AR059885A1 - Insecticidas selectivos basados en diamidas del acido ftalico y agentes detoxificantes - Google Patents
Insecticidas selectivos basados en diamidas del acido ftalico y agentes detoxificantesInfo
- 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
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- acid
- cyano
- halogen
- ester
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 13
- 239000003795 chemical substances by application Substances 0.000 title abstract 2
- 239000002917 insecticide Substances 0.000 title 1
- -1 1-methyl-hexyl Chemical group 0.000 abstract 21
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 19
- 229910052736 halogen Inorganic materials 0.000 abstract 17
- 150000002367 halogens Chemical class 0.000 abstract 17
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 13
- 229910052739 hydrogen Inorganic materials 0.000 abstract 12
- 239000001257 hydrogen Substances 0.000 abstract 12
- 150000001875 compounds Chemical class 0.000 abstract 10
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 8
- 229910052794 bromium Inorganic materials 0.000 abstract 8
- 229910052801 chlorine Inorganic materials 0.000 abstract 8
- 239000000460 chlorine Substances 0.000 abstract 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 229910052731 fluorine Inorganic materials 0.000 abstract 7
- 239000011737 fluorine Substances 0.000 abstract 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 7
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 6
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 5
- 125000001153 fluoro group Chemical group F* 0.000 abstract 5
- 150000002431 hydrogen Chemical class 0.000 abstract 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 4
- ICJSJAJWTWPSBD-UHFFFAOYSA-N cloquintocet Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=C1 ICJSJAJWTWPSBD-UHFFFAOYSA-N 0.000 abstract 4
- 125000002541 furyl group Chemical group 0.000 abstract 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 4
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 3
- QWWHRELOCZEQNZ-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-4-azaspiro[4.5]decan-4-yl)ethanone Chemical compound ClC(Cl)C(=O)N1CCOC11CCCCC1 QWWHRELOCZEQNZ-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- FOMHMPJALXOZGZ-UHFFFAOYSA-N 2,2-dichloro-1-(2,2-dimethyl-1,3-oxazolidin-3-yl)ethanone Chemical compound CC1(C)OCCN1C(=O)C(Cl)Cl FOMHMPJALXOZGZ-UHFFFAOYSA-N 0.000 abstract 2
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 abstract 2
- ZAWPDPLWGKAAHU-UHFFFAOYSA-N 2,2-dichloro-n-[2-oxo-2-(prop-2-enylamino)ethyl]-n-prop-2-enylacetamide Chemical compound ClC(Cl)C(=O)N(CC=C)CC(=O)NCC=C ZAWPDPLWGKAAHU-UHFFFAOYSA-N 0.000 abstract 2
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 abstract 2
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 abstract 2
- OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-UHFFFAOYSA-N 0.000 abstract 2
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 abstract 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 2
- NNYRZQHKCHEXSD-UHFFFAOYSA-N Daimuron Chemical compound C1=CC(C)=CC=C1NC(=O)NC(C)(C)C1=CC=CC=C1 NNYRZQHKCHEXSD-UHFFFAOYSA-N 0.000 abstract 2
- YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 abstract 2
- NRFQZTCQAYEXEE-UHFFFAOYSA-N Fenclorim Chemical compound ClC1=CC(Cl)=NC(C=2C=CC=CC=2)=N1 NRFQZTCQAYEXEE-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 abstract 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000004494 ethyl ester group Chemical group 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- JCHMGYRXQDASJE-UHFFFAOYSA-N metcamifen Chemical compound C1=CC(NC(=O)NC)=CC=C1S(=O)(=O)NC(=O)C1=CC=CC=C1OC JCHMGYRXQDASJE-UHFFFAOYSA-N 0.000 abstract 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000003386 piperidinyl group Chemical group 0.000 abstract 2
- 125000000335 thiazolyl group Chemical group 0.000 abstract 2
- 125000001544 thienyl group Chemical group 0.000 abstract 2
- SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- VXJKYWLPNZBSMY-UHFFFAOYSA-N 1,1-dimethyl-3-[4-(naphthalen-1-ylsulfamoyl)phenyl]urea Chemical compound C1=CC(NC(=O)N(C)C)=CC=C1S(=O)(=O)NC1=CC=CC2=CC=CC=C12 VXJKYWLPNZBSMY-UHFFFAOYSA-N 0.000 abstract 1
- MHULQDZDXMHODA-UHFFFAOYSA-N 1-(2,2-dichloroacetyl)-3,3,8a-trimethyl-2,4,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-one Chemical compound C1C(C)(C)CN(C(=O)C(Cl)Cl)C2(C)N1C(=O)CC2 MHULQDZDXMHODA-UHFFFAOYSA-N 0.000 abstract 1
- HKELWJONQIFBPO-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-(trichloromethyl)-1,2,4-triazole-3-carboxylic acid Chemical compound N1=C(C(=O)O)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl HKELWJONQIFBPO-UHFFFAOYSA-N 0.000 abstract 1
- AJFKCJRMHHBFNS-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylic acid Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1N=C(C(=O)O)C=C1C1=CC=CC=C1 AJFKCJRMHHBFNS-UHFFFAOYSA-N 0.000 abstract 1
- MQPLQJSDTDAHBC-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-propan-2-ylpyrazole-3-carboxylic acid Chemical compound CC(C)C1=CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl MQPLQJSDTDAHBC-UHFFFAOYSA-N 0.000 abstract 1
- AHXUVTKVCMOKIX-UHFFFAOYSA-N 1-bromo-4-(chloromethylsulfonyl)benzene Chemical compound ClCS(=O)(=O)C1=CC=C(Br)C=C1 AHXUVTKVCMOKIX-UHFFFAOYSA-N 0.000 abstract 1
- OISQRMLHYOLTJL-UHFFFAOYSA-N 2,2-dichloro-n-(1,3-dioxolan-2-ylmethyl)-n-prop-2-enylacetamide Chemical compound ClC(Cl)C(=O)N(CC=C)CC1OCCO1 OISQRMLHYOLTJL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002794 2,4-DB Substances 0.000 abstract 1
- HXKWSTRRCHTUEC-UHFFFAOYSA-N 2,4-Dichlorophenoxyaceticacid Chemical compound OC(=O)C(Cl)OC1=CC=C(Cl)C=C1 HXKWSTRRCHTUEC-UHFFFAOYSA-N 0.000 abstract 1
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 abstract 1
- AXHCGXRBOHBEQA-UHFFFAOYSA-N 2-(5-chloro-2-methylphenoxy)acetic acid Chemical compound CC1=CC=C(Cl)C=C1OCC(O)=O AXHCGXRBOHBEQA-UHFFFAOYSA-N 0.000 abstract 1
- IQDCEFNXFAZHCY-SECPXAEJSA-N 2-amino-9-[(1R,6R,8R,10S,15R,17R,18R)-3,12,18-trihydroxy-3,12-dioxo-8-pyrimidin-4-yloxy-2,4,11,13,16-pentaoxa-3lambda5,12lambda5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one Chemical compound N1=C(O[C@@H]2C[C@@H]3COP(=O)(O[C@@H]4[C@@H]([C@@H](COP(=O)(O[C@H]3C2)O)O[C@H]4N2C3=C(N=C2)C(=O)NC(=N3)N)O)O)C=CN=C1 IQDCEFNXFAZHCY-SECPXAEJSA-N 0.000 abstract 1
- KWGQOJWITMQEOT-UHFFFAOYSA-N 2-benzhydryloxyacetic acid Chemical compound C=1C=CC=CC=1C(OCC(=O)O)C1=CC=CC=C1 KWGQOJWITMQEOT-UHFFFAOYSA-N 0.000 abstract 1
- OGZUWSFEZCBGPH-UHFFFAOYSA-N 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(Cl)=NC=1C(F)(F)F OGZUWSFEZCBGPH-UHFFFAOYSA-N 0.000 abstract 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 abstract 1
- SIYAHZSHQIPQLY-UHFFFAOYSA-N 4-(4-chlorophenoxy)butanoic acid Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1 SIYAHZSHQIPQLY-UHFFFAOYSA-N 0.000 abstract 1
- ULKOQNVFHBGETA-UHFFFAOYSA-N 5-(4-fluorophenyl)-5-phenyl-4h-1,2-oxazole Chemical compound C1=CC(F)=CC=C1C1(C=2C=CC=CC=2)ON=CC1 ULKOQNVFHBGETA-UHFFFAOYSA-N 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- VYNOULHXXDFBLU-UHFFFAOYSA-N Cumyluron Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)NCC1=CC=CC=C1Cl VYNOULHXXDFBLU-UHFFFAOYSA-N 0.000 abstract 1
- 239000005504 Dicamba Substances 0.000 abstract 1
- 102220467487 Drebrin_R10G_mutation Human genes 0.000 abstract 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 1
- 239000005574 MCPA Substances 0.000 abstract 1
- 102220578763 Mapk-regulated corepressor-interacting protein 1_R20D_mutation Human genes 0.000 abstract 1
- BWPYBAJTDILQPY-UHFFFAOYSA-N Methoxyphenone Chemical compound C1=C(C)C(OC)=CC=C1C(=O)C1=CC=CC(C)=C1 BWPYBAJTDILQPY-UHFFFAOYSA-N 0.000 abstract 1
- 102220471536 Replication factor C subunit 4_R17D_mutation Human genes 0.000 abstract 1
- 102220510525 Retinoic acid receptor alpha_R14D_mutation Human genes 0.000 abstract 1
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000005092 alkenyloxycarbonyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- MKQSWTQPLLCSOB-UHFFFAOYSA-N benzyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound N1=C(Cl)SC(C(=O)OCC=2C=CC=CC=2)=C1C(F)(F)F MKQSWTQPLLCSOB-UHFFFAOYSA-N 0.000 abstract 1
- LDECUSDQMXVUMP-UHFFFAOYSA-N benzyl 3-[6-[[2-(butylamino)-1-[3-methoxycarbonyl-4-(2-methoxy-2-oxoethoxy)phenyl]-2-oxoethyl]-hexylamino]-6-oxohexyl]-4-methyl-2-oxo-6-(4-phenylphenyl)-1,6-dihydropyrimidine-5-carboxylate Chemical compound O=C1NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)C(C(=O)OCC=2C=CC=CC=2)=C(C)N1CCCCCC(=O)N(CCCCCC)C(C(=O)NCCCC)C1=CC=C(OCC(=O)OC)C(C(=O)OC)=C1 LDECUSDQMXVUMP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 244000038559 crop plants Species 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000005366 cycloalkylthio group Chemical group 0.000 abstract 1
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical group CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 abstract 1
- BWUPSGJXXPATLU-UHFFFAOYSA-N dimepiperate Chemical compound C=1C=CC=CC=1C(C)(C)SC(=O)N1CCCCC1 BWUPSGJXXPATLU-UHFFFAOYSA-N 0.000 abstract 1
- IVEMKPKJNOWXSK-UHFFFAOYSA-N ethyl 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylate Chemical compound N1=C(C(=O)OCC)C=C(C)N1C1=CC=C(Cl)C=C1Cl IVEMKPKJNOWXSK-UHFFFAOYSA-N 0.000 abstract 1
- JEMXUSHXYOXNFL-UHFFFAOYSA-N ethyl 2-(5-chloroquinolin-8-yl)oxyacetate Chemical compound C1=CN=C2C(OCC(=O)OCC)=CC=C(Cl)C2=C1 JEMXUSHXYOXNFL-UHFFFAOYSA-N 0.000 abstract 1
- VZZVOKHLRXJIEP-UHFFFAOYSA-N ethyl 2-benzhydryloxyacetate Chemical compound C=1C=CC=CC=1C(OCC(=O)OCC)C1=CC=CC=C1 VZZVOKHLRXJIEP-UHFFFAOYSA-N 0.000 abstract 1
- YNZGZAJXHXGDBF-UHFFFAOYSA-N ethyl 5-phenyl-4,5-dihydro-1,2-oxazole-3-carboxylate Chemical compound C1C(C(=O)OCC)=NOC1C1=CC=CC=C1 YNZGZAJXHXGDBF-UHFFFAOYSA-N 0.000 abstract 1
- WWHBBYNEFXJGME-UHFFFAOYSA-N ethyl 5-tert-butyl-1-(2,4-dichlorophenyl)pyrazole-3-carboxylate Chemical compound N1=C(C(=O)OCC)C=C(C(C)(C)C)N1C1=CC=C(Cl)C=C1Cl WWHBBYNEFXJGME-UHFFFAOYSA-N 0.000 abstract 1
- COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical group C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- NDQZMBNEHYSVPL-UHFFFAOYSA-N methyl 2-(5-chloroquinolin-8-yl)oxyacetate Chemical compound C1=CN=C2C(OCC(=O)OC)=CC=C(Cl)C2=C1 NDQZMBNEHYSVPL-UHFFFAOYSA-N 0.000 abstract 1
- LQPRNRFJJUSONA-UHFFFAOYSA-N methyl 2-benzhydryloxyacetate Chemical compound C=1C=CC=CC=1C(OCC(=O)OC)C1=CC=CC=C1 LQPRNRFJJUSONA-UHFFFAOYSA-N 0.000 abstract 1
- CMCJQHLLWDPWPK-UHFFFAOYSA-N n-[4-(cyclopropylcarbamoyl)phenyl]sulfonyl-2-methoxy-5-methylbenzamide Chemical compound COC1=CC=C(C)C=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 CMCJQHLLWDPWPK-UHFFFAOYSA-N 0.000 abstract 1
- NYDKNJDNBUFWRJ-UHFFFAOYSA-N n-[4-(dimethylcarbamoylamino)phenyl]sulfonyl-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(NC(=O)N(C)C)C=C1 NYDKNJDNBUFWRJ-UHFFFAOYSA-N 0.000 abstract 1
- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 abstract 1
- HFGGXBQZQRVOKM-UHFFFAOYSA-N piperidine-1-carbothioic s-acid Chemical compound SC(=O)N1CCCCC1 HFGGXBQZQRVOKM-UHFFFAOYSA-N 0.000 abstract 1
- BQTKTWVNANAGJC-UHFFFAOYSA-N prop-2-enyl 2-propyloctanedithioate Chemical compound CCCC(CCCCCC)C(=S)SCC=C BQTKTWVNANAGJC-UHFFFAOYSA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, 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
- A01N41/10—Sulfones; Sulfoxides
Landscapes
- 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.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE200610010203 DE102006010203A1 (de) | 2006-03-06 | 2006-03-06 | Selektive Insektizide auf Basis von Phthalsäurediamiden und Safenern |
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| AR059885A1 true AR059885A1 (es) | 2008-05-07 |
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| Application Number | Title | Priority Date | Filing Date |
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| ARP070100919A AR059885A1 (es) | 2006-03-06 | 2007-03-06 | Insecticidas selectivos basados en diamidas del acido ftalico y agentes detoxificantes |
Country Status (4)
| Country | Link |
|---|---|
| AR (1) | AR059885A1 (es) |
| DE (1) | DE102006010203A1 (es) |
| TW (1) | TW200800862A (es) |
| WO (1) | WO2007101543A2 (es) |
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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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| DE102004035134A1 (de) * | 2004-07-20 | 2006-02-16 | Bayer Cropscience Ag | Selektive Insektizide auf Basis von Halogenalkylnicotinsäurederivaten, Anthranilsäureamiden oder Phthalsäurediamiden und Safenern |
| JP2006089469A (ja) * | 2004-08-23 | 2006-04-06 | Nippon Nohyaku Co Ltd | 光学活性フタルアミド誘導体及び農園芸用殺虫剤並びにその使用方法 |
| US20080051457A1 (en) * | 2004-08-23 | 2008-02-28 | Hayami Nakao | Optically Active Phthalamide Derivative, Agricultural or Horticultural Insecticide, and Method of Using the Same |
-
2006
- 2006-03-06 DE DE200610010203 patent/DE102006010203A1/de not_active Withdrawn
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2007
- 2007-02-21 WO PCT/EP2007/001462 patent/WO2007101543A2/de not_active Ceased
- 2007-03-05 TW TW96107423A patent/TW200800862A/zh unknown
- 2007-03-06 AR ARP070100919A patent/AR059885A1/es unknown
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| Publication number | Publication date |
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| WO2007101543A2 (de) | 2007-09-13 |
| WO2007101543A3 (de) | 2008-11-13 |
| DE102006010203A1 (de) | 2007-09-13 |
| TW200800862A (en) | 2008-01-01 |
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