ES2402113T3 - Formas sólidas de una amida azocíclica - Google Patents
Formas sólidas de una amida azocíclica Download PDFInfo
- Publication number
- ES2402113T3 ES2402113T3 ES10719453T ES10719453T ES2402113T3 ES 2402113 T3 ES2402113 T3 ES 2402113T3 ES 10719453 T ES10719453 T ES 10719453T ES 10719453 T ES10719453 T ES 10719453T ES 2402113 T3 ES2402113 T3 ES 2402113T3
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- Prior art keywords
- water
- compound
- fungicides
- polymorphic form
- methyl
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- 239000007787 solid Substances 0.000 title claims description 165
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- -1 2,6-difluorophenyl Chemical group 0.000 claims abstract description 123
- 238000000634 powder X-ray diffraction Methods 0.000 claims abstract description 26
- 239000000843 powder Substances 0.000 claims abstract description 21
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 16
- 238000002441 X-ray diffraction Methods 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 402
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 205
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- 230000000855 fungicidal effect Effects 0.000 claims description 101
- 239000000725 suspension Substances 0.000 claims description 98
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 90
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- 239000004094 surface-active agent Substances 0.000 claims description 69
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 62
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 59
- 239000005727 Amisulbrom Substances 0.000 claims description 57
- BREATYVWRHIPIY-UHFFFAOYSA-N amisulbrom Chemical compound CN(C)S(=O)(=O)N1C=NC(S(=O)(=O)N2C3=CC(F)=CC=C3C(Br)=C2C)=N1 BREATYVWRHIPIY-UHFFFAOYSA-N 0.000 claims description 57
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- IAQLCKZJGNTRDO-UHFFFAOYSA-N 1-(4-{4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone Chemical compound CC1=CC(C(F)(F)F)=NN1CC(=O)N1CCC(C=2SC=C(N=2)C=2CC(ON=2)C=2C(=CC=CC=2F)F)CC1 IAQLCKZJGNTRDO-UHFFFAOYSA-N 0.000 claims description 10
- PGONUFQCBRMACB-UHFFFAOYSA-N 2-bromo-1-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]ethanone Chemical compound FC1=CC=CC(F)=C1C1ON=C(C(=O)CBr)C1 PGONUFQCBRMACB-UHFFFAOYSA-N 0.000 claims description 8
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 6
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- KWLVWJPJKJMCSH-UHFFFAOYSA-N 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide Chemical compound C1=C(OCC#C)C(OC)=CC(CCNC(=O)C(OCC#C)C=2C=CC(Cl)=CC=2)=C1 KWLVWJPJKJMCSH-UHFFFAOYSA-N 0.000 claims description 4
- PCCSBWNGDMYFCW-UHFFFAOYSA-N 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione Chemical compound O=C1C(C)(C=2C=CC(OC=3C=CC=CC=3)=CC=2)OC(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-UHFFFAOYSA-N 0.000 claims description 4
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- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 4
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 claims description 4
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- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 claims description 4
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- FLVBXVXXXMLMOX-UHFFFAOYSA-N proquinazid Chemical compound C1=C(I)C=C2C(=O)N(CCC)C(OCCC)=NC2=C1 FLVBXVXXXMLMOX-UHFFFAOYSA-N 0.000 claims description 4
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 claims description 4
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 3
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 claims description 3
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- 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
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- 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
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- A—HUMAN NECESSITIES
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- 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
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- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
-
- 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
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/16—Heavy metals; Compounds thereof
- A01N59/20—Copper
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- Life Sciences & Earth Sciences (AREA)
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- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Inorganic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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| PCT/US2010/031546 WO2010123791A1 (en) | 2009-04-22 | 2010-04-19 | Solid forms of an azocyclic amide |
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| EA201300894A1 (ru) | 2011-02-09 | 2014-01-30 | Зингента Партисипейшнс Аг | Инсектицидные соединения |
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| MX2014003994A (es) | 2011-10-03 | 2014-05-07 | Syngenta Participations Ag | Derivados insecticidas de 2-metoxobenzamida. |
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| BR112014010707A2 (pt) | 2011-11-04 | 2017-04-25 | Syngenta Participations Ag | compostos pesticidas |
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| EP2644595A1 (en) | 2012-03-26 | 2013-10-02 | Syngenta Participations AG. | N-Cyclylamides as nematicides |
| KR102140620B1 (ko) | 2012-08-30 | 2020-08-03 | 바이엘 크롭사이언스 악티엔게젤샤프트 | 3,5-비스(할로알킬)-피라졸-4-카복실산 유도체의 탈카복실화 방법 |
| CN104755457A (zh) | 2012-10-31 | 2015-07-01 | 先正达参股股份有限公司 | 杀虫化合物 |
| BR112015014753B8 (pt) | 2012-12-20 | 2020-03-03 | Basf Agro Bv | composições, uso de uma composição, método para o combate de fungos fitopatogênicos e uso dos componentes |
| WO2014108286A1 (en) | 2013-01-09 | 2014-07-17 | Basf Se | Process for the preparation of substituted oxiranes and triazoles |
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| JP6488278B2 (ja) | 2013-04-02 | 2019-03-20 | シンジェンタ パーティシペーションズ アーゲー | 殺虫性化合物 |
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| US10512267B2 (en) | 2013-07-08 | 2019-12-24 | BASF Agro, B.V. | Compositions comprising a triazole compound and a biopesticide |
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| WO2015036379A1 (en) * | 2013-09-13 | 2015-03-19 | Bayer Cropscience Ag | Fungicidal compositions containing thiazolylisoxazoline fungicide and biological fungicide |
| WO2015040141A1 (en) | 2013-09-23 | 2015-03-26 | Syngenta Participations Ag | Cyclobutylcarboxamides as nematicides |
| EA038104B1 (ru) | 2013-10-03 | 2021-07-07 | Зингента Партисипейшнс Аг | Фунгицидные композиции |
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| WO2015181097A1 (en) * | 2014-05-28 | 2015-12-03 | Bayer Cropscience Ag | Process for preparing thiazole derivatives |
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| BR122022001869B1 (pt) * | 2015-12-10 | 2022-09-13 | Adama Makhteshim Ltd. | Composição de material agrícola, método de controle e prevenção de peste e de aperfeiçoamento do crescimento de planta, processo de preparo da composição de material agrícola e uso de um copolímero em bloco |
| BR112018015526A2 (pt) * | 2016-02-26 | 2018-12-26 | Basf Se | misturas fungicidas, composição fungicida, métodos para controlar fungos fitopatogênicos, para melhorar a saúde de plantas e para a proteção de material de propagação vegetal e material de propagação de plantas |
| RU2754614C2 (ru) | 2016-03-16 | 2021-09-03 | Басф Се | Применение тетразолинонов для борьбы с устойчивыми фитопатогенными грибами на злаковых культурах |
| CA3015456C (en) | 2016-03-16 | 2024-09-17 | Basf Se | USE OF TETRAZOLINONES TO CONTROL RESISTANT PLANT PATHOGENIC FUNGI ON FRUIT |
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| EP3558956B1 (en) | 2016-12-20 | 2020-10-28 | Syngenta Participations AG | N-cyclobutyl-thiazol-5-carboxamides with nematicidal activity |
| KR101988442B1 (ko) * | 2017-06-30 | 2019-06-12 | 주식회사 삼양사 | 결정형 기능성 감미료 |
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| CN108174857A (zh) * | 2018-02-02 | 2018-06-19 | 深圳诺普信农化股份有限公司 | 一种杀菌组合物及其应用 |
| CN108142424A (zh) * | 2018-02-11 | 2018-06-12 | 河北省农林科学院植物保护研究所 | 一种氟噻唑吡乙酮和咯菌腈的杀菌组合物与制剂及其应用 |
| JP7020622B2 (ja) * | 2018-02-23 | 2022-02-16 | 日清紡ケミカル株式会社 | 水性樹脂用架橋剤組成物及び水性樹脂組成物 |
| JP7669353B2 (ja) * | 2019-06-15 | 2025-04-28 | ジェイディーエム サイエンティフィック リサーチ オーガナイゼーション プライベート リミテッド | 相乗的殺菌組成物 |
| BR112022000352A2 (pt) * | 2019-07-10 | 2022-05-10 | Gharda Chemicals Ltd | Processo para isolar cristais de isômero s de indoxacarbe |
| WO2021069711A1 (en) | 2019-10-10 | 2021-04-15 | Myovant Sciences Gmbh | Crystalline forms of n-(4-(1-(2,6-difluorobenzyl)-5- ((dimethylamino)methyl)-3-(6-methoxy-3-pyridazinyl)-2,4-dioxo- 1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl)phenyl)-n'- methoxyurea |
| WO2021069700A1 (en) * | 2019-10-10 | 2021-04-15 | Myovant Sciences Gmbh | Crystalline solvated forms of n-(4-(1-(2,6-difluorobenzyl)-5- ((dimethylamino)methyl)-3-(6-methoxy-3-pyridazinyl)-2,4-dioxo-1,2,3,4- tetrahydrothieno[2,3-d]pyrimidin-6-yl)phenyl)-n'-methoxyurea |
| CN111357746A (zh) * | 2020-04-24 | 2020-07-03 | 青岛科技大学 | 一种含氟噻唑吡乙酮和苯氧喹啉的杀菌组合物 |
| CN111357751A (zh) * | 2020-04-24 | 2020-07-03 | 青岛科技大学 | 一种含氟噻唑吡乙酮和丙氧喹啉的杀菌组合物 |
| MX2023007219A (es) * | 2020-12-18 | 2023-06-26 | Syngenta Crop Protection Ag | Formulacion de isocicloseram. |
| BR112023018767A2 (pt) * | 2021-03-17 | 2023-10-24 | Syngenta Crop Protection Ag | Nova composição de concentrado de suspensão oleoso |
| MX2023011367A (es) * | 2021-03-30 | 2023-10-06 | Syngenta Crop Protection Ag | Formulacion. |
| TW202345695A (zh) * | 2022-03-07 | 2023-12-01 | 以色列商安道麥馬克西姆有限公司 | Sdhi及/或嗜毬果傘素(strobilurin)殺真菌劑之新穎農化懸浮液 |
| CN120660706A (zh) * | 2023-07-13 | 2025-09-19 | 北京辉胜农业科技有限公司 | 一种防治马铃薯晚疫病的农药组合物 |
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