GB2503789A - Quinazoline derivatives as antifungal agents - Google Patents

Abstract

Compounds of formula (I): wherein X is CRaRb-CRcRd or CRe=CRf; Ra-f are hydrogen, C­1-8alkyl, C­1-8haloalkyl, C3-8cycloalkyl, C1-4alkoxy, C1-4haloalkoxy; Y1 and Y5 are hydrogen or substituents wherein both Y1 and Y5 cannot be hydrogen; Y2 and Y3 are hydrogen, halogen, cyano, nitro, optionally substituted C3-8cycloalkyl, C2-8alkenyl or C2-8alkynyl, SH, C1-8alkylthio, O(CO)R1, OR2, CO2R2, N(R4)2 or CH2R5; or Y1 and Y2 or Y2 and Y3 together with the fragment of ring to which they are attached may form a partially or fully unsaturated 5-7-membered carbocyclic or heterocyclic ring; R1-5 are hydrogen or substituents; Y4 hydrogen or substituents; or a salt or N-oxide thereof may be useful in compositions and methods for the control and/or prevention of microbial infection, particularly fungal infection, in plants. Processes for the preparation of these compounds are also described.

Description

Novel Microbiocides The present invention relates to novel microbiocidally active, in particular fungicidally active heterocyclic compounds. It further relates to intermediates used in the preparation of these compounds, to compositions which comprise these compounds and to their use in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

The present invention also relates to a method of controlling or preventing phytopathogenic diseases on useful plants or on propagation material thereof, more preferably a method of controlling or preventing phytopathogenic fungal diseases on useful plants or on propagation material thereof.

Fungicides are compounds, of natural or synthetic origin, which act to protect plants against damage caused by fungi. Current methods of agriculture rely heavily on the use of fungicides. In fact, some crops cannot be grown usefully without the use of fungicides. Using fungicides allows a grower to increase the yield of the crop and consequently, increase the value of the crop. Numerous fungicidal agents have been developed. However, the treatment of fungal infestations continues to be a major problem. Furthermore, fungicide resistance has become a serious problem, rendering these agents ineffective for some agricultural uses.

Fungicidally active polycyclic heterocyclic agrochemicals are described in W093l4080 Al.

The disclosed compounds are characterised by a condensed aliphatic carbocycle or heterocycle. Surprisingly, it has been found that several heterocyclic systems, including novel compounds have microbiocidal activity. As such, a need exists for the development of new fungicidal compounds.

The present invention accordingly provides a compound of formula (I) xYY4 () NtN wherein v1 andy5 independently of one another represents hydrogen, halogen, cyano, nitro, C,-C3 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, CUR', OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, C02R2, O(CO)R', CON(R4)2, NR4COR', CR'N-0R2, aryl orthienyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, OR2, C,-C4 alkyl, C3-C8 cycloalkyl, and C1-C4 haloalkyl and wherein the aryl orthienyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, CUR', O(CO)R',C02R2,0R2, SR3, O(CO)0R2, N(R4)2, CON(R4)2, NR4COR', CR1N-0R2, C,-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3- C6cycloa I kyl, C,-C6ha loalkyl, C2-C6haloa Ikenyl, C2-C6haloa Ikynyl, C3-C6ha locycloalkyl, C1-C6alkoxy-C,-C6a Ikyl, C,-C4alkylsulfinyl, C,-C4alkylsulfonyl, C,-C5alkoxyca rbonyloxy, C1-C5alkylaminoca rbonyloxy, diC,-C6a Ikylami noca rbonyloxy, C1- C6alkoxyimi no-C,-C6alkyl, triC,6a Ikylsi lyl, C,-C6alkoxy-C2-C6alkynyl, C1-C6alkoxyimi no-C2-C5alkynyl, C1-C5alkylthio-C2-C5alkynyl, hydroxy-C2-C5a Ikynyl, C,-C5a lkylthio-C,-C5alkyl or hydroxy-C,-C6alkyl; wherein both y' andy5 cannot be hydrogen Y2 andy3 represents hydrogen, halogen, cyano, nitro, C3-C3 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, SH, C,-C8 alkylthio, O(CO)R', OR2, C02R2, N(R4)2 and CH2R5 wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C,-C4 alkyl and C,-C4 haloalkyl; or V1 and V2 or V2 and V3together with the fragment of the ring to which they are attached may form a partially or fully unsaturated 5-to 7-membered carbocyclic ring or a partially or fully unsaturated 5-to 7-membered heterocyclic ring containing one to three heteroatoms independently selected from 0, S, N and N(R4)2, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms, and wherein the ring formed by Y andY2 or V2 andY3 is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; V4 represents hydrogen, halogen, cyano, nitro, C1-C3 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, COR', OR2, SR3. S(O)R3, S(O)2R3, N(R4)2, CO2R2, O(CO)R', CON(R4)2, NR4COR1. CR'N-OR2, phenyl and thienyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl, phenyl and thienyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C,-C4 alkyl and C1-C4 haloalkyl; each R1 independently of one another represents hydrogen, Cl-Cs alkyl, C3-C8 cycloalkyl, C2-c8 alkenyl, c2-c8 alkynyl, phenyl, benzyl or pyridyl, wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, benzyl and pyridyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C,-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C,-C4 haloalkoxy; each R2 and R3 independently of one another represents hydrogen, c,-C3 alkyl, C3-C8 cycloalkyl, C3-c8 alkenyl, C3-C8 a Ikynyl, C1-C6alkoxy-C,-C5alkyl, C,-C5alkylthio-C,-C6a Ikyl phenyl, benzyl or a 5-or 6-membered heterocycle containing one to three heteroatoms independently selected from 0,5 and N, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms, wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, benzyl and heterocycle are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C,-C4 alkyl, C,-C4-haloalkyl, C,-C4 alkoxy, C,-C4 haloalkoxy and C,-C4-alkoxy-C,-C4-alkyl; each R4 independently of one another represents hydrogen, OH, C,-C8 alkyl, C,-C8 alkoxy, C,-C8-alkoxy-C,-C4-alkyl, C3-c8 alkenyl, C3-C5 alkynyl, C3-C5cycloalkyl or COR', wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, C1-C4 alkoxy or C1-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4, B-5, B-6, B-7 or B-8: óOóOác a B-I B-2 B-3 B-4 B-5 B-6 0R1 B-B wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; each R5 independently of one another represents hydrogen, Cl-Cs alkyl or C1-C3 alkoxy wherein the alkyl and alkoxy are optionally substituted by one or more halogen; X represents CRaRbCRcRd or CRe=CRI; each Ra, Rb, Rc, Rd. Reor Rindependently of one another represents hydrogen, Cl-Cs alkyl, C1-Cg haloalkyl, C3-C8 cycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; or a salt or N-oxide thereof.

A further aspect of the present invention relates to a method for controlling or preventing infestation of plants or plant propagation material and/or harvested food crops susceptible to microbial attack by treating plants or plant propagation material and/or harvested food crops with an effective amount of a compound of general formula (I).

The present invention accordingly further relates to the use of compounds of general formula (I) and salts thereof, the application to useful plants, the application of a compound of formula (I) to the locus useful plants or the application to propagation material of useful plants.

The present invention accordingly further relates to the method of controlling phytopathogenic diseases on useful plants or plant propagation material thereof, which comprises applying to said plant propagation material a fungicidally effective amount of a compound of formula (I).

The invention covers all agronomically acceptable salts, isomers, structural isomers, stereoisomers, diastereoisomers, enantiomers, tautomers, atropisomers and N-oxides of those compounds. The compounds of formula (I) may exist in different geometric or optical isomeric forms or in different tautomeric forms. One or more centres of chirality may be present, in which case compounds of the formula (I) may be present as pure enantiomers, mixtures of enantiomers, pure diastereomers or mixtures of diastereomers. There may be double bonds present in the molecule, such as C=C or C=N bonds, in which case compounds of formula (I) may exist as single isomers or mixtures of isomers. Centres of tautonierisation may be present. This invention covers all such isomers and tautomers and mixtures thereof in all proportions as well as isotopic forms such as deuterated compounds. Also atropisomerism may occur as a result of a restricted rotation about a single bond.

Suitable salts of the compounds of formula (I) include acid addition salts such as those with an inorganic acid such as hydrochloric, hydrobromic, sulphuric, nitric or phosphoric acid, or an organic carboxylic acid such as oxalic, tartaric, lactic, butyric, toluic, hexanoic or phthalic acid, or a sulphonic acid such as methane, benzene or toluene sulphonic acid. Other examples of organic carboxylic acids include haloacids such as trifluoroacetic acid.

N-oxides are oxidised forms of tertiary amines or oxidised forms of nitrogen containing heteroaromatic compounds. They are described in many books for example in "Heterocyclic N-oxides" by Angelo Albini and Silvio Pietra, CRC Press, Boca Raton, Florida, 1991.

Halogen, either as a lone substituent or in combination with another substituent (e.g. haloalkyl) is generally fluorine, chlorine, bromine or iodine, and usually fluorine, chlorine or bromine.

Each alkyl moiety (including the alkyl moiety of alkoxy, alkylthio, etc.) is a straight or branched chain and, depending on the number of carbon atoms it contains, is, for example, methyl, ethyl, n propyl, n-butyl, n-pentyl, n-hexyl, iso-propyl, sec-butyl, iso-butyl, tert-butyl, neo pentyl, n-heptyl or 1,3-dimethylbutyl, and usually methyl or ethyl.

The alkenyl group is an unsaturated straight or branched chain having at least one carbon-carbon double bond and, depending on the number of carbon atoms it contains, is. for example ethenyl, 1-propenyl, 2-propenyl, 1-methyl-ethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3- pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1- methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3- butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2- dimethyl-2-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5- hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-i- pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2- pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3- pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4- pentenyl, 1,i-dimethyl-2-butenyl, i,i-dimethyl-3-butenyl, 1,2-dimethyl-i-butenyl, 1,2- dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2- butenyl, 1,3-dimethyl-3-butenyl, and usually 2-propenyl, 1-methyl-2-propenyl, 2-butenyl, 2-methyl-2-propenyl.

The alkynyl group is an unsaturated straight or branched chain having at least one carbon-carbon triple bond and, depending on the number of carbon atoms it contains, is, for example ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2- propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 3-methyl-1-butynyl, 1-methyl-2- butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1, 1-di methyl-2-propynyl, 1-ethyl-2- propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 3-methyl-1-pentynyl, 4- methyl-1-pentynyl, 1-methyl-2-pentynyl, 4-methyl-2-pentynyl, 1-methyl-3-pentynyl, 2- methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-4-pentynyl, 3-methyl-4-pentynyl, 3,3,- dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1, 1-di methyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl, 1,1-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl.

Haloalkyl moieties are alkyl moieties which are substituted by one or more of the same or different halogen atoms and are, for example, monofluoromethyl, difluoromethyl, trifluoromethyl, monochioromethyl, dichioromethyl, trichioromethyl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2-fluoroethyl, 1,1-difluoroethyl, 1-fluoroethyl, 2-chioroethyl, pentafluoroethyl, 1,1-difluoro-2,2,2-trichloroethyl, 2,2,3,3-tetrafluoroethyl and 2,2,2-trichioroethyl, and typically trichloro-.methyl, difluorochloromethyl, difluoromethyl, trifluoromethyl and dichlorofluoromethyl.

Alkoxy is. for example, methoxy, ethoxy, propoxy, iso-propoxy, n-butoxy, iso-butoxy, sec-butoxy and tert-butoxy, and usually methoxy or ethoxy.

Haloalkoxy is, for example, fluoromethoxy, difluoromethoxy, trifluoromethoxy, 2,2,2- trifluoro-.ethoxy, 1,1,2,2-tetrafluoroethoxy, 2-fl uoroethoxy, 2-chloroethoxy, 2,2-difluoroethoxy and 2,2,2-trichloroethoxy, and usually difluoromethoxy, 2-chloroethoxy and t ri flu o ro met hoxy.

Alkylthio is, for example, methylthio, ethylthio, propylthio, iso-propylthio, n-butylthio, iso-butyl-'thio, sec-butylthio or tert-butylthio, and usually methyl-'thio or ethylthio.

Alkylsulphonyl is, for example, methylsulphonyl, ethylsulphonyl, propylsulphonyl, iso- propylsulphonyl, n-butylsulphonyl, iso-butylsulphonyl, sec-butylsulphonyl or tert-butylsulphonyl, and usually methyl-.sulphonyl or ethylsulphonyl.

Alkylsulphinyl is, for example, methylsulphinyl, ethylsulphinyl, propylsulphinyl, iso-propylsulphinyl, n-butylsulphinyl, iso-butylsulphinyl, sec-butylsulphinyl or tert-butylsulphinyl, and usually methyl-.sulphinyl or ethylsulphinyl.

Alkoxyalkyl is, for example, methoxymethyl, methoxyethyl, ethoxymethyl, ethoxyethyl, n-propoxyniethyl, n-propoxyethyl, iso-propoxymethyl or iso-propoxyethyl.

Cycloalkyl may be saturated or partially unsaturated, preferably fully saturated, and is, for example, cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.

Aryl includes monoyclic and polycyclic aromatic hydrocarbons which are derived from arenes by removal of a hydrogen atom from a ring carbon atom. In the present application heteroarenes are not subsumed in this definition. Aryl includes phenyl, naphthyl, anthracyl, fluorenyl and indanyl, but is usually phenyl.

Carbocycle includes cycloalkyl groups and aryl groups.

Heterocycloalkyl is a non-aromatic ring that may be saturated or partially unsaturated, preferably fully saturated, containing carbon atoms as ring members and at least one heteroatom selected from 0, Sand N as ring members. [xamples include oxiranyl, oxetanyl, tetra hydrofuranyl, tetrahydropyranyl, 1,3-dioxola nyl, 1,4-dioxa nyl, aziridinyl, azetidi nyl, pyrrolidinyl, piperidinyl, oxazinanyl, dioxolane, dithiolane, rnorpholinyl, thiomorpholinyl, imidazolidinyl, pyrazolidinyl and piperazinyl, preferably morpholinyl, pyrrolidinyl, piperdinyl and piperazinyl, more preferably dioxolane, dithiolane, morpholinyl and pyrollidinyl.

Heteroaryl is, for example, a monovalent monocyclic or bicyclic aromatic hydrocarbon radical. Examples of monocyclic groups include pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, furanyl, thiophenyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, and thiadiazolyl. Examples of bicyclic groups include quinolinyl, cinnolinyl, quinoxalinyl, benzimidazolyl, benzothiophenyl, and benzothiadiazolyl.

Monocyclic heteroaryl groups are preferred, preferably pyridyl, pyrrolyl, imidazolyl and triazolyl, e.g. 1,2,4 triazolyl, pyridyl and imidazolyl being most preferred.

The terms "heterocycle" and "heterocyclic ring" are used interchangeably and are defined to include heterocycloalkyl and heteroaryl groups. Any reference herein to a heterocycle or heterocyclic ring preferably refers to the specific examples given under the definition of heteroaryl and heterocycloalkyl above, and are preferably morpholinyl, pyrrolidinyl, piperdinyl, piperazinyl pyridyl, pyrrolyl, imidazolyl and triazolyl, e.g. 1,2,4 triazolyl, more preferably morpholinyl, pyrollidinyl, pyridyl and imidazolyl. No heterocycle contains adjacent oxygen atoms, adjacent sulphur atoms, or adjacent oxygen and sulphur atoms.

Where a moiety is indicated as being (optionally) substituted, e.g. alkyl, this includes those moieties where they are part of a larger group, e.g. the alkyl in the alkylthio group and the alkyl in the alkoxy group etc.. The same applies, e.g. to the phenyl moiety in phenylthio etc. Where a moiety is indicated as being optionally substituted by one or more other groups, preferably there are one to five optional substituents, more preferably one to three optional substituents. Where a moiety is substituted by a cyclic group, e.g. aryl, heteroaryl, cycloalkyl, preferably there are no more than two such substituents, more preferably no more than one In a preferred embodiment VI represents hydrogen, halogen, C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C3-C8 cycloalkoxy, C1-C8 alkylthio, C3-C8 cycloalkylthio, N(R4)2 and wherein the alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, cycloalkoxy, alkylthio and cycloalkylthio are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl, C1-C8 cycloalkyl and C1-C4 haloalkyl; V2 andY3 represents hydrogen, halogen, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, SH, C1-C3 alkylthio, OR2, N(R4)2 and CH2R5wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; or V1 and V2 or V2 and V3together with the fragment of the ring to which they are attached may form a partially or fully unsaturated 5-to 7-membered carbocyclic ring or a partially or fully unsaturated 5-to 7-membered heterocyclic ring containing one to three heteroatoms independently selected from 0, S, N and N(R4)2, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms, and wherein the ring formed by V1 andY2 or V2 andY3 is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; V4 represents hydrogen, halogen, cyano, c1-c8 alkyl, C3-C8 cycloalkyl, c2-c3 alkenyl, c2-c3 alkynyl, OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, C02R2, O(CO)R1, CON(R4)2, NR4COR', CR'N-OR2, phenyl and thienyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl, phenyl and thienyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, c1-C4 alkyl and C1-C4 haloalkyl; V5 represents halogen, cyano, nitro, C1-c3 alkyl, C3-C3 cycloalkyl, C2-C8 alkenyl, C2-C3 alkynyl, COR1, OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, cO2R2, O(CO)R', CON(R4)2, NR4COR', CR1N-0R2, phenyl orthienyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, OR2, c1-c4 alkyl and C1-c4 haloalkyl and wherein the phenyl or thienyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, COW, O(CO)R',C02R2,OR2, SR3, O(CO)OR2, N(R4)2, CON(R4)2, NR4COR', CR1N-0R2, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3- C6cycloa I kyl, C1-C6ha loalkyl, C2-C6haloa Ikenyl, C2-C6haloa Ikynyl, C3-C6ha locycloalkyl, c-C6alkoxy-C1-C6a Ikyl, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, -10 - C1-C5alkoxyca rbonyloxy, C1-C6alkylaminoca rbonyloxy, diC1-C6a Ikylami noca rbonyloxy, C1- C6alkoxyimi no-C1-C6alkyl, triC16a Ikylsi lyl, C1-C6alkoxy-C2-C6alkynyl, C1-C6alkoxyimi no-C2-C6alkynyl, C1-C6alkylthio-C2-C6alkynyl, hydroxy-C2-C6a Ikynyl, C1-C6a lkylthio-C1-C6alkyl or hydroxy-Ci-C5alkyl; each R1 independently of one another represents hydrogen, Cl-Cs alkyl, C3-C2 cycloalkyl, C2-C8 alkenyl, C2-C3 alkynyl or phenyl wherein the alkyl, cycloalkyl, alkenyl, alkynyl andphenyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; each R2 and R3 independently of one another represents hydrogen, C1-C8 alkyl, C3-C3 cycloalkyl, C3-C8 alkenyl, C3-C8 a Ikynyl, C1-C6alkoxy-Ci-C5alkyl, C1-C5alkylthio-Ci-C6a Ikyl phenyl orbenzyl wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl andbenzyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, CC4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C,4-alkyl; each R4 independently of one another represents hydrogen, OH, C1-C8 alkyl, C1-C3 alkoxy, C1-Cg-alkoxy-C1-C4-alkyl, C3-C3 alkenyl, C3-C3 alkynyl, C3-C6cycloalkyl or COW, wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, C1-C4 alkoxy or C1-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4 orB-S wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; -11 -each R5 independently of one another represents hydrogen, C1-C3 alkyl or C1-C3 alkoxy wherein the alkyl and alkoxy are optionally substituted by one or more halogen; X represents CRaRbCRcRd or cRe=cRf; each Rd. Rb, Rc, Rd. RSor Rindependently of one another represents hydrogen, Cl-Cs alkyl, C1-C8 haloalkyl, C-C8 cycloalkyl, C1-C alkoxy and C1-C4 haloalkoxy; In a more preferred embodiment VI represents hydrogen, halogen, C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, CrC8 alkynyl, C1-C3 alkoxy, C3-C3 cycloalkoxy, C1-C8 alkylthio, C3-C3 cycloalkylthio, N(R4)2 and wherein the alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, cycloalkoxy, alkylthio and cycloalkylthio are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl, C1-C8 cycloalkyl and C1-C4 haloalkyl; V2 andY3 represents hydrogen, halogen, C3-C3 cycloalkyl, C2-C8 alkenyl, C2-C3 alkynyl, SH, C1-C8 alkylthio, OR2, N(R4)2 and CH2R5wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; or V1 and V2 or V2 and Y3together with the fragment of the ring to which they are attached may form a partially or fully unsaturated 6-membered carbocyclic ring and wherein the ring formed by V1 and V2 or V2 and V3 is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C-C4 alkoxy and C1-C4 haloalkoxy; V4 represents hydrogen, halogen, C1-C8 alkyl, C3-C3 cycloalkyl, C2-C8 alkenyl, C2-C3 alkynyl, OR2, SR3, S(O)R3, S(O)2R3, N(R4)2 and phenyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl and phenyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; V5 represents halogen, cyano, nitro, C1-C8 alkyl, C3-C8 cycloalkyl, C2-C3 alkenyl, C2-C8 alkynyl, COR1, OR2, SR3. S(O)R3, S(O)2R3, N(R4)2, CO2R2, O(CO)R', CON(R4)2, NR4COR', CWN-OR2, -12 -phenyl or thienyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl and wherein the phenyl or thienyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, COW, O(CO)R1,C02R2,0R2, SR3, O(CO)0R2, N(R4)2, CON(R4)2, NR4COR'. CR1N-0R2, C1-C5a Ikyl, C2-C5a Ikenyl, C2-C5a Ikynyl, C3- C6cycloa I kyl, C1-C6ha loalkyl, C2-C6haloa Ikenyl, C2-C6haloa Ikynyl, C3-C6ha locycloalkyl, C1-C6alkoxy-C1-C6a Ikyl, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C6alkoxyca rbonyloxy, C1-C6alkylaminoca rbonyloxy, diC1-C6a Ikylami noca rbonyloxy, C1- C6alkoxyimi no-C1-C6alkyl, triC16a Ikylsi lyl, C1-C6alkoxy-C2-C6alkynyl, C1-C6alkoxyimi no-C2-C6alkynyl, C1-C6alkylthio-C2-C6alkynyl, hydroxy-C2-C6a Ikynyl, C1-C6a lkylthio-C1-C6alkyl or hydroxy-C1-C6alkyl; each R1 independently of one another represents hydrogen, Cl-Cs alkyl or C3-C8 cycloalkyl wherein the alkyl or cycloalkyl are optionally substituted by one or more groups independently selected from halogen, C1-C4 alkoxy and C1-C4 haloalkoxy; each R2 and R3 independently of one another represents hydrogen, C1-C8 alkyl, C3-C8 cycloalkyl, C3-C8 alkenyl or C3-C8 alkynyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4-alkyl; each R4 independently of one another represents hydrogen, OH, C1-C8 alkyl, C1-C3 alkoxy, C1-C3-alkoxy-C1-C4-alkyl, C3-C8 alkenyl, C3-C8 alkynyl, C3-C5cycloalkyl or COW, wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, C1-C4 alkoxy or C1-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4 orB-5 -13 -wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, methyl and halomethyl; each R5 independently of one another represents hydrogen, C1-C4 alkyl or C1-C4 haloalkyl X represents CWRbCRcRd or CRe=CRf; each Ra, R', Rc, Rd. Reor Rindependently of one another represents hydrogen, C1-C4 alkyl and C1-C4 alkoxy; In a even more preferred embodiment VI represents hydrogen, halogen, C1-C4 alkyl, C1-C4 alkoxy C1-C4 alkylthio, C3-C8 cycloalkyl, C2-C5 alkenyl, C2-C5 alkynyl; V2 andY3 represents hydrogen, halogen, C1-C4 alkoxy, C1-C4 alkylthio, methyl or ethyl; or V1 and V2 together with the fragment of the ring to which they are attached may form a fully unsaturated 6-membered carbocyclic ring and wherein the ring formed by V' and V2 is optionally substituted by one or more groups independently selected from halogen, CN, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; V4 represents hydrogen, halogen, C1-C8 alkyl, C3-C3 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, OR2, SR3, S(O)R3, S(O)2R3, N(R4)2 and phenyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl and phenyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C,-C4 alkyl and C,-C4 haloalkyl; V5 represents halogen, cyano, nitro, C,-C8 alkyl, C3-C3 cycloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, CUR1, OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, C02R2, O(CO)R', CON(R4)2, NR4COR', CR1N-0R2 or phenyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, C,-C4 alkyl, C,-C4 haloalkyl, C,-C4 alkoxy and C,-C4 haloalkoxy and wherein the phenyl is optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, CUR', C02R2,0R2, SR3. N(R4)2, CON(R4)2, -14 - NR4COR', CR1N-0R2, C1-C6a Ikyl, C2-C5alkenyl, C2-C6a Ikynyl, C3-C6cycloa I kyl, C1-C6haloalkyl, C2-C6ha loalkenyl, CrC6haloalkynyl, C3-C6halocycloa Ikyl, C1-C6alkoxy-C1-C6alkyl, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C6alkoxycarbonyloxy, C1-C6a Ikyla minocarbonyloxy, diC1- C5alkyla mi noca rbonyloxy, C1-C5a lkoxyimino-C1-C5a Ikyl, C1-C5alkoxy-C2-C6a Ikynyl, C1- C6alkoxyimi no-C2-C6alkynyl, C1-C6alkylthio-C2-C6alkynyl, hyd roxy-C2-C6a Ikynyl, C1-C6a lkylthio-C1-C5alkyl or hydroxy-C1-C5alkyl; each R1 independently of one another represents hydrogen, and C1-C4 alkyl; each R2 and R3 independently of one another represents hydrogen, C1-C8 alkyl, C3-C8 cycloalkyl, C3-C8 alkenyl or C3-C8 alkynyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4-alkyl; each R4 independently of one another represents hydrogen, C1-C4alkyl, C1-C4 alkoxy, C1-C4-a lkoxy-C1-C4-a Ikyl, C3-C6 a Ikenyl, C3-C6 alkynyl, C3-C6cycloalkyl or COW, wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, C1-C4 alkoxy or C1-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4 orB-S wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, methyl and halomethyl; X represents CR3RbCRcRd or CW=CR; each Rd. Rb, Rc, Rd. Re or R independently of one another represents hydrogen or C1-C4 alkyl; -15 -The following substituents definitions and embodiments for Y1, Y2, Y3, V4. V5. X, R1, R2, R3, R4, R5, Ra, Rb, Rc, R", Re and R1 including preferred definitions, may be combined in any combination: In a further preferred embodiment V1 hydrogen, halogen, cyano, nitro, C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, COR1. OR2. SR3. S(O)R3, S(O)2R3, N(R4)2, C02R2.

O(CO)R', CON(R4)2, NR4COR', CR'N-0R2, aryl or thienyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl, C3-C8 cycloalkyl, and C1-C4 haloalkyl and wherein the aryl orthienyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, COR', O(CO)R',C02R2,0R2, SR3, O(CO)0R2, N(R4)2, CON(R4)2, NR4COR', CR'N-0R2, C,-C5a Ikyl, C2-C5a Ikenyl, C2-C5a Ikynyl, C3- C5cycloa I kyl, C,-C5ha loalkyl, C2-C5haloa Ikenyl, C2-C5haloa Ikynyl, C3-C5ha locycloalkyl, C1-C6alkoxy-C,-C6a Ikyl, C,-C4alkylsulfinyl, C,-C4alkylsulfonyl, C,-C5alkoxyca rbonyloxy, C1-C6alkylaminoca rbonyloxy, diC,-C6a Ikylami noca rbonyloxy, C1- C6alkoxyimi no-C,-C6alkyl, triC,6a Ikylsi lyl, C,-C6alkoxy-C2-C6alkynyl, C1-C6alkoxyimi no-C2-C6alkynyl, C1-C6alkylthio-C2-C6alkynyl, hydroxy-C2-C6a Ikynyl, C,-C6a lkylthio-C,-C6alkyl or hydroxy-C,-C6alkyl; Preferably V' represents hydrogen, halogen, C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C3-C5 cycloalkoxy, Ca-Cs alkylthio, C3-C8 cycloalkylthio, N(R4)2 and wherein the alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, cycloalkoxy, alkylthio and cycloalkylthio are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C,-C4 alkyl, Cl-Cs cycloalkyl and C,-C4 haloalkyl; More preferably V' represents hydrogen, halogen, C,-C8 alkyl, C3-C8 cycloalkyl, CrC3 alkenyl, C2-C3 alkynyl, C,-C8 alkoxy, C3-C8 cycloalkoxy, C,-C3 alkylthio, C3-C8 cycloalkylthio, N(R4)2 and wherein the alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, cycloalkoxy, alkylthio and cycloalkylthio are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C,-C4 alkyl, C,-C8 cycloalkyl and C,-C4 haloalkyl; Even more preferably V' represents hydrogen, halogen, C1-C4alkyl, C,-C4alkoxyC,-C4 alkylthio, C3-C3 cycloalkyl, C2-C6 alkenyl, C2-C5 alkynyl; -16 -In a further preferred embodiment V2 hydrogen, halogen, cyano, nitro, C3-C3 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, SH, C1-C8 alkylthio, O(CO)R', OR2, C02R2, N(R4)2 and CF-12R5 wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; Preferably V2 represents hydrogen, halogen, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, SH, Cl-Cs alkylthio, OR2. N(R4)2 and CH2R5 wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; More preferably V2 represents hydrogen, halogen, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, 5K, C1-C3 alkylthio, OR2, N(R4)2 and CH2R5 wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; Even more preferably V2 represents hydrogen, halogen, CC4 alkoxy, C1-C4 alkylthio, methyl or ethyl; In a further preferred embodiment V3 hydrogen, halogen, cyano, nitro, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C3 alkynyl, 5K, C1-C3 alkylthio, O(CO)R', OR2, C02R2, N(R4)2 and CH2R5 wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; Preferably V3 represents hydrogen, halogen, C3-C3 cycloalkyl, C2-C3 alkenyl, C2-C8 alkynyl, SH, C1-C8 alkylthio, OR2, N(R4)2 and CH2R5 wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; More preferably V3 represents hydrogen, halogen, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, 5K, C1-C3 alkylthio, OR2, N(R4)2 and CH2R5 wherein the cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; Even more preferably V3 represents hydrogen, halogen, C1-C4 alkoxy, C1-C4 alkylthio, methyl or ethyl; In a further preferred embodiment V1 andY2 or V2 and V3 together with the fragment of the ring to which they are attached may form a partially or fully unsaturated 5-to 7-membered -17 -carbocyclic ring or a partially or fully unsaturated 5-to 7-membered heterocyclic ring containing one to three heteroatoms independently selected from 0, 5, N and N(R4)2, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms, and wherein the ring formed by V1 and V2 or V2 and V is optionally substituted by one or more groups independently selected from halogen) CN, NH2, NO2, OH, C1-C4alkyl, C1-C haloalkyl, C1-C alkoxy and C1-C haloalkoxy; Preferably or V' and V2 or V2 andy3 together with the fragment of the ring to which they are attached may form a partially or fully unsaturated 5-to 7-membered carbocyclic ring or a partially or fully unsaturated 5-to 7-membered heterocyclic ring containing one to three heteroatoms independently selected from 0, 5, N and N(R4)2, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms) and wherein the ring formed by V' and V2 or V2 and V3 is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and CC4 haloalkoxy; More preferably V' and V2 or V2 and V3together with the fragment of the ring to which they are attached may form a partially or fully unsaturated 6-membered carbocyclic ring and wherein the ring formed by V' and V2 or V2 and V3 is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; Even more preferably V' and V2 together with the fragment of the ring to which they are attached may form a fully unsaturated 6-membered carbocyclic ring and wherein the ring formed by V' and V2 is optionally substituted by one or more groups independently selected from halogen, CN, C1-C4 alkyl, C1-C4 haloalkyl, C-C4 alkoxy and CC4 haloalkoxy; In a further preferred embodiment V4 hydrogen, halogen, cyano, nitro, C1-C3 alkyl, C3-Cg cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, COR', OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, C02R2, O(CO)R', CON(R4)2, NR4COR1, CR'N-0R2, phenyl and thienyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl, phenyl and thienyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OR2, C,-C4 alkyl and C1-C4 haloalkyl; -18 -preferably V4 represents hydrogen, halogen, cyano, Cl-Cs alkyl, C3-C3 cycloalkyl, C2-C3 alkenyl, C2-C8 alkynyl, OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, C02R2, O(CO)R1, CON(R4)2, NR4COR', CR'N-0R2, phenyl and thienyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl, phenyl and thienyl are optionally substituted by one or more groups independently selected from halogen) CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; more preferably V4 represents hydrogen, halogen, Cl-Cs alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, OR2, SR3, S(O)R3, S(OhR3, N(R4)2 and phenyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl and phenyl are optionally substituted by one or more groups independently selected from halogen) CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; Even more preferably V4 represents hydrogen, halogen) C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, OR2, SR3, S(O)R3, S(O)2R3, N(R4)2 and phenyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl and phenyl are optionally substituted by one or more groups independently selected from halogen) CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl; In a further preferred embodiment yS hydrogen, halogen, cyano, nitro, C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, COR1, OR2, SR3. S(O)R3, S(O)2R3, N(R4)2, CO2R2, O(CO)R', CON(R4)2, NR4COR', CR'N-OR2, awl or thienyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl, C3-C3 cycloalkyl, and C1-C4 haloalkyl and wherein the aryl orthienyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, COR', O(CO)R',C02R2,0R2, SR3, O(CO)0R2, N(R4)2, CON(R4)2, NR4COR', CR'N-OR2, C,-C5a Ikyl, C2-C5a Ikenyl, C2-C5a Ikynyl, C3- C5cycloa I kyl, C,-C5ha loalkyl, C2-C5haloa Ikenyl, C2-C5haloa Ikynyl, C3-C5ha locycloalkyl, C1-C6alkoxy-C,-C6a Ikyl, C,-C4alkylsulfinyl, C,-C4alkylsulfonyl, C,-C5alkoxyca rbonyloxy, C1-C6alkylaminoca rbonyloxy, diC,-C6a Ikylami noca rbonyloxy, C1- C5alkoxyimi no-C,-C5alkyl, triC,5a Ikylsi lyl, C,-C5alkoxy-C2-C5alkynyl, C1-C5alkoxyimi no-C2-C6alkynyl, C1-C6alkylthio-C2-C6alkynyl, hydroxy-C2-C6a Ikynyl, C,-C6a lkylthio-C,-C6alkyl or hydroxy-C,-C6alkyl; -19 - Preferably V5 represents halogen, cyano, nitro, C-C3 alkyl, C3-C3 cycloalkyl, C2-C3 alkenyl, C2-C8 alkynyl, COR', OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, C02R2, O(CO)R', CON(R4)2, NR4COR', CR'N-0R2, phenyl orthienyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl and wherein the phenyl or thienyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, COR', O(CO)R',CO2R2,0R2, SR3, O(CO)0R2, N(R4)2, CON(R4)2, NR4COR', CR1N-OR2, C,-C6a Ikyl, C2-C6a Ikenyl, C2-C6a Ikynyl, C3- C6cycloa I kyl, C,-C6ha loalkyl, C2-C6haloa Ikenyl, C2-C6haloa Ikynyl, C3-C6ha locycloalkyl, C1-C6alkoxy-C,-C6a Ikyl, C,-C4alkylsulfinyl, C,-C4alkylsulfonyl, C,-C5alkoxyca rbonyloxy, C1-C6alkylaminoca rbonyloxy, diC,-C5a Ikylami noca rbonyloxy, C1- C5alkoxyimi no-C,-C5alkyl, triC,5a Ikylsi lyl, C,-C5alkoxy-C2-C5alkynyl, C1-C5alkoxyimi no-C2-C6alkynyl, C1-C6alkylthio-C2-C6alkynyl, hydroxy-C2-C6a Ikynyl, C,-C6a lkylthio-C,-C6alkyl or hydroxy-C,-C6alkyl; More preferably V5 represents halogen, cyano, nitro, C,-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl, COR', OR2, SR3. S(O)R3, S(O)2R3, N(R4)2, CO2R2, O(CO)R', CON(R4)2, NR4COR', CWN-OR2, phenyl orthienyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, OR2, C1-C4 alkyl and C1-C4 haloalkyl and wherein the phenyl or thienyl are optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, COR', O(CO)R',CO2R2,OR2, SR3, O(CO)0R2, N(R4)2, CON(R4)2, NR4COR', CWN-OR2, C,-C5alkyl, C2-C5alkenyl, C2-C5alkynyl, C3- C6cycloa I kyl, C,-C6ha loalkyl, C2-C6haloa Ikenyl, C2-C6haloa Ikynyl, C3-C6ha locycloalkyl, C1-C6alkoxy-C,-C5a Ikyl, C,-C4alkylsulfinyl, C,-C4alkylsulfonyl, C,-C5alkoxyca rbonyloxy, C1-C5alkylaminoca rbonyloxy, diC,-C6a Ikylami noca rbonyloxy, C1- C6alkoxyimi no-C,-C6alkyl, triC,6a Ikylsi lyl, C,-C6alkoxy-C2-C6alkynyl, C1-C6alkoxyimi no-C2-C6alkynyl, C1-C6alkylthio-C2-C6alkynyl, hydroxy-C2-C6a Ikynyl, C,-C6a lkylthio-C,-C6alkyl or hydroxy-C,-C5alkyl; [yen more preferably V5 represents halogen, cyano, nitro, C,-Cg alkyl, C3-Cg cycloalkyl, C2-Cg alkenyl, C2-C8 alkynyl, -20 -COR', OR2, SR3, S(O)R3, S(O)2R3, N(R4)2, C02R2, O(CO)R', CON(R4)2, NR4COR', CR1N-0R2 or phenyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen, C,-C4 alkyl, C,-C4 haloalkyl, C,-C4 alkoxy and C,-C4 haloalkoxy and wherein the phenyl is optionally substituted by one or more group independently selected from halogen, CN, NH2, NO2, CUR', C02R2,0R2, SW, N(R4)2, CON(R4)2, NR4COR'. CR1N-0R2, C,-C5a Ikyl, C2-C6alkenyl, C2-C5a Ikynyl, Crc5cycloa I kyl, C,-C5haloalkyl. Cr C6ha loalkenyl, CrC6haloalkynyl, C3-C6halocycloa Ikyl, C1-C6alkoxy-C1-C6alkyl, C,-C4alkylsulfinyl, C,-C4alkylsulfonyl, C,-C6alkoxycarbonyloxy, C1-C6a Ikyla minocarbonyloxy, diC,- C6alkyla mi noca rbonyloxy, C,-C6a lkoxyimino-C,-C6a Ikyl, C1-C6alkoxy-C2-C6a Ikynyl, C,- C6alkoxyimi no-C2-C6alkynyl, C,-C6alkylthio-C2-C6alkynyl, hyd roxy-C2-C6a Ikynyl, C,-C6a lkylthio-C,-C5alkyl or hydroxy-C1-C6alkyl; Even more preferably V5 represents V5 represents halogen C,-C4 alkyl, C3-C8 cycloalkyl, c2-c8 alkenyl, C2-C8 alkynyl,-0R2, SR3 or phenyl; wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more group independently selected from halogen and C,-C4 alkyl and wherein the phenyl is optionally substituted by one or more group independently selected from halogen, CN, OR2, SR3. C,-C6a Ikyl, C,-C6ha loalkyl, C,-C6a lkoxy-C,-C6alkyl; In a more preferred embodiment VI represents phenyl; wherein the phenyl is optionally substituted by one or more group independently selected from halogen, CN, OR2, SR3, C,-C6alkyl, C,-C6haloalkyl, C1-C6alkoxy-C1-C5alkyl; and V5 represents halogen C,-C4 alkyl, C3-C3 cycloalkyl, C2-C8 alkenyl, C2-C3 alkynyl,-0R2, SR3 In a further more preferred embodiment V1 represents phenyl; wherein the phenyl is optionally substituted by one or more group independently selected from halogen, CN, OR2, SR3, C,-C6alkyl, C,-C6haloalkyl, C1-C6alkoxy-C1-C6alkyl; and V5 represents hydrogen, C,-C4 alkyl, C,-C4 alkoxy C,-C4 alkylthio, C3-C8 cycloalkyl, C2-C5 alkenyl, C2-C6 alkynyl; -21 -In a further more preferred embodiment VI represents halogen C1-C4 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl,-0R2, 5R3; and V5 represents phenyl; wherein the phenyl is optionally substituted by one or more group independently selected from halogen, CN, OR2, SR3, Ci-C5alkyl, Ci-C5haloalkyl, C1-C5alkoxy-C1-C6alkyl; In a further more preferred embodiment V1 represents hydrogen, C1-C4 alkyl, C1-C4 alkoxy C1-C4 alkylthio, C3-C8 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl; and V5 represents phenyl; wherein the phenyl is optionally substituted by one or more group independently selected from halogen, CN, OR2, SR3. C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy-C1-C6alkyl; In one embodiment X represents CRdRbCRCRI or CRe=CRf; each Ra, Rb, Rc, Rd. Reor Windependently of one another represents hydrogen, C1-C3 alkyl, C1-C8 haloalkyl, C3-C8 cycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy In a further preferred embodiment X represents CRaRbCRCRd independently of one another represents hydrogen, C1-C8 alkyl, C1-C8 haloalkyl, C3-C8 cycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; preferably each Re, Rb, R or Rd independently of one another represents hydrogen, C1-C4 alkyl and C1-C4 alkoxy; more preferably each W, Rb, R' and Rd represents hydrogen; In a further preferred embodiment X represents CRe=CRf independently of one another represents hydrogen, C1-C8 alkyl, C1-C8 haloalkyl, C3-C3 cycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; each Re or W independently of one another represents hydrogen, C1-C4 alkyl and C1-C4 alkoxy; preferably each W or R1 independently of one another represents hydrogen, C1-C4 alkyl and C1-C4 alkoxy; more preferably Re and R both represents hydrogen; In a further preferred embodiment R' independently of one another represents hydrogen, C1-C3 alkyl, C3-Cg cycloalkyl, C2-Cg alkenyl, CC3 alkynyl, phenyl, benzyl or pyridyl, wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, benzyl and pyridyl are optionally substituted by one -22 -or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; Preferably each R' independently of one another represents hydrogen, C1-C3 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C2-C8 alkynyl or phenyl wherein the alkyl, cycloalkyl, alkenyl, alkynyl andphenyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C alkyl, C1-C haloalkyl, C1-C alkoxy and C1-C haloalkoxy; More Preferably each R' independently of one another represents hydrogen, C1-C8 alkyl or C3-C8 cycloalkyl wherein the alkyl or cycloalkyl are optionally substituted by one or more groups independently selected from halogen, C1-C4 alkoxy and C1-C4 haloalkoxy; Even more preferably each R' independently of one another represents hydrogen, and C1-C4 alkyl; In a further preferred embodiment R2 independently of one another represents hydrogen, C1-C3 alkyl, C3-C3 cycloalkyl, C3-C3 alkenyl, C3-C3 alkynyl, C1-C6alkoxy-C1-C6alkyl, C1-C6alkylthio-C1-C6alkyl phenyl, benzyl or a 5-or 6-membered heterocycle containing one to three heteroatoms independently selected from 0,5 and N, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms, wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, benzyl and heterocycle are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4alkyl; preferably each R2 independently of one another represents hydrogen, C1-Cg alkyl, C3-C3 cycloalkyl, C3-C8 alkenyl, C3-Cg a Ikynyl, C1-C6a lkoxy-C1-C6a Ikyl, C1-C6alkylthio-C1-C6a Ikyl phenyl or benzyl wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl andbenzyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4alkyl; more preferably each R2 independently of one another represents hydrogen, C1-C8 alkyl, C3-Cg cycloalkyl, C3-C8 alkenyl or C3-Cg alkynyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from -23 - halogen, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4a1ky1 even more preferably each R3 independently of one another represents hydrogen, C1-C8 alkyl, C3-C8 cycloalkyl, C3-C8 alkenyl or C3-C3 alkynyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, OH, C1-C alkyl, Ci-Cd-haloalkyl, C1-C alkoxy, C1-C haloalkoxy and Ci-C-alkoxy-C1-C4a1ky1 In a further preferred embodiment R3 independently of one another represents hydrogen, C1-C3 alkyl, C3-C3 cycloalkyl, C3-C8 alkenyl, C3-C3 alkynyl, C1-C6alkoxy-C1-C6alkyl, C1-C6alkylthio-Ci-C5alkyl phenyl, benzyl or a 5-or 6-membered heterocycle containing one to three heteroatoms independently selected from 0,5 and N, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms, wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, benzyl and heterocycle are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4a1ky1 preferably each and R3 independently of one another represents hydrogen, C1-C8 alkyl, C3-C3 cycloalkyl, C3-C3 alkenyl, C3-C8 alkynyl, C1-C5alkoxy-C1-C6alkyl, C1-C5alkylthio-C1-C6alkyl phenyl orbenzyl wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl andbenzyl are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4-alkyl; more preferably each R3 independently of one another represents hydrogen, C1-C8 alkyl, C3-C8 cycloalkyl, C3-C8 alkenyl or C3-C8 alkynyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4alkyl; even more preferably each R2and R3 independently of one another represents hydrogen, C1-C3 alkyl, C3-C3 cycloalkyl, C3-C3 alkenyl or C3-C3 alkynyl wherein the alkyl, -24 -cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4-alkyl; In a further preferred embodiment R4 independently of one another represents hydrogen, Cl-Cs alkyl, C-C5 cycloalkyl, C3-C alkenyl, C3-C5 alkynyl. C1-C5alkoxy-C1-C6alkyl, C1-C6alkylthio-C1-C6alkyl phenyl, benzyl or a 5-or 6-membered heterocycle containing one to three heteroatoms independently selected from 0, S and N, providing that the heterocycle does not contain adjacent oxygen atoms, adjacent sulphur atoms, or adjacent sulphur and oxygen atoms, wherein the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, benzyl and heterocycle are optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4-alkyl; each R4 independently of one another represents hydrogen, OH, C1-C3 alkyl, C1-C3 alkoxy, C1-C8-alkoxy-C1-C4-alkyl, C3-C8 alkenyl, C3-C8 alkynyl, C3-C6cycloalkyl or COR', wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, C,-C4 alkoxy or C,-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4, B-5, B-6, B-7 or B-8: óóóóááá a B-I B-2 B-3 B-4 B-5 B-6 B-B -25 -wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; preferably each R4 independently of one another represents hydrogen, OH, C1-C3 alkyl, C1-C8 alkoxy, Cl-CS-alkoxy-Cl-Cd-alkyl, C3-C8 alkenyl, C-C8 alkynyl, C3-C6cycloalkyl or COR', wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, C,-C4 alkoxy or C,-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4 orB-S wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, CN, NH2, NO2, OH, C,-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C,-C4 haloalkoxy; more preferably each R4 independently of one another represents hydrogen, OH, C,-C8 alkyl, C,-C3 alkoxy, C,-C8-alkoxy-C,-C4-alkyl, C3-C8 alkenyl, C3-C8 alkynyl, C3-C5cycloalkyl or COR', wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, C,-C4 alkoxy or C,-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4 orB-5 -26 -wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, methyl and halomethyl; even more preferably each R4 independently of one another represents hydrogen, C1-C4 alkyl, cl-c4 alkoxy, C1-C4-alkoxy-C1-C4-alkyl, C3-C6 alkenyl, C3-C6 alkynyl, C3-C6cycloalkyl or COR', wherein the alkyl, alkoxy, alkenyl and alkynyl are optionally substituted by one or more halogen; wherein when two radicals R4 are attached to the same nitrogen atom, these radicals can be identical or different; wherein when two radicals R4 are attached to the same nitrogen atom, both of these radicals cannot be OH, c,-c4 alkoxy or C,-C4 haloalkoxy; and wherein when two radicals R4 are attached to the same nitrogen atom, these two radicals together with the nitrogen atom to which they are attached may form a cycle B- 1, B-2, B-3, B-4 orB-S wherein the cycle formed is optionally substituted by one or more groups independently selected from halogen, methyl and halomethyl; In a further preferred embodiment Rs independently of one another represents hydrogen, C,-C8 alkyl or C,-C3 alkoxy wherein the alkyl and alkoxy are optionally substituted by one or more halogen; Preferably R5 independently of one another represents hydrogen, c1-c8 alkyl or c,-c8 alkoxy wherein the alkyl and alkoxy are optionally substituted by one or more halogen; More preferably each R5 independently of one another represents hydrogen, c,-c4 alkyl or C1-C4 haloalkyl; In a more preferred embodiment Y4 represents hydrogen, halogen, C,-C8 alkyl, C3-C3 cycloalkyl, c2-c8 alkenyl, c2-c8 alkynyl, OR2, SR3and phenyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl and phenyl are optionally substituted by one or more groups independently selected from halogen, C-C4 alkyl, c,-c4 haloalkyl, c,-c4 alkoxy and c,-c4 haloalkoxy; -27 -each R2 and R3 independently of one another represents hydrogen, C1-C3 alkyl, C3-C3 cycloalkyl, C3-C8 alkenyl or C3-C8 alkynyl wherein the alkyl, cycloalkyl, alkenyl and alkynyl are optionally substituted by one or more groups independently selected from halogen, OH, C1-C4 alkyl, C1-C4-haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and C1-C4-alkoxy-C1-C4-alkyl; In a more preferred embodiment Y1 represents hydrogen, C1-C alkyl, C1-C alkoxy C1-C alkylthio, C3-C3 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl; In a more preferred embodiment V1 and V2 together with the fragment of the ring to which they are attached form a fully unsaturated 6-membered carbocyclic ring and wherein the ring formed by V1 and V2 is optionally substituted by one or more groups independently selected from halogen, CN, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; In a more preferred embodiment V2 andY3 represents hydrogen, halogen, C1-C4 alkoxy, Cr C4 alkylthio, methyl or ethyl; In a more preferred embodiment 2 andy3 represents hydrogen or methyl; In a more preferred embodiment Y2 andY3 represents hydrogen; The compounds of the invention may be made by a variety of methods, illustrated in schemes 1-4. The compounds depicted in the schemes also indicate any isomers and tautomers.

Scheme 1: Va Va YYLN Yi( YLN NtN N.N (Ib) (Ia) 1) Compounds of formula (Ia) may be prepared from compounds of formula (Ib) that is a compound of formula (I) wherein Xis CH2CH2 and Y', V2. Y3, Y4 andy5 are as defined -28 -herein for compounds of formula (I) by oxidation reaction, as seen in scheme 1. Such oxidation reaction can be done with palladium/charcoal in a high boiling solvent like for example diethyleneglycol in a temperature range between 100°C and 250°C or, alternatively, by heating neat at 200°C as for example described in Liebigs Ann. 1996, 705.

Scheme 2: vs HNtNH2 (IV) (III) (ha) (Ib.lI) (VI) HNtNH2 (IV) NN (II) (V) (Ib.l) 2) Compounds of formula (lb-I) that is a compound of formula (Ib) wherein v1, V2 andY3 are as defined herein for compounds of formula (I) andy4 andy5 are as defined below for compounds of formula (IV) and aldehydes of formula (VI) in procedure (3) and procedure (4), might be prepared from compounds of formula (V) by an oxidation reaction, as seen in scheme 2. Such oxidation reaction take place easily and in certain cases spontaneously or can be done with chloranil or palladium/charcoal as for example described in DE 10 2007 012 794.

3) Compounds of formula (V) might be prepared from compounds of formula (II) and compounds of formula (IV) or a salt thereof in the presence of a base as for example potassium tert.butoxide in ethanol. Specific examples and conditions for this transformation can be found for example in DE 102007012794. Compounds of formula (IV) are well known and many of them are commercially available or can be prepared by a variety of methods well known by the person skilled in the art. Methods for the preparation of compounds of formula (IV)and the scope of possible substituents V5 are described for example in March's -29 -Advanced Organic Chemistry: Reaction, Mechanisms and Structure, Sixth Edition, 2007 and references therein.

4) Compounds of formula (II) might be prepared from compounds of formula (Ill) by treatment with an aldehyde of formula (VI) in the presence of a base like for example potassium hydroxide in methanol/water, as described for example in J. Org. Chem. 1990, 4789; 2002, 2197. Compounds of formula (Ill) are known and their preparation is described for example in WO 12001040.

5) Compounds of formula (lb-Il) that is a compound of formula (Ib) wherein y', Y andy3 are as defined herein for compounds of formula (I), Y4 is hydrogen and V5 is as defined above for compounds of formula (IV) in procedure (3) may be prepared from compounds of formula (Ila) and compounds of formula (IV) in the presence of a base as for example sodium ethanolate in ethanol, as described for example in Synthesis 1996, 1012.

6) Compounds of formula (Ila) may be prepared from compounds of formula (Ill) and N,N-dimethylformamide dimethyl acetal. Specific conditions for such reactions can be found for example in J. Am. Chem. Soc. 1994, 2778.

Scheme 3:

_______

o 0 NN (ifi) (VII) yb HN NH2 (lb-Ill) V5 (l\dJ Yio NyN (lb-IV) (lb-V) 7) Compounds of formula (lb-V) That is a compound of formula (Ib) wherein V4 is chlorine may be prepared from compounds of formula (lb-IV) by treatment with a chlorinating -30 -reagent like for example phosphorous oxychloride in the presence of tetramethylammonium chloride, as seen in scheme 3.

8) Compounds of formula (lb-IV) may be prepared from compounds of formula (VII) and a compound of formula (IV) with sodium methanolate in methanol, as described for example in Synthesis 1974, 880.

9) Compounds of formula (lb-Ill) that is a compound of formula (Ib) wherein \4 is methylthio may be prepared from compounds of formula (VII) by treatment with compounds of formula (IV) with sodium hydride in a solvent like for example benzene ortoluene. Specific conditions for such transformations can be found for example in J. Org. Chem. 1983, 4841.

10) Compounds of formula (VII) may be prepared from compounds of formula (Ill) by treatment with carbondisulfide and a methylating reagent like for example methyl iodide or dimethylsulfate in the presence of a base like for example sodium tert.butoxide or sodium hydride. Specific conditions for such transformations can be found for example in Tetrahedron 1976, 1779.

Scheme 4: 1:r2p OH (Ib-VI) V5 (III) (VIII) lCI N-.. N (Ib-V) 11) Alternatively compounds of formula (lb-V) may be prepared from compounds of formula (Ib-VI) that is a compound of formula (Ib) wherein V4 is OH by treatment with a chlorinating reagent like phosphorus oxychloride, as seen in scheme 4.

12) Compounds of formula (Ib-VI) may be prepared from compounds of formula (VIII) by treatment with compounds of formula (IV) in the presence of base as for example sodium methanolate in methanol.

-31 - 13) Compounds of formula (VIII) may be prepared from compounds of formula (Ill). Such transformation can be done by a variety of methods among them reaction of diethyl carbonate in the presence of a base as for example sodium hydride. Other examples can be found in March's Advanced Organic Chemistry: Reaction, Mechanisms and Structure, Sixth Edition, 2007 and references therein. Specific conditions can be found for example in Synthesis 2005, 1593.

The compounds of formula (I) and, where appropriate, the tautomers thereof, can, if appropriate, also be obtained in the form of hydrates and/or include other solvents, for example those which may have been used for the crystallization of compounds which are present in solid form.

It has now been found that the compounds of formula (I) according to the invention have, for practical purposes, a very advantageous spectrum of activities for protecting useful plants against diseases that are caused by phytopathogenic microorganisams, such as fungi, bacteria or viruses.

The invention therefore also relates to a method of controlling or preventing infestation of useful plants by phytopathogenic microorganisms, wherein a compound of formula (I) is applied as active ingredient to the plants, to parts thereof or the locus thereof. The compounds of formula (I) according to the invention are distinguished by excellent activity at low rates of application, by being well tolerated by plants and by being environmentally safe.

They have very useful curative, preventive and systemic properties and are used for protecting numerous useful plants. The compounds of formula (I) can be used to inhibit or destroy the diseases that occur on plants or parts of plants (fruit, blossoms, lea-ves, stems, tubers, roots) of different crops of useful plants, while at the same time protec-.ting also those parts of the plants that grow later e.g. from phytopathogenic micro-organisms.

It is also possible to use compounds of formula (I) as dressing agents for the treatment of plant propagation material, in particular of seeds (fruit, tubers, grains) and plant cuttings (e.g. rice), for the protection against fungal infections as well as against phytopathogenic fungi occurring in the soil.

-32 -Furthermore, the compounds of formula (I) according to the invention may be used for controlling fungi in related areas, for example in the protection of technical materials, including wood and wood related technical products, in food storage or in hygiene management.

The compounds of formula (I) are, for example, effective against the phytopathogenic fungi of the following classes: Fungi imperfecti (e.g. Botrytis, Pyricularia, Helminthosporium, Fusarium, Septoria, Cercospora and Alternaria) and Basidiomycetes (e.g. Rhizoctonia, Hemileia, Puccinia). Additionally, they are also effective against the Ascomycetes classes (e.g. Ven-'turia and Erysiphe, Podosphaera, Monilinia, Uncinula) and of the Oomycetes classes (e.g. Phytophthora, Pythium, Plasmopara). Furthermore, the novel compounds of formula (I) are effective against phytopathogenic bacteria and viruses (e.g. against Xanthomonas spp, Pseudomonas spp, Erwinia amylovora as well as against the tobacco mosaic virus). The compounds of formula (I) are also effective against Asian soybean rust (Phakopsora pachyrhizi).

Within the scope of the invention, useful plants to be protected typically comprise the following species of plants: cereal (wheat, barley, rye, oat, rice, maize, sorghum and related species); beet (sugar beet and fodder beet); pomes, drupes and soft fruit (apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and blackberries); leguminous plants (beans, lentils, peas, soybeans); oil plants (rape, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans, groundnuts); cucumber plants (pumpkins, cucum-bers, melons); fibre plants (cotton, flax, hemp, jute); citrus fruit (oranges, lemons, grapefruit, mandarins); vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika); lauraceae (avocado, cinnamomum, camphor) or plants such as tobacco, nuts, coffee, eggplants, sugar cane, tea, pepper, vines, hops, bananas and natural rubber plants, as well as ornamentals.

The term "useful plants" is to be understood as including also useful plants that have been rendered tolerant to herbicides like bromoxynil or classes of herbicides (such as, for example, HPPD inhibitors, ALS inhibitors, for example primisulfuron, prosulfuron and -33 -trifloxysulfuron, EPSPS (5-enol-pyrovyl-shikimate-3-phosphate-synthase) inhibitors, CS (glutamine synthetase) inhibitors or PPO (protoporphyrinogen-oxidase) inhibitors) as a result of conventional methods of breeding or genetic engineering. An example of a crop that has been rendered tolerant to imidazolinones, e.g. imazamox, by conventional methods of breeding (mutagenesis) is Clearfield® summer rape (Canola). Examples of crops that have been rendered tolerant to herbicides or classes of herbicides by genetic engineering methods include glyphosate-and glufosinate-resistant maize varieties commercially available under the trade names RoundupReady® , Herculex 1* and LibertyLink®.

The term "useful plants" is to be understood as including also useful plants which have been so transformed by the use of recombinant DNA techniques that they are capable of synthesising one or more selectively acting toxins, such as are known, for example, from toxin-producing bacteria, especially those of the genus Bacillus.

Examples of such plants are: YieldCard® (maize variety that expresses a CrylA(b) toxin); Yieldcard Rootworm® (maize variety that expresses a CrylllB(bl) toxin); Yieldcard Plus4 (maize variety that expresses a CrylA(b) and a CrylllB(bl) toxin); Starlink® (maize variety that expresses a Cry9(c) toxin); Herculex I® (maize variety that expresses a CrylF(a2) toxin and the enzyme phosphinothricine N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety that expresses a CrylA(c) toxin); Bollgard l (cotton variety that expresses a CrylA(c) toxin); Bollgard Il® (cotton variety that expresses a CrylA(c) and a CryllA(b) toxin); VIPCOT® (cotton variety that expresses a VIP toxin); NewLeaf® (potato variety that expresses a CryllIA toxin); Nature-'Card® Agrisure® CT Advantage (CA21 glyphosate-tolerant trait), Agrisure® CB Advantage (Btll corn borer (CB) trait), Agrisure® RW (corn rootworm trait) and Protecta®.

The term "crops" is to be understood as including also crop plants which have been so transformed by the use of recombinant DNA techniques that they are capable of synthesising one or more selectively acting toxins, such as are known, for example, from toxin-producing bacteria, especially those of the genus Bacillus.

-34 -Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins from Bacillus thuringiensis, such as d-endotoxins, e.g. CrylAb, CrylAc, CryiF, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl or Cry9C, or vegetative insecticidal proteins (Vip), e.g. Vipl, Vip2, Vip3 or Vip3A; or insecticidal proteins of bacteria colonising nematodes, for example Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophilus; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins and other insect-specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins, plant lectins, such as pea lectins, barley lectins or snowdrop lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3 hydroxysteroidoxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers, such as blockers of sodium or calcium channels, juvenile hormone esterase, diuretic hormone receptors, stilbene synthase, bibenzyl synthase, chitinases and glucanases.

In the context of the present invention there are to be understood by d-endotoxins, for example CrylAb, CrylAc, CryiF, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl or Cry9C, or vegetative insecticidal proteins (Vip), for example Vipl, Vip2, Vip3 or Vip3A, expressly also hybrid toxins, truncated toxins and modified toxins. Hybrid toxins are produced recombinantly by a new combination of different domains of those proteins (see, for example, WO 02/15701).

Truncated toxins, for example a truncated CrylAb, are known. In the case of modified toxins, one or more amino acids of the naturally occurring toxin are replaced. In such amino acid replacements, preferably non-naturally present protease recognition sequences are inserted into the toxin, such as, for example, in the case of Cry3AOSS, a cathepsin-G-recognition sequence is inserted into a Cry3A toxin (see WO 03/018810).

Examples of such toxins or transgenic plants capable of synthesising such toxins are disclosed, for example, in EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A-0 427 529, EP-A-451 878 and WO 03/052073.

-35 -The processes for the preparation of such transgenic plants are generally known to the person skilled in the art and are described, for example, in the publications mentioned above. Cryl-type deoxyribonucleic acids and their preparation are known, for example, from WO 95/34656, EP-A-0 367 474, EP-A-0 401 979 and WO 90/13651.

The toxin contained in the transgenic plants imparts to the plants tolerance to harmful insects. Such insects can occur in any taxonomic group of insects, but are especially commonly found in the beetles (Coleoptera), two-winged insects (Diptera) and butterflies (Lepidoptera).

Transgenic plants containing one or more genes that code for an insecticidal resistance and express one or more toxins are known and some of them are commercially available.

Examples of such plants are: Yieldcard* (maize variety that expresses a CrylAb toxin); YieldGard Rootworm* (maize variety that expresses a Cry3Bbl toxin); YieldGard Plus* (maize variety that expresses a CrylAb and a Cry3Bbl toxin); Starlink (maize variety that expresses a Cry9C toxin); Herculex 1* (maize variety that expresses a CrylFa2 toxin and the enzyme phosphinothricine N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B* (cotton variety that expresses a CrylAc toxin); Bollgard 1* (cotton variety that expresses a CrylAc toxin); Bollgard Il® (cotton variety that expresses a CrylAc and a Cry2Ab toxin); VipCott (cotton variety that expresses a Vip3A and a CrylAb toxin); NewLeaf* (potato variety that expresses a Cry3A toxin); Nature_Gard*, Agrisure® CT Advantage (GA21 glyphosate-tolerant trait), Agrisure® CB Advantage (Btll corn borer (CB) trait) and Protecta*.

Further examples of such transgenic crops are: 1. Btll Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C/FR/96/05/10. Genetically modified Zea mays which has been rendered resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a truncated CrylAb toxin. Btll maize also transgenically expresses the enzyme PAT to achieve tolerance to the herbicide glufosinate ammoniurn.

-36 - 2. Bt176 Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C/FR/96/05/1O. Genetically modified Zea mays which has been rendered resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a CrylAb toxin. Bt176 maize also transgenically expresses the enzyme PAT to achieve tolerance to the herbicide glufosinate ammonium.

3. M1R604 Maize from Syngenta Seeds SAS, Chemin de lTHobit 27, F-31 790 St. Sauveur, France, registration number C/FR/96/05/10. Maize which has been rendered insect-resistant by transgenic expression of a modified Cry3A toxin. This toxin is Cry3AOSS modified by insertion of a cathepsin-G-protease recognition sequence. The preparation of such transgenic maize plants is described in WO 03/018810.

4. MON 863 Maize from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/DE/02/9. MON 863 expresses a Cry3Bbl toxin and has resistance to certain Coleoptera insects.

5. IPC 531 Cotton from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C/ES/96/02.

6. 1507 Maize from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C/NLf00/10. Genetically modified maize for the expression of the protein CryiF for achieving resistance to certain Lepidoptera insects and of the PAT protein for achieving tolerance to the herbicide glufosinate ammonium.

7. NK603 x MON 810 Maize from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B 1150 Brussels, Belgium, registration number C/GB/02/M3/03. Consists of conventionally bred hybrid maize varieties by crossing the genetically modified varieties NK603 and MON 810. NK603 x MON 810 Maize transgenically expresses the protein CP4 EPSPS, obtained from Agrobacterium sp. strain CP4, which imparts tolerance to the herbicide Roundup® (contains glyphosate), and also a CrylAb toxin obtained from Bacillus thuringiensis subsp.

kurstaki which brings about tolerance to certain Lepidoptera, include the European corn borer.

-37 -The term "locus" of a useful plant as used herein is intended to embrace the place on which the useful plants are growing, where the plant propagation materials of the useful plants are sown or where the plant propagation materials of the useful plants will be placed into the soil. An example for such a locus is a field, on which crop plants are growing.

The term "plant propagation material" is understood to denote generative parts of the plant, such as seeds, which can be used for the multiplication of the latter, and vegetative material, such as cuttings or tubers, for example potatoes. There may be mentioned for example seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes and parts of plants.

Germinated plants and young plants which are to be transplanted after germination or after emergence from the soil, may also be mentioned. These young plants may be protected before transplantation by a total or partial treatment by immersion. Preferably "plant propagation material" is understood to denote seeds.

The compounds of formula (I) can be used in unmodified form or, preferably, together with carriers and adjuvants conventionally employed in the art of formulation.

Therefore the invention also relates to compositions for controlling and protecting against phytopathogenic microorganisms, comprising a compound of formula (I) and an inert carrier, and to a method of controlling or preventing infestation of useful plants by phytopathogenic microorganisms, wherein a composition, comprising a compound of formula (I) as acitve ingredient and an inert carrier, is applied to the plants, to parts thereof or the locus thereof.

To this end compounds of formula (I) and inert carriers are conve-niently formulated in known manner to emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granulates, and also encapsulations e.g. in polymeric substances. As with the type of the compositions, the methods of application, such as spraying, atomising, dusting, scatter-'ing, coating or pouring, are chosen in accordance with the intended objectives and the pre-vailing circumstances.

The compositions may also contain further adjuvants such as stabilizers, antifoams, viscosity -38 -regulators, binders or tackifiers as well as fertilizers, micronutrient donors or other formulations for obtaining special effects.

Suitable carriers and adjuvants (auxiliaries) can be solid or liquid and are substances useful in formula-4ion technology, e.g. natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers. Such carriers are for example described in WO 97/33890.

The compounds of formula (I) or compositions, comprising a compound of formula (I) as acitve ingredient and an inert carrier, can be applied to the locus of the plant or plant to be treated, simultaneously or in succession with further compounds. These further compounds can be e.g. fertilizers or micronutrient donors or other preparations which influence the growth of plants. They can also be selective herbici-des as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired together with further carriers, surfactants or application promoting adjuvants customarily employed in the art of formulation.

A preferred method of applying a compound of formula (I), or a composition, comprising a compound of formula (I) as acitve ingredient and an inert carrier, is foliar application. The frequency of application and the rate of application will depend on the risk of infestation by the corre-'sponding pathogen. However, the compounds of formula (I) can also penetrate the plant through the roots via the soil (systemic action) by drenching the locus of the plant with a liquid formulation, or by applying the compounds in solid form to the soil, e.g. in granular form (soil application). In crops of water rice such granulates can be applied to the flooded rice field. The compounds of formula (I) may also be applied to seeds (coating) by impregna-.ting the seeds or tubers either with a liquid formulation of the fungicide or coating them with a solid formulation.

A formulation, i.e. a composition comprising the compound of formula (I) and, if desired, a solid or liquid adjuvant or, if desired as well, a further, other biocidally active ingredient, is prepared in a known manner, typically by intimately mixing and/or grinding the compound -39 -with extenders, for example solvents, solid carriers and, optionally, surface-active compounds (surfactants).

The activity of the compositions according to the invention can be broadened considerably, and adapted to prevailing circumstances, by adding other insecticidally, acaricidally and/or fungicidally active ingredients. The mixtures of the compounds of formula (I) with other insecticidally, acaricidally and/or fungicidally active ingredients may also have further surprising advantages which can also be described, in a wider sense, as synergistic activity.

For example, better tolerance by plants, reduced phytotoxicity, insects can be controlled in their different development stages or better behaviour during their production, for example during grinding or mixing, during their storage or during their use.

Suitable additions to active ingredients here are, for example, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenol deri-.vatives, thioureas, juvenile hormones, formamidines, benzophenone derivatives, ureas, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylureas, pyridyl-methyleneamino derivatives, macrolides, neonicotinoids and Bacillus thuringiensis preparations.

However, besides the actual synergistic action with respect to fungicidal activity, the compositions according to the invention can also have further surprising advantageous properties. Examples of such advantageous properties that may be mentioned are: more advantageuos degradability; improved toxicological and/or ecotoxicological behaviour; or improved characteristics of the useful plants including: emergence, crop yields, more developed root system, tillering increase, increase in plant height, bigger leaf blade, less dead basal leaves, stronger tillers, greener leaf colour, less fertilizers needed, less seeds needed, more productive tillers, earlier flowering, early grain maturity, less plant verse (lodging), increased shoot growth, improved plant vigor, and early germination.

Some compositions according to the invention have a systemic action and can be used as foliar, soil and seed treatment fungicides.

-40 -The compound of formula I (herein after abbreviated by the term "TX" thus means a compound encompassed by the compounds of formula I, or preferably the term "TX" refers to a compound selected from the Tables 1, 2 and P) may be the sole active ingredient of the composition or it may be admixed with one or more additional active ingredients such as a pesticide (insect, acarine, mollusc and nematode pesticide), fungicide, synergist, herbicide, safener or plant growth regulator where appropriate. The activity of the compositions according to the invention may thereby be broadened considerably and may have surprising advantages which can also be described, in a wider sense, as synergistic activity. An additional active ingredient may: provide a composition having a broader spectrum of activity or increased persistence at a locus; provide a composition demonstrating better plant/crop tolerance by reducing phytotoxicity; provide a composition controlling insects in their different development stages; synergise the activity or complement the activity (for example by increasing the speed of effect or overcoming repellency) of the TX; or help to overcome or prevent the development of resistance to individual components. The particular additional active ingredient will depend upon the intended utility of the composition. Examples of suitable pesticides include the following: a) Pyrethroids, such as permethrin, cypermethrin, fenvalerate, esfenvalerate, deltarnethrin, cyhalothrin (in particular lambda cyhalothrin), bifenthrin, fenpropathrin, cyfluthrin, tefluthrin, fish safe pyrethroids (for example ethofenprox), natural pyrethrin, tetramethrin, s bioallethrin, fenfluthrin, prallethrin or 5 benzyl 3 furylmethyl (E) (1R,3S) 2,2 dimethyl 3 (2 oxothiolan 3 ylidenemethyl)cyclopropane carboxylate; b) Organophosphates, such as, profenofos, sulprofos, acephate, methyl parathion, azinphos methyl, demeton s methyl, heptenophos, thiometon, fenamiphos, monocrotophos, profenofos, triazophos, methamidophos, dimethoate, phosphamidon, malathion, chlorpyrifos, phosalone, terbufos, fensulfothion, fonofos, phorate, phoxim, pirimiphos methyl, pirimiphos ethyl, fenitrothion, fosthiazate or diazinon; c) Carbamates (including aryl carbamates), such as pirimicarb, triazamate, cloethocarb, carbofuran, furathiocarb, ethiofencarb, aldica rb, thiofurox, ca rbosulfan, bendioca rb, fenobucarb, propoxur, methomyl or oxamyl; d) Benzoyl ureas, such as diflubenzuron, triflumuron, hexaflumuron, flufenoxuron or chlorfluazuron; e)Organic tin compounds, such ascyhexatin, fenbutatin oxide orazocyclotin; -41 -f) Pyrazoles, such as tebufenpyrad and fenpyroximate; g) Macrolides, such as avermectins or milbemycins, for example abamectin, emamectin benzoate, ivermectin, milbemycin, or spinosad, spinetoram or azadirachtin; h) Hormones or pheromones; I) Organochiorine compounds such as endosulfan, benzene hexachioride, DDT, chlordane or dieldrin; j) Amidines, such as chlordimeform or amitraz; k) Fumigant agents, such as chloropicrin, dichioropropane, methyl bromide or metam; I) Neonicotinoid compounds such as imidacloprid, thiacloprid, acetamiprid, clothianidin, nitenpyram, dinotefuran or thiamethoxam; m) Diacylhydrazines, such as tebufenozide, chromafenozide or methoxyfenozide; n) Diphenyl ethers, such as diofenolan or pyriproxifen; o) lndoxacarb; p) Chiorfenapyr; q) Pymetrozine or pyrifluquinazon; r) Spirotetramat, spirodiclofen or spiromesifen; s) Flubendiamide, chloranthraliniprole, or cyanthraniliprole; t) Cyenopyrafen or cyflumetofen; or u) Sulfoxaflor.

In addition to the major chemical classes of pesticide listed above, other pesticides having particular targets may be employed in the composition, if appropriate for the intended utility of the composition. For instance, selective insecticides for particular crops, for example stemborer specific insecticides (such as cartap) or hopper specific insecticides (such as buprofezin) for use in rice may be employed. Alternatively insecticides or acaricides specific for particular insect species/stages may also be included in the compositions (for example acaricidal ovo larvicides, such as clofentezine, flubenzimine, hexythiazox or tetradifon; acaricidal motilicides, such as dicofol or propargite; acaricides, such as bromopropylate orchlorobenzilate; orgrowth regulators, such as hydramethylnon, cyromazine, methoprene, chlorfluazuron or diflubenzuron).

-42 -The following mixtures of the compounds of formula I with active ingredients are preferred, wherein, preferably, the term "TX" refers to a compound covered by the compounds of formula I or preferably the term "TX" refers to a compound selected from the Tables ito 12, A, B and C and the following List shows specific examples of mixtures comprising thecomponent TX and the component (B): an adjuvant selected from the group of substances consisting of petroleum oils (alternative name) (628) + TX, an acaricide selected from the group of substances consisting of 1,i-bis(4-chloro-'pheny-2-ethoxyethanol (IUPAC name) (910) +TX, 2,4-dichlorophenyl benzenesulfonate (IUPAC/Chemical Abstracts name) (1059) + TX, 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC name) (1295) + TX, 4-chlorophenyl phenyl sulfone (IUPAC name) (981) + TX, abamectin (1) + TX, acequinocyl (3) + TX, acetoprole [CCN] + TX, acrinathrin (9) + TX, aldicarb (16) + TX, aldoxycarb (863) + TX, alpha-cypermethrin (202) + TX, amidithion (870) + TX, amidoflumet [CCN] + TX, amidothioate (872) + TX, amiton (875) + TX, amiton hydrogen oxalate (875) + TX, amitraz (24) -TX, aramite (881) + TX, arsenous oxide (882) + TX, AVI 382 (compound code) + TX, AZ 60541 (compound code) + TX, azinphos-ethyl (44) + TX, azinphos-methyl (45) + TX, azobenzene (I UPAC name) (888) + TX, azocyclotin (46) + TX, azothoate (889) + TX, benomyl (62) + TX, benoxa-'fos (alternative name) [CCN] + TX, benzoximate (71) + TX, benzyl benzoate (IUPAC name) [CCN] + TX, bifenazate (74) + TX, bifenthrin (76) 4-TX, binapacryl (907) + TX, brofenvalerate (alternative name) + TX, bromo-cyclen (918) + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, bromopropylate (94) + TX, buprofezin (99) + TX, butocarboxim (103) -i-TX, butoxycarboxim (104) -e-TX, butylpyridaben (alternative name) + TX, calcium polysulfide (IUPAC name) (111) + TX, camphechlor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbophenothion (947) + TX, CGA S0'439 (development code) (125) + TX, chino-'methionat (126) + TX, chlorbenside (959) -i-TX, chlordimeform (964) + TX, chlordimeform hydrochloride (964) + TX, chlorfenapyr (130) + TX, chlorfenethol (968) + TX, chlorfenson (970) + TX, chlorfensulphide (971) + TX, chlorfenvinphos (131) + TX, chlorobenzilate (975) + TX, chloromebuform (977) + TX, chloromethiuron (978) + TX, chloropropylate (983) -i-TX, chlorpyrifos (145) -i-TX, chlorpyrifos-methyl (146) + TX, chlorthiophos (994) + TX, cinerin 1(696) + TX, cinerin 11(696) + TX, cinerins (696) + TX, clofentezine (158) + TX, closantel (alternative name) [CCN] + TX, coumaphos (174) + TX, crotamiton (alternative name) [CCN] + TX, crotoxyphos (1010) + TX, cufraneb (1013) + -43 -TX, cyanthoate (1020) + TX, cyflurTietofen (CAS Reg. No.: 400882-07-7) + TX, cyhalothrin (196) + TX, cyhexatin (199) + TX, cypermethrin (201) + TX, DCPM (1032) + TX, DDT (219) + TX, demephion (1037)4-TX, demephion-O (1037) 4-TX, demephion-S (1037)4-TX, demeton (1038) + TX, demeton-methyl (224) + TX, demeton-O (1038) + TX, demeton-O-methyl (224) + TX, demeton-S (1038)4-TX, demeton-S-methyl (224) 4-TX, demeton-S-methylsulphon (1039) + TX, diafen-thiuron (226) + TX, dialifos (1042) + TX, diazinon (227) + TX) dichlofluanid (230) + TX, dichlorvos (236) + TX, dicliphos (alternative name) + TX, dicofol (242) + TX, dicrotophos (243) + TX, dienochlor (1071) + TX, dimefox (1081) + TX, dimethoate (262) + TX, dinactin (alternative name) (653) + TX, dinex (1089) + TX, dinex-diclexine (1089) + TX, dinobuton (269) + TX, dinocap (270) + TX, dinocap-4 [CCN] + TX, dinocap-6 [CCN] + TX, dinocton (1090) + TX, dino-.penton (1092) + TX, dinosulfon (1097) + TX, dinoterbon (1098) + TX, dioxathion (1102) + TX, diphenyl sulfone (IUPAC name) (1103) + TX, disulfiram (alternative name) [CCN] + TX, disulfoton (278) + TX, DNOC (282) + TX, dofenapyn (1113) + TX, doramectin (alternative name) [CCN] + TX, endosulfan (294) + TX, endothion (1121) + TX, EPN (297) + TX, eprinomectin (alternative name) [CCN] + TX, ethion (309) -i-TX, ethoate-methyl (1134) + TX, etoxazole (320) + TX, etrimfos (1142) + TX, fenazaflor (1147) + TX, fenazaquin (328) + TX, fenbutatin oxide (330) + TX, fenothiocarb (337) + TX, fenpropathrin (342) + TX, fenpyrad (alternative name) + TX, fen-pyroximate (345) + TX, fenson (1157) + TX, fentrifanil (1161) + TX, fenvalerate (349) + TX, fipronil (354) + TX, fluacry-pyrim (360) + TX, fluazuron (1166) + TX, flubenzimine (1167) + TX, flucycloxuron (366) + TX, flucythrinate (367) + TX, fluenetil (1169) +TX, flufenoxuron (370)+TX, flumethrin (372)+TX, fluorbenside (1174) +TX, fluvalinate (1184) + TX, FMC 1137 (development code) (1185) + TX, formetanate (405) 4-TX, formetanate hydrochloride (405) + TX, formothion (1192) + TX, formparanate (1193) + TX, gamma-HCH (430) + TX, glyodin (1205) + TX, halfenprox (424) + TX, heptenophos (432) + TX, hexadecylcyclopropanecarboxylate (IUPAC/Chemical Abstracts name) (1216)-i-TX, hexythiazox (441) + TX, iodomethane (IUPAC name) (542) + TX, isocarbophos (alternative name) (473) + TX, isopropyl O-(methoxyaminothiophosphorysalicylate (IUPAC name) (473) + TX, ivermectin (alternative name) [CCN] + TX, jasmolin 1(696) + TX, jasmolin 11(696) + TX, jodfenphos (1248) +TX, lindane (430)-i-TX, lufenuron (490) 4-TX, malathion (492) 4-TX, malonoben (1254) + TX, mecarbam (502) + TX, mephosfolan (1261) + TX, mesulfen (alternative name) [CCN] + TX, methacrifos (1266) + TX, methamidophos (527) + TX, methidathion (529) + TX, methiocarb (530) + TX, methomyl (531) + TX, methyl bromide (537) -44 - + TX, metolcarb (550) + TX, mevinphos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (alternative name) [CCN] + TX, mipafox (1293) + TX, monocrotophos (561) -I-TX, morphothion (1300) 4-TX, moxidectin (alternative name) [CCN] --TX, naled (567) + TX, NC-184 (compound code) + TX, NC-512 (compound code) + TX, nifluridide (1309) + TX, nikkomycins (alternative name) [CCN] 4-TX, nitrilacarb (1313) 4-TX, nitrilacarb 1:1 zinc chloride complex (1313) + TX, NNI-0101 (compound code) + TX, NNI-0250 (compound code) + TX, omethoate (594) + TX, oxamyl (602) + TX, oxydeprofos (1324) + TX, oxydisulfoton (1325) + TX, pp'-DDT (219) + TX, parathion (615) + TX, permethrin (626) + TX, petroleum oils (alternative name) (628) + TX, phenkapton (1330) + TX, phenthoate (631) + TX, phorate (636) + TX, phosalone (637) + TX, phosfolan (1338) + TX, phosmet (638) + TX, phosphamidon(639)+TX, phoxim(642)+TX, pirimiphos-methyl (652)+TX, polychloroterpenes (traditional name) (1347) -i-TX, polynactins (alternative name) (653) --TX, proclonol (1350) + TX, profenofos (662) + TX, promacyl (1354) + TX, propargite (671) + TX, propetamphos (673) + TX, propoxur (678) + TX, prothidathion (1360) + TX, prothoate (1362) + TX, pyrethrin 1(696) + TX, pyrethrin 11(696) + TX, pyrethrins (696) + TX, pyridaben (699)+TX, pyridaphenthion(701)+TX, pyrimidifen(706)+TX, pyrimitate (1370)+TX, quinalphos (711) + TX, quintiofos (1381) + TX, R-1492 (development code) (1382) + TX, RA-17 (development code) (1383) + TX, rotenone (722) + TX, schradan (1389) + TX, sebufos (alternative name) + TX, selamectin (alternative name) [CCN] + TX, Sl-0009 (compound code) + TX, sophamide (1402) + TX, spirodiclofen (738) + TX, spiromesifen (739) + TX, SSl-121 (development code) (1404) + TX, sulfiram (alternative name) [CCN] + TX, sulfluramid (750) + TX, sulfotep (753) + TX, sulphur (754) + TX, SZI-121 (development code) (757) + TX, tau-fluvalinate (398) + TX, tebufenpyrad (763) + TX, TEPP (1417) + TX, terbam (alternative name) + TX, tetrachlorvinphos (777) + TX, tetradifon (786) + TX, tetranactin (alternative name) (653) + TX, tetrasul (1425) 4-TX, thiafenox (alternative name) 4-TX, thiocarboxime (1431) 4-TX, thiofanox (800) + TX, thiometon (801) + TX, thioquinox (1436) -i-TX, thuringiensin (alternative name) [CCN] + TX, triamiphos (1441) + TX, triarathene (1443) + TX, triazophos (820) + TX, triazuron (alternative name) + TX, trichlorfon (824) + TX, trifenofos (1455) + TX, trinactin (alternative name) (653) 4-TX, vamidothion (847) 4-TX, vaniliprole [CCN] and Yl-5302 (compound code) + TX, an algicide selected from the group of substances consisting of bethoxazin [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, cybutryne [CCN] + -45 -TX, dichlone (1052) + TX, dichlorophen (232) + TX, endothal (295) + TX, fentin (347) + TX, hydrated lime [CCN] + TX, nabam (566) + TX, quinoclamine (714) + TX, quinonamid (1379) + TX, simazine (730) 4-TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347)+TX, an anthelrnintic selected from the group of substances consisting of abamectin (1) 4-TX, crufomate (1011) +TX, doramectin (alternative name) [CCN] +TX, emamectin (291) +TX, emamectin benzoate (291) + TX, eprinomectin (alternative name) [CCN] + TX, ivermectin (alternative name) [CCN] + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin (alternative name) [CCN] + TX, piperazine [CCN] + TX, selaniectin (alternative name) [CCN] + TX, spinosad (737) and thiophanate (1435) +TX, an avicide selected from the group of substances consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) and strychnine (745) + TX, a bactericide selected from the group of substances consisting of 1-hydroxy-1H-pyridine-2-thione (IUPAC name) (1222) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (IUPAC name) (170)+TX, copper hydroxide (IUPAC name) (169)+TX, cresol [CCN] +TX, dichlorophen (232)+TX, dipyrithione (1105)+TX, dodicin (1112)+TX, fenaminosulf (1144) -4-TX, formaldehyde (404) + TX, hydrargaphen (alternative name) [CCN] + TX, kasugamycin (483) + TX, kasugamycin hydrochloride hydrate (483) + TX, nickel bis(dimethyldithiocarbamate) (IUPAC name) (1308) + TX, nitrapyrin (580) + TX, octhilinone (590) -i-TX, oxolinic acid (606) -i-TX, oxytetracycline (611) + TX, potassium hydroxyquinoline sulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, tecloftalam (766) + TX, and thiomersal (alternative name) [CCN] + TX, a biological agent selected from the group of substances consisting of Adoxophyes orana GV (alternative name) (12) + TX, Agrobacterium radiobacter (alternative name) (13) + TX, Amblyseius spp. (alternative name) (19) + TX, Anagrapha falcifera NPV (alternative name) (28) 4-TX, Anagrus atomus (alternative name) (29) 4-TX, Aphelinus abdominalis (alternative name) (33) + TX, Aphidius colemani (alternative name) (34) + TX, Aphidoletes aphidimyza (alternative name) (35) + TX, Autographa californica NPV (alternative name) (38) + TX, Bacillus firmus (alternative name) (48) + TX, Bacillus sphaericus Neide (scientific name) (49) + -46 -TX, Bacillus thuringiensis Berliner (scientific name) (51) +TX, Bacillus thuringiensis subsp.

aizawai (scientific name) (51) + TX, Bacillus thuringiensis subsp. israelensis (scientific name) (51) 4-TX, Bacillus thuringiensis subsp. japonensis (scientific name) (51) 4-TX, Bacillus thuringiensis subsp. kurstaki (scientific name) (51) +TX, Bacillus thurin-.giensis subsp.

tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alternative name) (53) + TX, Beauveria brongniartii (alternative name) (54) + TX, Chrysoperla carnea (alternative name) (151)+TX, Cryptolaemus montrouzieri (alternative name) (178)+TX, Cydia pomonella GV (alternative name) (191) + TX, Dacnusa sibirica (alternative name) (212) + TX, Diglyphus isaea (alternative name) (254) + TX, Encarsia formosa (scientific name) (293) + TX, Eretmocerus eremicus (alternative name) (300) + TX, Helicoverpa zea NPV (alternative name) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alternative name) (433) + TX, Hippodamia convergens (alternative name) (442) + TX, Leptomastix dactylopii (alternative name) (488) + TX, Macrolophus caliginosus (alternative name) (491) + TX, Mamestra brassicae NPV (alternative name) (494) + TX, Metaphycus helvolus (alternative name) (522) + TX, Metarhizium anisopliae var. acridum (scientific name) (523) + TX, Metarhizium anisopliae var. anisopliae (scientific name) (523) + TX, Neodiprion sertifer NPV and N. lecontei NPV (alternative name) (575) + TX, Onus spp. (alternative name) (596) + TX, Paecilomyces fumosoroseus (alternative name) (613) +TX, Phytoseiulus persimilis (alternative name) (644) + TX, Spodoptera exigua multicapsid nuclear polyhedrosis virus (scientific name) (741) -TX, Steinernema bibionis (alternative name) (742) + TX, Steinernema carpocapsae (alternative name) (742) + TX, Steinernema feltiae (alternative name) (742) + TX, Steinernema glaseri (alternative name) (742) +TX, Steinernema riobrave (alternative name) (742) -i-TX, Steinernema riobravis (alternative name) (742) + TX, Steinernema scapterisci (alternative name) (742) + TX, Steinernema spp. (alternative name) (742) + TX, Trichogramma spp.

(alternative name) (826) 4-TX, Typhlodromus occidentalis (alternative name) (844) and Verticillium lecanii (alternative name) (848) -i-TX, a soil stenilant selected from the group of substances consisting of iodomethane (IUPAC name) (542) and methyl bromide (537) + TX, a chemosterilant selected from the group of substances consisting of apholate [CCN] 4-TX, bisazir (alternative name) [CCN] + TX, busulfan (alternative name) [CCN] + TX, diflubenzuron (250) + TX, dimatif (alternative name) [CCN] + TX, hemel [CCN] + TX, hempa [CCN] + TX, metepa [CCN] + TX, methiotepa [CCN] + TX, methyl apholate [CCN] + TX, morzid [CCN] + TX, -47 -penfluron (alternative name) [CCN] + TX, tepa [CCN] + TX, thiohempa (alternative name) [CCN] +TX, thiotepa (alternative name) [CCN] +TX, tretamine (alternative name) [CCN] and uredepa (alternative name) [CCN] 4-TX, an insect pheromone selected from the group of substances consisting of (E)-dec-5-en-1-yl acetate with (E)-dec-S-en-1-ol (IUPAC name) (222) -i-TX, (E)-tridec-4-en-1-yl acetate (IUPAC name) (829) + TX) (E)-6-methylhept-2-en-4-ol (IUPAC name) (541) + TX, (E,Z)-tetradeca-4,10-dien-1-yl acetate (IIJPAC name) (779) + TX, (Z)-dodec-7-en-1-yl acetate (IUPAC name) (285) + TX) (Z)-hexadec-11-enal (IUPAC name) (436) + TX, (Z)-hexadec-11-en-1-yl acetate (IUPAC name) (437) + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate (IUPAC name) (438) + TX, (Z)-icos-13- en-b-one (IUPAC name) (448) + TX, (Z)-tetradec-7-en-1-al (IUPAC name) (782) + TX, (Z)-tetradec-9-en-1-ol (IUPAC name) (783) + TX, (Z)-tetradec-9-en-1-yl acetate (IUPAC name) (784) -i-TX, (7E,9Z)-dodeca-7,9-dien-1-yl acetate (IUPAC name) (283) + TX, (9Z,11E)-tetradeca-9,11-dien-1-yl acetate (IUPAC name) (780) + TX, (9Z,12E)-tetradeca-9,12-dien-1-yl acetate (IUPAC name) (781) + TX, 14-methyloctadec-1-ene (IUPAC name) (545) + TX, 4-methylnonan-5-ol with 4-methylnonan-5-one (IUPAC name) (544) + TX, alpha-multistriatin (alternative name) [CCN] + TX, brevicomin (alternative name) [CCN] + TX, codlelure (alternative name) [CCN] + TX, codlemone (alternative name) (167) + TX, cuelure (alternative name) (179) + TX, disparlure (277) + TX, dodec-8-en-1-yl acetate (IUPAC name) (286) + TX, dodec-9-en-1-yl acetate (IUPAC name) (287) -i-TX, dodeca-8 -i-TX, 10-dien-1-yl acetate (IUPAC name) (284)+TX, dominicalure (alternative name) [CCN] +TX, ethyl 4-methyloctanoate (IUPAC name) (317) + TX, eugenol (alternative name) [CCN] + TX, frontalin (alternative name) [CCN] + TX, gossyplure (alternative name) (420) -i-TX, grandlure (421) + TX, grandlure I (alternative name) (421) + TX, grandlure II (alternative name) (421) + TX, grandlure Ill (alternative name) (421) + TX, grandlure IV (alternative name) (421) + TX, hexalure [CCN] 4-TX, ipsdienol (alternative name) [CCN] 4-TX, ipsenol (alternative name) [CCN] -TX, japonilure (alternative name) (481) + TX, lineatin (alternative name) [CCN] + TX, litlure (alternative name) [CCN] + TX, looplure (alternative name) [CCN] + TX, medlure [CCN] + TX, megatomoic acid (alternative name) [CCN] + TX, methyl eugenol (alternative name) (540) -TX, muscalure (563) 4-TX, octadeca-2,13-dien-1-yl acetate (IUPAC name) (588) + TX, octadeca-3,13-dien-1-yl acetate (IUPAC name) (589) + TX, orfralure (alternative name) [CCN] + TX, oryctalure (alternative name) (317) + TX, ostramone (alternative name) [CCN] + TX, siglure [CCN] + TX, sordidin (alternative name) (736) + TX, sulcatol (alternative name) [CCN] + -48 -TX, tetradec-11-en-1-yl acetate (IUPAC name) (785) + TX, trimedlure (839) + TX, trimedlure A (alternative name) (839) +TX, trimedlure B1 (alternative name) (839) + TX, trimedlure B2 (alternative name) (839) -1-TX, trimedlure C (alternative name) (839) and trunc-call (alternative name) [CCN] + TX, an insect repellent selected from the group of substances consisting of 2-(octylthio)-'ethanol (I UPAC name) (591) + TX, butopyronoxyl (933) + TX, butoxy(polypropylene glycol) (936) + TX, dibutyl adipate (IUPAC name) (1046) + TX, dibutyl phthalate (1047) + TX, dibutyl succinate (IUPAC name) (1048) + TX, diethyltoluamide [CCN] + TX, dimethyl carbate [CCN] + TX, dimethyl phthalate [CCN] +TX, ethyl hexanediol (1137) +TX, hexamide [CCN] +TX, methoquin-butyl (1276) +TX, methylneodecanamide [CCN] +TX, oxamate [CCN] and picaridin LCCN] + TX, an insecticide selected from the group of substances consisting of 1-dichloro-1-nitroethane (IUPAC/Chemical Abstracts name) (1058) + TX, 1,1-dichloro-2,2-bis(4-ethylphenyl)--.ethane (IUPAC name) (1056), + TX, 1,2-dichloropropane (IUPAC/Chemical Abstracts name) (1062) + TX, 1,2-dichloropropane with 1,3-dichloropropene (IUPAC name) (1063) + TX, 1-bromo-2- chloroethane (IUPAC/Chemical Abstracts name) (916) + TX, 2,2,2-trichloro-1-(3,4-dichloro-phenyl)ethyl acetate (IUPAC name) (1451) + TX, 2,2-dichlorovinyl 2-ethylsulphinylethyl methyl phosphate (IUPAC name) (1066) + TX, 2-(1,3-dithiolan-2-yl)phenyl dimethylcarbamate (IUPAC/ Chemical Abstracts name) (1109) -TX, 2-(2-butoxyethoxy)ethyl thiocyanate (IUPAC/Chemical Abstracts name) (935) + TX, 2-(4,5-dimethyl-1,3-dioxolan-2- yl)phenyl methylcarbamate (IUPAC/ Chemical Abstracts name) (1084) + TX, 2-(4-chloro-3,5-xylyloxy)ethanol (IUPAC name) (986) + TX, 2-chlorovinyl diethyl phosphate (IUPAC name) (984)+TX, 2-imidazolidone (IUPAC name) (1225)+TX, 2-isovalerylindan-1,3-dione (IUPAC name) (1246) +TX, 2-methyl(prop-2-ynyl)aminophenyl methylcarbamate (IUPAC name) (1284) 4-TX, 2-thiocyanatoethyl laurate (IUPAC name) (1433) 4-TX, 3-bromo-1-chloroprop-1-ene (IUPAC name) (917) -TX, 3-methyl-1-phenylpyrazol-5-yl dimethyl-carbamate (IUPAC name) (1283) + TX, 4-methyl(prop-2-ynyl)amino-3,5-xylyl methylcarbamate (IUPAC name) (1285)+TX, 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate (IUPAC name) (1085)+ TX, abamectin (1) 4-TX, acephate (2) 4-TX, acetamiprid (4) + TX, acethion (alternative name) [CCN] +TX, acetoprole [CCN] +TX, acrinathrin (9)+TX, acrylonitrile (IUPAC name) (861)+TX, alanycarb (15) + TX, aldicarb (16) + TX, aldoxycarb (863) + TX, aldrin (864) + TX, allethrin (17) + TX, allosamidin (alternative name) [CCN] + TX, allyxycarb (866) + TX, alpha-cypermethrin -49 - (202) + TX, alpha-ecdysone (alternative name) [CCN] + TX, aluminium phosphide (640) + TX, amidithion (870) + TX, amidothioate (872) + TX, aminocarb (873) + TX, amiton (875) + TX, amiton hydrogen oxalate (875) + TX, amitraz (24) 4-TX, anabasine (877) + TX, athidathion (883) + TX, AVI 382 (compound code) + TX, AZ 60541 (compound code) + TX, azadirachtin (alternative name) (41)4-TX, azamethiphos (42) --TX, azinphos-ethyl (44) + TX, azinphos-methyl (45) + TX, azothoate (889) -i-TX, Bacillus thuringiensis delta endotoxins (alternative name) (52) + TX, barium hexafluorosilicate (alternative name) [CCN] + TX, barium polysulfide (IUPAC/Chemical Abstracts name) (892) + TX, barthrin [CCN] + TX, Bayer 22/190 (development code) (893) + TX, Bayer 22408 (development code) (894) + TX, bendiocarb (58) + TX, benfuracarb (60) + TX, bensultap (66) + TX, beta-cyfluthrin (194) + TX, beta- cypermethrin (203) + TX, bifenthrin (76) + TX, bioallethrin (78) + TX, bioallethrin 5-cyclopentenyl isomer (alternative name) (79) -i-TX, bioethanomethrin [CCN] 4-TX, biopermethrin (908) + TX, bioresmethrin (80) + TX, bis(2-chloroethyl) ether (IUPAC name) (909) + TX, bistrifluron (83) + TX, borax (86) + TX, brofenvalerate (alternative name) + TX, bromfenvinfos (914) + TX, bromocyclen (918) + TX, bromo-DDT (alternative name) [CCN] + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, bufencarb (924) + TX, buprofezin (99)+TX, butacarb (926)+TX, butathiofos(927)+TX, butocarboxim (103)+TX, butonate (932) + TX, butoxycarboxim (104) + TX, butylpyridaben (alternative name) + TX, cadusafos (109)-i-TX, calcium arsenate [CCN]-4-TX, calcium cyanide (444) -i-TX, calcium polysulfide (IUPAC name) (111) + TX, camphechlor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbon disulfide (IUPAC/Chemical Abstracts name) (945) + TX, carbon tetrachloride (IUPAC name) (946)-i-TX, carbophenothion (947)-i-TX, carbosulfan (119) + TX, cartap (123) + TX, cartap hydrochloride (123) + TX, cevadine (alternative name) (725) + TX, chlorbicyclen (960) + TX, chlordane (128) + TX, chlordecone (963) + TX, chlordimeform (964) -i-TX, chlordimeform hydrochloride (964) + TX, chlorethoxyfos (129) + TX, chlorfenapyr (130) 4-TX, chlorfenvinphos (131) + TX, chlorfluazuron (132) + TX, chlormephos (136) + TX, chloroform [CCN] + TX, chloropicrin (141) + TX, chlorphoxim (989) + TX, chlorprazophos (990) + TX, chlorpyrifos (145) + TX, chlorpyrifos-methyl (146) + TX, chlorthiophos (994) +TX, chromafenozide (150) 4-TX, cinerin 1(696) 4-TX, cinerin 11(696) -TX, cinerins (696) +TX, cis-resmethrin (alternative name) +TX, cismethrin (80) i-TX, clocythrin (alternative name) +TX, cloethocarb (999) +TX, closantel (alternative name) [CCN] + TX, clothianidin (165) + TX, copper acetoarsenite [CCN] + TX, copper arsenate [CCN] -50 - +TX, copper oleate [CCN] +TX, coumaphos (174) +TX, coumithoate (1006) +TX, crotamiton (alternative name) [CCN] +TX, crotoxyphos (1010)+TX, crufomate (1011)-i-TX, cryolite (alternative name) (177) 4-TX, Cs 708 (development code) (1012) 4-TX, cyanofenphos (1019) + TX, cyanophos (184) + TX, cyanthoate (1020) + TX, cyclethrin [CCN] + TX, cycloprothrin (188) -i-TX, cyfluthrin (193) 4-TX, cyhalothrin (196) 4-TX, cypermethrin (201) + TX, cyphenothrin (206) + TX, cyromazine (209) + TX, cythioate (alternative name) [CCN] + TX, d-limonene (alternative name) [CCN] + TX, d-tetramethrin (alternative name) (788) + TX, DAEP (1031) + TX, dazomet (216) + TX, DDT (219) + TX, decarbofuran (1034) + TX, deltamethrin (223) + TX, demephion (1037) + TX, demephion-O (1037) + TX, demephion-S (1037) + TX, demeton (1038) + TX, demeton-methyl (224) + TX, demeton-O (1038) + TX, demeton-O- methyl (224) + TX, demeton-S (1038) + TX, demeton-5-methyl (224) + TX, demeton-S-methylsulphon (1039) -i-TX, diafenthiuron (226) + TX, dialifos (1042) + TX, diamidafos (1044) + TX, diazinon (227) + TX, dicapthon (1050) + TX, dichlofenthion (1051) + TX, dichlorvos (236) + TX, dicliphos (alternative name) + TX, dicresyl (alternative name) [CCN] + TX, dicrotophos (243) -i-TX, dicyclanil (244) + TX, dieldrin (1070) + TX, diethyl 5-methylpyrazol-3-yl phosphate (I UPAC name) (1076) + TX, difiubenzuron (250) + TX, dilor (alternative name) [CCN] + TX, dimefluthrin [CCN] + TX, dimefox (1081) + TX, dimetan (1085) + TX, dimethoate (262) + TX, dimethrin (1083) + TX, dimethylvinphos (265) + TX, dimetilan (1086) + TX, dinex (1089) + TX, dinex-diclexine (1089) + TX, dinoprop (1093) + TX, dinosam (1094) + TX, dinoseb (1095) + TX, dinotefuran (271) + TX, diofenolan (1099) + TX, dioxabenzofos (1100) + TX, dioxacarb (1101) + TX, dioxathion (1102) + TX, disulfoton (278) + TX, dithicrofos (1108) + TX, DNOC (282) + TX, doramectin (alternative name) [CCN] -i-TX, DSP (1115) + TX, ecdysterone (alternative name) [CCN] + TX, El 1642 (development code) (1118) + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, EMPC (1120) + TX, empenthrin (292) + TX, endosulfan (294) + TX, endothion (1121) + TX, endrin (1122) 4-TX, EPBP (1123) + TX, EPN (297) 4-TX, epofenonane (1124) +TX, eprinomectin (alternative name) [CCN] -i-TX, esfenvalerate (302) +TX, etaphos (alternative name) [CCN] + TX, ethiofencarb (308) + TX, ethion (309) + TX, ethiprole (310) + TX, ethoate-methyl (1134) + TX, ethoprophos (312) + TX, ethyl formate (IUPAC name) [CCN] +TX, ethyl-DDD (alternative name) (1056) +TX, ethylene dibromide (316) +TX, ethylene dichloride (chemical name) (1136) + TX, ethylene oxide [CCN] + TX, etofenprox (319) + TX, etrimfos (1142) + TX, [XD (1143) + TX, famphur (323) + TX, fenamiphos (326) + TX, fenazaflor (1147) + TX, fenchlorphos (1148) + TX, fenethacarb (1149) + TX, fenfluthrin (1150) + TX, -51 -fenitrothion (335) + TX, fenobucarb (336) + TX, fenoxacrim (1153) + TX, fenoxycarb (340) + TX, fenpirithrin (1155) + TX, fenpropathrin (342) + TX, fenpyrad (alternative name) + TX, fensulfothion (1158) 4-TX, fenthion (346) 4-TX, fenthion-ethyl [CCN] 4-TX, fenvalerate (349) 4-TX, fipronil (354) + TX, flonicamid (358) + TX, flubendiamide (CAS. Reg. No.: 272451-65-7) + TX, flucofuron (1168) -i-TX, flucycloxuron (366) -TX, flucythrinate (367) 4-TX, fluenetil (1169) + TX, flufenerim [CCN] + TX, flufenoxuron (370) + TX, flufenprox (1171) + TX, flumethrin (372) + TX, fluvalinate (1184) + TX, FMC 1137 (development code) (1185) + TX, fonofos (1191) + TX, formetanate (405) + TX, formetanate hydrochloride (405) + TX, formothion (1192) + TX, formparanate (1193) + TX, fosmethilan (1194) + TX, fospirate (1195) + TX, fosthiazate (408) + TX, fosthietan (1196) + TX, furathiocarb (412) + TX, furethrin (1200) + TX, gamma-cyhalothrin (197) + TX, gamma-HCH (430) + TX, guazatine (422) + TX, guazatine acetates (422) + TX, GY- 81 (development code) (423) + TX, halfenprox (424) + TX, halofenozide (425)4-TX, HCH (430) + TX, HEOD (1070) + TX, heptachlor (1211) + TX, heptenophos (432) + TX, heterophos [CCN] + TX, hexaflumuron (439) + TX, HHDN (864) + TX, hydramethylnon (443) + TX, hydrogen cyanide (444) + TX, hydroprene (445) + TX, hyquincarb (1223) -TX, imidacloprid (458) + TX, imiprothrin (460) + TX, indoxacarb (465) + TX, iodomethane (IUPAC name) (542) + TX, IPSP (1229) + TX, isazofos (1231) + TX, isobenzan (1232) + TX, isocarbophos (alternative name) (473) + TX, isodrin (1235) + TX, isofenphos (1236) + TX, isolane (1237) + TX, isoprocarb (472) +TX, isopropyl O-(methoxy--'aminothiophosphoryl)salicylate (IUPAC name) (473) +TX, isoprothiolane (474) + TX, isothioate (1244) + TX, isoxathion (480) + TX, ivermectin (alternative name) [CCN] + TX, jasmolin 1(696) + TX, jasmolin 11(696) + TX, jodfenphos (1248) + TX, juvenile hormone I (alternative name) [CCN] + TX, juvenile hormone II (alternative name) [CCN] + TX, juvenile hormone Ill (alternative name) [CCN] + TX, kelevan (1249) + TX, kinoprene (484) + TX, lambda-cyhalothrin (198) + TX, lead arsenate [CCN] + TX, lepimectin (CCN) 4-TX, leptophos (1250) 4-TX, lindane (430) 4-TX, lirimfos (1251) 4-TX, lufenuron (490) 4-TX, lythidathion (1253)-i-TX, m-cumenyl methylcarbamate (IUPAC name) (1014)-i-TX, magnesium phosphide (IUPAC name) (640) + TX, malathion (492) + TX, malonoben (1254) + TX, mazidox (1255) + TX, mecarbarn (502) + TX, mecarphon (1258) + TX, menazon (1260) + TX, mephosfolan (1261) 4-TX, mercurous chloride (513) + TX, mesulfenfos (1263) 4-TX, metaflumizone (CCN) +TX, metam (519) +TX, metam-potassium (alternative name) (519) + TX, metam-sodium (519) + TX, methacrifos (1266) + TX, methamidophos (527) + TX, methanesulphonyl fluoride (IUPAC/Chemical Abstracts name) (1268) + TX, methidathion -52 - (529) + TX, methiocarb (530) + TX, methocrotophos (1273) + TX, methomyl (531) + TX, methoprene (532) + TX, methoquin-butyl (1276) + TX, methothrin (alternative name) (533) + TX, methoxychlor (534) 4-TX, methoxyfenozide (535) 4-TX, methyl bromide (537) 4-TX, methyl isothiocyanate (543) + TX, methylchloroform (alternative name) [CCN] + TX, methylene chloride [CCN] 4-TX, metofluthrin [CCN] + TX, metolcarb (550) 4-TX, metoxadiazone (1288) + TX, mevinphos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (alternative name) [CCN] + TX, mipafox (1293) + TX, mirex (1294) + TX, monocrotophos (561) + TX, morphothion (1300) + TX, moxidectin (alternative name) [CCN] + TX, naftalofos (alternative name) [CCN] + TX, naled (567) + TX, naphthalene (IUPAC/Chemical Abstracts name) (1303) + TX, NC-170 (development code) (1306) -i-TX, NC- 184 (compound code) + TX, nicotine (578) + TX, nicotine sulfate (578) + TX, nifluridide (1309) + TX, nitenpyram (579) + TX, nithiazine (1311) -TX, nitrilacarb (1313) -TX, nitrilacarb 1:1 zinc chloride complex (1313) + TX, NNI-0101 (compound code) + TX, NNI-0250 (compound code) + TX, nornicotine (traditional name) (1319) + TX, novaluron (585) + TX, noviflumuron (586) -i-TX, 0-5-dichloro-4-iodophenyl 0-ethyl ethylphosphonothioate (IUPAC name) (1057) +TX, 0,0-diethyl 0-4-methyl-2-oxo-2H-chromen-7-yl phosphorothioate (IUPAC name) (1074)+TX, 0,0-diethyl 0-6-methyl-2-propylpyrimidin-4-yl phosphorothioate (IUPAC name) (1075) + TX, 0,0,0',O'-tetrapropyl dithiopyrophosphate (IUPAC name) (1424) + TX, oleic acid (IUPAC name) (593) -i-TX, omethoate (594) + TX, oxamyl (602) + TX, oxydemeton-methyl (609) + TX, oxydeprofos (1324) + TX, oxydisulfoton (1325) + TX, ppT-DDT (219) + TX, para-dichlorobenzene [CCN] + TX, parathion (615) + TX, parathion-methyl (616) + TX, penfluron (alternative name) [CCN] -i-TX, pentachlorophenol (623) + TX, pentachlorophenyl laurate (IUPAC name) (623) + TX, permethrin (626) + TX, petroleum oils (alternative name) (628) + TX, PH 60-38 (development code) (1328) + TX, phenkapton (1330) + TX, phenothrin (630) + TX, phenthoate (631) 4-TX, phorate (636)-i-TX, phosalone (637)-i-TX, phosfolan (1338) 4-TX, phosmet (638) + TX, phosnichlor (1339) -i-TX, phosphamidon (639) -i-TX, phosphine (IUPAC name) (640) + TX, phoxim (642) + TX, phoxim-methyl (1340) + TX, pirimetaphos (1344) + TX, pirimicarb(651)+TX, pirimiphos-ethyl (1345)+TX, pirimiphos-methyl (652)+TX, polychlorodicyclopentadiene isomers (IUPAC name) (1346) + TX, polychloroterpenes (traditional name) (1347) + TX, potassium arsenite [CCN] +TX, potassium thiocyanate [CCN] + TX, prallethrin (655) + TX, precocene I (alternative name) [CCN] + TX, precocene II (alternative name) [CCN] + TX, precocene Ill (alternative name) [CCN] + TX, primidophos -53 - (1349) + TX, profenofos (662) + TX, profluthrin [CCN] + TX, promacyl (1354) + TX, promecarb (1355) + TX, propaphos (1356) + TX, propetamphos (673) + TX, propoxur (678) + TX, prothidathion (1360) 4-TX, prothiofos (686)4-TX, prothoate (1362) 4-TX, protrifenbute [CCN] + TX, pymetrozine (688) + TX, pyraclofos (689) + TX, pyrazophos (693) + TX, pyresmethrin (1367) 4-TX, pyrethrin 1(696) 4-TX, pyrethrin 11(696) + TX, pyrethrins (696) 4-TX, pyridaben (699) + TX, pyridalyl (700) + TX) pyridaphenthion (701) + TX, pyrimidifen (706) + TX, pyrimitate (1370) +TX, pyriproxyfen (708)+TX, quassia (alternative name) [CCN] +TX, quinalphos (711) + TX, quinalphos-methyl (1376) + TX, quinothion (1380) + TX, quintiofos (1381) + TX, R-1492 (development code) (1382) + TX, rafoxanide (alternative name) [CCN] + TX) resmethrin (719) + TX, rotenone (722) + TX, RU 15525 (development code) (723) + TX, RU 25475 (development code) (1386) + TX, ryania (alternative name) (1387) + TX, ryanodine (traditional name) (1387)+TX, sabadilla (alternative name) (725)+TX, schradan (1389)-i-TX, sebufos (alternative name) +TX, selamectin (alternative name) [CCN] +TX, 51-0009 (compound code) + TX, S1-0205 (compound code) + TX, S1-0404 (compound code) + TX, SI- 0405 (compound code) + TX) silafluofen (728) + TX, SN 72129 (development code) (1397) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoride (IUPAC/Chemical Abstracts name) (1399) + TX, sodium hexafluorosilicate (1400) + TX, sodium pentachlorophenoxide (623) + TX, sodium selenate (IUPAC name) (1401) +TX, sodium thiocyanate [CCN] + TX, sophamide (1402) -TX, spinosad (737) + TX, spiromesifen (739)4-TX, spirotetrmat (CCN) + TX, sulcofuron (746) + TX, sulcofuron-sodium (746) + TX, sulfluramid (750)+TX, sulfotep (753)+TX, sulphuryl fluoride (756) +TX, sulprofos (1408)+TX, tar oils (alternative name) (758) + TX, tau-fluvalinate (398) + TX, tazimcarb (1412) + TX, TDE (1414) + TX, tebufenozide (762) + TX, tebufenpyrad (763) + TX, tebupirimfos (764) + TX, teflubenzuron (768) + TX, tefluthrin (769) + TX, temephos (770) + TX, TEPP (1417) + TX, terallethrin (1418) + TX, terbam (alternative name) 4-TX, terbufos (773) 4-TX, tetrachloroethane [CCN] + TX, tetrachlorvinphos (777) -TX, tetramethrin (787) + TX, theta-cypermethrin (204) + TX, thiacloprid (791) + TX, thiafenox (alternative name) + TX, thiamethoxam (792) + TX, thicrofos (1428) + TX, thiocarboxime (1431) + TX, thiocyclam (798) + TX, thiocyclam hydrogen oxalate (798) -i-TX, thiodicarb (799) + TX, thiofanox (800)-i-TX, thiometon (801) + TX, thionazin (1434) + TX, thiosultap (803) + TX, thiosultap-sodium (803) + TX, thuringiensin (alternative name) [CCN] + TX, tolfenpyrad (809) + TX, tralomethrin (812) + TX, transfluthrin (813) + TX, transpermethrin (1440) + TX, triamiphos (1441) + TX, triazamate (818) + TX, triazophos (820) -54 - + TX, triazuron (alternative name) + TX, trichlorfon (824) + TX, trichlormetaphos-3 (alternative name) [CCN] + TX, trichloronat (1452) + TX, trifenofos (1455) + TX, triflumuron (835) 4-TX, trimethacarb (840) 4-TX, triprene (1459) 4-TX, vamidothion (84]) 4-TX, vaniliprole [CCN] + TX, veratridine (alternative name) (725) + TX, veratrine (alternative name) (725) + TX, XMC (853)-i-TX, xylylcarb (854) 4-TX, (1-5302 (compound code) 4-TX, zeta-cypermethrin (205) + TX, zetamethrin (alternative name) + TX, zinc phosphide (640) + TX, zolaprofos (1469) and ZXI 8901 (development code) (858) + TX, cyantraniliprole [736994-63-19] + TX, chlorantraniliprole [500008-45-7] -i-TX, cyenopyrafen [560121-52-0] +TX, cyflumetofen [400882-07-7] + TX, pyrifluquinazon [337458-27-2] + TX, spinetoram [187166-40-1 + 187166- 15-0] + TX, spirotetramat [203313-25-1] + TX, sulfoxaflor [946578-00-3] + TX, flufiprole [704886-18-0] + TX, meperfluthrin [915288-13-0] + TX, tetramethylfluthrin [84937-88-2] + TX, a molluscicide selected from the group of substances consisting of bis(tributyltin) oxide (IUPAC name) (913)+TX, bromoacetamide [CCN] +TX, calcium arsenate [CCN]+TX, cloethocarb (999) -TX, copper acetoarsenite [CCN] + TX, copper sulfate (172) + TX, fentin (347) + TX, ferric phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-olamine (576) + TX, pentachlorophenol (623) + TX, sodium pentachlorophenoxide (623) + TX, tazimcarb (1412) + TX, thiodicarb (799) + TX, tributyltin oxide (913) + TX, trifenmorph (1454) + TX, trimethacarb (840)4-TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX, pyriprole [394730-71-3] + TX, a nematicide selected from the group of substances consisting of AKD-3088 (compound code) + TX, 1,2-dibromo-3-chloropropane (IUPAC/Chemical Abstracts name) (1045) + TX, 1,2-dichloropropane (IUPAC/ Chemical Abstracts name) (1062) + TX, 1,2-dichloropropane with 1,3-dichloropropene (IUPAC name) (1063) 4-TX, 1,3-dichloropropene (233) 4-TX, 3,4- dichlorotetrahydrothio-'phene 1,1-dioxide (IUPAC/Chemical Abstracts name) (1065) + TX, 3- (4-chloropheny-5-methylrhodanine (IUPAC name) (980) +TX, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid (IUPAC name) (1286) + TX, 6-isopentenylaminopurine (alternative name) (210) 4-TX, abamectin (1)-i-TX, acetoprole [CCN] +TX, alanycarb (15) + TX, aldicarb (16) + TX, aldoxycarb (863) + TX, AZ 60541 (compound code) + TX, benclothiaz [CCN] + TX, benomyl (62) + TX, butylpyridaben (alternative name) + TX, cadusafos (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbosulfan (119) + TX, chloropicrin (141) -55 - + TX, chlorpyrifos (145) + TX, cloethocarb (999) + TX, cytokinins (alternative name) (210) + TX, dazotmet (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, diamidafos (1044) + TX, dichlofenthion (1051) 4-TX, dicliphos (alternative name) 4-TX, dimethoate (262) 4-TX, doramectin (alternative name) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alternative name) [CCN] 4-TX, ethoprophos (312) 4-TX, ethylene dibromide (316) + TX, fenamiphos (326) + TX, fenpyrad (alternative name) + TX, fensulfothion (1158) + TX, fosthiazate (408) + TX, fosthietan (1196) + TX, furfural (alternative name) [CCN] + TX, GY-81 (development code) (423) + TX, heterophos [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidofos (1230) + TX, isazofos (1231) + TX, ivermectin (alternative name) [CCN] + TX, kinetin (alternative name) (210) + TX, mecarphon (1258) + TX, metam (519) + TX, metam-potassium (alternative name) (519) + TX, metam-sodium (519) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, milbemycin oxime (alternative name) [CCN] +TX, moxidectin (alternative name) [CCN] +TX, Myrothecium verrucaria composition (alternative name) (565) + TX, NC-184 (compound code) -TX, oxamyl (602) + TX, phorate (636) + TX, phosphamidon (639) + TX, phosphocarb [CCN] + TX, sebufos (alternative name) + TX, selamectin (alternative name) [CCN] + TX, spinosad (737) + TX, terbam (alternative name) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC/ Chemical Abstracts name) (1422) + TX, thiafenox (alternative name) + TX, thionazin (1434) + TX, triazophos (820) + TX, triazuron (alternative name) + TX, xylenols [CCN] + TX, Yl-5302 (compound code) and zeatin (alternative name) (210) + TX, fI uensu Ifone [318290-98-1] + TX, a nitrification inhibitor selected from the group of substances consisting of potassium ethylxanthate [CCN] and nitrapyrin (580) + TX, a plant activator selected from the group of substances consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) 4-TX, probenazole (658) and Reynoutria sachalinensis extract (alternative name) (720) +TX, a rodenticide selected from the group of substances consisting of 2-isovalerylindan-1,3-dione (IUPAC name) (1246) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) 4-TX, alpha-chlorohydrin [CCN] 4-TX, aluminium phosphide (640) 4-TX, antu (880) + TX, arsenous oxide (882) + TX, barium carbonate (891) + TX, bisthiosemi (912) + TX, brodifacoum (89) + TX, bromadiolone (91) + TX, bromethalin (92) + TX, calcium cyanide (444) +TX, chloralose (127) +TX, chlorophacinone (140)+TX, cholecalciferol (alternative name) -56 - (850)+TX, coumachlor(1004)+TX, coumafuryl (1005)+TX, coumatetralyl(175)+TX, crimidine (1009) + TX, difenacoum (246) + TX, difethialone (249) + TX, diphacinone (273) + TX, ergocalciferol (301) 4-TX, flocoumafen (357) 4-TX, fluoroacetamide (379) 4-TX, flupropadine (1183) + TX, flupropadine hydrochloride (1183) + TX, gamma-l-ICH (430) + TX, HCH (430) 4-TX, hydrogen cyanide (444) + TX, iodomethane (ILJPAC name) (542) 4-TX, lindane (430) + TX, magnesium phosphide (IUPAC name) (640) + TX. methyl bromide (537) + TX, norbormide (1318) + TX, phosacetim (1336) + TX, phosphine (IUPAC name) (640) + TX, phosphorus [CCN] + TX, pindone (1341) + TX, potassium arsenite [CCN] + TX, pyrinuron (1371) + TX, scilliroside (1390) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoro-'acetate (735) + TX, strychnine (745) + TX, thallium sulfate [CCN] + TX, warfarin (851) and zinc phosphide (640) + TX, a synergist selected from the group of substances consisting of 2-(2-butoxyethoxy)-.ethyl piperonylate (IUPAC name) (934) + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name) (903) + TX, farnesol with nerolidol (alternative name) (324) + TX, MB-599 (development code) (498) + TX, MGK 264 (development code) (296) + TX, piperonyl butoxide (649) + TX, piprotal (1343) + TX, propyl isomer (1358) + TX, 5421 (development code) (724) + TX, sesamex (1393) + TX, sesasmolin (1394) and sulfoxide (1406) + TX, an animal repellent selected from the group of substances consisting of anthraquinone (32) + TX, chloralose (127) + TX, copper naphthenate [CCN] + TX, copper oxychloride (171)4-TX, diazinon (227) + TX, dicyclopentadiene (chemical name) (1069) + TX, guazatine (422) + TX, guazatine acetates (422) + TX, methiocarb (530) + TX, pyridin-4-amine (IUPAC name) (23) + TX, thirarii (804)-i-TX, trimethacarb (840)-i-TX, zinc naphthenate [CCN] and ziram (856)-i-TX, a virucide selected from the group of substances consisting of imanin (alternative name) [CCN] and ribavirin (alternative name) [CCN] + TX, a wound protectant selected from the group of substances consisting of mercuric oxide (512)-i-TX, octhilinone (590) and thiophanate-methyl (802)-i-TX, and biologically active compounds selected from the group consisting of azaconazole (60207-31-0] + TX, bitertanol [70585-36-3] + TX, bromuconazole [116255-48-2] + TX, cyproconazole [94361-06-5] -TX, difenoconazole [119446-68-3] + TX, diniconazole [83657- 24-3] + TX, epoxicon-'azole [106325-08-0] + TX, fenbuconazole [114369-43-6] + TX, fluquinconazole [136426-54-5] + TX, flusilazole [85509-19-9] + TX, flutriafol [76674-21-0] + TX, hexaconazole [79983-71-4] +TX, imazalil [35554-44-0] +TX, imiben-'con---.azole [86598- -57 - 92-7] +TX, ipconazole [125225-28-7] +TX, metconazole [125116-23-6] +TX, myclobutanil [88671-89-0] + TX, pefurazoate [101903-30-4] + TX, penconazole [66246-88-6] + TX, prothioconazole [178928-70-6] 4-TX, pyrifenox [88283-41-4] 4-TX, prochloraz [67747-09-5] --TX, propiconazole [60207-90-1] + TX, simeconazole [149508-90-7] + TX, tebucon-.azole [107534-96-3] 4-TX, tetraconazole [112281-77-3] 4-TX, triadimefon [43121-43-3] 4-TX, triadime-nol [55219-65-3] + TX, triflumizole [99387-89-0] + TX, triticonazole [131983-72-7] + TX, ancymidol [12771-68-5] +TX, fenarimol [60168-88-9] +TX, nuarimol [63284-71-9] +TX, bupirimate [41483-43-6] + TX, dimethirimol [5221-53-4] + TX, ethirimol [23947-60-6] + TX, dodemorph [1593-77-7] + TX, fenpropidine [67306-00-7] + TX, fenpropimorph [67564-91-4] +TX, spiroxamine [118134-30-8] +TX, tridemorph [81412-43-3] +TX, cyprodinil [121552-61- 2] + TX, mepanipyrim [110235-47-7] + TX, pyrimethanil [53112-28-0] + TX, fenpiclonil [74738-17-3] -i-TX, fludioxonil [131341-86-1] 4-TX, benalaxyl [71626-11-4] -i-TX, furalaxyl [57646-30-7] +TX, meta-laxyl [57837-19-1] +TX, R metalaxyl [70630-17-0] +TX, ofurace [58810-48-3] + TX, oxadixyl [77732-09-3] + TX, benomyl [17804-35-2] + TX, carbendazim [10605-21-7] + TX, debacarb [62732-91-6] + TX, fuberidazole [3878-19-1] + TX, thiaben-dazole [148-79-8] +TX, chiozolinate [84332-86-5]+TX, dichlozoline [24201-58-9] + TX, iprodione [36734-19-7] +TX, myclozoline [54864-61-8] +TX, procymi-done [32809-16-8] +TX, vinclozoline [50471-44-8] +TX, boscalid [188425-85-6] +TX, carboxin [5234-68-4] +TX, fenfuram [24691-80-3] +TX, flutolanil [66332-96-5] 4-TX, mepronil [55814-41-0] -i-TX, oxycarboxin [5259-88-1] +TX, penthiopyrad [183675-82-3] +TX, thifluzamide [130000-40-7] + TX, guazatine [108173-90-6] + TX, dodine [2439-10-3] [112-65-2] (free base) + TX, iminoctadine [13516-27-3] 4-TX, azoxystrobin [131860-33-8] 4-TX, dimoxystrobin [149961- 52-4] + TX, enestroburin {Proc. BCPC, mt. Congr., Glasgow, 2003, 1, 93} + TX, fluoxastrobin [361377-29-9] + TX, kresoxim-methyl [143390-89-0] + TX, metomi-nostrobin [133408-50-1] + TX, trifloxystrobin [141517-21-7] -I-TX, orysastrobi n [248593-16-0] 4-TX, picoxystrobin [117428-22-5] + TX, pyraclostrobin [175013-18-0] + TX, ferbam [14484-64-1] + TX, mancozeb [8018-01-7] +TX, maneb [12427-38-2] +TX, metiram [9006-42-2] +TX, propineb [12071-83- 9] +TX, thiram [137-26-8] +TX, zineb [12122-67-7] +TX, ziram [137-30-4] +TX, captafol [2425-06-1] + TX, captan [133-06-2] + TX, dichlofluanid [1085-98-9] + TX, fluoroimide [41205- 21-4] + TX, folpet [133-07-3] + TX, tolylfluanid [731-27-1] + TX, bordeaux mixture [8011-63- 0] + TX, copperhydroxid [20427-59-2] + TX, copperoxychlorid [1332-40-7] + TX, coppersulfat [7758-98-7] + TX, copperoxid [1317-39-1] + TX, mancopper [53988-93-5] + TX, oxine-copper -58 - [10380-28-6] +TX, dinocap [131-72-6] +TX, nitrothal-isopropyl [10552-74-6] +TX, edifenphos [17109-49-8] +TX, iprobenphos [26087-47-8] +TX, isoprothiolane [50512-35-1] + TX, phosdiphen [36519-00-3] 4-TX, pyrazophos [13457-18-6] 4-TX, tolclofos-methyl [57018- 04-9] + TX, acibenzo-Iar-S-methyl [135158-54-2] + TX, anilazine [101-05-3] + TX, benthiavalicarb [413615-35-7] 4-TX, blasticidin-S [2079-00-7] 4-TX, chinomethio-nat [2439- 01-2] +TX, chloroneb [2675-77-6] +TX, chloro-tha--lo--nil [1897-45-6] +TX, cyflufenamid [180409-60-3] + TX, cymoxanil [57966-95-7] + TX, dichlone [117-80-6] + TX, diclocymet [139920-32-4] + TX, diclomezine [62865-36-5] + TX, dicloran [99-30-9] + TX, diethofencarb [87130-20-9] + TX, dimetho-'morph [110488-70-5] + TX, SYP L190 (Flumorph) [211867-47-9] + TX, dithianon [3347-22-6] +TX, ethaboxam [162650-77-3] --TX, etridiazole [2593-15-9] +TX, famoxa-'done [131807-57-3] + TX, fenamidone [161326-34-7] + TX, fenoxanil [115852-48-7] + TX, fentin [668-34-8] + TX, ferimzone [89269-64-7] + TX, fluazinam [79622-59-6] -i-TX, fluopicolide [239110-15-7] + TX, flusulfamide [106917-52-6] + TX, fenhexamid [126833-17-8] + TX, fos-etyl-aluminium [39148-24-8] + TX, hymexazol [10004-44-1] + TX, iprovalicarb [140923-17-7] + TX, IKF 916 (Cyazofamid) [120116-88-3] + TX, kasugamycin [6980-18-3] + TX, methasulfo-carb [66952-49-6] +TX, metrafenone [220899-03-6] +TX, pencycuron [66063- 05-6] + TX, phthalide [27355-22-2] + TX, polyoxins [11113-80-7] + TX, probenazole [27605- 76-1] +TX, propamocarb [25606-41-1] +TX, proquinazid [189278-12-4] +TX, pyroquilon [57369-32-1] + TX, quinoxyfen [124495-18-7] + TX, quintozene [82-68-8] + TX, sulphur [7704- 34-9] + TX, tiadinil [223580-51-6] + TX, triazoxide [72459-58-6] + TX, tricyclazole [41814-78- 2] + TX, triforine [26644-46-2] + TX, validamycin [37248-47-8] + TX, zoxamide (RH7281) [156052-68-5] + TX, mandipropamid [374726-62-2] + TX, isopyrazam [881685-58-1] + TX, sedaxane [874967-67-6] + TX, 3-difluoromethyl-1-methyl-IH-pyrazole-4-carboxylic acid (9-dichloroniethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl) -amide (dislosed in WO 2007/048556) 4-TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-ca rboxylic acid [2-(2,4- dichlorophenyl)-2-methoxy-1-methyl-ethyl]-amide (disclosed in WO 2008/148570) + TX, 1- [4-[4-[(5S)5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1, 3-thiazol-2-yl]piperidin-1-yl]- 2-[5-methyl-3-(trifluoromethy-1H-pyrazol-1-yl]ethanone + TX, 1-[4-[4-[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 [1003318-67-9], both disclosed in WO 2010/123791, WO 2008/013925, WO 2008/013622 and WO 2011/051243 page 20) +TX, S)- [3-(4-Chloro-2-fluoro-phenyl)-5 -(2,4-difluoro-phenyl)-isoxazol-4-y l]-pyridin-3-yl-methanol + -59 - TX, 3-(4-ChIoro-2-fIuoro-pheny-5 -(2,4-difluoro-phenyl)-isoxazol-4-y I]-pyridin-3-yI- methanol + TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro- biphenyI-2-y-amide (disclosed in WO 2006/087343) 4-TX, 3-(difluoromethy-N-methoxy-1- methyl-N-[1-methyl-2-(2,4,6-trichlorophenyethyl]-1H-Pyrazole-4-carboxamide + TX, 4-[(SS)- S-(3,S-dichloropheny-S-(trifluoromethy-4H-isoxazol-3-yl]-2-methyl-N- (thietan-3- yDbenzamide (W02011/104089) + TX, 4-[(5R)-5-(3,5-dichloropheny-5-(trifluoromethyl)-4H- isoxazol-3-yl]-2-methyl-N-(thietan-3-yl)benzamide (W02011/104089) + TX, 4-[(5S)-5-(3,5- dichlorophenyl)-5-(trifluoromethy-4H-isoxazol-3-yl]-2-methyl-N- (cis-1-oxo-thietan-3- yl)benzaniide (W02011/104089) + TX, 4-[(5R)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H- isoxazol-3-yl]-2-methyl-N-(cis-1-oxo-thietan-3-ybenzamide (W02011/104089) + TX, 4-[(SS)- 5-(3,5-dichlorophenyl)-5-(trifluoromethy-4H-isoxazol-3-yl]-2-methyl-N- (trans-1-oxo- thietan-3-ybenzamide (W02011/104089) + TX, 4-[(5R)-S-(3,5-dichloropheny-5- (trifluoromethy-4H-isoxazol-3-yl]-2-methyl-N-(trans-1-oxo-thietan-3-yl) benzamide (W02011/104089) + TX, 4-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]- N-(1,1-dioxothietan-3-yl)-2-methyl-benzamide (W02011/104089) + TX, 4-[(SR)-5-(3,S- dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-(1, 1-dioxothietan-3-yl)-2-methyl- benzamide (W02011/104089) + TX, 4-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethy-4H-isoxazol-3-yl] -2-methyl-N-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]benzamide (W02011/104089) + TX, 4-[(SR)-S-(3,5-dichloropheny-S-(trifluoromethy-4H-isoxazol-3-yl]- 2-methyl-N-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]benzamide (W02011/104089) + TX, Penflufen [494793-67-8] and TX, 5-[(5S)-5-(3,5-dichlorophenyl)-5-(trifluoromethy-4H- isoxazol-3-yl]-2-(1,2,4-triazol-1-ybenzonitrile (W02007/075459) + TX, 5-[(SR)-5-(3,S-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-(1, 2,4-triazol-1-yl)benzonitrile (W02007/075459) + TX.

The components (B) are known. The references in brackets behind the active ingredients, e.g. [3878-19-1] refer to the Chemical Abstracts Registry number. The above described mixing partners are known. Where the active ingredients are included in "The Pesticide Manual" [The Pesticide Manual -A World Compendium; Thirteenth Edition; Editor: C. D. S. TomLin; The British Crop Protection Council], they are described therein under the entry number given in round brackets hereinabove for the particular compound; for example, the compound "abamectin" is described under entry number (1). Where "[CCN]" is added -60 -hereinabove to the particular compound, the compound in question is included in the "Compendium of Pesticide Common Names", which is accessible on the internet under the Internet address http://www.alanwood.net/pesticides/ [A. Wood; Compendium of Pesticide Common Names, Copyright © 1995-2012]; or preferably one of the further pesticides listed below.

In the above different lists of active ingredients to be mixed with a TX, the compound of the formula I is preferably a compound selected from the Tables 1, 2 and P; more preferably; and even more preferably a compound selected from the Tables P. In the above-mentioned mixtures of compounds of formula I, in particular a compound selected from said Tables 1, 2 and P, with other insecticides, fungicides, herbicides, safeners, adjuvants and the like, the mixing ratios can vary over a large range and are, preferably 100:1 to 1:6000, especially 50:1 to 1:50, more especially 20:1 to 1:20, even more especially 10:1 to 1:10. Those mixing ratios are understood to include, on the one hand, ratios by weight and also, on other hand, molar ratios.

The mixtures comprising a TX selected from Tables 1, 2 and P and one or more active ingredients as described above comprises a compound selected from table P and an active ingredient as described above preferably in a mixing ratio of from 100:1 to 1:6000, especially from 50:1 to 1:50, more especially in a ratio of from 20:1 to 1:20, even more especially from 10:1 to 1:10, very especially from 5:1 and 1:5, special preference being given to a ratio of from 2:1 to 1:2, and a ratio of from 4:1 to 2:1 being likewise preferred, above all in a ratio of 1:1, or 5:1, or 5:2, or 5:3, or 5:4, or 4:1, or 4:2, or 4:3, or 3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5, or 4:5, or 1:4, or 2:4, or 3:4, or 1:3, or 2:3, or 1:2, or 1:600, or 1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1:6000, or 1:3000, or 1:1500, or 1:350, or 2:350, or 4:350, or 1:750, or 2:750, or 4:750. Those mixing ratios are understood to include, on the one hand, ratios by weight and also, on other hand, molar ratios.

The mixtures as described above can be used in a method for controlling pests, which comprises applying a composition comprising a mixture as described above to the pests or -61 -their environment, with the exception of a method for treatment of the human or animal body by surgery or therapy and diagnostic methods practised on the human or animal body.

The mixtures can advantageously be used in the above-mentioned formulations (in which case "active ingredient" relates to the respective mixture of TX with the mixing partner).

Some mixtures may comprise active ingredients which have significantly different physical, chemical or biological properties such that they do not easily lend themselves to the same conventional formulation type. In these circumstances other formulation types may be prepared. For example, where one active ingredient is a water insoluble solid and the other a water insoluble liquid, it may nevertheless be possible to disperse each active ingredient in the same continuous aqueous phase by dispersing the solid active ingredient as a suspension (using a preparation analogous to that of an SC) but dispersing the liquid active ingredient as an emulsion (using a preparation analogous to that of an EW). The resultant composition is a suspoemulsion (SE) formulation.

The mixtures comprising a TX selected from Tables 1, 2 and P and one or more active ingredients as described above can be applied, for example, in a single "ready-mix" form, in a combined spray mixture com-posed from separate formulations of the single active ingredient components, such as a tank-mix", and in a combined use of the single active ingredients when applied in a sequen-.tial manner, i.e. one after the other with a reasonably short period, such as a few hours or days. The order of applying the compounds of formula I selected from Tables 1, 2 and P and the active ingredients as described above is not essential for working the present invention.

The compositions can also comprise further solid or liquid auxiliaries, such as stabilizers, for example unepoxidized or epoxidized vegetable oils (for example epoxidized coconut oil, rapeseed oil or soya oil), antifoams, for example silicone oil, preservatives, viscosity regulators, binders and/or tackifiers, fertilizers or other active ingredients for achieving specific effects, for exa mple bactericides, fungicides, nematocides, plant activators, molluscicides or herbicides.

-62 -The compositions according to the invention are prepared in a manner known per Se, in the absence of auxiliaries for example by grinding, screening and/or compressing a solid active ingredient and in the presence of at least one auxiliary for example by intimately mixing and/or grinding the active ingredient with the auxiliary (auxiliaries). These processes for the preparation of the compositions and the use of the compounds I for the preparation of these compositions are also a subject of the invention.

The application methods for the compositions, that is the methods of controlling pests of the abovementioned type, such as spraying, atomizing, dusting, brushing on, dressing, scatte-.ring or pouring -which are to be selected to suit the intended aims of the prevailing circum-stances -and the use of the compositions for controlling pests of the abovementioned type are other subjects of the invention. Typical rates of concentration are between 0.1 and 1000 ppm, preferably between 0.1 and 500 ppm, of active ingredient. The rate of application per hectare is generally ito 2000 g of active ingredient per hectare, in particular 10 to 1000 g/ha, preferably 10 to 600 g/ha.

A preferred method of application in the field of crop protection is application to the foliage of the plants (foliar application), it being possible to select frequency and rate of application to match the danger of infestation with the pest in question. Alternatively, the active ingredi-'ent can reach the plants via the root system (systemic action), by drenching the locus of the plants with a liquid composition or by incorporating the active ingredient in solid form into the locus of the plants, for example into the soil, for example in the form of granules (soil application). In the case of paddy rice crops, such granules can be metered into

the flooded paddy-field.

The compositions according to the invention are also suitable for the protection of plant pro-pagation material, for example seeds, such as fruit, tubers or kernels, or nursery plants, against pests of the abovementioned type. The propagation material can be treated with the compositions prior to planting, for example seed can be treated prior to sowing.

Alternative-'ly, the compositions can be applied to seed kernels (coating), either by soaking the kernels in a liquid composition or by applying a layer of a solid composition. It is also -63 -possible to apply the compositions when the propagation material is planted to the site of application, for example into the seed furrow during drilling. These treatment methods for plant propagation material and the plant propagation material thus treated are further subjects of the invention.

The following non-limiting examples illustrate the above-described invention in greater detail without limiting it.

Preparatory examples: Example 1: Preparation of P.01 (9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline) a) Preparation of 7-(1-dimethylamino-methylidene)-2-methyl-6,7-dihydro-SH-quinolin-8-one: A mixture of 5.0 g (31 mmol) 2-methyl-6,7-dihydro-5H-quinolin-8-one and 3.7 g (31 mmol) N,N-dimethylformamide dimethyl acetal in 25 ml toluene is heated overnight at 110°C. The solvent is removed under reduced pressure and the remainder is purified by chromatography on silica gel, using heptane/ethyl acetate 1:1, then ethyl acetate/ethanol 9:1 as eluent to deliver 7-(1-dimethylamino-methylidene)-2-methyl-6,7-dihydro-SH-quinolin-8-one asa yellow powder, m.p. 128-130°C.

b) A mixture of 0.22 g (1.26 mmol) 2-methyl-benzamidine hydrochloride and 0.24 ml sodium methylate (30% solution in methanol) in 10 ml methanol is stirred at room temperature for 30 mm.. 0.30 g (1.38 mmol) 7-(1-dimethylamino-methylidene)-2-methyl-6,7-dihydro-SH-quinolin-8-one is added and the mixture refluxed for 4.5 h. The mixture is cooled, poured on water and extracted with ethyl acetate. The combined organic layer is washed with brine, dried over sodium sulfate, filtered and evaporated in vacuo. The remainder is purified on silica gel to deliver 9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline as a yellow oil.

Example 2: Preparation of P.02 (9-methyl-2-o4olyl-pyrido (3,2-h)quinazoline) The suspension of 100 mg (0.35 mmol) 9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline and 20 mg 5% palladium on carbon in 5 ml diethylene glycol is heated to reflux for 10 h. The suspension is cooled and 25 ml distilled water is added. After addition of -64 -ethyl acetate the suspension is filtered and washed with water. The organic layer is separated, washed with brine, dried over sodium sulfate and evaporated in vacuo. The remainder is purified by chromatography on silica gel, using ethyl acetate/ethanol 4:1 as eluent to deliver 9-methyl-2-o-tolyl-pyrido (3,2-h)quinazoline, m.p. 130-136°C.

Example 3: Preparation of P.03 (4-methoxy-9-methyl-2-o-tolyl-5,6-dihyd ro-pyrido(3,2-h)quinazoline) a) Preparation of 7-(bis-methylsulfanyl-methylene)-2-methyl-6,7-dihydro-SH-quinolin-8-one: To 1.0 g (6.2 mmol) 2-methyl-6,7-dihydro-SH-quinolin-8-one, 0.56 g (7.38 mmol) carbon disulfide and 1.9 g (13.38 mmol) iodomethane in 10 ml tetrahydrofuran at 0°C is added 0.57 g (14.3 mmol) sodium hydride (60% oil dispersion) in small portions. Then the reaction mixture is stirred at room temperature for 3 h. After water addition and extraction with ethyl acetate, the organic layer is washed with ammonium chloride and brine, dried over sodium sulfate, filtered and evaporated in vacuo. The remainder is purified on silica gel, using heptane/ethyl acetate 1:1 as eluent to deliver 7-(bis-methylsulfanyl-methylene)-2-methyl-6,7-dihydro-SH-quinolin-8-one as a yellow solid, m.p. 61-64°C.

b) A mixture of 0.39 g (2.26 mmol) 2-methyl-benzamidine hydrochloride and 0.42 ml sodium methylate (30% solution in methanol) in 10 ml methanol is stirred at room temperature for 30 mm.. 0.6 g (1.38 mmol) 7-(bis-methylsulfanyl-methylene)-2-methyl-6,7-dihydro-5H-quinolin-8-one is added and the mixture refluxed for 4.5 h. The mixture is cooled, poured on water and extracted with ethyl acetate. The combined organic layer is washed with brine, dried over sodium sulfate, filtered and evaporated in vacuo. The remainder is purified on silica gel, using heptane/ethyl acetate 1:1 as eluent to deliver 4-methoxy-9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline as a solid, m.p. 94-96°C.

Example 4: Preparation of P.04 (9-methyl-4-methylsulfa nyl-2-o4olyl-5,6-dihydro-pyrido(3,2-h)quinazoline) The mixture of 0.14 g (0.82 mmol) 2-methyl-benzamidine hydrochloride, 69 mg (1.73 mmol) sodium hydride (60% oil dispersion), 0.20 g (0.75 mmol) 7-(bis-methylsulfanyl- -65 - methylene)-2-methyl-6,7-dihydro-SH-quinolin-8-one and a few drops N,N-dimethylformamide in 10 ml toluene is heated to reflux for 4.5 h. After water addition and extraction with ethyl acetate, the organic layer is separated, dried over sodium sulfate, filtered and evaporated in vacuo. The remainder is purified on silica gel, using heptane/ethyl acetate 1:1 as eluent to deliver 9-methyl-4-methylsulfanyl2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline as a yellow solid, m.p. 117-119°C.

Example 5: Preparation of P.05 (4-chloro-9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline) 0.95 g (2.99 mmol) 4-methoxy-9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline and 0.43 g (4.49 mmol) trimethylamine hydrochloride in 20 ml phosphorus oxychloride are heated to 120°C and the reaction mixture is stirred for 5 h. After evaporation in vacuo, ethyl acetate is added and the organic layer is washed with sodium bicarbonate, water and brine, dried over sodium sulfate, filtered and evaporated in vacuo. 4-chloro-9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline is obtained as a solid, m.p. 125-127°C from dichloromethane/heptane.

Example 6: Preparation of P.06 (4,9-dimethyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline) To 0.18 g (0.56 mmol) 4-chloro-9-methyl-2-o-tolyl-5,6-dihydro-pyrido(3,2-h)quinazoline in ml dioxane is added 0.73 g cesium carbonate and 0.24 ml (0.84 mmol) trimethylboroxine (50% solution in tetrahydrofuran) and the suspension is stirred for 10 mm.. Then 91 mg (0.11 mmol) 1,1-bis(diphenylphosphino)ferrocene-dichloropalladium (complex with dichloromethane) is added and the suspension stirred at 95°C for 2.5 h. The mixture is cooled, poured on water and extracted with ethyl acetate. The combined organic layer is washed with brine, dried over sodium sulfate, filtered and evaporated in vacuo. The remainder is purified on silica gel, using heptane/ethyl acetate 2:1 as eluent to deliver 4,9-dimethyl-2-o-tolyl-S,6-dihydro-pyrido(3,2-h)quinazoline as a brown oil.

Example 7: Preparation of P.80 (9-methyl-2,4-diphenyl-5,6-dihydro-pyrido(3,2-h)quinazoline) -66 -a) Preparation of (2-Methyl-7-[1-phenyl-meth-(E)-ylidene]-6,7-dihydro-SH-quinolin-8-one): A round bottom flask equipped with magnetic stirrer and nitrogen inlet was charged with benzaldehyde (8.06 g, 0.074 mol) and 2-methyl-6,7-dihydro-SH-quinolin-8-one (10.0 g, 0.062 mol) in methanol (250 ml). At room temperature a solution of sodium hydroxide (8.19 g, 0.124 mol) in water (60 ml) was added drop wise during 0.5 hour to the vigorous stirred solution. The reaction mixture was stirred for an additional 3.5 hour.

The reaction mixture was treated with acetic acid (25 ml), poured onto water and extracted with dichloromethane (3 x 100 ml). Combined organic layers were washed with brine, dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by flash chromatography over silica gel (eluent: cyclo-hexane/ethyl acetate 1:1 to cyclohexane/ethyl acetate 3:7) to afford 7.76 g (45 % of theory) of 2-Methyl-7-[1-phenyl-meth-(E)-ylidene]-6,7-dihydro-SH-quinolin-8-one in form of a yellow solid. H NMR (CDCI3, 400MHz):2.65(s,3H); 2.92-2.95(t,2H); 3.13- 3.17(t,2H); 7.26-7.28(d,1H); 7.34-7.46(m,5H); 7.52-7.54(d,1H); 7.95(s,1H). MS [M+H]: 250 b) A suspension of 1.23 g (4.92 mmol) 2-methyl-7-[1-phenyl-meth-(E)-ylidene]-6,7-dihydro-SH-quinolin-8-one and 0.67 g (4.47 mmol) benzamidine hydrochlodide in 27 ml ethanol is heated to reflux. A solution of 0.65 g (5.59 mmol) potassium tert. butylate in 18 ml ethanol is added dropwise at reflux The reaction mixture is stirred under air atmosphere at reflux for 14 hours. After evaporation in vacuo, ethyl acetate is added and the organic layer is washed with water and brine, dried over sodium sulfate, filtered in vacuo. The crude is purified on silica gel, using heptane/ethyl acetate 4:1 as eluent to deliver 9-methyl-2,4-diphenyl-5,6-dihydro-pyrido(3,2-h)quinazoline (260 mg; 19.4% d. Th.) as a solid.

A 2nd fraction delivered 9-methyl-2,4-diphenyl-1,4,S,6-tetrahydro-pyrido(3,2-h)quinazoline (201 mg; 15.1% d. Th.) as a solid.

Example 8: Preparation of intermediate (9-methyl-2,3-dihydro-1H-acridin-4-one): -67 -a) Preaparation of 9-Methyl-1,2,3,4-tetrahydroacridine: In a round-bottom flask, cyclohexanone (6.1 mL, 58 mmol) was heated at 90°C, and 2-aminoacetophenone hydrochloride (10 g; 58 mmol) was added by small fractions. The bottom flask was then equipped with a condenser, and the crude heterogeneous mixture was further heated overnight at 110°C. After cooling to room temperature, the red-orange solid was dissolved in ethanol/HCI (12 N) [95/5 v/v]. The solution was then neutralized with an aqueous NaOH solution. Ethanol was evaporated, and the product extracted with diethyl ether (2 x 100 mL). The combined organic layers were washed with water (2 x 100 mL), dried over magnesium sulfate and filtered, and the solvent was removed under reduced pressure. The desired product was finally obtained as a brown-yellow solid (10.2 g, 89%). 1H NMR (200.131 MHz; CDCI3) 5(ppm):. 7.94 (dd, 31 = 8.3 Hz and 41 = 1.1 Hz, 1H), 7.87 (dd, 3i = 8.3 Hz and 4i = 1.3 Hz, 1H), 7.55 (ddd, 3i = 8.3 Hz, 31 = 8.3 Hz and 41 = 1.3 Hz, 1H), 7.38 (ddd, 3J = 8.3 Hz, 3J = 8.3 Hz and 4J = 1.1 Hz, 1H), 3.07 (t br, 3J = 6.7 Hz, 2H), 2.79 (t br, 3J = 6.1 Hz, 2H), 2.43 (s, 3H), 1.86 (m, 2 x 2H). 13C NMR (50.332 MHz, CDCI3) ö(ppm): 157.8, 145.5, 140.6, 128.0, 126.4, 128.6, 127.6, 124.8, 122.9, 34.2, 26.5, 22.8, 22.4, 12.9. HRMS (El) m/z:.. calcd for [M]-i-(found): 197.1204 (197.1198). Anal. Calcd for C14H15N (found):. C 85.24 (85.25); H 7.66 (7.72); N 7.10 (6.78).

b) Preparation of N-Oxide-9-methyl-1,2,3,4-tetrahydroacridine: A dichloromethane solution (300 mL) of 3-chloroperbenzoic acid (26 g, 105 mmol) was slowly added to a dichloromethane solution (100 mL) of 9-methyl-1,2,3,4-tetrahydroacridine (10.2g, 52 mmol) at 0°C. The mixture was stirred for 4 h at room temperature and quenched with an aqueous NaOH solution. The organic layers were further washed with water (5 x 100 mL) and dried over Mg504, and the solvent was removed under reduced pressure giving desired product as a brownish solid. (10.83 g, 98%). 1H NMR (200.131 MHz, CDCI3) S(ppm): 8.77 (dd, BJ = 8.5 Hz and 41 = 1.2 Hz, 1H), 7.97 (dd, 3J = 8.5 Hz and 4J = 0.9 Hz, 1H), 7.70-7.50 (m, 2xlH), 3.19 (t, 3J = 6.1 Hz, 2H), 2.85 (t, 31 = 6.2 Hz, 2H), 2.51 (s, 3H), 1.88 (m, 2 x 2H). 13C NMR (50.332 MHz, CDCI3) -68 - 6(ppm): 146.7, 139.1, 131.6, 129.9, 127.7, 129.0, 127.3, 123.9, 119.6, 27.1, 26.6, 22.0, 21.4, 13.4. HRMS (El) calcd for [M]+ (found):. 213.1154 (213.1159).

c) Preparation of 9-Methyl-1,2,3,4-tetra hydroacridin-4-ol: In a two-neck round-bottom flask equipped with a reflux condenser, N-oxide-9-methyl- 1,2,3,4-tetrahydroacridine (11.2g. 52 mmol) was dissolved in dichloromethane (250 mL). Trifluoroacetic anhydride (17 mL, 120 mmol) was slowly added at room temperature (the reaction is exothermic). The solution was stirred for S h, and the solvent was evaporated. The crude solid was dissolved in methanol (50 mL) and saponified by an aqueous K2C03 solution (2 M, 150 mL); a brown solid precipitated. The methanol was removed under reduced pressure, and the product was extracted with dichloromethane (2 x 150 mL). The combined organic layers were washed with brine (2 x 50 mL), dried over magnesium sulfate, and evaporated to dryness. The desired product was recovered as a brown solid (9.4 g, 84%). 1H NMR (200.131 MHz, CDCI3) 5(ppm):. 7.96 (d, 31 = 8.3 Hz, 1H), 7.91 (d, 3i = 8.4 Hz, 1H), 7.58 (dd, 31 = 8.3 Hz and 3i = 8.1 Hz, 1H), 7.45 (dd, 31 = 8.1 Hz and 3i = 8.4 Hz, 1H), 4.95 (s br, 1H), 4.76 (dd, 3i = 10.3 Hz and 3J = 10.0 Hz, 1H), 2.89 (m, 2H), 2.54 (s, 3H), 2.40-1.92 (2xm, 2xlH), 1.82 (m, 2H).

13C NMR (50.332 MHz, CDCI3) 6(ppm): 159.2, 145.3, 142.0, 127.7, 127.3, 129.2, 128.5, 126.0, 123.5, 70.2, 30.3, 26.7, 19.6, 13.8. HRMS (El) calcd for [M]+ (found):. 213.1153 (213.1154).

d) Preparation of 9-methyl-2,3-dihydro-1H-acridin-4-one: To a dichloromethane solution (300 mL) of 9-Methyl-1,2,3,4-tetrahydroacridin-4-ol (9.4 g, 44 mmol) was added Mn02 (23 g, 264 mmol) at room temperature, and the heterogeneous solution was allowed to stir for 2 days. After filtration over Celite, the solvent was evaporated. The crude dark solid was purified by column chromatography (neutral alumina, dichloromethane as eluant). After evaporation of the solvent, the title compound was recovered as a brownish solid (5.41 g, 58%). 1H NMR (200.131 MHz, CDCI3) ô(ppm):. 8.31 (dd, 31 = 8.1 Hz and 4J = 0.8 Hz, 1K), 7.94 (dd, 3J = 8.0 Hz and 4J = 1.4 Hz, 1H), 7.67-7.51 (m, 2H), 3.08 (t, 31 = 6.1 Hz, 2H), 2.82 (t, 3i = 6.4 Hz, 2H), 2.60 (s, 3H), 2.22 (m, 2H). 13C NMR (50.332 MHz, CDCI3) ô(pprn):. 198.2, 148.4, 146.9, 143.6, 134.1, 129.4, 132.4, 129.6, 128.9, 123.8, 40.2, 27.2, 22.4, 14.5. HRMS (El) m/z calcd for [M]+ (found):. 211.0997 (211.0989). Anal. Calcd for C14H13NO (found):. C 79.59 (79.72); H 6.20 (6.28); N 6.63 (6.10).

-69 -The compounds in tables land 2 illustrate and disclose compounds of formula (I).

Table X represents Table 1 (when Xis 1), Table 2 (when Xis 2) v1 V2 V3 V4 V5 X.OO1 H H H H H X.002 H H H H CH3 X.003 H H H H CF-12CH3 X.004 H H H H CH(CH3)2 X.OOS H H H H CH2CH(CH3)2 X.006 H H H H CH2CH2CH(CH3)2 X.007 H H H H cyclopropyl X.008 H H H H cyclohexyl X.009 H H H H O-CH3 X.O1O H H H H O-CH2CH3 X.O11 H H H H SH X.012 H H H H S-CH3 X.013 H H H H S-CH2CH3 X.014 H H H H Cl X.O1S H H H H phenyl X.016 H H H H 2-methyl-phenyl -70 -v1 V2 V3 V5 X.017 H H H H 2-fluoro-phenyl X.018 H H H H 2-chioro-phenyl X.019 H H H H 2-methoxy-phenyl X.020 H H H H 2-ethoxy-phenyl X.021 H H H H 2-isopropoxy-phenyl X.022 H H H H 2-methylthio-phenyl X.023 H H H H 2-ethylthio-phenyl X.024 H H H H 2-nitro-phenyl X.025 H H H H 2-trifluoromethyl-phenyl X.026 H H H H 3-methyl-phenyl X.027 H H H H 3-fluoro-phenyl X.028 H H H H 3-chioro-phenyl X.029 H I-I H H 3-methoxy-phenyl X.030 H H H H 3-ethoxy-phenyl X.031 H H H H 3-isopropoxy-phenyl X.032 H I-I H H 3-methylthio-phenyl X.033 H H H H 3-ethylthio-phenyl X.034 H H H H 3-nitro-phenyl -71 -v1 V2 V3 V5 X.035 H H H H 3-trifluoromethyl-phenyl X.036 H H H H 4-methyl-phenyl X.037 H H H H 4-fluoro-phenyl X.038 H H H H 4-chioro-phenyl X.039 H H H H 4-methoxy-phenyl X.040 H H H H 4-ethoxy-phenyl X.041 H H H H 4-isopropoxy-phenyl X.042 H H H H 4-methylthio-phenyl X.043 H H H H 4-cthylthio-phenyl X.044 H H H H 4-nitro-phenyl X.045 H H H H 4-trifluoromethyl-phenyl X.046 H H H H 3,5-dichioro-phenyl X.047 H I-I H H 3-fluoro-4-methyl-phenyl X.048 H H H H 2-fluoro-4-methyl-phenyl X.049 H H H H 3,4-dimethoxy-phenyl X.050 H I-I H H 1,3-benzodioxo-5-yI 4-chloro-2-fluoro-5-X.O51 H I-I H H isopropoxy-phenyl X.052 H I-I H H (2-chIoro-phenymethyI -72 -v1 V2 V3 V5 X.053 H H H H (4-chIoro-phenymethyI X.054 CH3 H H H H X.055 CH3 H H H CH3 X.056 CH3 H H H CH2CHB X.057 CH3 H H H CH(CH3)2 X.058 CH3 H H H CH2CH(CH3)2 X.059 CH3 H H H CH2CH2CH(CH3)2 X.060 CH3 H H H cyclopropyl X.061 CH3 H H H cyclohexyl X.062 CH3 H H H O-CH3 X.063 CH3 H H H O-CH2CH3 X.064 CH3 H H H SH X.O65 CH3 I-I H H S-CH3 X.066 CH3 H H H S-CH2CH3 X.057 CH3 H H H CI X.068 CH3 I-I H H phenyl X.069 CH3 H H H 2-methyl-phenyl X.070 CH3 H H H 2-fluoro-phenyl -73 -v1 V2 V3 V5 X.071 CH3 H H H 2-chioro-phenyl X.072 CH3 H H H 2-methoxy-phenyl X.073 CH3 H H H 2-ethoxy-phenyl X.074 CH3 H H H 2-isopropoxy-phenyl X.075 CH3 H H H 2-methylthio-phenyl X.076 CH3 H H H 2-ethylthio-phenyl X.077 CH3 H H H 2-nitro-phenyl X.078 CH3 H H H 2-trifluoromethyl-phenyl X.079 CH3 H H H 3-methyl-phenyl X.O8O CH3 H H H 3-fluoro-phenyl X.081 CH3 H H H 3-chioro-phenyl X.082 CH3 H H H 3-methoxy-phenyl X.083 CH3 I-I H H 3-etFioxy-pFienyl X.084 CH3 H H H 3-isopropoxy-phenyl X.O8S CH3 H H H 3-methylthio-phenyl X.086 CH3 I-I H H 3-ethylthio-phenyl X.087 CH3 H H H 3-nitro-phenyl X.O88 CH3 H H H 3-trifluoromethyl-phenyl -74 -v1 V2 V3 V5 X.089 CH3 H H H 4-methyl-phenyl X.090 CH3 H H H 4-fluoro-phenyl X.091 CH3 H H H 4-chioro-phenyl X.092 CH3 H H H 4-methoxy-phenyl X.093 CH3 H H H 4-ethoxy-phenyl X.094 CH3 H H H 4-isopropoxy-phenyl X.095 CH3 H H H 4-methylthio-phenyl X.096 CH3 H H H 4-ethylthio-phenyl X.097 CH3 H H H 4-nitro-phenyl X.098 CH3 H H H 4-trifluoromethyl-phenyl X.099 CH3 H H H 3,5-dichioro-phenyl X.100 CH3 H H H 3-fluoro-4-methyl-phenyl X.1O1 CH3 I-I H H 2-fluoro-4-methyl-phenyl X.102 CH3 H H H 3,4-dimethoxy-phenyl X.103 CH3 H H H 1,3-benzodioxo-5-yI 4-chloro-2-fluoro-5-X.104 CH3 I-I H H isopropoxy-phenyl X.1OS CH3 H H H (2-chIoro-phenymethyI X.1O6 CH3 I-I H H (4-chIoro-phenymethyI -75 -v1 V2 V3 V5 X.107 CH3 H H CH3 H X.108 CH3 H H CH3 CH3 X.109 CH3 H H CH3 CH2CH3 X.11U CH3 H H CH3 CH(CH3)2 X.111 CH3 H H CH3 CH2CH(CH3)2 X.112 CH3 H H CH3 CH2CH2CH(CH3)2 X.113 CH3 H H CH3 cyclopropyl X.114 CH3 H H CH3 cyclohexyl X.115 CH3 H H CH3 O-CH3 X.116 CH3 I-I H CH3 O-CH2CH3 X.117 CH3 H H CH3 SH X.118 CH3 H H CH3 S-CH3 X.119 CH3 I-I H CH3 S-CH2CH3 X.120 CH3 H H CH3 CI X.121 CH3 H H CH3 phenyl X.122 CH3 I-I H CH3 2-methyl-phenyl X.123 CH3 H H CH3 2-fluoro-phenyl X.124 CH3 H H CH3 2-chioro-phenyl -76 -v1 V2 V3 V5 X.125 CH3 H H CH3 2-methoxy-phenyl X.126 CH3 H H CH3 2-ethoxy-phenyl X.127 CH3 H H CH3 2-isopropoxy-phenyl X.128 CH3 H H CH3 2-methylthio-phenyl X.129 CH3 H H CH3 2-ethylthio-phenyl X.130 CH3 H H CH3 2-nitro-phenyl X.131 CH3 H H CH3 2-trifluoromethyl-phenyl X.132 CH3 H H CH3 3-methyl-phenyl X.133 CH3 H H CH3 3-fluoro-phenyl X.134 CH3 H H CH3 3-chioro-phenyl X.135 CH3 H H CH3 3-methoxy-phenyl X.136 CH3 H H CH3 3-ethoxy-phenyl X.137 CH3 I-I H CH3 3-isopropoxy-phenyl X.138 CH3 H H CH3 3-methylthio-phenyl X.139 CH3 H H CH3 3-ethylthio-phenyl X.140 CH3 I-I H CH3 3-nitro-phenyl X.141 CH3 H H CH3 34rifluoromethyl-phenyl X.142 CH3 H H CH3 4-methyl-phenyl -77 -v1 V2 V3 V5 X.143 CH3 H H CH3 4-fluoro-phenyl X.144 CH3 H H CH3 4-chioro-phenyl X.145 CH3 H H CH3 4-methoxy-phenyl X.146 CH3 H H CH3 4-ethoxy-phenyl X.147 CH3 H H CH3 4-isopropoxy-phenyl X.148 CH3 H H CH3 4-methylthio-phenyl X.149 CH3 H H CH3 4-ethylthio-phenyl X.15O CH3 H H CH3 4-nitro-phenyl X.151 CH3 H H CH3 4-trifluoromethyl-phenyl X.152 CH3 H H CH3 3,5-dichioro-phenyl X.153 CH3 H H CH3 3-fluoro-4-methyl-phenyl X.154 CH3 H H CH3 2-fluoro-4-methyl-phenyl X.155 CH3 I-I H CH3 3,4-dimethoxy-phenyl X.156 CH3 H H CH3 1,3-benzodioxo-5-yI 4-chloro-2-fluoro-5-X.157 CH3 H H CH3 isopropoxy-phenyl X.158 CH3 I-I H CH3 (2-chIoro-phenymethyI X.159 CH3 H H CH3 (4-chIoro-phenymethyI X.160 CH3 I-I H CH2CH3 H -78 -v1 V2 V3 V5 X.161 CH3 H H CH2CH3 CH3 X.162 CH3 H H CH2CH3 CF-12CH3 X.163 CH3 H H CH2CH3 CH(CH3)2 X.164 CH3 H H CH2CH3 CH2CH(CH3)2 X.165 CH3 H H CH2CH3 CH2CH2CH(CH3)2 X.166 CH3 H H CH2CH3 cyclopropyl X.167 CH3 H H CH2CH3 cyclohexyl X.168 CH3 H H CH2CH3 O-CH3 X.169 CH3 H H CH2CH3 O-CH2CH3 X.170 CH3 I-I H CH2CH3 SH X.171 CH3 H H CH2CH3 S-CH3 X.172 CH3 H H CH2CH3 S-CH2CH3 X.173 CH3 I-I H CH2CH3 CI X.174 CH3 H H CH2CH3 phenyl X.175 CH3 H H CH2CH3 2-methyl-phenyl X.176 CH3 I-I H CH2CH3 2-fluoro-phenyl X.177 CH3 H H CH2CH3 2-chioro-phenyl X.178 CH3 H H CH2CH3 2-methoxy-phenyl -79 -v1 V2 V3 V5 X.179 CH3 H H CH2CH3 2-ethoxy-phenyl X.180 CH3 H H CH2CH3 2-isopropoxy-phenyl X.181 CH3 H H CH2CH3 2-methylthio-phenyl X.182 CH3 H H CH2CH3 2-ethylthio-phenyl X.183 CH3 H H CH2CH3 2-nitro-phenyl X.184 CH3 H H CH2CH3 2-trifluoromethyl-phenyl X.185 CH3 H H CH2CH3 3-methyl-phenyl X.186 CH3 H H CH2CH3 3-fluoro-phenyl X.187 CH3 H H CH2CH3 3-chioro-phenyl X.188 CH3 H H CH2CH3 3-methoxy-phenyl X.189 CH3 H H CH2CH3 3-ethoxy-phenyl X.190 CH3 H H CH2CH3 3-isopropoxy-phenyl X.191 CH3 I-I H CH2CH3 3-methylthio-phenyl X.192 CH3 H H CH2CH3 3-ethylthio-phenyl X.193 CH3 H H CH2CH3 3-nitro-phenyl X.194 CH3 I-I H CH2CH3 3-trifluoromethyl-phenyl X.195 CH3 H H CH2CH3 4-methyl-phenyl X.196 CH3 H H CH2CH3 4-fluoro-phenyl -80 -v1 V2 V3 V5 X.197 CH3 H H CH2CH3 4-chioro-phenyl X.198 CH3 H H CH2CH3 4-methoxy-phenyl X.199 CH3 H H CH2CH3 4-ethoxy-phenyl X.200 CH3 H H CH2CH3 4-isopropoxy-phenyl X.201 CH3 H H CH2CH3 4-methylthio-phenyl X.202 CH3 H H CH2CH3 4-ethylthio-phenyl X.203 CH3 H H CH2CH3 4-nitro-phenyl X.204 CH3 H H CH2CH3 4-trifluoromethyl-phenyl X.205 CH3 H H CH2CH3 3,5-dichioro-phenyl X.206 CH3 H H CH2CH3 3-fluoro-4-methyl-phenyl X.207 CH3 H H CH2CH3 2-fluoro-4-methyl-phenyl X.208 CH3 H H CH2CH3 3,4-dimethoxy-phenyl X.209 CH3 I-I H CH2CH3 1,3-benzodioxo-5-yI 4-chloro-2-fluoro-5-X.210 CH3 H H CH2CH3 isopropoxy-phenyl X.211 CH3 H H CH2CH3 (2-chIoro-phenymethyI X.212 CH3 I-I H CH2CH3 (4-chIoro-pFienymethyI cyclo prop X.213 CH3 H H H yl cyclo prop X.214 CH3 H H CH3 yl -81 -v1 V2 V3 V4 V5 cyclo prop X.215 CH3 H H CH2CH3 yl cyclo prop X.216 CH3 H H CH(CH3)2

VI

cyclo prop X.217 CH3 H H CH2CH(CH3)2

VI

cyclo prop X.218 CH3 H H CH2CH2CH(CH3)2

VI

cyclo prop X.219 CH3 H H cyclopropyl

VI

cyclo prop X.220 CH3 H H cyclohexyl

VI

cyclo prop X.221 CH3 H H O-CH3

VI

cyclo prop X.222 CH3 H H O-CH2CH3

VI

cyclo prop X.223 CH3 H H SH

VI

cyclo prop X.224 CH3 H H S-CH3

VI

cyclo prop X.225 CH3 H H S-CH2CH3

VI

cyclo prop X.226 CH3 H H CI

VI

cyclo prop X.227 CH3 H H phenyl

VI

cyclo prop X.228 CH3 H H 2-methyl-phenyl

VI

-82 -v1 V2 V3 V4 V5 cyclo prop X.229 CH3 H H 2-fluoro-phenyl yl cyclo prop X.230 CH3 H H 2-chioro-phenyl

VI

cyclo prop X.231 CH3 H H 2-methoxy-phenyl

VI

cyclo prop X.232 CH3 H H 2-ethoxy-phenyl

VI

cyclo prop X.233 CH3 H H 2-isopropoxy-phenyl

VI

cyclo prop X.234 CH3 H H 2-methylthio-phenyl

VI

cyclo prop X.235 CH3 H H 2-ethylthio-phenyl

VI

cyclo prop X.236 CH3 H H 2-nitro-phenyl

VI

cyclo prop X.237 CH3 H H 2-trifluoromethyl-phenyl

VI

cyclo prop X.238 CH3 H H 3-methyl-phenyl

VI

cyclo prop X.239 CH3 H H 3-fluoro-phenyl

VI

cyclo prop X.240 CH3 H H 3-chioro-phenyl

VI

cyclo prop X.241 CH3 H H 3-methoxy-phenyl

VI

cyclo prop X.242 CH3 H H 3-ethoxy-phenyl

VI

-83 -v1 V2 V3 V4 V5 cyclo prop X.243 CH3 H H 3-isopropoxy-phenyl yl cyclo prop X.244 CH3 H H 3-methylthio-phenyl

VI

cyclo prop X.245 CH3 H H 3-ethylthio-phenyl

VI

cyclo prop X.246 CH3 H H 3-nitro-phenyl

VI

cyclo prop X.247 CH3 H H 3-trifluoromethyl-phenyl

VI

cyclo prop X.248 CH3 H H 4-methyl-phenyl

VI

cyclo prop X.249 CH3 H H 4-fluoro-phenyl

VI

cyclo prop X.250 CH3 H H 4-chioro-phenyl

VI

cyclo prop X.251 CH3 H H 4-methoxy-phenyl

VI

cyclo prop X.252 CH3 H H 4-ethoxy-phenyl

VI

cyclo prop X.253 CH3 H H 4-isopropoxy-phenyl

VI

cyclo prop X.254 CH3 H H 4-methylthio-phenyl

VI

cyclo prop X.255 CH3 H H 4-ethylthio-phenyl

VI

cyclo prop X.256 CH3 H H 4-nitro-phenyl

VI

-84 -v1 V2 V3 V4 V5 cyclo prop X.257 CH3 H H 4-trifluoromethyl-phenyl yl cyclo prop X.258 CH3 H H 3,5-dichioro-phenyl

VI

cyclo prop X.259 CH3 H H 3-fluoro-4-methyl-phenyl

VI

cyclo prop X.260 CH3 H H 2-fluoro-4-methyl-phenyl

VI

cyclo prop X.261 CH3 H H 3,4-dimethoxy-phenyl

VI

cyclo prop X.262 CH3 H H 1,3-benzodioxo-5-yI

VI

cycloprop 4-chloro-2-fluoro-5-X.263 CH3 H H yl isopropoxy-phenyl cyclo prop X.264 CH3 H H (2-chloro-phenyl)methyl

VI

cyclo prop X.265 CH3 H H (4-chioro-phenyDmethyl

VI

X.266 CH3 H H S-CH3 H X.267 CH3 H H S-CH3 CH3 X.268 CH3 H H S-CH3 CH2CH3 X.269 CH3 H H S-CH3 CH(CH3)2 X.270 CH3 H H S-CH3 CH2CH(CH3)2 X.271 CH3 H H S-CH3 CH2CH2CH(CH3)2 X.272 CH3 H H S-CH3 cyclopropyl -85 -v1 V2 V3 V5 X.273 CH3 H H S-CH3 cyclohexyl X.274 CH3 H H S-CH3 O-CH3 X.275 CH3 H H S-CH3 O-CH2CH3 X.276 CH3 H H S-CH3 SH X.277 CH3 H H S-CH3 S-CH3 X.278 CH3 H H S-CH3 S-CH2CH3 X.279 CH3 H H S-CH3 CI X.280 CH3 H H S-CH3 phenyl X.281 CH3 H H S-CH3 2-methyl-phenyl X.282 CH3 H H S-CH3 2-fluoro-phenyl X.283 CH3 H H S-CH3 2-chioro-phenyl X.284 CH3 H H S-CH3 2-methoxy-phenyl X.285 CH3 H H S-CH3 2-ethoxy-phenyl X.286 CH3 H H S-CH3 2-isopropoxy-phenyl X.287 CH3 H H S-CH3 2-methylthio-phenyl X.288 CH3 I-I H S-CH3 2-ethylthio-phenyl X.289 CH3 H H S-CH3 2-nitro-phenyl X.290 CH3 H H S-CH3 2-trifluoromethyl-phenyl -86 -v1 V2 V3 V5 X.291 CH3 H H S-CH3 3-methyl-phenyl X.292 CH3 H H S-CH3 3-fluoro-phenyl X.293 CH3 H H S-CH3 3-chioro-phenyl X.294 CH3 H H S-CH3 3-methoxy-phenyl X.295 CH3 H H S-CH3 3-ethoxy-phenyl X.296 CH3 H H S-CH3 3-isopropoxy-phenyl X.297 CH3 H H S-CH3 3-methylthio-phenyl X.298 CH3 H H S-CH3 3-ethylthio-phenyl X.299 CH3 H H S-CH3 3-nitro-phenyl X.300 CH3 H H S-CH3 3-trifluoromethyl-phenyl X.301 CH3 H H S-CH3 4-methyl-phenyl X.302 CH3 H H S-CH3 4-fluoro-phenyl X.303 CH3 H H S-CH3 4-chioro-phenyl X.304 CH3 H H S-CH3 4-methoxy-phenyl X.305 CH3 H H S-CH3 4-ethoxy-phenyl X.306 CH3 H H S-CH3 4-isopropoxy-phenyl X.307 CH3 H H S-CH3 4-methylthio-phenyl X.308 CH3 H H S-CH3 4-ethylthio-phenyl -87 -v1 V2 V3 V5 X.309 CH3 H H S-CH3 4-nitro-phenyl X.310 CH3 H H S-CH3 4-trifluoromethyl-phenyl X.311 CH3 H H S-CH3 3,5-dichioro-phenyl X.312 CH3 H H S-CH3 3-fluoro-4-methyl-phenyl X.313 CH3 H H S-CH3 2-fluoro-4-methyl-phenyl X.314 CH3 H H S-CH3 3,4-dimethoxy-phenyl X.315 CH3 H H S-CH3 1,3-benzodioxo-5-yI 4-chloro-2-fluoro-5-X.316 CH3 H H S-CH3 isopropoxy-phenyl X.317 CH3 H H S-CH3 (2-chIoro-phenymethyI X.318 CH3 H H S-CH3 (4-chIoro-phenymethyI X.319 CH3 H H O-CH3 H X.320 CH3 I-I H O-CH3 CH3 X.321 CH3 H H O-CH3 CH2CH3 X.322 CH3 I-I H O-CH3 CH(CH3)2 X.323 CH3 H H O-CH3 CH2CH(CH3)2 X.324 CH3 I-I H O-CH3 CH2CH2CH(CH3)2 X.325 CH3 H H O-CH3 cyclopropyl X.326 CH3 I-I H O-CH3 cyclohexyl -88 -v1 V2 V3 V5 X.327 CH3 H H O-CH3 O-CH3 X.328 CH3 H H O-CH3 O-CH2CH3 X.329 CH3 H H O-CH3 SH X.330 CH3 H H O-CH3 S-CH3 X.331 CH3 H H O-CH3 S-CH2CH3 X.332 CH3 H H O-CH3 CI X.333 CH3 H H O-CH3 phenyl X.334 CH3 H H O-CH3 2-methyl-phenyl X.335 CH3 H H O-CH3 2-fluoro-phenyl X.336 CH3 I-I H O-CH3 2-chioro-phenyl X.337 CH3 H H O-CH3 2-methoxy-phenyl X.338 CH3 H H O-CH3 2-ethoxy-phenyl X.339 CH3 I-I H O-CH3 2-isopropoxy-phenyl X.340 CH3 H H O-CH3 2-methylthio-phenyl X.341 CH3 H H O-CH3 2-ethylthio-phenyl X.342 CH3 I-I H O-CH3 2-nitro-phenyl X.343 CH3 H H O-CH3 24rifluoromethyl-phenyl X.344 CH3 H H O-CH3 3-methyl-phenyl -89 -v1 V2 V3 V5 X.345 CH3 H H O-CH3 3-fluoro-phenyl X.346 CH3 H H O-CH3 3-chioro-phenyl X.347 CH3 H H O-CH3 3-methoxy-phenyl X.348 CH3 H H O-CH3 3-ethoxy-phenyl X.349 CH3 H H O-CH3 3-isopropoxy-phenyl X.350 CH3 H H O-CH3 3-methylthio-phenyl X.351 CH3 H H O-CH3 3-ethylthio-phenyl X.352 CH3 H H O-CH3 3-nitro-phenyl X.353 CH3 H H O-CH3 3-trifluoromethyl-phenyl X.354 CH3 H H O-CH3 4-methyl-phenyl X.355 CH3 H H O-CH3 4-fluoro-phenyl X.356 CH3 H H O-CH3 4-chioro-phenyl X.357 CH3 I-I H O-CH3 4-methoxy-phenyl X.358 CH3 H H O-CH3 4-ethoxy-phenyl X.359 CH3 H H O-CH3 4-isopropoxy-phenyl X.360 CH3 I-I H O-CH3 4-methylthio-phenyl X.361 CH3 H H O-CH3 4-ethylthio-phenyl X.362 CH3 H H O-CH3 4-nitro-phenyl -go -v1 V2 V3 V5 X.363 CH3 H H O-CH3 4-trifluoromethyl-phenyl X.364 CH3 H H O-CH3 3,5-dichioro-phenyl X.365 CH3 H H O-CH3 3-fluoro-4-methyl-phenyl X.366 CH3 H H O-CH3 2-fluoro-4-methyl-phenyl X.367 CH3 H H O-CH3 3,4-dimethoxy-phenyl X.368 CH3 H H O-CH3 1,3-benzodioxo-5-yI 4-chloro-2-fluoro-5-X.369 CH3 H H O-CH3 isopropoxy-phenyl X.370 CH3 H H O-CH3 (2-chIoro-pFienymethyI X.371 CH3 H H O-CH3 (4-chIoro-phenymethyI X.372 CH3 H H CH3-CE C phenyl X.373 CH3 H H CH3-CE C 2-methyl-phenyl X.374 CH3 I-I H CH3-C C 2-fluoro-phenyl X.375 CH3 H H CH3-CE C 2-chioro-phenyl X.376 CH3 H H H-CE C phenyl X.377 CH3 H H H-CE C 2-methyl-phenyl X.378 CH3 H H H-Ci C 2-fluoro-phenyl X.379 CH3 H H H-CE C 2-chioro-phenyl X.380 CH3 H H F phenyl -91 -v1 V2 V3 V5 X.381 CH3 H H F 2-methyl-phenyl X.382 CH3 H H F 2-fluoro-phenyl X.383 CH3 H H F 2-chioro-phenyl X.384 CH3 H H CI phenyl X.385 CH3 H H CI 2-methyl-phenyl X.386 CH3 H H CI 2-fluoro-phenyl X.387 CH3 H H Cl 2-chioro-phenyl X.388 CH3 H H Br phenyl X.389 CH3 H H Br 2-methyl-phenyl X.390 CH3 H H Br 2-fluoro-phenyl X.391 CH3 H H Br 2-chioro-phenyl X.392 CH3 H H phenyl phenyl X.393 CH3 H H phenyl 2-methyl-phenyl X.394 CH3 H H phenyl 2-fluoro-phenyl X.395 CH3 H H phenyl 2-chioro-phenyl X.396 CH2CH3 I-I H H phenyl X.397 CH2CH3 H H H 2-methyl-phenyl X.398 CH2CH3 H H H 2-fluoro-phenyl -92 -v1 V2 V3 V5 X.399 CH2CH3 H H H 2-chioro-phenyl X.400 CH2CH3 H H H 3-methyl-phenyl X.401 CH2CH3 H H H 3-fluoro-phenyl X.402 CH2CHB H H H 3-chioro-phenyl X.403 CH2CH3 H H H 4-methyl-phenyl X.404 CH2CH3 H H H 3-fluoro-4-methyl-phenyl X.405 CH2CH3 H H H 2-fluoro-4-methyl-phenyl X.406 CH2CH3 H H H phenylmethyl X.407 CH2CH3 H H CH3 phenyl X.408 CI-12CH3 I-I H CH3 2-methyl-phenyl X.409 CH2CH3 H H CH3 2-fluoro-phenyl X.410 CH2CH3 H H CH3 2-chioro-phenyl X.411 CI-12CH3 I-I H CH3 3-methyl-phenyl X.412 CH2CH3 H H CH3 3-fluoro-phenyl X.413 CH2CH3 H H CH3 3-chioro-phenyl X.414 CH2CH3 I-I H CH3 4-methyl-phenyl X.415 CH2CH3 H H CH3 3-fluoro-4-methyl-phenyl X.416 CH2CH3 H H CH3 2-fluoro-4-methyl-phenyl -93 -v1 V2 V3 V5 X.417 CH2CH3 H H CH3 phenylmethyl X.418 CH2CH3 H H CH2CH3 phenyl X.419 CH2CH3 H H CH2CH3 2-methyl-phenyl X.420 CH2CHB H H CH2CH3 2-fluoro-phenyl X.421 CH2CH3 H H CH2CH3 2-chioro-phenyl X.422 CH2CH3 H H CH2CH3 3-methyl-phenyl X.423 CH2CH3 H H CH2CH3 3-fluoro-phenyl X.424 CH2CH3 H H CH2CH3 3-chioro-phenyl X.425 CH2CH3 H H CH2CH3 4-methyl-phenyl X.426 CH2CH3 H H CH2CH3 3-fluoro-4-methyl-phenyl X.427 CH2CH3 H H CH2CH3 2-fluoro-4-methyl-phenyl X.428 CH2CH3 H H CH2CH3 phenylmethyl cyclo prop X.429 CH2CH3 H H phenyl yl cyclo prop X.430 CH2CH3 H H 2-methyl-phenyl yl cyclo prop X.431 CH2CHB H H 2-fluoro-phenyl

VI

cyclo prop X.432 CH2CH3 H H 2-chioro-phenyl

VI

cyclo prop X.433 CH2CH3 H H 3-methyl-phenyl yl -94 -v1 V2 V3 V4 V5 cyclo prop X.434 CH2CH3 H H 3-fluoro-phenyl yl cyclo prop X.435 CH2CH3 H H 3-chioro-phenyl

VI

cyclo prop X.436 CH2CH3 H H 4-methyl-phenyl yl cyclo prop X.437 CH2CH3 H H 3-fluoro-4-methyl-phenyl yl cyclo prop X.438 CH2CHB H H 2-fluoro-4-methyl-phenyl

VI

cyclo prop X.439 CH2CH3 H H phenylmethyl yl X.440 CH2CH3 H H S-CH3 phenyl X.441 CH2CH3 H H S-CH3 2-methyl-phenyl X.442 CH2CH3 H H S-CH3 2-fluoro-phenyl X.443 CH2CH3 H H S-CH3 2-chioro-phenyl X.444 CH2CH3 H H S-CH3 3-methyl-phenyl X.445 CH2CH3 H H S-CH3 3-fluoro-phenyl X.446 CH2CH3 H H S-CH3 3-chioro-phenyl X.447 CH2CH3 H H S-CH3 4-methyl-phenyl X.448 CH2CH3 H H S-CH3 3-fluoro-4-methyl-phenyl X.449 CH2CH3 H H S-CH3 2-fluoro-4-methyl-phenyl X.450 CH2CH3 H H S-CH3 Phenylmethyl -95 -v1 V2 V3 V5 X.451 CH2CH3 H H O-CH3 phenyl X.452 CH2CH3 H H O-CH3 2-methyl-phenyl X.453 CH2CH3 H H O-CH3 2-fluoro-phenyl X.454 CH2CHB H H O-CH3 2-chioro-phenyl X.455 CH2CH3 H H O-CH3 3-methyl-phenyl X.456 CH2CH3 H H O-CH3 3-fluoro-phenyl X.457 CH2CH3 H H O-CH3 3-chioro-phenyl X.458 CH2CH3 H H O-CH3 4-methyl-phenyl X.459 CH2CH3 H H O-CH3 3-fluoro-4-methyl-phcnyl X.460 CI-12CH3 I-I H O-CH3 2-fluoro-4-methyl-phenyl X.461 CH2CH3 H H O-CH3 Phenylmethyl X.462 CH3-CE C H H O-CH3 phenyl X.463 CH3-C C I-I H O-CH3 2-methyl-phenyl X.464 CH3-CE C H H O-CH3 2-fluoro-phenyl X.455 CH3-CE C H H O-CH3 2-chioro-phenyl X.466 CI-13-CE C I-I H S-CH3 phenyl X.467 CH3-CE C H H S-CH3 2-methyl-phenyl X.468 CHrCE C H H S-CH3 2-fluoro-phenyl -96 -v1 V2 V3 V4 V5 X.469 CH3-CE C H H S-CH3 2-chioro-phenyl X.470 H-CE C H H O-CH3 phenyl X.471 H-CE C H H O-CH3 2-methyl-phenyl X.472 H-CE C H H O-CH3 2-fl ucro-phenyl X.473 H-CE C H H O-CH3 2-chioro-phenyl X.474 H-CE C H H S-CH3 phenyl X.475 H-CE C H H S-CH3 2-methyl-phenyl X.476 H-CE C H H S-CH3 2-fluoro-phenyl X.477 H-CE C H H S-CH3 2-chioro-phenyl cyclo prop X.478 H H O-CH3 phenyl

VI

cyclo prop X.479 H H O-CH3 2-methyl-phenyl

VI

cyclo prop X.480 H H O-CH3 2-fluoro-phenyl

VI

cyclo prop X.481 H H O-CH3 2-chioro-phenyl

VI

cyclo prop X.482 H H S-CH3 phenyl

VI

cyclo prop X.483 H H S-CH3 2-methyl-phenyl

VI

cyclo prop X.484 H H S-CH3 2-fluoro-phenyl

VI

-97 -v1 V2 V3 V5 cyclo prop X.485 H H S-CH3 2-chioro-phenyl yl X.486 0-CH3 H H O-CH3 phenyl X.487 0-CH3 H H O-CH3 2-methyl-phenyl X.488 0-CH3 H H O-CH3 2-fl uoro-phenyl X.489 0-CH3 H H O-CH3 2-chioro-phenyl X.490 0-CH3 H H S-CH3 phenyl X.491 0-CH3 H H S-CH3 2-methyl-phenyl X.492 0-CH3 H H S-CH3 2-fluoro-phenyl X.493 0-CH3 H H S-CH3 2-chioro-phenyl X.494 S-CH3 H H O-CH3 phenyl X.495 S-CH3 H H O-CH3 2-methyl-phenyl X.496 S-CH3 H H O-CH3 2-fluoro-phenyl X.497 S-CH3 H H O-CH3 2-chioro-phenyl X.498 S-CH3 H H S-CH3 phenyl X.499 S-CH3 H H S-CH3 2-methyl-phenyl X.500 S-CH3 H H S-CH3 2-fluoro-phenyl X.5O1 S-CH3 H H S-CH3 2-chioro-phenyl X.502 F H H O-CH3 phenyl -98 -v1 V2 V3 V5 X.503 F H H O-CH3 2-methyl-phenyl X.504 F H H O-CH3 2-fl ucro-phenyl X.505 F H H O-CH3 2-chioro-phenyl X.506 F H H S-CH3 phenyl X.507 F H H S-CH3 2-methyl-phenyl X.508 F H H S-CH3 2-fluoro-phenyl X.509 F H H S-CH3 2-chioro-phenyl X.S1O CI H H O-CH3 phenyl X.511 CI H H O-CH3 2-methyl-phenyl X.512 CI H H O-CH3 2-fluoro-phenyl X.513 CI H H O-CH3 2-chioro-phenyl X.514 CI H H S-CH3 phenyl X.515 CI I-I H S-CH3 2-methyl-phenyl X.516 CI H H S-CH3 2-fluoro-phenyl X.517 CI H H S-CH3 2-chioro-phenyl X.518 Br I-I H O-CH3 phenyl X.519 Br H H O-CH3 2-methyl-phenyl X.520 Br H H O-CH3 2-fluoro-phenyl -99 -v1 V2 V3 V5 X.521 Br H H O-CH3 2-chioro-phenyl X.522 Br H H S-CH3 phenyl X.523 Br H H S-CH3 2-methyl-phenyl X.524 Br H H S-CH3 2-fluoro-phenyl X.525 Br H H S-CH3 2-chioro-phenyl X.526 CH=CH-CH=CH H H phenyl X.527 CH=CH-CH=CH H H 2-methyl-phenyl X.528 CH=CH-CH=CH H H 2-fluoro-phenyl X.529 CH=CH-CH=CH H H 2-chioro-phenyl X.530 CH=CH-CH=CH H H cyclopropyl X.531 CH=CH-CH=CH CH3 H phenyl X.532 CH=CH-CH=CH CH3 H 2-methyl-phenyl X.533 CH=CH-CH=CH CH3 H 2-fluoro-phenyl X.534 CH=CH-CH=CH CH3 H 2-chioro-phenyl X.535 CH=CH-CH=CH CH3 H cyclopropyl X.536 CH=CH-CH=CH CH3 O-CH3 phenyl X.537 CH=CH-CH=CH CH3 O-CH3 2-methyl-phenyl X.538 CH=CH-CH=CH CH3 O-CH3 2-fluoro-phenyl -100 -v1 V2 V3 V4 V5 X.539 CH=CH-CH=CH CH3 O-CH3 2-chioro-phenyl X.540 CH=CH-CH=CH CH3 S-CH3 phenyl X.54l CH=CH-CH=CH CH3 S-CH3 2-methyl-phenyl X.542 CH=CH-CH=CH CH3 S-CH3 2-fluoro-phenyl X.543 CH=CH-CH=CH CH3 S-CH3 2-chioro-phenyl Table 1: This table discloses compounds 1.001 to 1.543 of the formula (I-I) NtN (I-I) Table 2: This table discloses compounds 2.001 to of 2.543 the formula (I-Il) Va NtN (I-Il) Table P following shows selected m.p. and/or LCMS data and retention times/MW for compounds of Tables land 2.

Throughout this description, temperatures are given in degrees Celsius and "MP" means melting point.

The analytical methods used are described after the following Table P: Table P: Physical data forcompounds of formula (I) -101 -Structure RT (mins) Molecular mp (method) ion (°C) P.01 1.37 288 (OA3min3OV) ([M+1])

N N

P.02 130-136 N'.. N P.03 94-96

N

P.04 ____cjI.%%11_J 115418

N

-102 -Structure RT (mins) Molecular mp (method) ion (°C) P.05 1.30 302 110-113 (OA_3min_30V) ([M+1]) N'.. N P.07 70-71 c9, _ Ny_________ P. 195-197 cp,

N N

-103 -Structure RT (mins) Molecular mp (method) ion (°C) P.09 145-146 xcI N.. N

F

P.10 156-158

N

_ t_______

CI

* 1.42 322 (OA3min3OV) ([M+1]) * 173-175 _ Ny_________ -104 -Structure RT (mins) Molecular mp (method) ion (°C) P.13 _IIZIIJI.. 137-139

NN

A O*%

126-128 P.14

NN

A

F

P.15 170-172

NN

A

-105 -Structure RT (mins) Molecular mp (method) ion (°C) P.16 173-175 P.1) 1.02 276 (OA3min30V) ([M+1])

_ N_____

P.1 169-171 +*o -106 -Structure RT (mins) Molecular mp (method) ion (°C) 144-146 P.19

NN

A

F___ F

F

1.58 362 P.20 (OA_3min_30V) ([M+1])

NN

A

Y

_ oY_________ P.21 171-173

NN

A

-107 -Structure RT (mins) Molecular mp (method) ion (°C) P.22 116-118

NN

A

P.23 139-141

_ F_____

N

I-

P.24 149-154

NN

F

P.25 143-145

A

-108 -Structure RT (mins) Molecular mp (method) ion (°C) P.26 184-186

N N

P. 7 162-164 P.28 151-153 N'.., N -log -Structure RT (mins) Molecular mp (method) ion (°C) P.29 139-141 _ oS_____

N

H-

P.30 92-94 x9I _ x_______ P.31 179-181

_ _____

N

I-

P.32 153-157

_ _____

I-

-110 -Structure RT (mins) Molecular mp (method) ion (°C) P.33 193-196 eCJ9i

_ _____

N

P.34 0.59 258 (OA_2min_30V) ([M+1]) _ Ny__________ P.35 133-135 _ Ny__________ P.36 1.74 378 (OA_3min_30V) ([M+1])

NN

A

-111 -Structure RT (mins) Molecular mp (method) ion (°C) P.3) 191-195

NN

A

P.38 140-142

NN

A

Y

__ o%%1 _______________ 135-137 P.39

NN

A

-112 -Structure RT (mins) Molecular mp (method) ion (°C) 166-169 P.40 -ZIII'tIIfi

NN

A

Y

_ oY_________ 1.38 280 P.41 (OA3min3OV) ([M+1]) P.42 153-155

NN

A

-113 -Structure RT (mins) Molecular mp (method) ion (°C) P.43 133-137

NN x

P.44 1.04 210 (OA3min30V) ([M+1]) _ Ny_________ P.45 201-203 N%. N x O.%% P.46 81-83

NN

A

-114-Structure RT (mins) Molecular mp (method) ion (°C) P.47 186-188

NS N

P.4 171-173

NN

P.49 169-172 N'.. N P.50 172-174 Ns. N -115 -Structure RT (mins) Molecular mp (method) ion (°C) P.51 184-186 N%_ N _ FtF ____

F

1.57 278 (OA3min3OV) ([M+1]) P.53 1.55 266 (OA_3min_30V) ([M+1]) P.54 1.73 300 (OA3min3OV) ([M+1]) -116-Structure RT (mins) Molecular mp (method) ion (°C) 168-171

NN

A

I F

P.56 163-165

NN

A

F

P.57 ___iiZIIIcII. 142-144

_ NXN_________

P.58 190-192

_ NXN__________

-117 -Structure RT (mins) Molecular mp (method) ion (°C) P. __JJtIj__.11_JiIIIiJ 161

NN

1.51 328 P.60 (OA_3min_30V) ([M+1]) N%N P.61 132 P.62 J1IIIJtIIIiL, 116 _ 5 __ _ -118-Structure RT (mins) Molecular mp (method) ion (°C) P.63 1.46 316 (OA_3min_30V) ([M+1])

NN

P.64 0.92 336 (QA_Standard) ([M--1]) P.65 125-127 N.._ N

F

_ t_______ -119-Structure RT (mins) Molecular mp (method) ion (°C) P.66 181-183

N

CI

P.67 115-117

NN

F

P.68 152-154

F

CI

-120 -Structure RT (mins) Molecular mp (method) ion (°C) P.69 141-143 N%N

F

P.70 147-150

NN

F

0.85 320 P.71 (OA_Standard) ([M+1])

NN

F

P.72 172-174

NN

-121 -Structure RT (mins) Molecular mp (method) ion (°C) P.fl 185-187

NN

163-165 P. JZIIIIEIII.. Ny

156159

_ FUC_____

H-

0.91 342 184 P.76 (OA_Standard) ([M+1Y)

NN

F

-122 -Structure RT (mins) Molecular mp (method) ion (°C) P.77 0.94 324 217 -(OAstandard) ([M+1Y)

N N

P.78 0.79 288 206 -,". (OAStandard) ([M+1Y) , _ Ny_________ P.79 1.70 338 145 (OA_Standard) ([M+1])

N

P.80 1.27 350 __fZIJjIIII1L.T_jIIII1i (OA_3min_30V) -123 -Structure RT (mins) Molecular mp (method) ion (°C) P.81 0.90 276 jIIIII"IIIII'L%%_.JJ (OA_standard) P.82 0.95 278 (OA_Standard) ([fv9+1]) Ny 0.91 322 P.83 (OA_Standard) ([M+1]) _ N*N________ 1.08 334 P.84 (OA_Standard) ([M+1]) _ N*N________ -124-Structure RT (mins) Molecular mp (method) ion (°C) P.85 0.88 274 (OAstandard) ([M+1]) P.86 0.92 288 (OA_Standard) ([M+1]) _ NjN ____ P.87 0.90 292 (QA_Standard) ([M+1]) _ NjN ____ P.88 0.91 318 (0A_Standard) ([M+1])

_ NJN _______

-125 -Structure RT (mins) Molecular mp (method) ion (°C) P.89 0.76 304 (OA_Standard) ([M+1]) _ N*N ____ P.90 0.83 280 (OA_Standard) ([M+1]) _ N,JN ___ P.91 1.04 308

N

jIIII"IIIIJJJ (0A_StanJ) ([M+1Y)

CI

P.92 1.07 306 (OA_Standard) ([M+1]) N1JN -126-Structure RT (mins) Molecular mp (method) ion (°C) P.93 0.96 290 (0A_Stan ([M+1Y) NjN P.94 0.92 329 (OA_Standard) ([M+1]) NjN

C

P.95 0.76 248 (OA_Standard) ([M+1]) Ny -127 -Structure RT (mins) Molecular mp (method) ion (°C) P.96 1.08 304 (OA_Standard) ([M+1]) P.97 1.13 320 LC-MS methods used OA_Standard ZQ Mass Spectrometer from Waters (Single quadrupole mass spectrometer) Instrument Parameter: Ionization method: Electrospray Polarity: positive and negative ions Capillary: 3.00 kV Cone: 30 V Extractor: 2.00 V Source Temperature: 150°C, Desolvation Temperature: 350C -128-Cone Gas Flow: 50 L/Hr Desolvation Gas Flow: 400 L/Hr Mass range: 100 to 900 Da Acquity UPLC from Waters: Binary pump, heated column compartment and diode-array detector.

Solvent degasser. binary pump, heated column compartment and diode-array detector.

Column: Waters (JPLC HSS 13, 1.8 m, 30 x 2.1 mm, Temp: 60°C DAD Wavelength range (nm): 210 to 500 Solvent Gradient: A = H20 + 5% MeOH + 0.05% HCOOH B= Acetonit nI 4-0.05% HCOOH Time A% B% Flow (mI/mm) 0.00 90 10 0.85 2.70 0 100.0 0.85 3.00 0 100.0 0.85 OA_3m I n_30V ZQ Mass Spectrometer from Waters (Single quadrupole mass spectrometer): Ionization method: Electrospray; Polarity: positive and negative ions; Capillary (kv): 3.00; Cone (V): 30.00; Extractor (V): 2.00; Source Temperature (°C): 100; Desolvation Temperature [C): 250; Cone Gas Flow (L/Hr): 50; Desolvation Gas Flow (L/Hr): 400; Mass range: 100 to 900 Da HP 1100 HPLC from Agilent: Solvent degasser, binary pump, heated column compartment and diode-array detector; Column: Phenomenex Gemini C18, 3 m, 30 x 3mm; Temp: 60C; DAD Wavelength range (nm): 210 to 500; Solvent Gradient: A = water 4-5% MeOH 4-0.05% HCOOH B= Acetonitrile + 0.05 % HCOOH Time A% B% Flow (mL/min) 0.00 100 0 1.700 -129 - 2.00 0 100 1.700 2.80 0 100 1.700 2.90 100 0 1.700 3.00 100 0 1.700 (OA2min3OV) OA_Zm I n_30V SOD Mass Spectrometer from Waters (Single quadrupole mass spectrometer): Ionization method: Electrospray; Polarity: positive and negative ions; Capillary (kv): 3.00; Cone (V): 30.00; Extractor (V): 2.00; Source Temperature (CC): 150; Desolvation Temperature (C): 250; Cone Gas Flow (L/Hr): 0; Desolvation Gas Flow (L/Hr): 650; Mass range: 100 to 900 Da Acquity UPLC from Waters: Binary pump, heated column compartment and diode-array detector; Solvent degasser, binary pump, heated column compartment and diode-array detector; Column: Phenomenex Gemini C18, 3 m, 30 x 2 mm; Temp: 60 C; DAD Wavelength range (nm): 210 to 500 Solvent Gradient: A = Water + 5% methanol 4-0.05 % HCOOH B= Acetonitrile + 0.05 % HCOOH Time A% B% Flow (mL/min) 0.00 100 0 0.850 1.20 0 100 0.850 1.50 0 100 0.850 Method ZCQ ZO Mass Spectrometer from Waters (Single quadrupole mass spectrometer) Instrument Parameter: lonisation method: Electrospray Polarity: positive ions -130 -Capillary (kV) 300. Cone (V) 3000, Extractor (V) 2.00, Source Temperature (°C) 100, Desolvation Temperature (°C) 250, Cone Gas Flow (L/Hr) 50, Desolvation Gas Flow (L/Hr) 400 Mass range: 100 to 900 Da HP 1100 HPLC from Agilent: solvent degasser, quaternary pump (ZCQJ I binary pump (ZDQ), heated column compartment and diode-array detector.

Column: Phenomenex Gemini C18, 3 mm particle size. 110 A, 30 x 3 mm Temp: 60°C DAD Wavelength range (nm): 200 to 500 Solvent Gradient: A = water + 0.05% HCOOH B= Acetonitrile/Methanol (4:1, v:v) + 0.04 % HCOOH Time A% B% Flow (mL/min) 0.00 95.0 5.0 1.700 2.00 0.0 100.0 1.700 2.80 0.0 100.0 1.700 2.90 95.0 5.0 1.700 3.00 95.0 5.0 1.700 Method ZDQ Mass Spectrometer from Waters (Single quadrupole mass spectrometer) Instrument Parameter: lonisation method: Electrospray Polarity: positive ions Capillary (kV) 3.00, Cone (V) 30.00, Extractor (V) 2.00, Source Temperature (°C) 100, Desolvation Temperature (°C) 250, Cone Gas Flow (L/Hr) SO, Desolvation Gas Flow (L/Hr) 400 Mass range: 100 to 900 Da HP 1100 HPLC from Agilent: solvent degasser, binary pump (ZCQJ / binary pump (ZDQ), heated column compartment and diode-array detector.

Column: Phenomenex Gemini C18, 3 mm particle size, 110 A, 30 x 3 mm, Temp: 60°C DAD Wavelength range (nm): 200 to 500 -131 -Solvent Gradient: A = water + 0.05% HCOOH B= Acetonitrile/Methanol (4:1, v:v) 4-0.04 % HCOOH Time A% B% Flow (mL/min) 0.00 95.0 5.0 1.700 2.00 0.0 100.0 1.700 2.80 0.0 100.0 1.700 2.90 95.0 5.0 1.700 3.00 95.0 5.0 1.700 Formulation examples for compounds of formula (U: Example F-1.1 to F-1.2: Emulsifiable concentrates Components F-2.1 F-2.2 A compound selected from the Tables 1, 2 or P 25% 50% calciumdodecylbenzenesulfonate 5% 6% castoroilpolyethyleneglycolether (36molethylenoxyunits) 5% tributylphenolpolyethyleneglycolether (3Omolethylenoxyunits) -cyclohexanone -20% xylenemixture 65% 20% Emulsions of any desired concentration can be prepared by diluting such concentrates with water.

-132 -Example [-2: Emulsifiable concentrate Components 1-2 A compound selected from the Tables 1, 2 or P 10% octylphenolpolyethyleneglycolether 3% (4 to 5 mol ethylenoxy units) Calcium dodecylbenzenesulfonate 3% Castoroilpolyglycolether 4% (36 mol ethylenoxy units) cyclohexanone 30% xylenemixture 50% Emulsions of any desired concentration can be prepared by diluting such concentrates with water.

Examples F-3.1 to F-3.4: Solutions Components 1-3.1 F-3.2 1-3.3 F-3.4 A compound selected from the Tables 1, 2 or P 80% 10% 5% 95% propylene glycol monomethyl ether 20% --- polyethylene glycol -70% -- (relative molecular mass: 400 atomic mass units) N-methylpyrrolid-2-one -20% --epoxidised coconut oil --1% 5% benzin (boiling range: 160-190°) --94% -The solutions are suitable for use in the form of microdrops.

Examples F-4.1 to F-4.4: Granulates -133 -Components F-4.1. F-4.2 F-4.3 F-4.4 A compound selected from the Tables 1, 2 or P 5% 10% 8% 21% Kaolin 94% -79% 54% highly dispersed silicic acid 1% -13% 7% Attapulgite -90% -18% The novel compound is dissolved in dichloromethane, the solution is sprayed onto the carrier and the solvent is then removed by distillation under vacuum.

Examples F-5.1 and F-5.2: Dusts Components F-5.1 F-5.2 A compound selected from the Tables 1, 2 or P 2% 5% highly dispersed silicic acid 1% 5% Talcum 97% -Kaolin -90% Ready for use dusts are obtained by intimately mixing all components.

Examples F-6.1 to F-6.3: Wettable powders Components F-6.1 F-6.2 F-6.3 A compound selected from the Tables 1, 2 or P 25% 50% 75% sodium lignin sulfonate 5% 5% -sodium lauryl sulphate 3% -5% sodium diisobutylnaphthalene sulfonate 6% 10% - octylphenolpolyethylene glycol ether 2% -- -134 - (7 to 8 mol ethylenoxy units) highly dispersed silicic acid 5% 10% 10% Kaolin 62% 27% -All components are mixed and the mixture is thoroughly ground in a suitable mill to give wettable powders which can be diluted with water to suspensions of any desired concentration.

Example F7: Flowable concentrate for seed treatment Components F-7 A compound selected from the Tables 1, 2 or P 40 % propylene glycol 5 % copolymer butanol PO/EO 2 % tristyrenephenole with 10-20 moles EO 2 % 1,2-benzisothiazolin-3-one 0.5 % (in the form of a 20% solution in water) monoazo-pigment calcium salt S % Silicone oil 0.2% (in the form of a 75% emulsion in water) Water 45.3% The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion.

-135 -

Biological examples:

Phytoyhthora infestans / tomato / leaf disc preventative (late blight) Tomato leaf disks were placed on water agar in multiwell plates (24-well format) and sprayed with the formulated test compound diluted in water at an application rate of 200ppm. The leaf disks were inoculated with a spore suspension of the fungus 1 day after application. The inoculated leaf disks were incubated at 16°C and 75% relative humidity under a light regime of 24 h darkness followed by 12/12 h (light/dark) in a climate cabinet and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears in untreated check leaf disks (5 -7 days after application). The following compounds gave at least 80% control of Phytophthora infestans: P.01, P.02 Plasmopara viticola / grape / leaf disc preventative (late blight) Grape vine leaf disks were placed on water agar in multiwell plates (24-well format) and sprayed with the formulated test compound diluted in water. The leaf disks were inoculated with a spore suspension of the fungus 1 day after application. The inoculated leaf disks were incubated at 19°C and 80% relative humidity under a light regime of 12/12 h (light/dark) in a climate cabinet and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears in untreated check leaf disks (6 -8 days after application). The following compounds gave at least 80% control of Plasmopara viticola: P.04, P.10, P.24, P.25, P.32, P.34, P.52, P.54, P.60, P.61, P.64, P.65, P.68, P.71, P.72, P.73, P.75, P.76, P.77, P.79, P.88 Puccinia recondita f. sp. tritici / wheat / leaf disc preventative (Brown rust): Wheat leaf segments cultivated variety (cv) Kanzler were placed on agar in 24-well plates and sprayed with formulated test compound diluted in water at an application rate of 200ppm. The leaf disks were inoculated with a spore suspension of the fungus 1 day after application. The inoculated leaf segments were incubated at 19°C and 75% relative humidity under a light regime of 12/12 h (light/dark) in a climate cabinet and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears in untreated check leaf segments (7-9 days after application). The following compounds gave at least 80% control of Puccinia recondita f. sp. tritici: P.02, P.03, P.04, P.05, P.06, P.11, P.12, P.13, P.14, P.15, P.17, P.21, P.22, P.23, -136 -P.24, P.25, P.28, P.29, P.39, P.40, P.41, P.42, P.43, P.45, P.46, P.48, P.50, P.52, P.53, P.54, P.57, P.60, P.61, P.62, P.63, P.64, P.65, P.67, P.70, P.71, P.73, P.75, P.79, P.83, P.87, P.88 Puccinia recondite, f. sp. tritici / wheat / leaf disc curative (Brown rust): Wheat leaf segments cv Kanzler were placed on agar in 24-well plates. The leaf segments were inoculated with a spore suspension of the fungus. The plates were stored in darkness at 19°C and 75% relative humidity. The formulated test compound diluted in water was applied at an application rate of 200ppm 1 day after inoculation. The leaf segments were incubated at 19°C and 75% relative humidity under a light regime of 12/12 h (light/dark) in a climate cabinet and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears in untreated check leaf segments (6-8 days after application). The following compounds gave at least 80% control of Puccinia reconditaf. sp. tritici: P.02, P.03, P.04, P.05, P.06, P.08, P.09, P.11, P.12, P.13, P.15, P.17, P.23, P.24, P.25, P.28, P.29, P.30, P.35, P.39, P.40, P.41, P.42, P.43, P.46, P.48, P.49, P.50, P.52, P.60, P.63, P.64, P.67, P.70, P.71, P.74, P.75, P.86, P.88 Phacosphoeria nodorum (Septoria nodorum) /wheat / leaf disc preventative (Glume blotch): Wheat leaf segments cv Kanzler were placed on agar in a 24-well plate and sprayed with formulated test compound diluted in water at an application rate of 200ppm. The leaf disks were inoculated with a spore suspension of the fungus 2 days after application. The inoculated test leaf disks were incubated at 20°C and 75% relative humidity under a light regime of 12/12 h (light/dark) in a climate cabinet and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears in untreated check leaf disks (5-7 days after application). The following compounds gave at least 80% control of Phaeosphaeria nodorum: P.01, P.02, P.04, P.05, P.06, P.07, P.08, P.09, P.10, P.11, P.13, P.14, P.15, P.16, P.17, P.20, P.21, P.22, P.23, P.24, P.25, P.28, P.29, P.32, P.34, P.35, P.39, P.40, P.41, P.46, P.47, P.48, P.49, P.50, P.52, P.53, P.54, P.57, P.59, P.60, P.61, P.63, P.64, P.65, P.67, P.68, P.69, P.70, P.71, P.72, P.74, P.75, P.76, P.77, P.78, P.79, P.80, P.81, P.83, P.84, P.85, P.86, P.87, P.88, P.92, P.93, P.97 Pyrenophorci teres I barley / leaf disc preventative (Net blotch): Barley leaf segments cv Hasso were placed on agar in a 24-well plate and sprayed with formulated test compound diluted in water at an application rate of 200ppm. The leaf -137 -segments were inoculated with a spore suspension of the fungus two days after application of the test solution. The inoculated leaf segments were incubated at 20°C and 65% relative humidity under a light regime of 12/12 h (light/dark) in a climate cabinet and the activity of a compound was assessed as disease control compared to untreated when an appropriate level of disease damage appears in untreated check leaf segments (5-7 days after application). The following compounds gave at least 80% control of Pyrenophora teres: P.01, P.02, P.04, P.05, P.06, P.08, P.09, P.10, P.11, P.13, P.14, P.15, P.21, P.22, P.23, P.24, P.25, P.28, P.32, P.33, P.35, P.38, P.39, P.40, P.41, P.43, P.48, P.49, P.50, P.52, P.54, P.57, P.59, P.60, P.61, P.62, P.63, P.64, P.65, P.67, P.68, P.69, P.70, P.71, P.72, P.73, P.74, P.75, P.76, P.78, P.79, P.80, P.83, P.84, P.88, P.92, P.93, P.97 Botryotinia fuckeliana (Botrvtis cinerea) I liquid culture (Gray mould): Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (Vogels broth). After placing a DMSO solution of test compound into a 96-well microtiter plate at an application rate of 200ppm, the nutrient broth containing the fungal spores was added. The test plates were incubated at 24°C and the inhibition of growth was determined photometrically 3-4 days after application. The following compounds gave at least 80% control of Botryotiniafuckeliana: P.01, P.02, P.03, P.04, P.05, P.06, P.07, P.08, P.09, P.10, P.11, P.12, P.13, P.14, P.15, P.16, P.17, P.18, P.20, P.21, P.22, P.23, P.24, P.25, P.26, P.28, P.29, P.30, P.31, P.32, P.33, P.34, P.35, P.36, P.38, P.39, P.40, P.41, P.42, P.43, P.44, P.45, P.46, P.47, P.48, P.49, P.50, P.52, P.53, P.54, P.56, P.57, P.58, P.59, P.60, P.61, P.62, P.63, P.64, P.65, P.66, P.67, P.68, P.69, P.70, P.71, P.72, P.73, P.74, P.75, P.76, P.77, P.78, P.79, P.83, P.84, P.85, P.86, P.87, P.88, P.89, P.90, P.91, P.92, P.93, P.94, P.96, P.97 Glomerella lapenarium (Co/letotrichum Iacjenarium) / liquid culture (Anthracnose) Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a DM50 solution of test compound into a 96-well microtiter plate at an application rate of 200ppm, the nutrient broth containing the fungal spores was added. The test plates were incubated at 24°C and the inhibition of growth was measured photometrically 3-4 days after application. The following compounds gave at least 80% control of Glomerella lagenarium: P.01, P.02, P.03, P.04, P.05, P.06, P.08, P.09, P.10, P.11, P.12, P.13, P.14, P.15, P.16, P.17, P.18, P.20, P.21, P.22, P.23, P.24, P.25, P.26, P.28, P.29, P.30, P.31, P.32, P.33, P.34, P.35, P.38, P.39, P.40, P.41, P.42, P.43, P.44, P.45, P.46, P.47, P.48, P.49, P.50, P.52, P.53, P.54, P.56, P.57, P.58, P.59, P.60, P.61, P.62, P.63, P.64, -138 -P.65, P.66, P.67, P.68, P.69, P.70, P.71, P.72, P.73, P.74, P.75, P.76, P.77, P.78, P.79, P.83, P.84, P.88, P.91, P.92, P.93, P.94, P.96, P.97 Mycosphaerella arachidis (Cercospora arachidicola) / liquid culture (early leaf spot): Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a DM50 solution of test compound into a 96-well microtiter plate at an application rate of 200ppm, the nutrient broth containing the fungal spores was added. The test plates were incubated at 24°C and the inhibition of growth was determined photometrically 4-5 days after application. The following compounds gave at least 80% control of Mycosphaerella arachidis: P.01, P.02, P.03, P.04, P.05, P.06, P.07, P.08, P.09, P.10, P.11, P.12, P.13, P.14, P.15, P.16, P.17, P.18, P.20, P.21, P.22, P.23, P.24, P.25, P.26, P.28, P.29, P.30, P.31, P.32, P.33, P.34, P.35, P.36, P.38, P.39, P.40, P.41, P.42, P.43, P.44, P.45, P.46, P.47, P.48, P.49, P.50, P.52, P.53, P.54, P.56, P.57, P.58, P.59, P.60, P.61, P.62, P.63, P.64, P.65, P.66, P.67, P.68, P.69, P.70, P.71, P.72, P.73, P.74, P.75, P.76, P.77, P.79, P.83, P.84, P.85, P.86, P.88, P.89, P.90, P.91, P.92, P.93, P.94, P.96, P.97 Mycosphacrella graminicoks (Septoria t-ritici) / liquid culture (Septoria blotch): Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a DM50 solution of test compound into a 96-well microtiter plate at an application rate of 200ppm, the nutrient broth containing the fungal spores was added. The test plates were incubated at 24°C and the inhibition of growth was determined photometrically 4-5 days after application. The following compounds gave at least 80% control of Mycosphaerella gram/n/cola: P.01, P.02, P.03, P.04, P.05, P.06, P.08, P.09, P.10, P.11, P.12, P.13, P.14, P.15, P.16, P.17, P.20, P.21, P.22, P.23, P.24, P.25, P.26, P.28, P.29, P.30, P.31, P.32, P.33, P.34, P.35, P.36, P.38, P.39, P.40, P.41, P.42, P.43, P.44, P.45, P.46, P.47, P.48, P.49, P.50, P.52, P.53, P.54, P.56, P.57, P.58, P.59, P.60, P.61, P.62, P.63, P.64, P.65, P.67, P.68, P.69, P.70, P.71, P.72, P.73, P.74, P.75, P.76, P.77, P.78, P.79, P.83, P.84, P.85, P.87, P.88, P.91, P.92, P.93, P.97 Gaeumannomyces graminis / liquid culture (Take-all of cereals): Mycelial fragments of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a DM50 solution of test compound into a 96-well microtiter plate at an application rate of 200ppm, the nutrient broth Cp.33, containing the fungal spores is added. The test plates were incubated at 24°C and the -139 -inhibition of growth was determined photometrically 4-5 days after application. The following compounds gave at least 80% control of Gaeumannomyces graminis: P.01, P.02, P.04, P.05, P.06, P.08, P.09, P.10, P.11, P.12, P.13, P.14, P.15, P.16, P.17, P.20, P.21, P.22, P.23, P.24, P.25, P.26, P.28, P.29, P.31, P.32, P.33, P.34, P.35, P.36, P.38, P.39, P.40, P.41, P.42, P.43, P.45, P.46, P.47, P.48, P.49, P.50, P.51, P.52, P.53, P.54, P.55, P.56, P.57, P.58, P.59, P.60. P.61. P.62. P.63. P.64. P.65, P.67, P.68, P.69, P.71. P.72. P.73. P.74. P.75, P.76, P.77, P.78, P.79, P.83, P.84, P.85, P.86, P.87, P.88, P.89, P.91, P.92, P.93, P.94, P.96, P.97 Thanatephorus cucumeris (Rhizoctonia so/ani) / liquid culture (foot rot, damping-off): Mycelia fragments of a newly grown liquid culture of the fungus were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a DMSO solution of the test compounds into a 96-well microtiter plate at an application rate of 200ppm, the nutrient broth containing the fungal material was added. The test plates were incubated at 24°C and the inhibition of growth was determined photometrically 3-4 days after application. The following compounds gave at least 80% control of Thanatephorus cucumeris: P.01, P.02, P.03, P.04, P.05, P.06, P.08, P.09, P.10, P.12, P.13, P.14, P.15, P.17, P.20, P.21, P.22, P.23, P.24, P.25, P.26, P.28, P.29, P.30, P.31, P.32, P.33, P.34, P.35, P.38, P.39, P.40, P.41, P.43, P.44, P.45, P.46, P.48, P.49, P.52, P.53, P.54, P.56, P.57, P.58, P.59, P.60, P.61, P.62, P.63, P.64, P.65, P.67, P.70, P.71, P.72, P.73, P.75, P.76, P.79, P.83, P.84, P.85, P.88, P.91, P.92, P.93 Monoaraphella nivalis (Microdochium nivale) / liquid culture (foot rot cereals): Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a DMSO solution of test compound into a 96-well microtiter plate at an application rate of 200ppm, the nutrient broth containing the fungal spores was added. The test plates were incubated at 24°C and the inhibition of growth was determined photometrically 4-5 days after application. The following compounds gave at least 80% control of Monographe/la n/va/is: P.01, P.02, P.03, P.04, P.05, P.06, P.08, P.09, P.10, P.12, P.13, P.14, P.15, P.16, P.17, P.20, P.21, P.22, P.23, P.24, P.25, P.26, P.28, P.29, P.30, P.31, P.32, P.33, P.34, P.35, P.38, P.39, P.40, P.41, P.42, P.43, P.45, P.46, P.47, P.48, P.49, P.50, P.52, P.53, P.54, P.57, P.58, P.59, P.60, P.61, P.62, P.63, P.64, P.65, P.67, P.68, P.69, P.70, P.71, P.73, P.74, P.75, P.76, P.77, P.79, P.80, P.83, P.85, P.87, P.88, P.91, P.92, P.93, P.96 -140 -Blumeria araminis f. sp. tritici (Erysiphe graminis f. sp. tritici) / wheat! leaf disc preventative (Powdery mildew on wheat): Wheat leaf segments cv. Kanzler were placed on agar in a 24-well plate and sprayed with the formulated test compound diluted in water at an application rate of 200ppm. The leaf disks were inoculated by shaking powdery mildew infected plants above the test plates 1 day after application. The inoculated leaf disks were incubated at 20°C and 60% relative humidity under a light regime of 24 h darkness followed by 12h,112h (dark/light) in a climate chamber and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears on untreated check leaf segments (6-8 days after application). The following compounds gave at least 80% control ofB/umeriagraminis: P.01, P.02, P.03, P.04, P.05, P.06, P.08, P.09, P.10, P.11, P.12, P.13, P.14, P.15, P.17, P.21, P.23, P.24, P.25, P.28, P.29, P.30, P.32, P.39, P.40, P.41, P.42, P.43, P.45, P.46, P.48, P.49, P.50, P.52, P.53, P.54, P.59, P.60, P.61, P.63, P.64, P.65, P.67, P.68, P.70, P.71, P.75, P.76, P.79, P.80, P.83, P.86, P.87, P.88, P.93 15.4lternaria solani! tomato / leaf disc (early blight) Tomato leaf disks cultivated variety (cv.) Baby were placed on agar in multiwell plates (24-well format) and sprayed with the formulated test compound diluted in water at an application rate of 200ppm. The leaf disks were inoculated with a spore suspension of the fungus 2 days after application. The inoculated leaf disks were incubated at 23°C/21°C (day!night) and 80% relative humidity under a light regime of 12/12 h (light/dark) in a climate cabinet and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears on untreated check disk leaf disks (5 -7 days after application). The following compounds gave at least 80% control of Alternaria solani: P.01, P.02, P.06, P.08, P.09, P.15, P.23, P.24, P.54, P.60, P.63, P.75, P.76, P.77, P.79, P.97 Pythium ultimum/ liquid culture (seedling damping off) Mycelia fragments and oospores of a newly grown liquid culture of the fungus were directly mixed into nutrient broth (potato dextrose broth). After placing a DMSO solution of test compound into a 96-well format microtiter plate at an application rate of 200ppm, the nutrient broth containing the fungal mycelia/spore mixture was added. The test plates were incubated at 24°C and the inhibition of growth was determined photometrically 2-3 days -141 -after application. The following compounds gave at least 80% control of Pythium ultimum: P.06, P.08, P.09, P.12, P.21, P.23, P.30, P.34, P.54, P.63, P.74 Magnaporthe prisea (Pyricularia oryzae) I rice! leaf disc preventative (Rice Blast): Rice leaf segments cv. Ballila were placed on agar in multiwell plate (24-well format) and sprayed with the formulated test compound diluted in water at an application rate of 200ppm. The leaf segments were inoculated with a spore suspension of the fungus 2 days after application. The inoculated leaf segments were incubated at 22°C and 80% rh under a light regime of 24 h darkness followed by 12112 h (light!dark) in a climate cabinet and the activity of a compound was assessed as percent disease control compared to untreated when an appropriate level of disease damage appears in untreated check leaf segments (5- 7 days after application). The following compounds gave at least 80% control of Magnaporthe grisea: P.01, P.02, P.04, P.06, P.08, P.09, P.10, P.11, P.12, P.13, P.14, P.15, P.17, P.21, P.23, P.24, P.25, P.28, P.29, P.30, P.34, P.39, P.40, P.41, P.46, P.48, P.49, P.50, P.52, P.53, P.54, P.59, P.60, P.62, P.63, P.67, P.68, P.69, P.70, P.71, P.73, P.74, P.75, P.76, P.77, P.79, P.83, P.84, P.85, P.86, P.87, P.88, P.92, P.93, P.96, P.97