ES2564017T3 - Isoxazolo[5,4-b]piridinas herbicidas - Google Patents
Isoxazolo[5,4-b]piridinas herbicidas Download PDFInfo
- Publication number
- ES2564017T3 ES2564017T3 ES11740608.2T ES11740608T ES2564017T3 ES 2564017 T3 ES2564017 T3 ES 2564017T3 ES 11740608 T ES11740608 T ES 11740608T ES 2564017 T3 ES2564017 T3 ES 2564017T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- image109
- phenyl
- heterocyclyl
- alkoxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- DITTYRBIXKVOTK-UHFFFAOYSA-N [1,2]oxazolo[5,4-b]pyridine Chemical class C1=CC=C2C=NOC2=N1 DITTYRBIXKVOTK-UHFFFAOYSA-N 0.000 title abstract description 6
- 239000004009 herbicide Substances 0.000 title abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract description 64
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 43
- 125000000623 heterocyclic group Chemical group 0.000 abstract description 19
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 16
- 239000001257 hydrogen Substances 0.000 abstract description 16
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract description 12
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract description 12
- 229910052736 halogen Inorganic materials 0.000 abstract description 12
- 229910052757 nitrogen Inorganic materials 0.000 abstract description 12
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract description 11
- 150000002367 halogens Chemical class 0.000 abstract description 11
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract description 10
- -1 C2-C6-haloalkynyl Chemical group 0.000 abstract description 9
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 abstract description 8
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract description 6
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract description 6
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract description 6
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 6
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 abstract description 5
- 229920006395 saturated elastomer Polymers 0.000 abstract description 4
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 abstract description 3
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 abstract description 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract description 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract description 3
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 abstract description 3
- 125000006771 (C1-C6) haloalkylthio group Chemical group 0.000 abstract description 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract description 2
- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 abstract description 2
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000005842 heteroatom Chemical group 0.000 abstract 3
- 125000002950 monocyclic group Chemical group 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 70
- 230000014759 maintenance of location Effects 0.000 description 30
- 101100054666 Streptomyces halstedii sch3 gene Proteins 0.000 description 17
- CLOLPYPGRNCLCF-UHFFFAOYSA-N [1,2]oxazolo[5,4-b]pyridine-4-carboxylic acid Chemical compound OC(=O)C1=CC=NC2=C1C=NO2 CLOLPYPGRNCLCF-UHFFFAOYSA-N 0.000 description 15
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 9
- 150000002431 hydrogen Chemical group 0.000 description 9
- DYXQBCHEJLWUGC-UHFFFAOYSA-N CCOC(=O)C1=C2C=NOC2=NC=C1 Chemical compound CCOC(=O)C1=C2C=NOC2=NC=C1 DYXQBCHEJLWUGC-UHFFFAOYSA-N 0.000 description 5
- 125000001309 chloro group Chemical group Cl* 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 241001621841 Alopecurus myosuroides Species 0.000 description 3
- 241001355178 Setaria faberi Species 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 3
- YRNPYWPWIPNPDK-UHFFFAOYSA-N methyl [1,2]oxazolo[5,4-b]pyridine-4-carboxylate Chemical compound COC(=O)C=1C2=C(N=CC=1)ON=C2 YRNPYWPWIPNPDK-UHFFFAOYSA-N 0.000 description 3
- 150000003254 radicals Chemical group 0.000 description 3
- 240000006995 Abutilon theophrasti Species 0.000 description 2
- 240000007241 Agrostis stolonifera Species 0.000 description 2
- 244000237956 Amaranthus retroflexus Species 0.000 description 2
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 2
- 235000007320 Avena fatua Nutrition 0.000 description 2
- 244000100545 Lolium multiflorum Species 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 244000042664 Matricaria chamomilla Species 0.000 description 2
- 235000017016 Setaria faberi Nutrition 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 125000003282 alkyl amino group Chemical group 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- UAOUIVVJBYDFKD-XKCDOFEDSA-N (1R,9R,10S,11R,12R,15S,18S,21R)-10,11,21-trihydroxy-8,8-dimethyl-14-methylidene-4-(prop-2-enylamino)-20-oxa-5-thia-3-azahexacyclo[9.7.2.112,15.01,9.02,6.012,18]henicosa-2(6),3-dien-13-one Chemical compound C([C@@H]1[C@@H](O)[C@@]23C(C1=C)=O)C[C@H]2[C@]12C(N=C(NCC=C)S4)=C4CC(C)(C)[C@H]1[C@H](O)[C@]3(O)OC2 UAOUIVVJBYDFKD-XKCDOFEDSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 1
- TVTJUIAKQFIXCE-HUKYDQBMSA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynyl-1H-purine-6,8-dione Chemical compound NC=1NC(C=2N(C(N(C=2N=1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C)=O TVTJUIAKQFIXCE-HUKYDQBMSA-N 0.000 description 1
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 description 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 description 1
- 241000209764 Avena fatua Species 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 229910015844 BCl3 Inorganic materials 0.000 description 1
- 240000006122 Chenopodium album Species 0.000 description 1
- 235000009344 Chenopodium album Nutrition 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 241001289540 Fallopia convolvulus Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- 241000404538 Tripleurospermum maritimum subsp. inodorum Species 0.000 description 1
- 235000005373 Uvularia sessilifolia Nutrition 0.000 description 1
- LJOOWESTVASNOG-UFJKPHDISA-N [(1s,3r,4ar,7s,8s,8as)-3-hydroxy-8-[2-[(4r)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl] (2s)-2-methylbutanoate Chemical compound C([C@H]1[C@@H](C)C=C[C@H]2C[C@@H](O)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)CC1C[C@@H](O)CC(=O)O1 LJOOWESTVASNOG-UFJKPHDISA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000009194 climbing Effects 0.000 description 1
- 229940125851 compound 27 Drugs 0.000 description 1
- 229940127204 compound 29 Drugs 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical compound OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 125000006237 oxymethylenoxy group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- ZZLCFHIKESPLTH-UHFFFAOYSA-N p-methylbiphenyl Natural products C1=CC(C)=CC=C1C1=CC=CC=C1 ZZLCFHIKESPLTH-UHFFFAOYSA-N 0.000 description 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 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
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- 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
-
- 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
- A01N43/84—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 six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US366535P | 2002-03-22 | ||
| US36653510P | 2010-07-22 | 2010-07-22 | |
| EP10170416 | 2010-07-22 | ||
| EP10170416 | 2010-07-22 | ||
| PCT/EP2011/062454 WO2012010633A1 (en) | 2010-07-22 | 2011-07-20 | Herbicidal isoxazolo[5,4-b]pyridines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2564017T3 true ES2564017T3 (es) | 2016-03-17 |
Family
ID=43033268
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES11740608.2T Active ES2564017T3 (es) | 2010-07-22 | 2011-07-20 | Isoxazolo[5,4-b]piridinas herbicidas |
Country Status (23)
| Country | Link |
|---|---|
| US (4) | US9131695B2 (https=) |
| EP (1) | EP2595995B1 (https=) |
| JP (1) | JP6039554B2 (https=) |
| KR (1) | KR20130041959A (https=) |
| CN (2) | CN103124733B (https=) |
| AR (1) | AR082262A1 (https=) |
| AU (1) | AU2011281606B2 (https=) |
| BR (1) | BR112013001474B8 (https=) |
| CA (1) | CA2805354C (https=) |
| CO (1) | CO6680650A2 (https=) |
| CR (1) | CR20130041A (https=) |
| DK (1) | DK2595995T3 (https=) |
| EA (1) | EA022263B1 (https=) |
| ES (1) | ES2564017T3 (https=) |
| HR (1) | HRP20160099T1 (https=) |
| IL (1) | IL224159A (https=) |
| IN (1) | IN2013CN01335A (https=) |
| MX (1) | MX337638B (https=) |
| PL (1) | PL2595995T3 (https=) |
| RS (1) | RS54577B1 (https=) |
| UA (1) | UA113392C2 (https=) |
| WO (1) | WO2012010633A1 (https=) |
| ZA (1) | ZA201301313B (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2595995T3 (en) | 2010-07-22 | 2016-02-29 | Basf Se | Herbicidal isoxazolo [5,4-b] pyridines |
| EP2802212B1 (en) | 2012-01-12 | 2015-12-30 | Basf Se | Herbicidal isoxazolo[5,4-b]pyridines |
| US10226046B2 (en) * | 2014-04-10 | 2019-03-12 | Basf Se | Herbicidal compositions comprising isoxazolo[5,4-B]pyridines |
| KR102746352B1 (ko) * | 2014-08-13 | 2024-12-24 | 오클랜드 유니서비시즈 리미티드 | 트립토판 디옥시게나제 (ido1 및 tdo)의 억제제 및 치료에서 이들의 용도 |
| CA2996681C (en) | 2015-08-27 | 2024-04-09 | Auckland Uniservices Limited | Inhibitors of tryptophan dioxygenases (ido1 and tdo) and their use in therapy |
| CA3003794A1 (en) | 2015-11-12 | 2017-05-18 | Basf Se | Herbicidal compositions comprising isoxazolo[5,4-b]pyridines |
| WO2018108612A1 (en) | 2016-12-14 | 2018-06-21 | Basf Se | Herbicidal compositions comprising isoxazolo[5,4-b]pyridines |
| JP2020518623A (ja) * | 2017-05-04 | 2020-06-25 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 除草作用を有する４−ジフルオロメチルベンゾイルアミド |
| WO2021007593A1 (en) | 2019-07-11 | 2021-01-14 | Children's Hospital Medical Center | Compounds useful for inhibiting bfl1 and their use in therapy |
| WO2025137193A1 (en) * | 2023-12-20 | 2025-06-26 | Children's Hospital Medical Center | Bfl-1 inhibitors |
| EP4696139A1 (en) | 2024-08-12 | 2026-02-18 | Basf Se | Herbicidal compositions comprising herbicide b |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3541101A (en) * | 1966-03-04 | 1970-11-17 | Upjohn Co | Isoxazolo(5,4-b)pwridines,5,6 - polymethyleneisoxazolo(5,4 - b)pyridines and processes therefor |
| US5252538A (en) * | 1984-05-21 | 1993-10-12 | American Cyanamid Company | (2-imidazolin-2-yl) fused heteropyridine compounds, intermediates for the preparation of and use of said compounds as herbicidal agents |
| BR8600161A (pt) | 1985-01-18 | 1986-09-23 | Plant Genetic Systems Nv | Gene quimerico,vetores de plasmidio hibrido,intermediario,processo para controlar insetos em agricultura ou horticultura,composicao inseticida,processo para transformar celulas de plantas para expressar uma toxina de polipeptideo produzida por bacillus thuringiensis,planta,semente de planta,cultura de celulas e plasmidio |
| JPS6296479A (ja) | 1985-10-23 | 1987-05-02 | Shionogi & Co Ltd | ポリフルオロアルキルイソオキサゾリルアミン類 |
| ATE84533T1 (de) * | 1985-12-13 | 1993-01-15 | American Cyanamid Co | Neue kondensierte pyridinverbindungen, zwischenverbindungen fuer die herstellung und ihre verwendung als herbizide wirkstoffe. |
| EP0374753A3 (de) | 1988-12-19 | 1991-05-29 | American Cyanamid Company | Insektizide Toxine, Gene, die diese Toxine kodieren, Antikörper, die sie binden, sowie transgene Pflanzenzellen und transgene Pflanzen, die diese Toxine exprimieren |
| EP0392225B1 (en) | 1989-03-24 | 2003-05-28 | Syngenta Participations AG | Disease-resistant transgenic plants |
| EP0427529B1 (en) | 1989-11-07 | 1995-04-19 | Pioneer Hi-Bred International, Inc. | Larvicidal lectins and plant insect resistance based thereon |
| UA48104C2 (uk) | 1991-10-04 | 2002-08-15 | Новартіс Аг | Фрагмент днк, який містить послідовність,що кодує інсектицидний протеїн, оптимізовану для кукурудзи,фрагмент днк, який забезпечує направлену бажану для серцевини стебла експресію зв'язаного з нею структурного гена в рослині, фрагмент днк, який забезпечує специфічну для пилку експресію зв`язаного з нею структурного гена в рослині, рекомбінантна молекула днк, спосіб одержання оптимізованої для кукурудзи кодуючої послідовності інсектицидного протеїну, спосіб захисту рослин кукурудзи щонайменше від однієї комахи-шкідника |
| DE4206917A1 (de) | 1992-03-05 | 1993-09-09 | Bayer Ag | Verfahren zur herstellung von 1-fluorcyclopropyl-methyl-keton |
| US5530195A (en) | 1994-06-10 | 1996-06-25 | Ciba-Geigy Corporation | Bacillus thuringiensis gene encoding a toxin active against insects |
| DE19500911A1 (de) * | 1995-01-13 | 1996-07-18 | Basf Ag | Substituierte 2-Phenylpyridine |
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2011
- 2011-07-20 DK DK11740608.2T patent/DK2595995T3/en active
- 2011-07-20 HR HRP20160099TT patent/HRP20160099T1/hr unknown
- 2011-07-20 EP EP11740608.2A patent/EP2595995B1/en not_active Not-in-force
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- 2011-07-20 US US13/811,095 patent/US9131695B2/en active Active
- 2011-07-20 KR KR1020137004349A patent/KR20130041959A/ko not_active Withdrawn
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