份有限公司 Ortho-heterocyclyl formanilide compounds, their synthesis methods and use
WO2012029672A1 (en) 2010-08-31 2012-03-08 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Noxious organism control agent
WO2012034403A1 (en) 2010-09-14 2012-03-22 中化蓝天集团有限公司 Fluoromethoxypyrazole anthranilamide compounds, synthesization methods and uses thereof
CN102391261A (en) 2011-10-14 2012-03-28 上海交通大学 N-substituted dioxazine compound as well as preparation method and application thereof
WO2012066061A1 (en) 2010-11-19 2012-05-24 F. Hoffmann-La Roche Ag Pyrazolopyridines and pyrazolopyridines and their use as tyk2 inhibitors
WO2012074135A1 (en) 2010-12-01 2012-06-07 Sumitomo Chemical Company, Limited Pyrimidine compound and use for pest control thereof
WO2012080232A1 (en) 2010-12-17 2012-06-21 Bayer Pharma Aktiengesellschaft 2-substituted imidazopyrazines for use as mps-1 and tkk inhibitors in the treatment of hyperproliferative disorders
WO2012088411A1 (en) 2010-12-22 2012-06-28 Pamlico Pharmaceutical Inc. 2-arylimidazo[1,2-b]pyridazine, 2-phenylimidazo[1,2-a]pyridine, and 2-phenylimidazo[1,2-a]pyrazine derivatives
WO2012086848A1 (en) 2010-12-24 2012-06-28 Sumitomo Chemical Company, Limited Fused heterocyclic compound and use for pest control thereof
US20120258951A1 (en) 2009-12-18 2012-10-11 Mitsubishi Tanage Pharma Corporation Novel antiplatelet agent
WO2012143599A1 (en) 2011-04-21 2012-10-26 Orion Corporation Androgen receptor modulating carboxamides
US20120302573A1 (en) 2011-05-25 2012-11-29 Paul Francis Jackson Methods of inhibiting pro matrix metalloproteinase activation
WO2012168733A1 (en) 2011-06-10 2012-12-13 Ucl Business Plc Substituted 8 - amino - imidazo [1, 2-a] pyrazines as antibacterial agents
WO2013003298A2 (en) 2011-06-29 2013-01-03 Bristol-Myers Squibb Company Inhibitors of pde10
WO2013018928A1 (en) 2011-08-04 2013-02-07 Sumitomo Chemical Company, Limited Fused heterocyclic compound and use thereof for pest control
WO2013043518A1 (en) 2011-09-22 2013-03-28 Merck Sharp & Dohme Corp. Imidazopyridyl compounds as aldosterone synthase inhibitors
WO2013050317A1 (en) 2011-10-03 2013-04-11 Syngenta Limited Polymorphs of an isoxazoline derivative
CN103109816A (en) 2013-01-25 2013-05-22 青岛科技大学 Thiobenzamide compounds and application thereof
WO2013099041A1 (en) 2011-12-28 2013-07-04 富士フイルム株式会社 Novel nicotinamide derivative or salt thereof
CN103232431A (en) 2013-01-25 2013-08-07 青岛科技大学 Dihalogenated pyrazole amide compound and its use
WO2013144213A1 (en) 2012-03-30 2013-10-03 Basf Se N-substituted pyridinylidene compounds and derivatives for combating animal pests
EP2647626A1 (en) 2012-04-03 2013-10-09 Syngenta Participations AG. 1-Aza-spiro[4.5]dec-3-ene and 1,8-diaza-spiro[4.5]dec-3-ene derivatives as pesticides
WO2013162716A2 (en) 2012-04-27 2013-10-31 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
EP2671582A1 (en) 2011-02-01 2013-12-11 Kyowa Hakko Kirin Co., Ltd. Ring-fused heterocyclic derivative
WO2013191113A1 (en) 2012-06-18 2013-12-27 住友化学株式会社 Fused heterocyclic compound
CN103524422A (en) 2013-10-11 2014-01-22 中国农业科学院植物保护研究所 Benzimidazole derivative, and preparation method and purpose thereof
US20140213448A1 (en) 2012-04-27 2014-07-31 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
US20140275503A1 (en) 2013-03-13 2014-09-18 Dow Agrosciences Llc Process for the preparation of certain triaryl rhamnose carbamates
WO2014142292A1 (en) 2013-03-15 2014-09-18 日本農薬株式会社 Fused heterocyclic compound or salt thereof, agricultural and horticultural insecticide containing fused heterocyclic compound, and method for using agricultural and horticultural insecticide
WO2014148451A1 (en) 2013-03-19 2014-09-25 日本農薬株式会社 Fused heterocyclic compound or salt thereof, pesticide for agricultural and horticultural use containing said compound, and usage method therefor
WO2014187762A1 (en) 2013-05-23 2014-11-27 F. Hoffmann-La Roche Ag 2-phenylimidazo[1,2-a]pyrimidines as imaging agents
WO2015000715A1 (en) 2013-07-02 2015-01-08 Syngenta Participations Ag Pesticidally active bi- or tricyclic heterocycles with sulfur containing substituents
WO2015048245A1 (en) 2013-09-25 2015-04-02 Vertex Pharmaceuticals Incorporated Imidazopyridazines useful as inhibitors of the par-2 signaling pathway
WO2015058021A1 (en) 2013-10-17 2015-04-23 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds
WO2015058028A1 (en) 2013-10-17 2015-04-23 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds
WO2015121136A1 (en) 2014-02-17 2015-08-20 Bayer Cropscience Ag 2-(het)aryl-substituted condensed bicyclic heterocycle derivatives as pest control agents
WO2016091731A1 (en) 2014-12-11 2016-06-16 Syngenta Participations Ag Pesticidally active tetracyclic derivatives with sulfur containing substituents
WO2016107742A1 (en) 2014-12-29 2016-07-07 Syngenta Participations Ag Pesticidally active tetracyclic derivatives with sulfur containing substituents
WO2016124557A1 (en) 2015-02-05 2016-08-11 Bayer Cropscience Aktiengesellschaft 2-(het)aryl-substituted condensed bicyclic heterocycle derivatives as pest control agents
WO2016124563A1 (en) 2015-02-05 2016-08-11 Bayer Cropscience Aktiengesellschsaft 2-(het)aryl-substituted condensed bicyclic heterocycle derivatives as pest control agents
WO2016129684A1 (en) 2015-02-12 2016-08-18 日産化学工業株式会社 Condensed heterocyclic compound and noxious organism control agent

Patent Citations (79)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2820062A (en) 1954-08-11 1958-01-14 Pure Oil Co Preparation of organic thiols
DE2221647A1 (en) 1971-05-05 1972-11-09 Uniroyal Inc 2- (3-pyridyl) -thiazolabkoemmlinge and their use as insecticides
US5374646A (en) 1989-12-01 1994-12-20 Glaxo Group Limited Benzofuran derivatives
US5576335A (en) 1994-02-01 1996-11-19 Nisshin Flour Milling Co., Ltd. Urea derivatives and their use as ACAT inhibitors
US20030069257A1 (en) 2000-12-21 2003-04-10 Guiying Li Benzimidazole and pyridylimidazole derivatives
WO2003106457A1 (en) 2002-06-14 2003-12-24 Syngenta Limited Spiroindolinepiperidine derivatives
US20060025633A1 (en) 2002-09-25 2006-02-02 Georges Fremy Catalytic method of producing mercaptans from thioethers
US20060111591A1 (en) 2002-09-25 2006-05-25 Georges Fremy Catalytic method of producing alkyl mercaptans by adding hydrogen sulphide to an olefin
WO2004099160A1 (en) 2003-05-12 2004-11-18 Sumitomo Chemical Company, Limited Pyrimidine compounds and pests controlling composition containing the same
WO2005066177A1 (en) 2003-12-31 2005-07-21 Schering-Plough Ltd. Control of parasites in animals by the use of imidazo[1,2-b]pyridazine derivatives
WO2005100353A1 (en) 2004-04-15 2005-10-27 Almirall Prodesfarma, Sa Condensed pyridine derivatives useful as a28 adenosine receptor antagonists
WO2006003494A2 (en) 2004-06-28 2006-01-12 Syngenta Participations Ag Piperidine derivatives and their use as insecticides, acaricides, molluscicides or nematicides
WO2006018725A1 (en) 2004-08-18 2006-02-23 Pfizer Inc. Inhibitors of hepatitis c virus rna-dependent rna polymerase, and compositions and treatments using the same
WO2006043635A1 (en) 2004-10-20 2006-04-27 Kumiai Chemical Industry Co., Ltd. 3-triazolylphenyl sulfide derivative and insecticide/acaricide/nematicide containing the same as active ingredient
WO2006065703A1 (en) 2004-12-13 2006-06-22 Sunesis Pharmaceuticals, Inc. Pyrido pyrimidinones, dihydro pyrimido pyrimidinones and pteridinones useful as raf kinase inhibitors
WO2006071752A1 (en) 2004-12-29 2006-07-06 Bristol-Myers Squibb Company Azolopyrimidine-based inhibitors of dipeptidyl peptidase iv and methods
WO2007040282A1 (en) 2005-10-06 2007-04-12 Nippon Soda Co., Ltd. Bridged cyclic amine compound and pest control agent
WO2007040280A1 (en) 2005-10-06 2007-04-12 Nippon Soda Co., Ltd. Cyclic amine compound and pest control agent
WO2009023179A2 (en) 2007-08-10 2009-02-19 Genelabs Technologies, Inc. Nitrogen containing bicyclic chemical entities for treating viral infections
WO2009029625A1 (en) 2007-08-27 2009-03-05 Kalypsys, Inc. 4- [heterocyclyl-methyl] -8-fluoro-quinolin-2-ones useful as nitric oxide synthase inhibitors
US20090203705A1 (en) 2008-01-29 2009-08-13 Matteo Biagetti Spiro Compounds As NPY Y5 Receptor Antagonists
WO2009131237A1 (en) 2008-04-21 2009-10-29 住友化学株式会社 Harmful arthropod control composition, and fused heterocyclic compound
JP2010018586A (en) 2008-07-14 2010-01-28 Meiji Seika Kaisha Ltd Substance pf1364, its manufacturing method, producing strain and agricultural/horticultural insecticide having the substance as active ingredient
CN101337937A (en) 2008-08-12 2009-01-07 国家农药创制工程技术研究中心 N-benz-3-substituted amino pyrazoles compounds with insecticidal activity
CN101337940A (en) 2008-08-12 2009-01-07 国家农药创制工程技术研究中心 Nitrogen heterocyclic ring dichloro allyl ether compound with insecticidal activity
EP2168965A1 (en) 2008-09-25 2010-03-31 Santhera Pharmaceuticals (Schweiz) AG Substituted imidazopyridine, imidazopyrazine, imidazopyridazine and imidazopyrimidine derivatives as melanocortin-4 receptor antagonists
CN101715774A (en) 2008-10-09 2010-06-02 浙江化工科技集团有限公司 Preparation and use of compound having insecticidal activity
WO2010051926A2 (en) 2008-11-05 2010-05-14 Bayer Cropscience Aktiengesellschaft New halogen-substituted bonds
WO2010052161A2 (en) 2008-11-06 2010-05-14 Syngenta Participations Ag Herbicidal compositions
WO2010091310A1 (en) 2009-02-06 2010-08-12 Elan Pharmaceuticals, Inc. Inhibitors of jun n-terminal kinase
WO2010091411A1 (en) 2009-02-09 2010-08-12 Glaxosmithkline Llc Piperidinyl cyclic amido antiviral agents
WO2010125985A1 (en) 2009-04-28 2010-11-04 Sumitomo Chemical Company, Limited Fused heterocyclic compound and use thereof
WO2011040629A1 (en) 2009-09-30 2011-04-07 Sumitomo Chemical Company, Limited Composition and method for controlling arthropod pests
WO2011041713A2 (en) 2009-10-02 2011-04-07 Glaxosmithkline Llc Piperazinyl antiviral agents
WO2011043404A1 (en) 2009-10-07 2011-04-14 Sumitomo Chemical Company, Limited Heterocyclic compound and its use for control of an arthropod pest
WO2011075643A1 (en) 2009-12-18 2011-06-23 Incyte Corporation Substituted heteroaryl fused derivatives as pi3k inhibitors
US20120258951A1 (en) 2009-12-18 2012-10-11 Mitsubishi Tanage Pharma Corporation Novel antiplatelet agent
WO2011085575A1 (en) 2010-01-15 2011-07-21 江苏省农药研究所股份有限公司 Ortho-heterocyclyl formanilide compounds, their synthesis methods and use
WO2012029672A1 (en) 2010-08-31 2012-03-08 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Noxious organism control agent
WO2012034403A1 (en) 2010-09-14 2012-03-22 中化蓝天集团有限公司 Fluoromethoxypyrazole anthranilamide compounds, synthesization methods and uses thereof
WO2012066061A1 (en) 2010-11-19 2012-05-24 F. Hoffmann-La Roche Ag Pyrazolopyridines and pyrazolopyridines and their use as tyk2 inhibitors
WO2012074135A1 (en) 2010-12-01 2012-06-07 Sumitomo Chemical Company, Limited Pyrimidine compound and use for pest control thereof
WO2012080232A1 (en) 2010-12-17 2012-06-21 Bayer Pharma Aktiengesellschaft 2-substituted imidazopyrazines for use as mps-1 and tkk inhibitors in the treatment of hyperproliferative disorders
WO2012088411A1 (en) 2010-12-22 2012-06-28 Pamlico Pharmaceutical Inc. 2-arylimidazo[1,2-b]pyridazine, 2-phenylimidazo[1,2-a]pyridine, and 2-phenylimidazo[1,2-a]pyrazine derivatives
WO2012086848A1 (en) 2010-12-24 2012-06-28 Sumitomo Chemical Company, Limited Fused heterocyclic compound and use for pest control thereof
EP2671582A1 (en) 2011-02-01 2013-12-11 Kyowa Hakko Kirin Co., Ltd. Ring-fused heterocyclic derivative
WO2012143599A1 (en) 2011-04-21 2012-10-26 Orion Corporation Androgen receptor modulating carboxamides
US20120302573A1 (en) 2011-05-25 2012-11-29 Paul Francis Jackson Methods of inhibiting pro matrix metalloproteinase activation
WO2012168733A1 (en) 2011-06-10 2012-12-13 Ucl Business Plc Substituted 8 - amino - imidazo [1, 2-a] pyrazines as antibacterial agents
WO2013003298A2 (en) 2011-06-29 2013-01-03 Bristol-Myers Squibb Company Inhibitors of pde10
WO2013018928A1 (en) 2011-08-04 2013-02-07 Sumitomo Chemical Company, Limited Fused heterocyclic compound and use thereof for pest control
WO2013043518A1 (en) 2011-09-22 2013-03-28 Merck Sharp & Dohme Corp. Imidazopyridyl compounds as aldosterone synthase inhibitors
WO2013050317A1 (en) 2011-10-03 2013-04-11 Syngenta Limited Polymorphs of an isoxazoline derivative
CN102391261A (en) 2011-10-14 2012-03-28 上海交通大学 N-substituted dioxazine compound as well as preparation method and application thereof
WO2013099041A1 (en) 2011-12-28 2013-07-04 富士フイルム株式会社 Novel nicotinamide derivative or salt thereof
WO2013144213A1 (en) 2012-03-30 2013-10-03 Basf Se N-substituted pyridinylidene compounds and derivatives for combating animal pests
EP2647626A1 (en) 2012-04-03 2013-10-09 Syngenta Participations AG. 1-Aza-spiro[4.5]dec-3-ene and 1,8-diaza-spiro[4.5]dec-3-ene derivatives as pesticides
WO2013162716A2 (en) 2012-04-27 2013-10-31 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
WO2013162715A2 (en) 2012-04-27 2013-10-31 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
US20140213448A1 (en) 2012-04-27 2014-07-31 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
WO2013191113A1 (en) 2012-06-18 2013-12-27 住友化学株式会社 Fused heterocyclic compound
EP2862853A1 (en) * 2012-06-18 2015-04-22 Sumitomo Chemical Co., Ltd Fused heterocyclic compound
CN103232431A (en) 2013-01-25 2013-08-07 青岛科技大学 Dihalogenated pyrazole amide compound and its use
CN103109816A (en) 2013-01-25 2013-05-22 青岛科技大学 Thiobenzamide compounds and application thereof
US20140275503A1 (en) 2013-03-13 2014-09-18 Dow Agrosciences Llc Process for the preparation of certain triaryl rhamnose carbamates
WO2014142292A1 (en) 2013-03-15 2014-09-18 日本農薬株式会社 Fused heterocyclic compound or salt thereof, agricultural and horticultural insecticide containing fused heterocyclic compound, and method for using agricultural and horticultural insecticide
WO2014148451A1 (en) 2013-03-19 2014-09-25 日本農薬株式会社 Fused heterocyclic compound or salt thereof, pesticide for agricultural and horticultural use containing said compound, and usage method therefor
WO2014187762A1 (en) 2013-05-23 2014-11-27 F. Hoffmann-La Roche Ag 2-phenylimidazo[1,2-a]pyrimidines as imaging agents
WO2015000715A1 (en) 2013-07-02 2015-01-08 Syngenta Participations Ag Pesticidally active bi- or tricyclic heterocycles with sulfur containing substituents
WO2015048245A1 (en) 2013-09-25 2015-04-02 Vertex Pharmaceuticals Incorporated Imidazopyridazines useful as inhibitors of the par-2 signaling pathway
CN103524422A (en) 2013-10-11 2014-01-22 中国农业科学院植物保护研究所 Benzimidazole derivative, and preparation method and purpose thereof
WO2015058021A1 (en) 2013-10-17 2015-04-23 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds
WO2015058028A1 (en) 2013-10-17 2015-04-23 Dow Agrosciences Llc Processes for the preparation of pesticidal compounds
WO2015121136A1 (en) 2014-02-17 2015-08-20 Bayer Cropscience Ag 2-(het)aryl-substituted condensed bicyclic heterocycle derivatives as pest control agents
WO2016091731A1 (en) 2014-12-11 2016-06-16 Syngenta Participations Ag Pesticidally active tetracyclic derivatives with sulfur containing substituents
WO2016107742A1 (en) 2014-12-29 2016-07-07 Syngenta Participations Ag Pesticidally active tetracyclic derivatives with sulfur containing substituents
WO2016124557A1 (en) 2015-02-05 2016-08-11 Bayer Cropscience Aktiengesellschaft 2-(het)aryl-substituted condensed bicyclic heterocycle derivatives as pest control agents
WO2016124563A1 (en) 2015-02-05 2016-08-11 Bayer Cropscience Aktiengesellschsaft 2-(het)aryl-substituted condensed bicyclic heterocycle derivatives as pest control agents
WO2016129684A1 (en) 2015-02-12 2016-08-18 日産化学工業株式会社 Condensed heterocyclic compound and noxious organism control agent

Non-Patent Citations (22)

* Cited by examiner, † Cited by third party
Title
"The Pesticide Manual, 16th ed.", 2012, BRITISH CROP PROTECTION COUNCIL
ANGEWANDTE CHEMIE INT. ED., vol. 50, 2011, pages 8944 - 8947
BAUR ET AL., PESTICIDE SCIENCE, vol. 51, 1997, pages 131 - 152
BIOORGANIC AND MEDICINAL CHEMISTRY LETTERS, vol. 13, 2003, pages 1093 - 1096
BIOORGANIC AND MEDICINAL CHEMISTRY LETTERS, vol. 22, 2012, pages 3460 - 3466
CHEMICAL COMMUNICATIONS, vol. 13, 2000, pages 1163 - 1164
CHEMICAL COMMUNICATIONS, vol. 44, 2010, pages 925 - 927
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol. 29, 1994, pages 279 - 286
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol. 45, 2010, pages 2214 - 2222
HELVETICA CHIMICA ACTA, vol. 55, 1972, pages 565 - 568
J. MED. CHEM., vol. 31, 1988, pages 1590 - 1595
JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 12, 1975, pages 861 - 863
JOURNAL OF MEDICINAL CHEMISTRY, vol. 46, 2003, pages 1449 - 1455
JOURNAL OF MEDICINAL CHEMISTRY, vol. 57, 2014, pages 4196 - 4212
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 137, 2015, pages 8388 - 8391
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 44, 1922, pages 1329
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 68, 1946, pages 453 - 457
JOURNAL OFTHE AMERICAN CHEMICAL SOCIETY, vol. 137, 2015, pages 8388 - 8391
JOURNAL OFTHE AMERICAN CHEMICAL SOCIETY, vol. 68, 1946, pages 453 - 457
MONATSHEFTE FÜR CHEMIE, vol. 103, 1972, pages 1624 - 1631
R. WEGLER: "Chemie der Pflanzenschutz- und Schädlingsbekämpfungsmittel", vol. 2, 1970, SPRINGER VERLAG, pages: 401 - 412
SYNTHESIS, vol. 9, 1985, pages 884 - 886

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10544163B2 (en) 2016-03-10 2020-01-28 Nissan Chemical Corporation Condensed heterocyclic compounds and pesticides
US10759815B2 (en) 2016-03-10 2020-09-01 Nissan Chemical Corporation Condensed heterocyclic compounds and pesticides
US10640518B2 (en) 2016-03-10 2020-05-05 Nissan Chemical Corporation Condensed heterocyclic compounds and pesticides
US10561145B2 (en) 2016-07-19 2020-02-18 Bayer Cropscience Aktiengesellschaft Fused bicyclic heterocycle derivatives as pesticides
US10660334B2 (en) 2016-08-15 2020-05-26 Bayer Cropscience Aktiengesellschaft Fused bicyclic heterocycle derivatives as pesticides
WO2018050825A1 (en) 2016-09-19 2018-03-22 Bayer Cropscience Aktiengesellschaft Pyrazolo [1,5-a]pyridine derivatives and their use as pesticides
US10611779B2 (en) 2016-09-19 2020-04-07 Bayer Cropscience Aktiengesellschaft Fused bicyclic heterocycle derivatives as pesticides
US10765116B2 (en) 2016-11-23 2020-09-08 Bayer Cropscience Aktiengesellschaft 2-[3-(alkylsulfonyl)-2H-indazol-2-yl]-3H-imidazo[4,5-B]pyridine derivatives and similar compounds as pesticides
WO2018095953A1 (en) 2016-11-23 2018-05-31 Bayer Cropscience Aktiengesellschaft 2-[3-(alkylsulfonyl)-2h-indazol-2-yl]-3h-imidazo[4,5-b]pyridine derivatives and similar compounds as pesticides
WO2018138050A1 (en) 2017-01-26 2018-08-02 Bayer Aktiengesellschaft Condensed bicyclic heterocyclene derivatives as pest control agents
WO2018197257A1 (en) 2017-04-24 2018-11-01 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic-compound derivatives as pest control agents
US11019821B2 (en) 2018-02-21 2021-06-01 Bayer Aktiengesellschaft Fused bicyclic heterocycle derivatives as pesticides
CN111741958A (en) * 2018-02-21 2020-10-02 拜耳公司 Fused Bicyclic Heterocyclic Derivatives as Pest Control Agents
WO2019162174A1 (en) 2018-02-21 2019-08-29 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic derivatives as pest control agents
JP2021517148A (en) * 2018-03-12 2021-07-15 バイエル・アクチエンゲゼルシヤフト Condensation bicyclic heterocyclic derivative as a pest control agent
CN111836815A (en) * 2018-03-12 2020-10-27 拜耳公司 Fused bicyclic heterocyclic derivatives as pest control agents
CN111886238A (en) * 2018-03-12 2020-11-03 拜耳公司 Fused bicyclic heterocyclic derivatives as pest control agents
WO2019175045A1 (en) 2018-03-12 2019-09-19 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic derivatives as pest control agents
JP2021515783A (en) * 2018-03-12 2021-06-24 バイエル・アクチエンゲゼルシヤフト Condensed bicyclic heterocyclic derivative as a pest control agent
WO2019175046A1 (en) 2018-03-12 2019-09-19 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic derivatives as pest control agents
US11414432B2 (en) 2018-03-12 2022-08-16 Bayer Aktiengesellschaft Condensed bicyclic heterocyclic derivatives as pest control agents
US12269822B2 (en) 2018-07-09 2025-04-08 Boehringer Ingelheim Animal Health USA Inc. Anthelminthic heterocyclic compounds
WO2020053282A1 (en) 2018-09-13 2020-03-19 Bayer Aktiengesellschaft Heterocyclene derivatives as pest control agents
US11560388B2 (en) 2019-03-19 2023-01-24 Boehringer Ingelheim Vetmedica Gmbh Anthelmintic aza-benzothiophene and aza-benzofuran compounds
US20230115523A1 (en) * 2020-01-09 2023-04-13 Sumitomo Chemical Company, Limited Heterocyclic compound and harmful arthropod-controlling composition including same
WO2021209265A1 (en) 2020-04-14 2021-10-21 Basf Se Tricyclic pesticidal compounds
US11964977B2 (en) 2020-05-29 2024-04-23 Boehringer Ingelheim Animal Health USA Inc. Anthelmintic heterocyclic compounds
US12312356B2 (en) 2020-05-29 2025-05-27 Boehringer Ingelheim Vetmedica Gmbh Anthelmintic heterocyclic compounds
US11999742B2 (en) 2021-11-01 2024-06-04 Boehringer Ingelheim Vetmedica Gmbh Substituted pyrrolo[1,2-b]pyridazines as anthelmintics
US12503474B2 (en) 2021-11-01 2025-12-23 Boehringer Ingelheim Vetmedica Gmbh Substituted pyrrolo[1,2-b]pyridazines as anthelmintics
WO2024189139A1 (en) 2023-03-14 2024-09-19 Syngenta Crop Protection Ag Control of pests resistant to insecticides

Similar Documents

Publication Publication Date Title
EP3515921B1 (en) Pyrazolo[1,5-a]pyridine derivatives and their use as pesticides
EP3814346B1 (en) Heterocyclic derivatives as pesticides
EP3368521A1 (en) Condensed bicyclic heterocycle derivatives as pest control agents
WO2017093180A1 (en) Condensed bicyclic heterocycle derivatives as pest control agents
EP3383874A1 (en) Mesoionic halogenated 3-(acetyl)-1-[(1,3-thiazol-5-yl)methyl]-1h-imidazo[1,2-a]pyridin-4-ium-2-olate derivatives and related compounds as insecticides
EP3544978A1 (en) 2-[3-(alkylsulfonyl)-2h-indazol-2-yl]-3h-imidazo[4,5-b]pyridine derivatives and similar compounds as pesticides
WO2019068572A1 (en) HETEROCYCLEN DERIVATIVES AS PESTICIDES
EP3755700A1 (en) Condensed bicyclic heterocyclic derivatives as pest control agents
WO2017125340A1 (en) Condensed bicyclic heterocycle derivatives as pest control agents
EP3568392A1 (en) Heterocyclene derivatives as pest control agents
WO2018141954A1 (en) Aryl or heteroaryl-substituted imidazo pyridine derivatives and their use as pesticides
EP3497102A1 (en) Condensed bicyclic heterocycle derivatives as pest control agents
WO2018138050A1 (en) Condensed bicyclic heterocyclene derivatives as pest control agents
EP3402797A1 (en) Heterocyclene derivatives as pest control agents
EP3672966A1 (en) Heterocyclene derivatives as pest control agents
EP3568395A1 (en) Heterocyclene derivatives as pest control agents
WO2017144341A1 (en) Condensed bicyclic heterocycle derivatives as pest control agents
WO2017097870A1 (en) Substituted malonic acid amides as insecticides
WO2020173861A1 (en) Condensed bicyclic heterocyclic derivatives as pest control agents
EP3487860A1 (en) Condensed bicyclic heterocycle derivatives as pest control agents
WO2017174414A1 (en) Naphthaline-derivatives as pest control agents
WO2019175046A1 (en) Condensed bicyclic heterocyclic derivatives as pest control agents
WO2017137337A1 (en) Substituted imidazolyl-carboxamides as pest control agents
EP3619213A1 (en) 2-(het)aryl-substituted condensed bicyclic heterocyclic derivatives as pest control agents
EP3241830A1 (en) Condensed bicyclic heterocyclic derivatives as pesticides

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 16801786

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 16801786

Country of ref document: EP

Kind code of ref document: A1