AR050173A1 - Insecticidas a base de neonicotinoides y de protectores - Google Patents
Insecticidas a base de neonicotinoides y de protectoresInfo
- Publication number
- AR050173A1 AR050173A1 ARP050102964A ARP050102964A AR050173A1 AR 050173 A1 AR050173 A1 AR 050173A1 AR P050102964 A ARP050102964 A AR P050102964A AR P050102964 A ARP050102964 A AR P050102964A AR 050173 A1 AR050173 A1 AR 050173A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- phenyl
- chloro
- methyl
- ethyl
- Prior art date
Links
- 239000002917 insecticide Substances 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 17
- -1 1-methyl-hexyl ester Chemical class 0.000 abstract 16
- 229910052736 halogen Inorganic materials 0.000 abstract 15
- 150000002367 halogens Chemical class 0.000 abstract 15
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 14
- 229910052739 hydrogen Inorganic materials 0.000 abstract 13
- 239000001257 hydrogen Substances 0.000 abstract 13
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 13
- 150000001875 compounds Chemical class 0.000 abstract 12
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 229910052731 fluorine Inorganic materials 0.000 abstract 8
- 239000011737 fluorine Substances 0.000 abstract 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 7
- 229910052794 bromium Inorganic materials 0.000 abstract 7
- 229910052801 chlorine Inorganic materials 0.000 abstract 7
- 239000000460 chlorine 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
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 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 3
- 125000000304 alkynyl group Chemical group 0.000 abstract 3
- 125000002541 furyl group Chemical group 0.000 abstract 3
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 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 2
- 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
- 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
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002794 2,4-DB Substances 0.000 abstract 2
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 abstract 2
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 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
- 241000238421 Arthropoda Species 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
- 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 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
- YNQSILKYZQZHFJ-UHFFFAOYSA-N R-29148 Chemical compound CC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 YNQSILKYZQZHFJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 2
- 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 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- ICJSJAJWTWPSBD-UHFFFAOYSA-N cloquintocet Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=C1 ICJSJAJWTWPSBD-UHFFFAOYSA-N 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
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 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 2
- 239000000203 mixture Substances 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
- HOESLGVPFWULTA-UHFFFAOYSA-N (8-chloroquinoxalin-5-yl)oxymethyl acetate Chemical compound CC(=O)OCOc1ccc(Cl)c2nccnc12 HOESLGVPFWULTA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004765 (C1-C4) haloalkyl 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
- 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
- KGCCBXHSOMDSPJ-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylic acid Chemical compound CC1=CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl KGCCBXHSOMDSPJ-UHFFFAOYSA-N 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
- SSMLSVTZGLPNBL-UHFFFAOYSA-N 2-(5-chloroquinolin-8-yl)oxyethyl acetate Chemical compound C(C)(=O)OCCOC=1C=CC(=C2C=CC=NC=12)Cl SSMLSVTZGLPNBL-UHFFFAOYSA-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
- OMKXSWYZPVQWRO-UHFFFAOYSA-N 2-prop-1-enyl-1-oxa-4-azaspiro[4.5]decane-4-carbodithioic acid Chemical compound CC=CC1CN(C2(O1)CCCCC2)C(=S)S OMKXSWYZPVQWRO-UHFFFAOYSA-N 0.000 abstract 1
- BEWNYGSVADPYKQ-UHFFFAOYSA-N 3,6-dichloro-4-(1-ethoxy-1-oxopropan-2-yl)-2-methoxybenzoic acid Chemical compound CCOC(=O)C(C)C1=CC(Cl)=C(C(O)=O)C(OC)=C1Cl BEWNYGSVADPYKQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])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
- YJJIKUFGJJZYIX-UHFFFAOYSA-N 4-(5-chloro-2-methylphenyl)butanoic acid Chemical compound CC1=CC=C(Cl)C=C1CCCC(O)=O YJJIKUFGJJZYIX-UHFFFAOYSA-N 0.000 abstract 1
- ZAYKVYVNMLEAMI-UHFFFAOYSA-N 4-(carboxymethyl)-2,3-dihydrochromene-4-carboxylic acid Chemical compound C1=CC=C2C(CC(=O)O)(C(O)=O)CCOC2=C1 ZAYKVYVNMLEAMI-UHFFFAOYSA-N 0.000 abstract 1
- SPWZWLCUCALHPC-UHFFFAOYSA-N 5-(4-fluorophenyl)-5-phenyl-4h-1,2-oxazole-3-carboxylic acid Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC(F)=CC=1)C1=CC=CC=C1 SPWZWLCUCALHPC-UHFFFAOYSA-N 0.000 abstract 1
- HJSRGOVAIOPERP-UHFFFAOYSA-N 5-chloroquinoline Chemical compound C1=CC=C2C(Cl)=CC=CC2=N1 HJSRGOVAIOPERP-UHFFFAOYSA-N 0.000 abstract 1
- PYKLUAIDKVVEOS-UHFFFAOYSA-N Cyometrinil Chemical compound N#CCON=C(C#N)C1=CC=CC=C1 PYKLUAIDKVVEOS-UHFFFAOYSA-N 0.000 abstract 1
- 239000005504 Dicamba Substances 0.000 abstract 1
- NRFQZTCQAYEXEE-UHFFFAOYSA-N Fenclorim Chemical compound ClC1=CC(Cl)=NC(C=2C=CC=CC=2)=N1 NRFQZTCQAYEXEE-UHFFFAOYSA-N 0.000 abstract 1
- UKSLKNUCVPZQCQ-UHFFFAOYSA-N Fluxofenim Chemical compound C=1C=C(Cl)C=CC=1C(C(F)(F)F)=NOCC1OCCO1 UKSLKNUCVPZQCQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000005574 MCPA Substances 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
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 abstract 1
- HQWUWABTHIXBOD-UHFFFAOYSA-N [3-(5-chloroquinolin-8-yl)oxy-2-oxopropyl] acetate Chemical compound CC(=O)OCC(=O)COC1=C2C(=C(C=C1)Cl)C=CC=N2 HQWUWABTHIXBOD-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000005092 alkenyloxycarbonyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000005103 alkyl silyl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 244000038559 crop plants Species 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000006310 cycloalkyl amino group Chemical group 0.000 abstract 1
- 125000005366 cycloalkylthio group Chemical group 0.000 abstract 1
- LPVVTHQFIVXMEZ-UHFFFAOYSA-N diethyl 2-(5-chloroquinolin-8-yl)oxypropanedioate Chemical compound C1=CN=C2C(OC(C(=O)OCC)C(=O)OCC)=CC=C(Cl)C2=C1 LPVVTHQFIVXMEZ-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
- 125000005879 dioxolanyl group Chemical group 0.000 abstract 1
- 230000002708 enhancing effect Effects 0.000 abstract 1
- XQTFGOSTLPHBRA-UHFFFAOYSA-N ethyl 1-(2,4-dichlorophenyl)-5-propan-2-ylpyrazole-3-carboxylate Chemical compound N1=C(C(=O)OCC)C=C(C(C)C)N1C1=CC=C(Cl)C=C1Cl XQTFGOSTLPHBRA-UHFFFAOYSA-N 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 abstract 1
- 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 1
- 238000000034 method Methods 0.000 abstract 1
- DLCGDGOEOISSHF-UHFFFAOYSA-N methyl 1-(2-chlorophenyl)-5-phenylpyrazole-3-carboxylate Chemical compound C=1C=CC=C(Cl)C=1N1N=C(C(=O)OC)C=C1C1=CC=CC=C1 DLCGDGOEOISSHF-UHFFFAOYSA-N 0.000 abstract 1
- WFVUIONFJOAYPK-UHFFFAOYSA-N n-(1,3-dioxolan-2-ylmethoxy)benzenecarboximidoyl cyanide Chemical compound C=1C=CC=CC=1C(C#N)=NOCC1OCCO1 WFVUIONFJOAYPK-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
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 1
- 125000004496 thiazol-5-yl group Chemical group S1C=NC=C1* 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
- A01N33/20—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
- A01N33/22—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
-
- 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
- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Toxicology (AREA)
- Pretreatment Of Seeds And Plants (AREA)
- Catching Or Destruction (AREA)
Abstract
Composiciones insecticidas, que se emplean para la lucha contra los artropodos, así como procedimientos para la lucha contra los artropodos mediante el tratamiento de las plantas y de sus semillas con estas composiciones. Reivindicacion 1: Agentes que comprende un contenido activo de una combinacion de productos activos, que abarca: a) al menos un compuesto de la formula (1), en la que Het significa un heterociclo sustituido respectivamente, en cada dado, una o varias veces por fluor, por metilo o por etilo, elegido entre los grupos siguientes de heterociclos: pirid-3-ilo, pirid-5-ilo, 3-piridinio, 1-oxido-5-piridinio, 1-oxido-5-piridinio-tetrahidrofuran-3-ilo, tiazol-5-ilo; A significa alquilo C1-6, -N(R1)(R2) o S(R2), donde R1 significa hidrogeno, alquilo C1-6, fenil-alquilo con C1-4, cicloalquilo C3-6, alquenilo C2-6 o alquinilo C2-6; y R2 significa alquilo C1-6, alquenilo C2-6, alquinilo C2-6, -C(=O)-CH3 o bencilo; R significa hidrogeno, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, -C(=O)-CH3 o bencilo o junto con R2 significa uno de los grupos siguientes: -CH2-CH2-, -CH2-CH2-CH2-, -CH2-O-CH2-, -CH2-S-CH2-, -CH2-NH-CH2-, -CH2-N(CH3)-CH2-; y X significa N-NO2, N-CN o CH-NO2, con la inclusion de todas las formas tautomeras posibles de los compuestos de la formula general (1) y de las sales o bien de los aductos con ácidos o con bases, posibles, de los compuestos de la formula general (1); y b) al menos un compuesto mejorador de la compatibilidad con las plantas de cultivo del grupo siguiente de compuestos: 4-dicloroacetil-1-oxa-4-aza-spiro[4.5]-decano (AD-67, MON-4660), -dicloroacetil-hexahidro-3,3-8atrimetilpirrolo[1,2-a]-pirimidin-6(2H)ona (Dicyclonon, BAS-145138), 4-dicloroacetil-3,4-dihidro-3- metil-2H-1,4-benzoxazina (Benoxacor), ácido 5-cloro-quinolin-8-oxi-acético (éster de 1-metil-hexilo) (Cloquinotocet-mexilo- véanse también los productos emparentados en las publicaciones EP-A-86750, EP-A-94349, EP-A-191736, EP-A-492366, 3-(2-cloro- bencil)-1-(1-metil-1-fenil-etil)urea (Cumyluron), alfa-(cianometoximino)-fenilacetonitrilo (Cyometrinil), ácido 2,4-dicloro-fenoxiacético (2,4-D), ácido 4-(2,4-dicloro-fenoxi)-butírico (2,4-DB), 1-(1-metil-1-fenil-etil)3-(4-metil-fenil)-urea (Daimuron, Dymron), ácido 3,6-dicloro-2-metoxi-benzoico (Dicamba), piperidin-1-tiocarboxilato de S-1-metilo-1-fenil-etilo (Dimepiperate), 2,2-dicloro-N-(2-oxo-2-(2-propenilamino)-etil)-N-(2-propenil)-acetamida (DKA-24), 2,2-dicloro-N,N-di-2-propenil- acetamida (Dichlormid), 4,6-dicloro-2-fenil-pirimidin-(Fenclorim), 1-(2,4-dicloro-fenil)-5-triclorometil-1H-1,2,4-triazol-3-carboxilato de etilo (Fenclorazole-etilo- véanse también los compuestos emparentados en las publicaciones EP-A-174562 y EP-A- 346620), 2-cloro-4-trifluormetil-tiazol-5-carboxilato de fenilmetilo (Flurazole), 4-cloro-N-(1,3-dioxolan-2-il-metoxi)-alfa-trifluor-acetofenonoxima (Fluxofenim), 3-dicloroacetil-5-(2-furanil)-2,2-dimetil-oxazolidina (Furilazole, MON-13900), 4,5- dihidro-5,5-difenil-3-isoxazolcarboxilato de etilo (Isoxadifen-etilo- véanse también los compuestos emparentados en las publicaciones WO-A-95/07897), 1-(etoxicarbonil)-etil-3,6-dicloro-2-metoxibenzoato (Lactidichlor), ácido (4-cloro-o-toliloxi)a- acético (MCPA), ácido 2-(4-cloro-o-toliloxi)-propionico (Mecoprop), 1-(2,4-dicloro-fenil)-4,5-dihidro-5-metil-1H-pirazol-3,5-dicarboxilato de dietilo (mefenpyr-dietilo- véanse también los compuestos emparentados en la publicacion WO-A-91/07874) 2- diclorometil-2-metil-1,3-dioxolan (MG-191), 2-propenil-1-oxa-4-azaspiro[4.5]decano-4-carboditioato (MG-838), anhídrido del ácido 1,8-naftálico, alfa-(1,3-dioxolan-2-il-metoximino)-fenilacetonitrilo (Oxabetrinil), 2,2-dicloro-N-(1,3-dioxolan-2-il- metil)-N-(2-propenil)acetamida (PPG-1292), 3-dicloroacetil-2,2-dimetil-oxazolidina (R-28725), 3-dicloroacetil-2,2,5-trimetil-oxazolidina (R-29148), ácido 4-(4-cloro-o-tolil)-butírico, ácido 4-(4-cloro-fenoxi)-butírico, ácido difenilmetoxiacético, difenilmetoxiacetato de metilo,difenilmetoxiacetato de metilo, 1-(2-cloro-fenil)-5-fenil-1H-pirazol-3-carboxilato de metilo, 1-(2,4-dicloro-fenil)-5-metil-1H-pirazol-3-carboxilato de etilo, 1-(2,4-dicloro-fenil)-5-isopropil-1H-pirazol-3-carboxilato de etilo, 1-(2,4-dicloro-fenil)-5-(1,1-dimetil-etil)-1H-pirazol-3-carboxilato de etilo, 1-(2,4-dicloro-fenil)-5-fenil-1H-pirazol-3-carboxilato de etilo (véanse también los compuestos emparentados en las publicaciones EP-A-269806 y EP-A-333131), 5- (2,4-dicloro-bencil)-2-isoxazolin-3-carboxilato de etilo, 5-fenil-2-isoxazolin-3-carboxilato de etilo, 5-(4-fluor-fenil)-5-fenil-2-isoxazolin-3-carboxilato de etilo (véanse también los compuestos emparentados en la publicacion WO-A-91/08202), 5- cloro-quinolin-8-oxi-acético-éster de (1,3-dimetil-but-1-ilo), 5-cloro-quinolin-8-oxi-acetato de 4-aliloxi-butilo, 5-cloro-quinolin-8-oxi-acetato de 1-aliloxi-prop-2-ilo, 5-cloro-quinoxalin-8-oxi-acetato de metilo, 5-cloro-quinolin-8-oxi-acetato de etilo, 5-cloro-quinoxalin-8-oxi-acetato de alilo, 5-cloro-quinolin-8-oxi-acetato de 2-oxo-prop-1-ilo, 5-cloro-quinolin-8-oxi-malonato de dietilo, 5-cloro-quinoxalin-8-oxi-malonato de dialilo, 5-cloro-quinolin-8-oxi-malonato de dietilo (véanse también los compuestos emparentados en la publicacion EP-A-582198), ácido 4-carboxi-croman-4-il-acético (AC-304415,véase la publicacion EP-A-613618), ácido 4-cloro-fenoxi-acético, 3,3'-dimetil-4-metoxi-benzofenona, 1-bromo-4-clorometilsulfonol- benceno, 1-[4-(N-2-metoxibenzoilsulfamoil)-fenil]-3-metil-urea (alias N-(2-metoxi-benzoil)-4-[(metilamino)-amino]-bencenosulfonamida), 1-[4-(N-2-metoxibenzoilsulfamoil)-fenil]-3,3-dimetil-urea, 1-[4-(N-4,5-dimetilbenzoilsulfamoil)-fenil]-3-metil- urea, 1-[4-(N-naftilsulfamoil)-fenil]-3,3-dimetil-urea, N-(2-metoxi-5-metil-benzoil)-4-(ciclopropilaminocarbonil)-bencenosulfonamida; uno de los siguientes compuestos, definidos por formulas generales, de la formula (2), o de la formula general (3), o de la formula (4), en las que: m significa un numero comprendido entre 0 y 5; A1 significa uno de los agrupamientos heterocíclicos divalentes esquematizados en el grupo de formulas (5); n significa un numero comprendido entre 0 y 5; A2 significa alcanodiilo con 1 o 2 átomo de carbono sustituido, en caso dado, por alquilo C1-4, por alcoxi-carboniloC1-4 y/o por alqueniloxi-carboniloC1-4; R8 significa hidroxi, mercapto, amino, alcoxi C1-6, alquiltio C1-6, alquilamino C1-6 o di-(alquilo C1-4)- amino; R9 significa hidroxi, mercapto, amino, alcoxi C1-7, alqueniloxi C1-6, alqueniloxiC1-6-alcoxiC1-6, alquiltio C1-6, alquilamino C1-6 o di-(alquilo C1-4)-amino; R10 significa alquilo C1-4 sustituido respectivamente, en caso dado, por fluor, por cloro y/o por bromo; R11 significa hidrogeno, alquilo C1-6, alquenilo C2-6 o alquinilo C2-6, alcoxiC1-4alquiloC1-4, dioxolanil-alquiloC14, furilo, furil-alquiloC1-4, tienilo, tiazolilo, piperidinilo sustituidos respectivamente, en caso dado, por fluor, por cloro y/o bromo, o significa fenilo sustituido, en caso dado, por fluor, por cloro y/o por bromo o por alquilo C1-4; R12 significa hidrogeno, alquilo C1-6, alquenilo C2-6 o alquinilo C2-6, alcoxiC1-4-alquloC1-4, dioxolanil-alquiloC1-4, furilo furil-alquiloC1-4, tienilo, tiazolilo, piperidinilo sustituidos respectivamente, en caso dado, por fluor, por cloro y/o por bromo, o fenilo sustituido, en caso dado, por fluor, por cloro y/o por bromo o por alquilo C1-4, y R11 y R12 significa también, conjuntamente, alcanodiilo C3-6 u oxaalcanodiilo C2-5 sustituidos respectivamente, en caso dado, por alquilo C1-4, por fenilo, por furilo, por un anillo bencénico sobreanillado o por dos sustituyentes que forman, junto con el átomo de carbono, con el que están enlazados, un carboxiciclo con 5 o 6 miembros; R13 significa hidrogeno, ciano, halogeno, o significa alquilo C1-4, cicloalquilo C3-6 o fenilo sustituidos respectivamente, en caso dado, por fluor, por cloro y/o por bromo; R14 significa hidrogeno, alquilo C1-6, cicloalquilo C3-6 o tri-alquiloC1-4-sililo sustituidos, en caso dado, por hidroxi, por ciano, por halogeno o por alcoxi C1-4; R15 significa hidrogeno, ciano, halogeno, o significa alquilo C1-4, cicloalquilo C3- 6 o fenilo sustituidos respectivamente, en caso dado, por fluor, por cloro y/o por bromo; X1 significa nitro, ciano, halogeno, alquilo C1-4, halogenoalquilo C1-4, alcoxi C1-4 o halogenoalcoxi C1-4; X2 significa hidrogeno, ciano, nitro, halogeno, alquilo C1-4, halogenoalquilo C1-4, alcoxi C1-4 o halogenoalcoxi C1-4; X3 significa hidrogeno, ciano, nitro, halogeno, alquilo C1-4, halogenoalquilo C1-4, alcoxi C1-4 o halogenoalcoxi C1-4; y/o los compuestos definidos a continuacion por medio de las formulas generales de la formula general (6), o de la formula general (7), en las que: r y s significan un numero comprendido entre 0 y 5; R16 significa hidrogeno, o alquilo C1-4; R17 significa o alquilo C1-4; R18 significa hidrogeno, alquilo C1- 6, alcoxi C1-6, alquiltio C1-6, alquilamino C1-6 o di-alquiloC1-4-amino sustituidos respectivamente, en caso dado, por ciano, por halogeno o por alcoxi C1-4, o significa cicloalquilo C3-6, cicloalquiloxi C3-6, cicloalquiltio C3-6 o cicloalquilamino C3-6 sustituidos respectivamente, en caso dado, por ciano, por halogeno o por alquilo C1-4; R19 significa hidrogeno, alquilo C1-6 sustituido, en caso dado, por ciano, por hidroxi, por halogeno o por alcoxi C1-4, significa alquenilo C3-6 o alquinilo C3-6 sustituidos respectivamente, en cada dado, por ciano o por halogeno, o significa cicloalquilo C3-6 sustituido, en caso dado, por ciano, por halogeno o por alquilo C1-4; R20 significa hidrogeno, alquilo C1-6 sustituido, en caso dado, por ciano, por hidroxi, por halogeno o por alcoxi C1-4, significa alquenilo C3-6 o alquinilo C3-6 sustituidos respectivamente, en cada dado, por ciano o por halogeno, significa cicloalquilo C3-6 sustituido, en caso dado, por ciano, por halogeno o por alquilo C1-4, o significa fenilo sustituido, en caso dado, por nitro, por ciano, por halogeno, por alqui
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| DE102004035130 | 2004-07-20 | ||
| DE102004055581A DE102004055581A1 (de) | 2004-07-20 | 2004-11-18 | Insektizide auf Basis von Neonicotinoiden und Safenern |
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| KR (1) | KR20070039141A (es) |
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| DE59912987D1 (de) * | 1998-06-10 | 2006-02-02 | Bayer Cropscience Ag | Mittel zur bekämpfung von pflanzenschädlingen |
| DE102004005786A1 (de) * | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | Haloalkylcarboxamide |
| DE102004035134A1 (de) * | 2004-07-20 | 2006-02-16 | Bayer Cropscience Ag | Selektive Insektizide auf Basis von Halogenalkylnicotinsäurederivaten, Anthranilsäureamiden oder Phthalsäurediamiden und Safenern |
| DE102004056626A1 (de) * | 2004-11-24 | 2006-06-01 | Bayer Cropscience Ag | Substituierte Oxyguanidine |
| PL2124557T3 (pl) * | 2007-02-02 | 2015-06-30 | Plant Health Care Inc | Synergistyczne kombinacje grzybobójcze zawierające formononetynę |
| JP5587195B2 (ja) | 2007-10-25 | 2014-09-10 | バレント・バイオサイエンシーズ・コーポレイション | 植物成長促進剤 |
| EP2635125A2 (en) | 2010-11-02 | 2013-09-11 | Syngenta Participations AG | Pesticidal combinations comprising neonicotinoid insecticide and herbicide safener |
| DE102011080010A1 (de) | 2011-07-28 | 2012-10-25 | Bayer Cropscience Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus den Gruppen der Anilid- und Thiazol-Fungizide als Safener |
| EP2486797A1 (de) | 2011-07-28 | 2012-08-15 | Bayer CropScience AG | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Carbamat-Insektizide als Safener bei Oxadiazolon-Herbiziden |
| DE102011080007A1 (de) | 2011-07-28 | 2012-09-13 | Bayer Cropscience Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus den Gruppen der Conazole- und Triazol-Fungizide als Safener |
| DE102011080016A1 (de) | 2011-07-28 | 2012-10-25 | Bayer Cropscience Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Strobilurin-Fungizide als Safener |
| DE102011080001A1 (de) | 2011-07-28 | 2012-10-25 | Bayer Cropscience Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Carbamat-Insektizide als Safener |
| EP2486795A1 (de) | 2011-07-28 | 2012-08-15 | Bayer Cropscience AG | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Nicotinoid-Insektizide als Safener bei Oxadiazolon-Herbiziden |
| DE102011079991A1 (de) | 2011-07-28 | 2012-09-13 | Bayer Crop Science Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Nicotinoid-Insektizide als Safener |
| DE102011080004A1 (de) | 2011-07-28 | 2012-09-13 | Bayer Cropscience Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Carbamat-Fungizide als Safener |
| DE102011080020A1 (de) | 2011-07-28 | 2012-09-13 | Bayer Cropscience Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Dicarboximid-Fungizide als Safener |
| DE102011079997A1 (de) | 2011-07-28 | 2012-09-13 | Bayer Corpscience Ag | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Pyrazol-Insektizide als Safener |
| EP2486796A1 (de) | 2011-07-28 | 2012-08-15 | Bayer CropScience AG | Verwendung von Saatgutbehandlungs-Wirkstoffen aus der Gruppe der Pyrazol-Insektizide als Safener bei Oxadiazolon-Herbiziden |
| JP2013133308A (ja) * | 2011-12-27 | 2013-07-08 | Sumitomo Chemical Co Ltd | トウモロコシの保護方法 |
| HUP1300435A2 (hu) | 2012-07-20 | 2014-02-28 | Sumitomo Chemical Co | Eljárás a kártékony organizmusok által okozott károk csökkentésére a gabonatermesztésben |
| PL2964027T3 (pl) * | 2013-03-05 | 2019-10-31 | Bayer Cropscience Ag | Zastosowanie kombinacji zawierających klokwintocet meksylowy do poprawy wydajności roślin |
| CN103651509A (zh) * | 2013-12-10 | 2014-03-26 | 济南凯因生物科技有限公司 | 防治水稻刺吸口器类昆虫的组合物 |
| US10743535B2 (en) | 2017-08-18 | 2020-08-18 | H&K Solutions Llc | Insecticide for flight-capable pests |
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| DE19742951A1 (de) * | 1997-09-29 | 1999-04-15 | Hoechst Schering Agrevo Gmbh | Acylsulfamoylbenzoesäureamide, diese enthaltende nutzpflanzenschützende Mittel und Verfahren zu ihrer Herstellung |
| US6838473B2 (en) * | 2000-10-06 | 2005-01-04 | Monsanto Technology Llc | Seed treatment with combinations of pyrethrins/pyrethroids and clothiandin |
| BR0212549A (pt) * | 2001-09-07 | 2004-10-13 | Syngenta Participations Ag | Sistemas tensoativos para compostos agriculturalmente ativos |
| JP2003321302A (ja) * | 2002-04-26 | 2003-11-11 | Sumitomo Chem Co Ltd | 水性殺虫組成物 |
| JP2003321310A (ja) * | 2002-05-08 | 2003-11-11 | Bayer Cropscience Kk | 農薬組成物 |
| JP4353724B2 (ja) * | 2002-05-13 | 2009-10-28 | 住友化学株式会社 | 徐放化農薬製剤及びそれを用いた水稲病害虫防除方法 |
| US20040023801A1 (en) * | 2002-05-16 | 2004-02-05 | Monsanto Technology, L.L.C. | Increasing plant yield and/or vigor by seed treatment with a neonicotinoid compound |
| US7836630B2 (en) * | 2002-12-03 | 2010-11-23 | Monsanto Technology Llc | Method of protecting seeds treated with a phytotoxic agent |
| DE102004035132A1 (de) * | 2004-07-20 | 2006-02-16 | Bayer Cropscience Ag | Insektizide Mittel auf Basis von ausgewählten Insektiziden und Safenern |
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| WO2006008110A1 (de) | 2006-01-26 |
| CA2574209A1 (en) | 2006-01-26 |
| PL1771064T3 (pl) | 2013-03-29 |
| AU2005263569A1 (en) | 2006-01-26 |
| BRPI0513701B1 (pt) | 2014-12-23 |
| AU2005263569B2 (en) | 2011-11-24 |
| EP1771064B1 (de) | 2012-10-31 |
| EA200700315A1 (ru) | 2007-06-29 |
| CA2574209C (en) | 2013-04-30 |
| DE102004055581A1 (de) | 2006-02-16 |
| US20080261810A1 (en) | 2008-10-23 |
| KR20070039141A (ko) | 2007-04-11 |
| US9259003B2 (en) | 2016-02-16 |
| BRPI0513701A (pt) | 2008-05-13 |
| EA012604B1 (ru) | 2009-10-30 |
| JP2008506742A (ja) | 2008-03-06 |
| EP1771064A1 (de) | 2007-04-11 |
| ES2397346T3 (es) | 2013-03-06 |
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