ES2542681T3 - Amidas del ácido N-(tetrazol-5-il)- y N-(triazol-5-il)arilcarboxílico y su uso como herbicidas - Google Patents
Amidas del ácido N-(tetrazol-5-il)- y N-(triazol-5-il)arilcarboxílico y su uso como herbicidas Download PDFInfo
- Publication number
- ES2542681T3 ES2542681T3 ES12745447.8T ES12745447T ES2542681T3 ES 2542681 T3 ES2542681 T3 ES 2542681T3 ES 12745447 T ES12745447 T ES 12745447T ES 2542681 T3 ES2542681 T3 ES 2542681T3
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- Prior art keywords
- alkyl
- halo
- heterocyclyl
- cycloalkyl
- heteroaryl
- Prior art date
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- -1 triazol-5-yl Chemical group 0.000 title claims abstract description 147
- 125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 title claims abstract description 10
- 150000001408 amides Chemical class 0.000 title claims abstract description 9
- 239000004009 herbicide Substances 0.000 title claims description 30
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 237
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 160
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 76
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 75
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 71
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 65
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 54
- 150000002367 halogens Chemical class 0.000 claims abstract description 52
- 125000004043 oxo group Chemical group O=* 0.000 claims abstract description 52
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 51
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 51
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 38
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 36
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 36
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract description 30
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract description 30
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract description 26
- 239000001257 hydrogen Substances 0.000 claims abstract description 26
- NJYFRQQXXXRJHK-UHFFFAOYSA-N (4-aminophenyl) thiocyanate Chemical compound NC1=CC=C(SC#N)C=C1 NJYFRQQXXXRJHK-UHFFFAOYSA-N 0.000 claims abstract description 19
- 125000005347 halocycloalkyl group Chemical group 0.000 claims abstract description 19
- 101100295738 Gallus gallus COR3 gene Proteins 0.000 claims abstract description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- 101100496169 Arabidopsis thaliana CLH1 gene Proteins 0.000 claims abstract description 15
- 101100044057 Mesocricetus auratus SYCP3 gene Proteins 0.000 claims abstract description 15
- 101100080600 Schizosaccharomyces pombe (strain 972 / ATCC 24843) nse6 gene Proteins 0.000 claims abstract description 15
- 101150111293 cor-1 gene Proteins 0.000 claims abstract description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 15
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 14
- 125000005843 halogen group Chemical group 0.000 claims abstract description 14
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 13
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 13
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims abstract description 11
- 125000000262 haloalkenyl group Chemical group 0.000 claims abstract description 11
- 125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 10
- 125000001424 substituent group Chemical group 0.000 claims abstract description 10
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 9
- 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 claims abstract description 8
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- 125000000232 haloalkynyl group Chemical group 0.000 claims abstract description 8
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims abstract description 7
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 125000004438 haloalkoxy group Chemical group 0.000 claims abstract description 5
- HCUOEKSZWPGJIM-YBRHCDHNSA-N (e,2e)-2-hydroxyimino-6-methoxy-4-methyl-5-nitrohex-3-enamide Chemical compound COCC([N+]([O-])=O)\C(C)=C\C(=N/O)\C(N)=O HCUOEKSZWPGJIM-YBRHCDHNSA-N 0.000 claims abstract description 3
- 101001109689 Homo sapiens Nuclear receptor subfamily 4 group A member 3 Proteins 0.000 claims abstract description 3
- 101000598778 Homo sapiens Protein OSCP1 Proteins 0.000 claims abstract description 3
- 101001067395 Mus musculus Phospholipid scramblase 1 Proteins 0.000 claims abstract description 3
- 102100022673 Nuclear receptor subfamily 4 group A member 3 Human genes 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 53
- 239000000203 mixture Substances 0.000 claims description 31
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 24
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- 238000009472 formulation Methods 0.000 claims description 19
- 244000038559 crop plants Species 0.000 claims description 18
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- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims description 14
- 230000002363 herbicidal effect Effects 0.000 claims description 12
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims description 9
- 125000001188 haloalkyl group Chemical group 0.000 claims description 9
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- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
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- 125000003884 phenylalkyl group Chemical group 0.000 claims description 4
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- 230000000895 acaricidal effect Effects 0.000 claims description 3
- 239000000642 acaricide Substances 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
- 239000000417 fungicide Substances 0.000 claims description 3
- 230000000361 pesticidal effect Effects 0.000 claims description 3
- GRHZLQBPAJAHDM-SPRQWYLLSA-N [(3as,4r,6ar)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] n-[(2s,4s,5s)-5-[[2-(2,6-dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]carbamate Chemical compound CC1=CC=CC(C)=C1OCC(=O)N[C@H]([C@@H](O)C[C@H](CC=1C=CC=CC=1)NC(=O)O[C@@H]1[C@@H]2CCO[C@@H]2OC1)CC1=CC=CC=C1 GRHZLQBPAJAHDM-SPRQWYLLSA-N 0.000 claims description 2
- 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 claims description 2
- 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 claims description 2
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- 244000045561 useful plants Species 0.000 claims 2
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 claims 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract description 2
- 125000004415 heterocyclylalkyl group Chemical group 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 description 336
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 251
- 235000019256 formaldehyde Nutrition 0.000 description 188
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- 241000196324 Embryophyta Species 0.000 description 71
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 19
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- 229910052708 sodium Inorganic materials 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 10
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 description 9
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- ULRPISSMEBPJLN-UHFFFAOYSA-N 2h-tetrazol-5-amine Chemical compound NC1=NN=NN1 ULRPISSMEBPJLN-UHFFFAOYSA-N 0.000 description 7
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- XSKZXGDFSCCXQX-UHFFFAOYSA-N thiencarbazone-methyl Chemical compound COC(=O)C1=CSC(C)=C1S(=O)(=O)NC(=O)N1C(=O)N(C)C(OC)=N1 XSKZXGDFSCCXQX-UHFFFAOYSA-N 0.000 description 1
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- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical group CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
- C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D249/14—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
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EP11176378 | 2011-08-03 | ||
EP11176378 | 2011-08-03 | ||
PCT/EP2012/064863 WO2013017559A1 (de) | 2011-08-03 | 2012-07-30 | N-(tetrazol-5-yl)- und n-(triazol-5-yl)arylcarbonsäureamide und ihre verwendung als herbizide |
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ES12745447.8T Active ES2542681T3 (es) | 2011-08-03 | 2012-07-30 | Amidas del ácido N-(tetrazol-5-il)- y N-(triazol-5-il)arilcarboxílico y su uso como herbicidas |
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Families Citing this family (46)
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CN103459386B (zh) * | 2011-03-15 | 2016-06-22 | 拜耳知识产权有限责任公司 | N-(1,2,5-噁二唑-3-基)吡啶甲酰胺及其作为除草剂的用途 |
MX2013010908A (es) * | 2011-03-25 | 2013-10-07 | Bayer Ip Gmbh | Uso de n-(tetrazol-4-il)- o n-(triazol-3-il)arilcarboxamidas o de sus sales para combatir plantas no deseadas en areas de plantas de cultivo trangenicas tolerantes a los herbicidas inhibidores de la hppd. |
CN103917097A (zh) * | 2011-09-16 | 2014-07-09 | 拜耳知识产权有限责任公司 | 5-苯基-或5-苄基-2-异噁唑啉-3-甲酸酯用于改善植物产量的用途 |
EP2589598A1 (de) * | 2011-11-03 | 2013-05-08 | Bayer CropScience AG | 5-Phenylsubstituierte N-(Tetrazol-5-yl)- und N-(Triazol-5-yl)arylcarbonsäureamide und ihre Verwendung als Herbizide |
EP2589293A1 (de) * | 2011-11-03 | 2013-05-08 | Bayer CropScience AG | Herbizid-Safener-Zusammensetzungen enthaltend N-(Tetrazol-5-yl)- und N-(Triazol-5-yl)arylcarbonsäureamide |
DK2793589T3 (en) | 2011-12-21 | 2018-03-05 | Syngenta Ltd | Herbicidal compounds |
US9167819B2 (en) * | 2012-02-21 | 2015-10-27 | Bayer Intellectual Property Gmbh | Herbicidal 3-(sulfin-/sulfonimidoyl)-benzamides |
US20150111750A1 (en) * | 2012-04-27 | 2015-04-23 | Basf Se | Substituted N-(tetrazol-5-yl)- and N-(triazol-5-yl)hetarylcarboxamide compounds and their use as herbicides |
EP2841427A2 (en) * | 2012-04-27 | 2015-03-04 | Basf Se | Substituted n-(tetrazol-5-yl)- and n-(triazol-5-yl)pyridin-3-yl-carboxamide compounds and their use as herbicides |
HUE042768T2 (hu) | 2012-05-03 | 2019-07-29 | Bayer Cropscience Ag | 2-Klór-3-(metilszulfanil)-N-(1-metil-1H-tetrazol-5-il)-4-(trifluormetil)benzamid nátriumsója és ennek herbicidként történõ alkalmazása |
CA2874425C (en) | 2012-05-24 | 2020-07-14 | Bayer Cropscience Ag | Herbicidal compositions comprising n-(tetrazol-5-yl)- or n-(triazol-5-yl)arylcarboxamides |
WO2014184074A1 (en) * | 2013-05-15 | 2014-11-20 | Basf Se | Substituted n-(tetrazol-5-yl)- and n-(triazol-5-yl)hetarylcarboxamide compounds and their use as herbicides |
WO2014184017A1 (en) * | 2013-05-15 | 2014-11-20 | Basf Se | Substituted n-(tetrazol-5-yl)- and n-(triazol-5-yl)pyridin-3-yl-carboxamide compounds and their use as herbicides |
BR112015028597A2 (pt) * | 2013-05-15 | 2017-07-25 | Basf Se | n-(tetrazol-5-il)- e n-(5-triazol-il)arilcarboxamidas, composição, utilização de um composto e método para o controle da vegetação |
WO2014184073A1 (en) * | 2013-05-15 | 2014-11-20 | Basf Se | Substituted n-(tetrazol-5-yl)- and n-(triazol-5-yl)arylcarboxamide compounds and their use as herbicides |
KR20160015211A (ko) | 2013-05-31 | 2016-02-12 | 닛산 가가쿠 고교 가부시키 가이샤 | 복소환 아미드 화합물 |
PL3160946T3 (pl) * | 2014-06-30 | 2018-08-31 | Bayer Cropscience Aktiengesellschaft | Skuteczne chwastobójczo amidy kwasu benzoesowego |
AR100918A1 (es) * | 2014-06-30 | 2016-11-09 | Bayer Cropscience Ag | Amidas de ácido arilcarboxílico con actividad herbicida |
CN107922395B (zh) * | 2015-07-03 | 2020-11-17 | 拜耳作物科学股份公司 | 具有除草作用的n-(四唑-5-基)-和n-(三唑-5-基)芳基甲酰胺衍生物 |
CN108884470B (zh) | 2015-09-11 | 2023-07-25 | 巴斯夫农业种子解决方案美国有限责任公司 | Hppd变体及使用方法 |
US10604494B2 (en) * | 2015-09-28 | 2020-03-31 | Bayer Cropscience Aktiengesellschaft | Acylated N-(1 ,2,5-oxadiazol-3-yl)-, N-(1,3,4-oxadiazol-2-yl)-, N-(tetrazol-5-yl)- and N-(triazol-5-yl)-aryl carboxamides, and use thereof as herbicides |
EP3390372B1 (en) * | 2015-12-17 | 2020-06-03 | Basf Se | Benzamide compounds and their use as herbicides |
US11180770B2 (en) | 2017-03-07 | 2021-11-23 | BASF Agricultural Solutions Seed US LLC | HPPD variants and methods of use |
AU2018276360A1 (en) | 2017-05-30 | 2019-12-19 | Basf Se | Benzamide compounds and their use as herbicides II |
CA3063304A1 (en) | 2017-05-30 | 2018-12-06 | Basf Se | Benzamide compounds and their use as herbicides |
AR112342A1 (es) | 2017-07-21 | 2019-10-16 | Basf Se | Compuestos de benzamida y su uso como herbicidas |
TWI771440B (zh) * | 2017-08-04 | 2022-07-21 | 德商拜耳廠股份有限公司 | 3-醯基苯甲醯胺類及其作為除草劑之用途 |
EP3717460A1 (en) | 2017-11-29 | 2020-10-07 | Basf Se | Benzamide compounds and their use as herbicides |
WO2019122345A1 (en) | 2017-12-22 | 2019-06-27 | Basf Se | Benzamide compounds and their use as herbicides |
WO2019122347A1 (en) | 2017-12-22 | 2019-06-27 | Basf Se | N-(1,2,5-oxadiazol-3-yl)-benzamide compounds and their use as herbicides |
EP3508480A1 (en) * | 2018-01-08 | 2019-07-10 | Basf Se | Benzamide compounds and their use as herbicides |
WO2019162308A1 (en) | 2018-02-21 | 2019-08-29 | Basf Se | Benzamide compounds and their use as herbicides |
WO2019162309A1 (en) | 2018-02-21 | 2019-08-29 | Basf Se | Benzamide compounds and their use as herbicides |
EP3759105B1 (de) * | 2018-02-28 | 2022-04-06 | Bayer Aktiengesellschaft | Herbizid wirksame bizyklische benzamide |
CN111253333A (zh) | 2018-11-30 | 2020-06-09 | 青岛清原化合物有限公司 | N-(1,3,4-噁二唑-2-基)芳基甲酰胺类或其盐、制备方法、除草组合物和应用 |
WO2020147705A1 (zh) | 2019-01-14 | 2020-07-23 | 青岛清原化合物有限公司 | 4-吡啶基甲酰胺类化合物或其衍生物、制备方法、除草组合物和应用 |
EA202191910A1 (ru) * | 2019-01-14 | 2021-11-16 | Байер Акциенгезельшафт | Гербицидные замещенные n-тетразолил-арилкарбоксамиды |
UY38929A (es) * | 2019-10-21 | 2021-05-31 | Korea Res Inst Chemical Tech | Compuestos de nicotinamida y composición herbicida que comprenden lo mismo |
AR120445A1 (es) * | 2019-11-15 | 2022-02-16 | Syngenta Crop Protection Ag | N-tetrazolil o n-1,3,4-oxadiazolil benzamidas como herbicidas |
BR112022019738A2 (pt) * | 2020-04-07 | 2022-11-16 | Bayer Ag | Isoftalamidas substituídas e seu uso como herbicidas |
EP4132915B1 (de) | 2020-04-07 | 2023-11-29 | Bayer Aktiengesellschaft | Substituierte isophtalsäurediamide |
WO2021204669A1 (de) | 2020-04-07 | 2021-10-14 | Bayer Aktiengesellschaft | Substituierte isophtalsäurediamide |
WO2022225312A1 (ko) | 2021-04-20 | 2022-10-27 | 한국화학연구원 | 옥사졸리디논 유도체 및 이 화합물을 포함하는 제초제 조성물 |
CN114957217A (zh) * | 2022-06-10 | 2022-08-30 | 华中师范大学 | 含有2-三氟甲基吡啶酰胺结构的化合物及其制备方法和应用、除草剂及其应用 |
CN117561242B (zh) * | 2022-10-05 | 2025-03-11 | 江苏中旗科技股份有限公司 | 一种4-甲磺酰基苯甲酰胺类化合物、制备方法、除草组合物及用途 |
WO2024074126A1 (zh) * | 2022-10-05 | 2024-04-11 | 江苏中旗科技股份有限公司 | 一种4-甲磺酰基苯甲酰胺类化合物、制备方法、除草组合物及用途 |
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EP0131624B1 (en) | 1983-01-17 | 1992-09-16 | Monsanto Company | Plasmids for transforming plant cells |
BR8404834A (pt) | 1983-09-26 | 1985-08-13 | Agrigenetics Res Ass | Metodo para modificar geneticamente uma celula vegetal |
IT1196237B (it) * | 1984-08-29 | 1988-11-16 | Enichimica Secondaria | Composti eterociclici ad attivita' erbicida |
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-
2012
- 2012-07-30 IN IN176DEN2014 patent/IN2014DN00176A/en unknown
- 2012-07-30 PL PL12745447T patent/PL2739611T3/pl unknown
- 2012-07-30 CN CN201280038161.9A patent/CN103717581B/zh active Active
- 2012-07-30 ES ES12745447.8T patent/ES2542681T3/es active Active
- 2012-07-30 EP EP20120745447 patent/EP2739611B1/de active Active
- 2012-07-30 AR ARP120102774A patent/AR087385A1/es active IP Right Grant
- 2012-07-30 US US14/233,298 patent/US8822378B2/en active Active
- 2012-07-30 BR BR112014002191A patent/BR112014002191B1/pt active IP Right Grant
- 2012-07-30 JP JP2014523298A patent/JP6078065B2/ja active Active
- 2012-07-30 WO PCT/EP2012/064863 patent/WO2013017559A1/de active Application Filing
Also Published As
Publication number | Publication date |
---|---|
BR112014002191A2 (pt) | 2017-03-07 |
CN103717581A (zh) | 2014-04-09 |
JP2014521676A (ja) | 2014-08-28 |
PL2739611T3 (pl) | 2015-09-30 |
US20140179527A1 (en) | 2014-06-26 |
JP6078065B2 (ja) | 2017-02-08 |
WO2013017559A1 (de) | 2013-02-07 |
CN103717581B (zh) | 2016-04-06 |
BR112014002191B1 (pt) | 2018-07-17 |
IN2014DN00176A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2015-07-10 |
EP2739611A1 (de) | 2014-06-11 |
AR087385A1 (es) | 2014-03-19 |
US8822378B2 (en) | 2014-09-02 |
EP2739611B1 (de) | 2015-05-13 |
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