JP2015521620A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2015521620A5 JP2015521620A5 JP2015518467A JP2015518467A JP2015521620A5 JP 2015521620 A5 JP2015521620 A5 JP 2015521620A5 JP 2015518467 A JP2015518467 A JP 2015518467A JP 2015518467 A JP2015518467 A JP 2015518467A JP 2015521620 A5 JP2015521620 A5 JP 2015521620A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- dichlorophenyl
- thiazolyl
- chloro
- pyrido
- 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.)
- Granted
Links
- -1 2-Chloro-5-thiazolyl Chemical group 0.000 claims description 32
- 150000003839 salts Chemical class 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 19
- 239000007787 solid Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- CZPWVGJYEJSRLH-UHFFFAOYSA-O hydron;pyrimidine Chemical compound C1=CN=C[NH+]=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-O 0.000 claims description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- 241000607479 Yersinia pestis Species 0.000 claims description 9
- 239000002002 slurry Substances 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- YWUIQYVBRLYLBI-UHFFFAOYSA-N 2-(3,5-dichlorophenyl)propanedioyl dichloride Chemical compound ClC(=O)C(C(Cl)=O)C1=CC(Cl)=CC(Cl)=C1 YWUIQYVBRLYLBI-UHFFFAOYSA-N 0.000 claims description 4
- 239000013078 crystal Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- FPKKPPXMUGIKKC-UHFFFAOYSA-N n-[(2-chloro-1,3-thiazol-5-yl)methyl]-3-methylpyridin-2-amine Chemical compound CC1=CC=CN=C1NCC1=CN=C(Cl)S1 FPKKPPXMUGIKKC-UHFFFAOYSA-N 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 238000002441 X-ray diffraction Methods 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- FEOSJGKWUJUAEK-UHFFFAOYSA-O 1-(3,5-dichlorophenyl)-4-hydroxy-9-methylpyrido[1,2-a]pyrimidin-5-ium-2-one Chemical compound ClC=1C=C(C=C(C=1)Cl)[N+]1=C2N(C(C=C1O)=O)C=CC=C2C FEOSJGKWUJUAEK-UHFFFAOYSA-O 0.000 claims description 2
- PVDQXPBKBSCNJZ-UHFFFAOYSA-O 1-[(2-chloro-1,3-thiazol-5-yl)methyl]-3-(3,5-dichlorophenyl)-2-hydroxy-9-methylpyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound CC1=CC=C[N+](C(C(C=2C=C(Cl)C=C(Cl)C=2)=C2O)=O)=C1N2CC1=CN=C(Cl)S1 PVDQXPBKBSCNJZ-UHFFFAOYSA-O 0.000 claims description 2
- 125000004188 dichlorophenyl group Chemical group 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 230000000855 fungicidal effect Effects 0.000 claims description 2
- 239000000417 fungicide Substances 0.000 claims description 2
- 239000002917 insecticide Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 239000005645 nematicide Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- GVWDJYRYKJRTII-UHFFFAOYSA-N 9-methylpyrido[1,2-a]pyrimidin-4-one Chemical compound CC1=CC=CN2C1=NC=CC2=O GVWDJYRYKJRTII-UHFFFAOYSA-N 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 description 4
- 239000000463 material Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- HYZZPOFMECUHMI-UHFFFAOYSA-N 1-methylpyrido[1,2-a]pyrimidin-1-ium-4-one Chemical compound C[N+]1=C2N(C(C=C1)=O)C=CC=C2 HYZZPOFMECUHMI-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000004634 feeding behavior Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000007758 mating behavior Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 241000894007 species Species 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261662532P | 2012-06-21 | 2012-06-21 | |
| US61/662,532 | 2012-06-21 | ||
| PCT/US2013/045815 WO2013192035A1 (en) | 2012-06-21 | 2013-06-14 | Solid forms of a pyrido-pyrimidinium inner salt |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015521620A JP2015521620A (ja) | 2015-07-30 |
| JP2015521620A5 true JP2015521620A5 (enExample) | 2016-07-21 |
| JP6272843B2 JP6272843B2 (ja) | 2018-01-31 |
Family
ID=48692690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015518467A Active JP6272843B2 (ja) | 2012-06-21 | 2013-06-14 | ピリドピリミジニウムの分子内塩の固体形態 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US9238650B2 (enExample) |
| EP (1) | EP2864327B1 (enExample) |
| JP (1) | JP6272843B2 (enExample) |
| KR (1) | KR102047575B1 (enExample) |
| CN (1) | CN104540824B (enExample) |
| AR (2) | AR091521A1 (enExample) |
| AU (1) | AU2013277462B2 (enExample) |
| BR (1) | BR112014032385A2 (enExample) |
| CA (1) | CA2876941C (enExample) |
| ES (1) | ES2617554T3 (enExample) |
| IL (1) | IL236106B (enExample) |
| IN (1) | IN2015DN00375A (enExample) |
| MX (1) | MX352976B (enExample) |
| MY (1) | MY168088A (enExample) |
| RU (1) | RU2638137C2 (enExample) |
| TW (1) | TWI592412B (enExample) |
| WO (1) | WO2013192035A1 (enExample) |
| ZA (1) | ZA201409327B (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA110924C2 (uk) | 2009-08-05 | 2016-03-10 | Е. І. Дю Пон Де Немур Енд Компані | Мезоіонні пестициди |
| EP2986598B1 (en) | 2013-04-19 | 2017-03-29 | Basf Se | N-substituted acyl-imino-pyridine compounds and derivatives for combating animal pests |
| BR112016008555A8 (pt) | 2013-10-18 | 2020-03-10 | Basf Agrochemical Products Bv | usos do composto carboxamida ativo pesticida e método de proteção de material de propagação vegetal |
| WO2015104422A1 (en) | 2014-01-13 | 2015-07-16 | Basf Se | Dihydrothiophene compounds for controlling invertebrate pests |
| CN118266473A (zh) * | 2014-12-22 | 2024-07-02 | 日本农药株式会社 | 用于农业和园艺应用的有害生物防除剂组合物和应用该组合物的方法 |
| CN110317200B (zh) * | 2018-03-28 | 2020-09-11 | 东莞市东阳光农药研发有限公司 | 嘧啶鎓化合物及其用途 |
| CN111096326A (zh) * | 2018-10-26 | 2020-05-05 | 燕化永乐（乐亭）生物科技有限公司 | 一种杀虫组合物 |
| CN111642510A (zh) * | 2020-07-03 | 2020-09-11 | 浙江中山化工集团股份有限公司 | 一种含二氯噻吡嘧啶和蛇床子素的农药组合物 |
| KR20250078983A (ko) * | 2022-09-30 | 2025-06-04 | 아다마 마켓심 리미티드 | 효율적인 살충 방제를 위한 노발루론 혼합물 |
| CN120904195A (zh) * | 2024-05-07 | 2025-11-07 | 青岛清原化合物有限公司 | 一种介离子嘧啶鎓类化合物及其应用 |
| CN119096987B (zh) * | 2024-09-02 | 2025-09-05 | 漯河市农业科学院 | 一种防治蛴螬的农药组合物 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2891855A (en) | 1954-08-16 | 1959-06-23 | Geigy Ag J R | Compositions and methods for influencing the growth of plants |
| US3235361A (en) | 1962-10-29 | 1966-02-15 | Du Pont | Method for the control of undesirable vegetation |
| US3060084A (en) | 1961-06-09 | 1962-10-23 | Du Pont | Improved homogeneous, readily dispersed, pesticidal concentrate |
| US3299566A (en) | 1964-06-01 | 1967-01-24 | Olin Mathieson | Water soluble film containing agricultural chemicals |
| US3309192A (en) | 1964-12-02 | 1967-03-14 | Du Pont | Method of controlling seedling weed grasses |
| US4144050A (en) | 1969-02-05 | 1979-03-13 | Hoechst Aktiengesellschaft | Micro granules for pesticides and process for their manufacture |
| US3920442A (en) | 1972-09-18 | 1975-11-18 | Du Pont | Water-dispersible pesticide aggregates |
| US4172714A (en) | 1976-12-20 | 1979-10-30 | E. I. Du Pont De Nemours And Company | Dry compactible, swellable herbicidal compositions and pellets produced therefrom |
| GB2095558B (en) | 1981-03-30 | 1984-10-24 | Avon Packers Ltd | Formulation of agricultural chemicals |
| DE3246493A1 (de) | 1982-12-16 | 1984-06-20 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von wasserdispergierbaren granulaten |
| US5180587A (en) | 1988-06-28 | 1993-01-19 | E. I. Du Pont De Nemours And Company | Tablet formulations of pesticides |
| EP0777964B1 (en) | 1989-08-30 | 2001-11-14 | Kynoch Agrochemicals (Proprietary) Limited | Preparation of a dosage device |
| EP0415889A3 (en) * | 1989-09-01 | 1991-08-28 | Ciba-Geigy Ag | Anthelmintic agent |
| EP0430885A3 (en) * | 1989-12-01 | 1991-11-06 | Ciba-Geigy Ag | Anthelmintical compounds |
| BR9106147A (pt) | 1990-03-12 | 1993-03-09 | Du Pont | Granulos de pesticidas dispersaveis em agua ou soluveis em agua feitos a partir de ligantes termo-ativados |
| ES2091878T3 (es) | 1990-10-11 | 1996-11-16 | Sumitomo Chemical Co | Composicion plaguicida. |
| US6406690B1 (en) | 1995-04-17 | 2002-06-18 | Minrav Industries Ltd. | Bacillus firmus CNCM I-1582 or Bacillus cereus CNCM I-1562 for controlling nematodes |
| TWI283164B (en) | 2001-09-21 | 2007-07-01 | Du Pont | Anthranilamide arthropodicide treatment |
| TWI401023B (zh) * | 2008-02-06 | 2013-07-11 | Du Pont | 中離子農藥 |
| UA110924C2 (uk) * | 2009-08-05 | 2016-03-10 | Е. І. Дю Пон Де Немур Енд Компані | Мезоіонні пестициди |
| TWI572587B (zh) | 2011-12-15 | 2017-03-01 | 杜邦股份有限公司 | 丙二酸二鹽及用以製備丙二醯基二鹵化物之方法 |
-
2013
- 2013-06-14 IN IN375DEN2015 patent/IN2015DN00375A/en unknown
- 2013-06-14 KR KR1020147035770A patent/KR102047575B1/ko active Active
- 2013-06-14 US US14/410,269 patent/US9238650B2/en active Active
- 2013-06-14 WO PCT/US2013/045815 patent/WO2013192035A1/en not_active Ceased
- 2013-06-14 EP EP13731240.1A patent/EP2864327B1/en active Active
- 2013-06-14 JP JP2015518467A patent/JP6272843B2/ja active Active
- 2013-06-14 RU RU2015101646A patent/RU2638137C2/ru active
- 2013-06-14 CN CN201380042692.XA patent/CN104540824B/zh active Active
- 2013-06-14 BR BR112014032385A patent/BR112014032385A2/pt not_active Application Discontinuation
- 2013-06-14 MY MYPI2014003404A patent/MY168088A/en unknown
- 2013-06-14 MX MX2014015663A patent/MX352976B/es active IP Right Grant
- 2013-06-14 CA CA2876941A patent/CA2876941C/en active Active
- 2013-06-14 AU AU2013277462A patent/AU2013277462B2/en active Active
- 2013-06-14 ES ES13731240.1T patent/ES2617554T3/es active Active
- 2013-06-19 AR ARP130102189 patent/AR091521A1/es not_active Application Discontinuation
- 2013-06-20 TW TW102121867A patent/TWI592412B/zh active
-
2014
- 2014-12-07 IL IL236106A patent/IL236106B/en active IP Right Grant
- 2014-12-18 ZA ZA2014/09327A patent/ZA201409327B/en unknown
-
2020
- 2020-12-21 AR ARP200103579A patent/AR120841A2/es unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2015521620A5 (enExample) | ||
| TW201111377A (en) | Thiazolylpiperidine derivatives as fungicides | |
| RU2193035C2 (ru) | Производные оксима, средство для борьбы с заболеваниями растений, способ получения гидроксииминосоединения, способ получения производного оксима, гидроксииминосоединения | |
| RU2015101646A (ru) | Твердые формы внутренней соли пиридопиримидиния | |
| JP2020520373A (ja) | 植物病原性微生物に対して有用なホルムイミドアミジン化合物 | |
| CN108349895A (zh) | 取代的2-二氟甲基-烟碱(硫代)甲酰苯胺衍生物及其作为杀真菌剂的用途 | |
| CN108069984B (zh) | 含嘧啶并环的取代五元杂环类化合物及其制备方法和用途 | |
| KR20040094444A (ko) | 살균제로서 유용한 규소화된 페닐 아미드 유도체 | |
| EA024175B1 (ru) | Соединения, регулирующие рост растений | |
| CN1280767A (zh) | 用作杀菌剂的杂环取代的异噁唑啉类化合物 | |
| BR112020020959A2 (pt) | Uso de compostos de fenilamidina 4-substituídospara controlar doenças de ferrugem em vegetais | |
| RU2018131256A (ru) | Композиция для борьбы с вредителями и способ борьбы с вредителями | |
| CN108059614A (zh) | 吡唑酰胺类化合物及其应用 | |
| BR112021014386A2 (pt) | Métodos de controle ou prevenção da infestação de plantas de milho por microrganismos fitopatogênicos | |
| JPH03287585A (ja) | ウラシル誘導体および有害生物防除剤 | |
| RU2019109978A (ru) | Имидное соединение и его применение | |
| CN112745312B (zh) | 哒嗪酮异恶唑甲醚类化合物及其应用 | |
| UA112971C2 (uk) | Похідні гетероарилпіперидину як фунгіциди | |
| JPH03204867A (ja) | アラルキルオキシアミン誘導体および除草剤 | |
| RU2018121835A (ru) | Композиция для борьбы с болезнью растения и способ борьбы с болезнью растения | |
| CN104628712B (zh) | 琥珀酰亚胺化合物 | |
| CN1084591C (zh) | 杀真菌和杀虫的组合物 | |
| JPH0368566A (ja) | ５‐置換３‐アリールインオキサゾール‐誘導体、その製法及びこれを含有する有害生物防除剤 | |
| JPWO2020241702A5 (enExample) | ||
| JPS6116246B2 (enExample) |