JP5651602B2 - 除草および殺虫効果のある４−フェニル置換ピリダジノン類 - Google Patents
除草および殺虫効果のある４−フェニル置換ピリダジノン類 Download PDFInfo
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- JP5651602B2 JP5651602B2 JP2011541180A JP2011541180A JP5651602B2 JP 5651602 B2 JP5651602 B2 JP 5651602B2 JP 2011541180 A JP2011541180 A JP 2011541180A JP 2011541180 A JP2011541180 A JP 2011541180A JP 5651602 B2 JP5651602 B2 JP 5651602B2
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- Prior art keywords
- alkyl
- hydrogen
- methyl
- ethyl
- substituted
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- 230000002363 herbicidal effect Effects 0.000 title claims description 24
- 230000000749 insecticidal effect Effects 0.000 title description 3
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 212
- -1 2-chlorophenylmethyl Chemical group 0.000 claims description 180
- 229910052739 hydrogen Inorganic materials 0.000 claims description 130
- 239000001257 hydrogen Substances 0.000 claims description 130
- 150000002431 hydrogen Chemical class 0.000 claims description 114
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 52
- 239000000203 mixture Substances 0.000 claims description 51
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 35
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 34
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 34
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 33
- 125000005843 halogen group Chemical group 0.000 claims description 33
- 229910052736 halogen Inorganic materials 0.000 claims description 31
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 27
- 150000002367 halogens Chemical class 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 25
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- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 21
- 238000009472 formulation Methods 0.000 claims description 19
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 14
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 14
- 229910052794 bromium Inorganic materials 0.000 claims description 14
- 239000000460 chlorine Chemical group 0.000 claims description 14
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 229910052801 chlorine Inorganic materials 0.000 claims description 13
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- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 12
- TVKFDBOFBKXOQT-UHFFFAOYSA-N 5-phenyl-1h-pyridazin-6-one Chemical compound O=C1NN=CC=C1C1=CC=CC=C1 TVKFDBOFBKXOQT-UHFFFAOYSA-N 0.000 claims description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 12
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- 125000003545 alkoxy group Chemical group 0.000 claims description 11
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- 125000001424 substituent group Chemical group 0.000 claims description 9
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- 0 CC(*)(CC*)C=C(*)C(C(C(N(C)N=C1CCc(cc2)ccc2Cl)=O)=C1O)=CC=N Chemical compound CC(*)(CC*)C=C(*)C(C(C(N(C)N=C1CCc(cc2)ccc2Cl)=O)=C1O)=CC=N 0.000 description 7
- 239000013543 active substance Substances 0.000 description 7
- 229910021645 metal ion Inorganic materials 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
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- 125000003107 substituted aryl group Chemical group 0.000 description 1
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- RJKCKKDSSSRYCB-UHFFFAOYSA-N tebutam Chemical compound CC(C)(C)C(=O)N(C(C)C)CC1=CC=CC=C1 RJKCKKDSSSRYCB-UHFFFAOYSA-N 0.000 description 1
- IUQAXCIUEPFPSF-UHFFFAOYSA-N tembotrione Chemical compound ClC1=C(COCC(F)(F)F)C(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O IUQAXCIUEPFPSF-UHFFFAOYSA-N 0.000 description 1
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 1
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 description 1
- GLDAZAQRGCSFNP-UHFFFAOYSA-N thiencarbazone Chemical compound O=C1N(C)C(OC)=NN1C(=O)NS(=O)(=O)C1=C(C)SC=C1C(O)=O GLDAZAQRGCSFNP-UHFFFAOYSA-N 0.000 description 1
- 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
- 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
- 229960003231 thioacetazone Drugs 0.000 description 1
- IYMLUHWAJFXAQP-UHFFFAOYSA-N topramezone Chemical compound CC1=C(C(=O)C2=C(N(C)N=C2)O)C=CC(S(C)(=O)=O)=C1C1=NOCC1 IYMLUHWAJFXAQP-UHFFFAOYSA-N 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 description 1
- DFFWZNDCNBOKDI-UHFFFAOYSA-N trinexapac Chemical compound O=C1CC(C(=O)O)CC(=O)C1=C(O)C1CC1 DFFWZNDCNBOKDI-UHFFFAOYSA-N 0.000 description 1
- RVKCCVTVZORVGD-UHFFFAOYSA-N trinexapac-ethyl Chemical group O=C1CC(C(=O)OCC)CC(=O)C1=C(O)C1CC1 RVKCCVTVZORVGD-UHFFFAOYSA-N 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- YNWVFADWVLCOPU-MAUPQMMJSA-N uniconazole P Chemical compound C1=NC=NN1/C([C@@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MAUPQMMJSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/14—Oxygen atoms
- C07D237/16—Two oxygen 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
-
- 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
- A01N47/02—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 no bond to a nitrogen atom
- A01N47/06—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 no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
Landscapes
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08022104A EP2204366A1 (de) | 2008-12-19 | 2008-12-19 | Herbizid und insektizid wirksame phenylsubstituierte Pyridazinone |
| EP08022104.7 | 2008-12-19 | ||
| PCT/EP2009/008908 WO2010069525A1 (de) | 2008-12-19 | 2009-12-12 | Herbizid und insektizid wirksame 4-phenylsubstituierte pyridazinone |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012512211A JP2012512211A (ja) | 2012-05-31 |
| JP2012512211A5 JP2012512211A5 (enExample) | 2014-11-13 |
| JP5651602B2 true JP5651602B2 (ja) | 2015-01-14 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011541180A Expired - Fee Related JP5651602B2 (ja) | 2008-12-19 | 2009-12-12 | 除草および殺虫効果のある４−フェニル置換ピリダジノン類 |
| JP2011541178A Expired - Fee Related JP5651601B2 (ja) | 2008-12-19 | 2009-12-12 | 除草剤および殺虫剤として作用するフェニル置換ピリダジノン |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011541178A Expired - Fee Related JP5651601B2 (ja) | 2008-12-19 | 2009-12-12 | 除草剤および殺虫剤として作用するフェニル置換ピリダジノン |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US20110003692A1 (enExample) |
| EP (3) | EP2204366A1 (enExample) |
| JP (2) | JP5651602B2 (enExample) |
| CN (4) | CN102325757A (enExample) |
| AR (3) | AR075673A1 (enExample) |
| AU (2) | AU2009336854A1 (enExample) |
| BR (2) | BRPI0923035A2 (enExample) |
| CA (2) | CA2747638A1 (enExample) |
| WO (3) | WO2010078912A1 (enExample) |
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| US20080255134A1 (en) * | 2004-11-30 | 2008-10-16 | Artesian Therapeutics, Inc. | Cardiotonic Compounds With Inhibitory Activity Against Beta-Adrenergic Receptors And Phosphodiesterase |
| TWI375669B (en) * | 2006-03-17 | 2012-11-01 | Sumitomo Chemical Co | Pyridazinone compound and use thereof |
| US8097712B2 (en) | 2007-11-07 | 2012-01-17 | Beelogics Inc. | Compositions for conferring tolerance to viral disease in social insects, and the use thereof |
| GB201117019D0 (en) * | 2011-10-04 | 2011-11-16 | Syngenta Ltd | Herbicidal compounds |
| US8962584B2 (en) | 2009-10-14 | 2015-02-24 | Yissum Research Development Company Of The Hebrew University Of Jerusalem, Ltd. | Compositions for controlling Varroa mites in bees |
| WO2011045271A1 (de) | 2009-10-15 | 2011-04-21 | Bayer Cropscience Ag | Herbizid wirksame heterocyclylsubstituierte pyridazinone |
| CN102822350B (zh) | 2010-03-08 | 2015-05-06 | 孟山都技术公司 | 用于植物基因调控的多核苷酸分子 |
| JP5842594B2 (ja) | 2010-12-27 | 2016-01-13 | 住友化学株式会社 | ピリダジノン化合物、それを含有する除草剤及び有害節足動物防除剤 |
| US10760086B2 (en) | 2011-09-13 | 2020-09-01 | Monsanto Technology Llc | Methods and compositions for weed control |
| WO2013040033A1 (en) | 2011-09-13 | 2013-03-21 | Monsanto Technology Llc | Methods and compositions for weed control |
| EP2755988B1 (en) | 2011-09-13 | 2018-08-22 | Monsanto Technology LLC | Methods and compositions for weed control |
| US10806146B2 (en) | 2011-09-13 | 2020-10-20 | Monsanto Technology Llc | Methods and compositions for weed control |
| US10829828B2 (en) | 2011-09-13 | 2020-11-10 | Monsanto Technology Llc | Methods and compositions for weed control |
| BR112014005795A2 (pt) | 2011-09-13 | 2020-12-08 | Monsanto Technology Llc | métodos de controle de plantas, de redução da expressão de um gene de hppd de uma planta, de preparação de um nucleotídeo, e de identificação de polinucleotídeos úteis na modulação da expressão do gene de hppd no tratamento externo de uma planta, composições e cassete de expressão microbiana |
| EP2756084B1 (en) | 2011-09-13 | 2020-06-03 | Monsanto Technology LLC | Methods and compositions for weed control |
| CA2848689A1 (en) | 2011-09-13 | 2013-03-21 | Monsanto Technology Llc | Methods and compositions for weed control targeting pds |
| AU2012308660B2 (en) | 2011-09-13 | 2017-05-25 | Monsanto Technology Llc | Methods and compositions for weed control |
| AU2012308686B2 (en) | 2011-09-13 | 2018-05-10 | Monsanto Technology Llc | Methods and compositions for weed control |
| US9840715B1 (en) | 2011-09-13 | 2017-12-12 | Monsanto Technology Llc | Methods and compositions for delaying senescence and improving disease tolerance and yield in plants |
| WO2013039990A1 (en) | 2011-09-13 | 2013-03-21 | Monsanto Technology Llc | Methods and compositions for weed control |
| US9920326B1 (en) | 2011-09-14 | 2018-03-20 | Monsanto Technology Llc | Methods and compositions for increasing invertase activity in plants |
| US10240161B2 (en) | 2012-05-24 | 2019-03-26 | A.B. Seeds Ltd. | Compositions and methods for silencing gene expression |
| US10077451B2 (en) | 2012-10-18 | 2018-09-18 | Monsanto Technology Llc | Methods and compositions for plant pest control |
| CA2896762A1 (en) | 2013-01-01 | 2014-07-10 | A.B. Seeds Ltd. | Methods of introducing dsrna to plant seeds for modulating gene expression |
| US10683505B2 (en) | 2013-01-01 | 2020-06-16 | Monsanto Technology Llc | Methods of introducing dsRNA to plant seeds for modulating gene expression |
| US10000767B2 (en) | 2013-01-28 | 2018-06-19 | Monsanto Technology Llc | Methods and compositions for plant pest control |
| WO2014119770A1 (ja) * | 2013-01-30 | 2014-08-07 | 住友化学株式会社 | ピリダジノン化合物及びそれを含有する除草剤 |
| AU2014249015B2 (en) | 2013-03-13 | 2020-04-16 | Monsanto Technology Llc | Methods and compositions for weed control |
| CA2905104A1 (en) | 2013-03-13 | 2014-10-09 | Monsanto Technology Llc | Control of lolium species by topical application of herbicidal composition comprising dsrna |
| US20140283211A1 (en) | 2013-03-14 | 2014-09-18 | Monsanto Technology Llc | Methods and Compositions for Plant Pest Control |
| US10568328B2 (en) | 2013-03-15 | 2020-02-25 | Monsanto Technology Llc | Methods and compositions for weed control |
| PL3030663T3 (pl) | 2013-07-19 | 2020-04-30 | Monsanto Technology Llc | Kompozycje i sposoby kontroli leptinotarsa |
| US9850496B2 (en) | 2013-07-19 | 2017-12-26 | Monsanto Technology Llc | Compositions and methods for controlling Leptinotarsa |
| PL3066200T3 (pl) | 2013-11-04 | 2025-03-31 | Greenlight Biosciences, Inc. | Kompozycje i sposoby do zwalczania inwazji pasożytów i szkodników stawonogów |
| UA119253C2 (uk) | 2013-12-10 | 2019-05-27 | Біолоджикс, Інк. | Спосіб боротьби із вірусом у кліща varroa та у бджіл |
| AR099092A1 (es) | 2014-01-15 | 2016-06-29 | Monsanto Technology Llc | Métodos y composiciones para el control de malezas utilizando polinucleótidos epsps |
| EP3420809A1 (en) | 2014-04-01 | 2019-01-02 | Monsanto Technology LLC | Compositions and methods for controlling insect pests |
| EP3137456B1 (en) * | 2014-04-29 | 2021-06-02 | FMC Corporation | Pyridazinone herbicides |
| CN106795515B (zh) | 2014-06-23 | 2021-06-08 | 孟山都技术公司 | 用于经由rna干扰调控基因表达的组合物和方法 |
| EP3161138A4 (en) | 2014-06-25 | 2017-12-06 | Monsanto Technology LLC | Methods and compositions for delivering nucleic acids to plant cells and regulating gene expression |
| GB201412735D0 (en) * | 2014-07-17 | 2014-09-03 | Syngenta Participations Ag | Herbicidal compounds |
| AR101348A1 (es) | 2014-07-29 | 2016-12-14 | Monsanto Technology Llc | Composiciones y métodos para el control de pestes por insectos |
| UA124255C2 (uk) | 2015-01-22 | 2021-08-18 | Монсанто Текнолоджі Елелсі | Інсектицидна композиція та спосіб боротьби з leptinotarsa |
| GB201507464D0 (en) * | 2015-04-30 | 2015-06-17 | Syngenta Participations Ag | Herbicidal compounds |
| UY36703A (es) | 2015-06-02 | 2016-12-30 | Monsanto Technology Llc | Composiciones y métodos para la administración de un polinucleótido en una planta |
| WO2016196782A1 (en) | 2015-06-03 | 2016-12-08 | Monsanto Technology Llc | Methods and compositions for introducing nucleic acids into plants |
| GB2546336A (en) * | 2016-01-18 | 2017-07-19 | Syngenta Participations Ag | Intermediate compounds |
| TWI780112B (zh) * | 2017-03-31 | 2022-10-11 | 美商科迪華農業科技有限責任公司 | 具有殺蟲效用之分子，及其相關之中間物、組成物暨方法 |
| JP2021008405A (ja) * | 2017-09-27 | 2021-01-28 | 石原産業株式会社 | ピリダジノン系化合物又はその塩、及びそれらを含有する除草剤 |
| GB201800305D0 (en) * | 2018-01-09 | 2018-02-21 | Syngenta Participations Ag | Herbicidal compounds |
| EP4330234A1 (en) | 2021-04-27 | 2024-03-06 | Bayer Aktiengesellschaft | Substituted pyridazinones, salts or n-oxides thereof and their use as herbicidally active substances |
| KR20240168370A (ko) * | 2022-03-30 | 2024-11-29 | 이시하라 산교 가부시끼가이샤 | 피리다지논계 화합물 또는 그의 염 및 그들을 함유하는 유해 생물 방제제 |
| WO2025069918A1 (ja) * | 2023-09-27 | 2025-04-03 | 石原産業株式会社 | ピリダジノン系化合物又はその塩及びそれらを含有する有害生物防除剤 |
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| EP0221044B1 (en) | 1985-10-25 | 1992-09-02 | Monsanto Company | Novel plant vectors |
| ATE57390T1 (de) | 1986-03-11 | 1990-10-15 | Plant Genetic Systems Nv | Durch gentechnologie erhaltene und gegen glutaminsynthetase-inhibitoren resistente pflanzenzellen. |
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| US5013659A (en) | 1987-07-27 | 1991-05-07 | E. I. Du Pont De Nemours And Company | Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase |
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| DE4104782B4 (de) | 1991-02-13 | 2006-05-11 | Bayer Cropscience Gmbh | Neue Plasmide, enthaltend DNA-Sequenzen, die Veränderungen der Karbohydratkonzentration und Karbohydratzusammensetzung in Pflanzen hervorrufen, sowie Pflanzen und Pflanzenzellen enthaltend dieses Plasmide |
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| BR9608229A (pt) | 1995-05-09 | 1998-12-29 | Bayer Ag | Cetoenóis alquil-dihalogenofenil-substituídos |
| JPH11140055A (ja) * | 1997-09-01 | 1999-05-25 | Nissan Chem Ind Ltd | ６−ハロアルキル−３−置換フェニル−２（１ｈ）−ピリジノン誘導体及び除草剤 |
| JPH11152273A (ja) * | 1997-11-19 | 1999-06-08 | Otsuka Chem Co Ltd | 窒素含有６員環ジオン誘導体 |
| DE10029413A1 (de) | 2000-06-15 | 2001-12-20 | Bayer Ag | Verfahren zur Herstellung von 2,3,4,6-Tetramethylmandelsäure und 2,3,4,6-Tetramethylmandelsäureacetat |
| DE10325133A1 (de) | 2003-06-04 | 2004-12-23 | Bayer Cropscience Ag | Triazolopyrimidine |
| DE10354628A1 (de) | 2003-11-22 | 2005-06-16 | Bayer Cropscience Ag | 2-Ethyl-4,6-dimethyl-phenyl-substituierte Tetramsäure-Derivate |
| DE102004005318A1 (de) | 2004-02-04 | 2005-08-25 | Bayer Cropscience Ag | Verfahren zur Herstellung von 2,5-Dimethylphenylessigsäure |
| WO2007014054A2 (en) * | 2005-07-22 | 2007-02-01 | Glaxo Group Limted | Benzenesulfonamide inhibitor of ccr2 chemokine receptor |
| JP5040383B2 (ja) * | 2006-03-17 | 2012-10-03 | 住友化学株式会社 | ピリダジノン化合物及びそれを含有する除草剤 |
| TWI375669B (en) | 2006-03-17 | 2012-11-01 | Sumitomo Chemical Co | Pyridazinone compound and use thereof |
| FR2903325B1 (fr) * | 2006-07-06 | 2009-02-06 | Air Liquide | Procede et appareil d'injection d'un jet de fluide de direction et/ou d'ouverture variable |
| CL2008002703A1 (es) * | 2007-09-14 | 2009-11-20 | Sumitomo Chemical Co | Compuestos derivados de 1,4-dihidro-2h-piridazin-3-ona; composicion herbicida que comprende a dichos compuestos; metodo de control de malezas; uso de dichos compuestos para el control de malezas; y compuestos intermediarios. |
| JP2009067740A (ja) * | 2007-09-14 | 2009-04-02 | Sumitomo Chemical Co Ltd | 除草用組成物 |
| CL2008003785A1 (es) * | 2007-12-21 | 2009-10-09 | Du Pont | Compuestos derivados de piridazina; composiciones herbicidas que comprenden a dichos compuestos; y método para controlar el crecimiento de la vegetación indeseada. |
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2008
- 2008-12-19 EP EP08022104A patent/EP2204366A1/de not_active Withdrawn
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- 2009-12-12 CN CN2009801572630A patent/CN102325757A/zh active Pending
- 2009-12-12 AU AU2009336854A patent/AU2009336854A1/en not_active Abandoned
- 2009-12-12 CN CN201610945167.4A patent/CN106928148A/zh active Pending
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- 2009-12-12 CA CA2747639A patent/CA2747639A1/en not_active Abandoned
- 2009-12-12 EP EP09807666.4A patent/EP2379509B1/de not_active Not-in-force
- 2009-12-12 EP EP09768345.2A patent/EP2379508B1/de not_active Not-in-force
- 2009-12-12 WO PCT/EP2009/008906 patent/WO2010078912A1/de not_active Ceased
- 2009-12-12 CN CN201610076960.5A patent/CN105732513A/zh active Pending
- 2009-12-12 JP JP2011541178A patent/JP5651601B2/ja not_active Expired - Fee Related
- 2009-12-12 BR BRPI0922428-9A patent/BRPI0922428B1/pt not_active IP Right Cessation
- 2009-12-12 WO PCT/EP2009/008909 patent/WO2010069526A1/de not_active Ceased
- 2009-12-12 WO PCT/EP2009/008908 patent/WO2010069525A1/de not_active Ceased
- 2009-12-14 US US12/637,025 patent/US20110003692A1/en not_active Abandoned
- 2009-12-15 US US12/638,180 patent/US8242055B2/en not_active Expired - Fee Related
- 2009-12-15 US US12/638,105 patent/US8188008B2/en active Active
- 2009-12-17 AR ARP090104941A patent/AR075673A1/es not_active Application Discontinuation
- 2009-12-17 AR ARP090104943A patent/AR074774A1/es unknown
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Also Published As
| Publication number | Publication date |
|---|---|
| AR074773A1 (es) | 2011-02-09 |
| CA2747638A1 (en) | 2010-07-15 |
| AU2009336854A1 (en) | 2011-07-21 |
| CN102325756A (zh) | 2012-01-18 |
| US8188008B2 (en) | 2012-05-29 |
| CN106928148A (zh) | 2017-07-07 |
| US20110003692A1 (en) | 2011-01-06 |
| CN105732513A (zh) | 2016-07-06 |
| JP2012512209A (ja) | 2012-05-31 |
| JP2012512211A (ja) | 2012-05-31 |
| AU2009336854A8 (en) | 2011-12-01 |
| WO2010069525A1 (de) | 2010-06-24 |
| EP2379509B1 (de) | 2016-02-17 |
| BRPI0923035A2 (pt) | 2018-10-16 |
| BRPI0922428B1 (pt) | 2018-07-10 |
| EP2379509A1 (de) | 2011-10-26 |
| WO2010078912A8 (de) | 2011-07-14 |
| US20100173775A1 (en) | 2010-07-08 |
| CA2747639A1 (en) | 2010-06-24 |
| WO2010069526A1 (de) | 2010-06-24 |
| EP2379508B1 (de) | 2014-06-04 |
| EP2379508A1 (de) | 2011-10-26 |
| AU2009328607A1 (en) | 2011-07-07 |
| WO2010078912A1 (de) | 2010-07-15 |
| BRPI0922428A2 (pt) | 2015-08-11 |
| US20100184602A1 (en) | 2010-07-22 |
| EP2204366A1 (de) | 2010-07-07 |
| AR075673A1 (es) | 2011-04-20 |
| US8242055B2 (en) | 2012-08-14 |
| AR074774A1 (es) | 2011-02-09 |
| JP5651601B2 (ja) | 2015-01-14 |
| CN102325757A (zh) | 2012-01-18 |
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