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AR059885A1 - SELECTIVE INSECTICIDES BASED ON PHTALIC ACID DIAMIDS AND DETOXIFYING AGENTS - Google Patents

SELECTIVE INSECTICIDES BASED ON PHTALIC ACID DIAMIDS AND DETOXIFYING AGENTS

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Publication number
AR059885A1
AR059885A1 ARP070100919A ARP070100919A AR059885A1 AR 059885 A1 AR059885 A1 AR 059885A1 AR P070100919 A ARP070100919 A AR P070100919A AR P070100919 A ARP070100919 A AR P070100919A AR 059885 A1 AR059885 A1 AR 059885A1
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Argentina
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alkyl
acid
cyano
halogen
ester
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ARP070100919A
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Spanish (es)
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Bayer Cropscience Ag
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Publication of AR059885A1 publication Critical patent/AR059885A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/10Sulfones; Sulfoxides

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Reivindicacion 1: Agente que contiene (a) al menos una diamida del ácido ftálico de formula (1) en la que Hal representa cloro, bromo o yodo, * designa un átomo de carbono en la configuracion R o S, preferentemente en la configuracion S, y (b) al menos un compuesto que mejora la fitotolerancia en plantas de cultivo del siguiente grupo de compuestos: 4-Dicloroacetil-1-oxa-4-aza-espiro[4.5]-decano (AD-67, MON-4660), 1-dicloroacetil-hexahidro-3,3,8S-trimetilpirrolo[1,2-a]-pirimidin-6(2H)-ona (diciclonona, BAS-145138), 4-dicloroacetil-3,4-dihidro-3-metil-2H-1,4-benzoxazina (benoxacor), éster, 1-metil-hexílico del ácido 5-cloro-quinolin-8-oxi-acético (cloquintocet mexilo; véanse también los compuestos relacionados en los documentos EP-A- 0086750, EP-A-0094349, EP-A-0191736, EP-A-0492366), 3-(2-clorobencil)-1-(1-metil-1-feniletil)-urea (cumiluron), alfa-(cianometoximino)-fenilacetonitrilo (ciometrinilo), ácido 2,4-dicloro-fenoxiacético (2,4-D), ácido 4-(2,4-diclorofenoxi)-butírico (2,4-DB), 1-(1-metil-1-feniletil)-3-(4-metilfenil)-urea (daimuron, dieron), ácido 3,6-dicloro-2-metoxibenzoico (dicamba), éster S-1-metil-1-feniletílico del ácido piperidin-1-tiocarboxílico (dimepiperato), 2,2-dicloro-N-(2-oxo-2-(2-propenilamino)- etil)-N-(2-propenil)-acetamida (DKA-24), 2,2-dicloro-N,N-di-2-propenilacetamida (diclormid), 4,6-dicloro-2-fenil-pirimidina (fenclorim), éter etílico del ácido 1-(2,4-dicloro-fenil)-5-triclorometil-1H-1,2,4-triazol-3-carboxílico (fenclorazol etilo; véanse también los compuestos relacionados en los documentos EP-A-0174562 y EP-A-0346620), éster fenilmetílico del ácido 2-cloro-4-trifluorometil-tiazol-5-carboxílico (flurazol), 4-cloro-N-(1,3-dioxolan-2-il-metoxi)-alfa-trifluoro-acetofenonoxima (fluxofenim), 3-dicloroacetil-5-(2-furanil)-2,2-dimetil-oxazolidina (furilazol, MON-13900), 4,5-dihidro-5,5-difenil-3-isoxazolcarboxilato de etilo (isoxadifen etilo; véanse también los compuestos relacionados en el documento WO 95/07897), 3,6- dicloro-2-metoxibenzoato de 1-(etoxicarbonil)-etilo(lactidicloro), ácido (4-cloro-o-toliloxi)-acético (MCPA), ácido 2-(4-cloro-o-toliloxi)-propionico (mecoprop), 1-(2,4-diclorofenil)-4,5-dihidro-5-metil-1H-pirazol-3,5-dicarboxilato de dietilo (mefenpir dietilo; véanse también los compuestos relacionados en el documento WO 91/07874), 2-diclorometil-2-metil-1,3-dioxolano (MG-191), 1-oxa-4-azaespiro[4.5]decano-4-carboditioato de 2-propenilo (MG-838), anhídrido de ácido 1,8-naftálico, alfa- (1,3-dioxilan-2-il-metoximino)-fenilacetonitrilo (oxabentrinilo), 2,2-dicloro-N-(1,3-dioxolan-2-il-metil)-N-(2-propenil)-acetamida(PPG-1292), 3-dicloroacetil-2,2-dimetiloxazolidina (R-28725), 3-dicloroacetil-2,2,5-trimetiloxalidina (R-29148), ácido 4-(4-cloro-o-tolil)-butírico, ácido 4-(4-clorofenoxi)-butírico, ácido difenilmetoxiacético, éster metílico del ácido difenilmetoxiacético, éster etílico del ácido difenilmetoxiacético, éster metílico del ácido 1-(2-clorofenil)-5-fenil-1H-pirazol-3- carboxílico, éster etílico del ácido 1-(2,4-diclorofenil)-5-metil-1H-pirazol-3-carboxílico, éster etílico del ácido 1-(2,4-diclorofenil)-5-isopropil-1H-pirazol-3-carboxílico, éster etílico del ácido 1-(2,4-diclorofenil)-5-(1,1-dimetiletil)-1H- pirazol-3-carboxílico, éster etílico del ácido 1-(2,4-diclorofenil)-5-fenil-1H-pirazol-3-carboxílico (véase también los compuestos relacionados en los documentos EP-A-0269806 y EP-A-0333131), éster etílico del ácido 5-(2,4-diclorobencil)-2- isoxazolin-3-carboxílico, éster etílico del ácido 5-fenil-2-isoxazolin-3-carboxílico, éster etílico del ácido 5-(4-fluorofenil)-5-fenil-2-isoxazolin-3-carboxílico (veánse los compuestos relacionados en el documento WO 91/08202), éster 1,3-dimetil- but-1-ílico del ácido 5-cloroquinolin-8-oxiacético, éster 4-aliloxibutílico del ácido 5-cloroquinolin-8-oxiacético, éster 1-aliloxiprop-2-ílico del ácido 5-cloroquinolin-8-oxiacético, éster metílico del ácido 5-cloroquinolin-8-oxiacético, éster etílico del ácido 5-cloroquinolin-8-oxiacético, éster alílico del ácido 5-cloroquinolin-8-oxiacético, éster 2-oxoprop-1-ílico del ácido 5-cloroquinolin-8-oxiacético, éster dietílico del ácido 5-cloroquinolin-8-oximalonico, éster dialílico del ácido 5-cloroquinolin-8-oximalonico, éster dietílico del ácido 5-cloroquinolin-8-oximalonico (véanse también los compuestos relacionados en el documento EP-A-0582198), ácido 4-carboxi-croman-4-ilacético (AC-304415, véase el documento EP-A-0613618), ácido 4-clorofenoxiacético, 3,3'-dimetil-4-metoxi-benzofenona, 1-bromo-4-clorometilsulfonilbenceno, 1-[4-(N-2-metoxibenzoilsulfamoil)-fenil]-3-metilurea (alias N-(2-metoxibenzoil)-4-[(metilaminocarbonil)-amino]-bencenosulfonamida), 1-[4-(N-2- metoxibenzoilsulfamoil)-fenil]-3,3-dimetilurea, 1-[4-(N-4,5-dimetil-benzoilsulfamoil)-fenil]-3-metilurea, 1-[4-(N-naftilsulfamoil)-fenil]-3,3-dimetilurea, N-(2-metoxi-5-metilbenzoil)-4-(ciclopropilaminocarbonil)-bencenosulfonamida, o un resto del grupo de formulas (2) en las que r representa 0, 1, 2, 3, 4 o 5, A1D representa una de las agrupaciones heterocíclicas divalentes del grupo de formulas (3); s representa 0, 1, 2, 3, 4 o 5, A2D representa alcanodiilo C1-2 dado el caso sustituido con alquilo C1-4, alcoxicarbonilo C1-4 y/o alqueniloxicarbonilo C1-4, R8D representa hidroxi, mercapto, amino, alcoxi C1-6, alquiltio C1-6, alquilamino C1-6 o di-(alquil-C1-4)-amino, R9D representa hidroxi, mercapto, amino, alcoxi C1-7, alqueniloxi C1-6- , alqueniloxi-C1-6-alcoxi-C1-6, alquiltio C1-6, alquilamino C1-6 o di-(alquil-C1-4)-amino, R10D representa alquilo C1-4 dado el caso sustituido respectivamente con fluor, cloro y/o bromo, R11D representa hidrogeno, alquilo C1-6, alquenilo C2-6 o alquinilo C2-6, alcoxi-C1-4-alquilo-C1-4, dioxolanilalquilo C1-4, furilo, furilalquilo C1-4, tienilo, tiazolilo, piperidinilo dado el caso sustituidos respectivamente con fluor, cloro y/o bromo, o fenilo dado el caso sustituido con fluor, cloro y/o bromo o alquilo C1-4, R12D representa hidrogeno o alquilo C1-6, alquenilo C2-6 o alquinilo C2-6, alcoxi-C1-4-alquilo C1-4, dioxolanilalquilo C1-4, furilo, furilalquilo C1-4, tienilo, tiazolilo, piperidinilo dado el caso sustituidos respectivamente con fluor, cloro y/o bromo, o fenilo dado el caso sustituido con fluor, cloro y/o bromo o alquilo C1-4, R11d y R12D también representan juntos alcanodiilo C3-6 u oxaalcanodiilo C2-5 dado el caso sustituidos respectivamente con alquilo C1-4, fenilo, furilo, un anillo de benceno condensado o con dos sustituyentes que, junto con el átomo de C al que están unidos, forman un carbociclo de 5 o 6 miembros, R13D representa hidrogeno, ciano, halogeno, o alquilo C1-4, cicloalquilo C3-6 o fenilo dado el caso sustituidos respectivamente con fluor, cloro y/o bromo, R14D representa hidrogeno o alquilo C1-6, cicloalquilo C3-6 o tri-(alquil C1-4)-sililo sustituido dado el caso con hidroxi, ciano, halogeno o alcoxi C1-4, R15D representa hidrogeno, ciano, halogeno o alquilo C1-4, cicloalquilo C3-6 o fenilo dado el caso sustituidos respectivamente con fluor, cloro y/o bromo, X1D representa nitro, ciano, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxiC1-4 o haloalcoxi C1-4, X2D representa hidrogeno, ciano, nitro, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 o haloalcoxi C1-4, X3D representa hidrogeno, ciano, nitro, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 o haloalcoxi C1-4, y/o uno de los siguientes compuestos de las formulas generales (4), (5) en las que t representa 0, 1, 2, 3, 4 o 5, v representa 0, 1, 2, 3 o 4, R16D representa hidrogeno o alquilo C1-4, R17D representa hidrogeno o alquilo C1-4, R18D representa hidrogeno o alquilo C1-6, alcoxi C1-6, alquiltio C1-6, alquil-C1-6-amino o di-(alquil-C1-4)-amino dado el caso sustituidos respectivamente con ciano, halogeno o alcoxi C1-4, o cicloalquilo C3-6, cicloalquiloxi C3-6, cicloalquiltio C3-6 o cicloalquil-C3-6-amino dado el caso sustituidos respectivamente con ciano, halogeno o alquilo C1-4, R19D representa hidrogeno o alquilo C1-6 dado el caso sustituido con ciano, hidroxi, halogeno o alcoxi c1-4, o alquenilo c3-6 o alquinilo C3-6 dado el caso sustituidos respectivamente con ciano o halogeno, o cicloalquilo C3-6 dado el caso sustituido con ciano, halogeno o alquilo C1-4, R20D representa hidrogeno o alquilo C1-6 dado el caso sustituido con ciano, hidroxi, halogeno o alcoxi C1-4, o alquenilo C3-6 o alquinilo C3-6 dado el caso sustituidos respectivamente con ciano o halogeno, o cicloalquilo C3-6 dado el caso sustituido con ciano, halogeno o alquilo C1-4, o fenilo dado el caso sustituido con nitro, ciano, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 o haloalcoxi C1-4, o representa junto con R10D alcanodiilo C2-6 u oxaalcanodiilo C2-5 dado el caso sustituidos respectivamente con alquilo C1-4, X4D representa nitro, ciano, carboxi, carbamoílo, formilo, sulfamoílo, hidroxi, amino, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi c1-4 o haloalcoxi C1-4, y X5D representa nitro, ciano, carboxi, carbamoílo, formilo, sulfamoílo, hidroxi, amino, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 o haloalcoxi C1-4.Claim 1: Agent containing (a) at least one diamide of the phthalic acid of formula (1) in which Hal represents chlorine, bromine or iodine, * designates a carbon atom in the R or S configuration, preferably in the S configuration , and (b) at least one compound that improves phytotolerance in crop plants of the following group of compounds: 4-Dichloroacetyl-1-oxa-4-aza-spiro [4.5] -decane (AD-67, MON-4660) , 1-dichloroacetyl-hexahydro-3,3,8S-trimethylpyrrolo [1,2-a] -pyrimidin-6 (2H) -one (dicylonone, BAS-145138), 4-dichloroacetyl-3,4-dihydro-3- methyl-2H-1,4-benzoxazine (benoxacor), ester, 1-methyl-hexyl of 5-chloro-quinolin-8-oxy-acetic acid (cloquintocet mexyl; see also the related compounds in EP-A-0086750 , EP-A-0094349, EP-A-0191736, EP-A-0492366), 3- (2-Chlorobenzyl) -1- (1-methyl-1-phenylethyl) -urea (cumiluron), alpha- (cyanomethoximine) -phenylacetonitrile (cyometrinyl), 2,4-dichloro-phenoxyacetic acid (2,4-D), 4- (2,4-dichlorophenoxy) -butyri acid co (2,4-DB), 1- (1-methyl-1-phenylethyl) -3- (4-methylphenyl) -urea (daimuron, gave), 3,6-dichloro-2-methoxybenzoic acid (dicamba), S-1-methyl-1-phenylethyl ester of piperidin-1-thiocarboxylic acid (dimepiperate), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) -N- (2- propenyl) -acetamide (DKA-24), 2,2-dichloro-N, N-di-2-propenylacetamide (dichlormid), 4,6-dichloro-2-phenyl-pyrimidine (fenclorim), 1- ethyl acid ether (2,4-Dichloro-phenyl) -5-trichloromethyl-1H-1,2,4-triazol-3-carboxylic acid (pheclorazol ethyl; see also the related compounds in EP-A-0174562 and EP-A-0346620), phenylmethyl ester of 2-chloro-4-trifluoromethyl-thiazole-5-carboxylic acid (flurazole), 4-chloro-N- (1 , 3-dioxolan-2-yl-methoxy) -alpha-trifluoro-acetophenonoxime (fluxophenim), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl-oxazolidine (furylazole, MON-13900), 4, Ethyl 5-dihydro-5,5-diphenyl-3-isoxazolcarboxylate (ethyl isoxadifen; see also related compounds in WO 95/07897), 3- (ethoxycarbonyl) -3,6-dichloro-2-methoxybenzoate (lactidichloro), (4-chloro-o-tolyloxy) -acetic acid (MCPA), 2- (4-chloro-o-tolyloxy) -propionic acid (mecoprop), 1- (2,4-dichlorophenyl) -4, Diethyl 5-dihydro-5-methyl-1H-pyrazol-3,5-dicarboxylate (mefenpyr diethyl; see also related compounds in WO 91/07874), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 1-oxa-4-azaspiro [4.5] 2-propenyl decane-4-carbodithioate (MG-838), 1,8-naphthalic acid anhydride, alpha- ( 1,3-dioxylan-2-yl-methoximino) -phenylacetonitrile (oxabentrinyl), 2,2-dichloro-N- (1,3-dioxolan-2-yl-methyl) -N- (2-propenyl) -acetamide ( PPG-1292), 3-dichloroacetyl-2,2-dimethyloxazolidine (R-28725), 3-dichloroacetyl-2,2,5-trimethyloxalidine (R-29148), 4- (4-chloro-o-tolyl) acid - butyric acid, 4- (4-chlorophenoxy) -butyric acid, diphenylmethoxyacetic acid, diphenylmethoxyacetic acid methyl ester, diphenylmethoxyacetic acid ethyl ester, 1- (2-chlorophenyl) -5-phenyl-1H-pyrazole-3- methyl ester carboxylic acid, 1- (2,4-dichlorophenyl) -5-methyl-1 H -pyrazol-3-carboxylic acid ethyl ester, 1- (2,4-dichlorophenyl) -5-isopropyl-1 H -pyrazol- 3-carboxylic acid, 1- (2,4-dichlorophenyl) -5- (1,1-dimethylethyl) -1 H- pyrazol-3-carboxylic acid ethyl ester, 1- (2,4-dichlorophenyl) - 5-phenyl-1H-pyrazol-3-carboxylic acid (see also the related compounds in EP-A-0269806 and EP-A-0333131), 5- (2-acid ethyl ester) , 4-dichlorobenzyl) -2-isoxazolin-3-carboxylic acid, 5-phenyl-2-isoxazolin-3-carboxylic acid ethyl ester, 5- (4-fluorophenyl) -5-phenyl-2-isoxazolin- acid ethyl ester 3-carboxylic acid (see related compounds in WO 91/08202), 1,3-dimethyl-but-1-yl ester of 5-chloroquinolin-8-oxyacetic acid, 4-allyloxybutyl ester of 5-chloroquinolin-8 acid -oxyacetic, 5-chloroquinolin-8-oxyacetic acid 1-allyloxypropyl-2-yl acid ester, 5-chloroquinoline-8-oxyacetic acid methyl ester, 5-chloroquinoline-8-oxyacetic acid ethyl ester, 5-allyl acidic ester -chloroquinolin-8-oxyacetic acid, 2-oxoprop-1-yl ester of 5-chloroquinolin-8-oxyacetic acid, diethyl ester of 5-chloroquinolin-8-oxyalonic acid, diallyl ester of 5-chloroquinolin-8-oximalonic acid, ester 5-chloroquinolin-8-oxyalonic acid diethyl (see also related compounds in EP-A-0582198), 4-carboxy-chroman-4- acid ilacetic (AC-304415, see EP-A-0613618), 4-chlorophenoxyacetic acid, 3,3'-dimethyl-4-methoxybenzophenone, 1-bromo-4-chloromethylsulfonylbenzene, 1- [4- (N- 2-Methoxybenzoylsulfamoyl) -phenyl] -3-methylurea (aka N- (2-methoxybenzoyl) -4 - [(methylaminocarbonyl) -amino] -benzenesulfonamide), 1- [4- (N-2- methoxybenzoylsulfamoyl) -phenyl] - 3,3-dimethylurea, 1- [4- (N-4,5-dimethyl-benzoylsulfamoyl) -phenyl] -3-methylurea, 1- [4- (N-naphthylsulfamoyl) -phenyl] -3,3-dimethylurea, N- (2-methoxy-5-methylbenzoyl) -4- (cyclopropylaminocarbonyl) -benzenesulfonamide, or a remainder of the group of formulas (2) in which r represents 0, 1, 2, 3, 4 or 5, A1D represents a of the divalent heterocyclic groupings of the group of formulas (3); s represents 0, 1, 2, 3, 4 or 5, A2D represents C1-2 alkanediyl, where appropriate substituted with C1-4 alkyl, C1-4 alkoxycarbonyl and / or C1-4 alkenyloxycarbonyl, R8D represents hydroxy, mercapto, amino, C1-6 alkoxy, C1-6 alkylthio, C1-6 alkylamino or di- (C1-4 alkyl) -amino, R9D represents hydroxy, mercapto, amino, C1-7 alkoxy, C1-6 alkenyloxy, C1- alkenyloxy 6-C 1-6 alkoxy, C 1-6 alkylthio, C 1-6 alkylamino or di- (C 1-4 alkyl) -amino, R 10 D represents C 1-4 alkyl, where appropriate substituted respectively with fluorine, chlorine and / or bromine, R11D represents hydrogen, C 1-6 alkyl, C 2-6 alkenyl or C 2-6 alkynyl, C 1-4 alkoxy, C 1-4 dioxolanylalkyl, furyl, C 1-4 furyl alkyl, thienyl, thiazolyl, piperidinyl given the case respectively substituted with fluorine, chlorine and / or bromine, or phenyl, if necessary substituted with fluorine, chlorine and / or bromine or C1-4 alkyl, R12D represents hydrogen or C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl , C1-4 alkoxy-C1-4 alkyl, dioxyl alkylalkyl C1-4, furyl, furyl C1-4 chyl, thienyl, thiazolyl, piperidinyl if substituted respectively with fluorine, chlorine and / or bromine, or phenyl if necessary substituted with fluorine, chlorine and / or bromine or C1-4 alkyl, R11d and R12D also together represent C3-6 alkanediyl or C2-5 oxaalkanediyl optionally substituted with C1-4 alkyl, phenyl, furyl, a condensed benzene ring or with two substituents which, together with the C atom to which they are attached, form a carbocycle of 5 or 6 members, R13D represents hydrogen, cyano, halogen, or C1-4 alkyl, C3-6 cycloalkyl or phenyl, respectively substituted with fluorine, chlorine and / or bromine, R14D represents hydrogen or C1-6 alkyl, C3 cycloalkyl -6 or tri- (C1-4 alkyl) -silyl substituted as appropriate with hydroxy, cyano, halogen or C1-4 alkoxy, R15D represents hydrogen, cyano, halogen or C1-4 alkyl, C3-6 cycloalkyl or phenyl given the case respectively substituted with fluorine, chlorine and / or bromine, X1D represents nitro, cyano, halogen, alq C1-4 uyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy, X2D represents hydrogen, cyano, nitro, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy, X3D represents hydrogen, cyano, nitro, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy, and / or one of the following compounds of the general formulas (4), (5) in the that t represents 0, 1, 2, 3, 4 or 5, v represents 0, 1, 2, 3 or 4, R16D represents hydrogen or C1-4 alkyl, R17D represents hydrogen or C1-4 alkyl, R18D represents hydrogen or alkyl C 1-6, C 1-6 alkoxy, C 1-6 alkylthio, C 1-6 alkyl-amino or di- (C 1-4 alkyl) -amino, respectively substituted with cyano, halogen or C 1-4 alkoxy, or cycloalkyl C3-6, C3-6 cycloalkyloxy, C3-6 cycloalkylthio or C3-6-cycloalkyl, if substituted respectively with cyano, halogen or C1-4 alkyl, R19D represents hydrogen or C1-6 alkyl if necessary substituted with cyano , hydroxy, halogen or C1-4 alkoxy, or C3-6 alkenyl or alkyl C3-6 nyl, if necessary substituted respectively with cyano or halogen, or C3-6 cycloalkyl, if necessary substituted with cyano, halogen or C1-4alkyl, R20D represents hydrogen or C1-6alkyl, if necessary substituted with cyano, hydroxy, halogen or C1-4 alkoxy, or C3-6 alkenyl or C3-6 alkynyl if necessary respectively substituted with cyano or halogen, or C3-6 cycloalkyl, if necessary substituted with cyano, halogen or C1-4 alkyl, or phenyl if case substituted with nitro, cyano, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy, or represents together with R10D C2-6 alkanediyl or C2-5 oxaalkanediyl, respectively substituted respectively with alkyl C1-4, X4D represents nitro, cyano, carboxy, carbamoyl, formyl, sulfamoyl, hydroxy, amino, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy, and X5D represents nitro, cyano , carboxy, carbamoyl, formyl, sulfamoyl, hydroxy, amino, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or ha C1-4 loalkoxy.

ARP070100919A 2006-03-06 2007-03-06 SELECTIVE INSECTICIDES BASED ON PHTALIC ACID DIAMIDS AND DETOXIFYING AGENTS AR059885A1 (en)

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DE200610010203 DE102006010203A1 (en) 2006-03-06 2006-03-06 Selective insecticides based on phthalic diamides and safeners

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EP2964027B1 (en) 2013-03-05 2019-04-24 Bayer CropScience AG Use of combinations comprising cloquintocet-mexyl for improving plant yield
US10743535B2 (en) 2017-08-18 2020-08-18 H&K Solutions Llc Insecticide for flight-capable pests

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ZA200701486B (en) * 2004-08-23 2008-07-30 Nihon Nohyaku Co Ltd Optically active phthalamide derivative, agricultural or horticultural insecticide, and method of using the same
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