JP2017537874A5 - - Google Patents
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- JP2017537874A5 JP2017537874A5 JP2017514609A JP2017514609A JP2017537874A5 JP 2017537874 A5 JP2017537874 A5 JP 2017537874A5 JP 2017514609 A JP2017514609 A JP 2017514609A JP 2017514609 A JP2017514609 A JP 2017514609A JP 2017537874 A5 JP2017537874 A5 JP 2017537874A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hydrogen
- formula
- haloalkyl
- compound
- 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
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- 150000001875 compounds Chemical class 0.000 claims description 33
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 239000001257 hydrogen Substances 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 229910052757 nitrogen Chemical group 0.000 claims description 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- -1 pentafluorosulfanyl Chemical group 0.000 claims description 10
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 9
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 7
- 241000607479 Yersinia pestis Species 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 125000004770 (C1-C4) haloalkylsulfanyl group Chemical group 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 239000011593 sulfur Chemical group 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 4
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 4
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 4
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 150000002829 nitrogen Chemical group 0.000 claims description 3
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 2
- 150000001204 N-oxides Chemical class 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 238000002405 diagnostic procedure Methods 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 2
- 238000001356 surgical procedure Methods 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 239000012752 auxiliary agent Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 description 4
- 241000256118 Aedes aegypti Species 0.000 description 3
- 125000001188 haloalkyl group Chemical group 0.000 description 3
- 125000005347 halocycloalkyl group Chemical group 0.000 description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000009036 growth inhibition Effects 0.000 description 2
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- STVVFLAUUROPCN-UHFFFAOYSA-N 2-(3-ethylsulfanylpyridin-2-yl)-5-iodo-1-methylbenzimidazole Chemical compound CCSC1=CC=CN=C1C1=NC2=CC(I)=CC=C2N1C STVVFLAUUROPCN-UHFFFAOYSA-N 0.000 description 1
- NSBBALDNZRDUPT-UHFFFAOYSA-N 2-[3-ethylsulfanyl-5-(trifluoromethyl)pyridin-2-yl]-5-iodo-1,3-benzoxazole Chemical compound C(C)SC=1C(=NC=C(C=1)C(F)(F)F)C=1OC2=C(N=1)C=C(C=C2)I NSBBALDNZRDUPT-UHFFFAOYSA-N 0.000 description 1
- LVBIMVNMQFOHPJ-UHFFFAOYSA-N 2-[3-ethylsulfanyl-5-(trifluoromethyl)pyridin-2-yl]-5-iodo-1-methylbenzimidazole Chemical compound CCSC1=CC(C(F)(F)F)=CN=C1C1=NC2=CC(I)=CC=C2N1C LVBIMVNMQFOHPJ-UHFFFAOYSA-N 0.000 description 1
- JUAGNMJMFJLZMD-UHFFFAOYSA-N 6-bromo-2-(5-bromo-3-ethylsulfonylpyridin-2-yl)-[1,3]oxazolo[5,4-b]pyridine Chemical compound BrC=1C=C2C(=NC=1)OC(=N2)C1=NC=C(C=C1S(=O)(=O)CC)Br JUAGNMJMFJLZMD-UHFFFAOYSA-N 0.000 description 1
- CGTBIJQJTIIUTP-UHFFFAOYSA-N 6-bromo-7-(difluoromethyl)-2-(3-ethylsulfanylpyridin-2-yl)-3-methylimidazo[4,5-b]pyridine Chemical compound BrC=1C(=C2C(=NC=1)N(C(=N2)C1=NC=CC=C1SCC)C)C(F)F CGTBIJQJTIIUTP-UHFFFAOYSA-N 0.000 description 1
- MTMZEEJMGLYHJP-UHFFFAOYSA-N 6-bromo-7-(difluoromethyl)-2-(3-ethylsulfinylpyridin-2-yl)-3-methylimidazo[4,5-b]pyridine Chemical compound BrC=1C(=C2C(=NC=1)N(C(=N2)C1=NC=CC=C1S(=O)CC)C)C(F)F MTMZEEJMGLYHJP-UHFFFAOYSA-N 0.000 description 1
- 241000256111 Aedes <genus> Species 0.000 description 1
- BMBLGDVIFBUGGK-UHFFFAOYSA-N BrC=1C(=C2C(=NC=1)N(C(=N2)C1=NC=CC=C1S(=O)(=O)CC)C)C(F)F Chemical compound BrC=1C(=C2C(=NC=1)N(C(=N2)C1=NC=CC=C1S(=O)(=O)CC)C)C(F)F BMBLGDVIFBUGGK-UHFFFAOYSA-N 0.000 description 1
- VMCJEPPIFLICSO-UHFFFAOYSA-N BrC=1C(=C2C(=NC=1)N(C(=N2)C1=NC=CC=C1SCC)C)C(C)C Chemical compound BrC=1C(=C2C(=NC=1)N(C(=N2)C1=NC=CC=C1SCC)C)C(C)C VMCJEPPIFLICSO-UHFFFAOYSA-N 0.000 description 1
- OLLPNRAGWRTUQJ-UHFFFAOYSA-N BrC=1C=C2C(=NC=1)N(C(=N2)C1=NC=C(C=C1S(=O)(=O)CC)C(F)(F)F)C Chemical compound BrC=1C=C2C(=NC=1)N(C(=N2)C1=NC=C(C=C1S(=O)(=O)CC)C(F)(F)F)C OLLPNRAGWRTUQJ-UHFFFAOYSA-N 0.000 description 1
- CAMKOWFYHSFYTF-UHFFFAOYSA-N BrC=1C=C2C(=NC=1)N(C(=N2)C1=NC=C(C=C1S(=O)CC)C(F)(F)F)C Chemical compound BrC=1C=C2C(=NC=1)N(C(=N2)C1=NC=C(C=C1S(=O)CC)C(F)(F)F)C CAMKOWFYHSFYTF-UHFFFAOYSA-N 0.000 description 1
- NHCCJHUKTAQHFT-UHFFFAOYSA-N BrC=1C=C2C(=NC=1)N(C(=N2)C1=NC=C(C=C1SCC)C(F)(F)F)C Chemical compound BrC=1C=C2C(=NC=1)N(C(=N2)C1=NC=C(C=C1SCC)C(F)(F)F)C NHCCJHUKTAQHFT-UHFFFAOYSA-N 0.000 description 1
- KDQKBNOUXQLUIL-UHFFFAOYSA-N BrC=1C=C2C(=NC=1)OC(=N2)C1=NC=C(C=C1S(=O)(=O)CC)C(F)(F)F Chemical compound BrC=1C=C2C(=NC=1)OC(=N2)C1=NC=C(C=C1S(=O)(=O)CC)C(F)(F)F KDQKBNOUXQLUIL-UHFFFAOYSA-N 0.000 description 1
- JLSMUMZHKUOMBA-UHFFFAOYSA-N BrC=1C=CC2=C(N=C(O2)C2=NC=C(C=C2S(=O)(=O)CC)C(F)(F)F)C=1 Chemical compound BrC=1C=CC2=C(N=C(O2)C2=NC=C(C=C2S(=O)(=O)CC)C(F)(F)F)C=1 JLSMUMZHKUOMBA-UHFFFAOYSA-N 0.000 description 1
- DPYWIFAWVSNMJP-UHFFFAOYSA-N C(C)S(=O)(=O)C=1C(=NC=CC=1)C1=NC=2C(=NC=C(C=2)I)N1C Chemical compound C(C)S(=O)(=O)C=1C(=NC=CC=1)C1=NC=2C(=NC=C(C=2)I)N1C DPYWIFAWVSNMJP-UHFFFAOYSA-N 0.000 description 1
- BOLMAICOQGGXNT-UHFFFAOYSA-N C(C)SC=1C(=NC=C(C=1)C(F)(F)F)C=1SC2=NC=C(C=C2N=1)I Chemical compound C(C)SC=1C(=NC=C(C=1)C(F)(F)F)C=1SC2=NC=C(C=C2N=1)I BOLMAICOQGGXNT-UHFFFAOYSA-N 0.000 description 1
- 0 CCC(CCCC1(***(*2)C(*)C1)C1(*C*(*)C1)I)C(CC1)CC1C2(/C(/*)=C(\C(\*)=C(/*)\C(*)=C)/S(*)*)I Chemical compound CCC(CCCC1(***(*2)C(*)C1)C1(*C*(*)C1)I)C(CC1)CC1C2(/C(/*)=C(\C(\*)=C(/*)\C(*)=C)/S(*)*)I 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000232 haloalkynyl group Chemical group 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14184887.9 | 2014-09-16 | ||
| EP14184887 | 2014-09-16 | ||
| PCT/EP2015/070537 WO2016041819A1 (en) | 2014-09-16 | 2015-09-09 | Pesticidally active tetracyclic derivatives with sulphur containing substituents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017537874A JP2017537874A (ja) | 2017-12-21 |
| JP2017537874A5 true JP2017537874A5 (enExample) | 2020-01-09 |
| JP6695865B2 JP6695865B2 (ja) | 2020-05-20 |
Family
ID=51564489
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017514609A Expired - Fee Related JP6695865B2 (ja) | 2014-09-16 | 2015-09-09 | 硫黄含有置換基を有する有害生物防除に活性である四環式誘導体 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US10435401B2 (enExample) |
| EP (1) | EP3194394B1 (enExample) |
| JP (1) | JP6695865B2 (enExample) |
| CN (1) | CN106715428B (enExample) |
| BR (1) | BR112017005122A2 (enExample) |
| ES (1) | ES2719874T3 (enExample) |
| WO (1) | WO2016041819A1 (enExample) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2017103953A (ru) * | 2014-07-08 | 2018-08-08 | Зингента Партисипейшнс Аг | Пестицидно активные гетероциклические производные с серосодержащими заместителями |
| US10005775B2 (en) * | 2014-08-12 | 2018-06-26 | Syngenta Participations, Ag | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
| BR112017009454B1 (pt) * | 2014-11-07 | 2022-05-03 | Syngenta Participations Ag | Composto, composição pesticida, método para controle de pragas e método para a proteção de material de propagação de plantas do ataque por pragas |
| BR112017012638B1 (pt) * | 2014-12-17 | 2021-07-27 | Syngenta Participations Ag | Derivados de heterocíclicos ativos do ponto de vista pesticida com substituintes contendo enxofre |
| PE20180783A1 (es) | 2015-08-07 | 2018-05-07 | Bayer Cropscience Ag | Derivados heterociclicos condensados sustituidos por 2-(het) arilo como pesticidas |
| ES2866911T3 (es) | 2015-09-28 | 2021-10-20 | Bayer Cropscience Ag | Derivados heterocíclicos condensados sustituidos por 2-(het)arilo como pesticidas |
| AU2016332021A1 (en) * | 2015-09-29 | 2018-04-19 | Oncotherapy Science, Inc. | Bicyclic compound and use thereof for inhibiting SUV39H2 |
| AU2016347345B2 (en) | 2015-10-26 | 2020-06-25 | Bayer Cropscience Aktiengesellschaft | Condensed bicyclic heterocycle derivatives as pest control agents |
| CN108290858B (zh) * | 2015-12-01 | 2021-07-06 | 日本农药株式会社 | 3h-吡咯并吡啶化合物或其n-氧化物、或它们的盐类及含有该化合物的农业园艺用杀虫剂及其使用方法 |
| CA3010742A1 (en) | 2016-01-11 | 2017-07-20 | Bayer Cropscience Aktiengesellschaft | Heterocyclene derivatives as pest control agents |
| KR20190045216A (ko) * | 2016-09-16 | 2019-05-02 | 수미토모 케미칼 컴퍼니 리미티드 | 복소환 화합물 및 그것을 함유하는 유해 절족 동물 방제제 |
| KR102477315B1 (ko) | 2016-10-06 | 2022-12-13 | 바이엘 크롭사이언스 악티엔게젤샤프트 | 해충 방제제로서의 2-(헤트)아릴-치환된 융합 비사이클릭 헤테로사이클 유도체 |
| WO2018065288A1 (de) | 2016-10-07 | 2018-04-12 | Bayer Cropscience Aktiengesellschaft | 2-[2-phenyl-1-(sulfonylmethyl)vinyl]-imidazo[4,5-b]pyridin-derivate und verwandte verbindungen als schädlingsbekämpfungsmittel im pflanzenschutz |
| BR112019006217B1 (pt) * | 2016-10-13 | 2023-12-26 | Nihon Nohyaku Co., Ltd | Composto heterocíclico condensado e seu uso, método para uso de um inseticida agrícola e hortícola, método para controle de pragas agrícolas e hortícolas, e composição para controle de ectoparasita e seu uso |
| WO2018095795A1 (en) * | 2016-11-23 | 2018-05-31 | Syngenta Participations Ag | Pesticidally active polycyclic derivatives with sulfur containing substituents |
| WO2018130437A1 (de) | 2017-01-10 | 2018-07-19 | Bayer Aktiengesellschaft | Heterocyclen-derivate als schädlingsbekämpfungsmittel |
| JP7098630B2 (ja) | 2017-01-10 | 2022-07-11 | バイエル・アクチエンゲゼルシヤフト | 有害生物防除剤としてのヘテロサイクレン誘導体 |
| ES2914616T3 (es) * | 2017-05-08 | 2022-06-14 | Syngenta Participations Ag | Derivados de imidazopirimidina con sustituyentes fenilo y piridilo que contienen azufre |
| EP3684768B1 (en) * | 2017-09-18 | 2024-01-24 | Syngenta Participations AG | Pesticidally active heterocyclic derivatives with sulfur containing substituents |
| USRE50663E1 (en) | 2017-10-04 | 2025-11-18 | Bayer Aktiengesellschaft | Heterocycle derivatives as pesticides |
| EP3765466B1 (de) | 2018-03-12 | 2022-05-25 | Bayer Aktiengesellschaft | Kondensierte bicyclische heterocyclen-derivate als schädlingsbekämpfungsmittel |
| BR112020020081A2 (pt) | 2018-04-20 | 2021-01-05 | Bayer Aktiengesellschaft | Derivados de heterocicleno como agentes de controle de pragas |
| AU2019273559B2 (en) * | 2018-05-22 | 2024-01-18 | Nihon Nohyaku Co., Ltd. | Benzimidazole compound or salt thereof, agricultural and horticultural insecticidal and acaricidal agent containing said compound, and method for using same |
| CN112368280B (zh) | 2018-06-26 | 2023-01-20 | 拜耳公司 | 作为害虫防治剂的杂环衍生物 |
| WO2020054712A1 (ja) * | 2018-09-12 | 2020-03-19 | 日本化薬株式会社 | 有害生物防除剤 |
| MX2021002949A (es) | 2018-09-13 | 2021-05-12 | Bayer Ag | Derivados heterociclicos como plaguicidas. |
| PH12021552047A1 (en) | 2019-02-26 | 2022-11-07 | Bayer Ag | Fused bicyclic heterocycle derivatives as pesticides |
| WO2020173861A1 (de) | 2019-02-26 | 2020-09-03 | Bayer Aktiengesellschaft | Kondensierte bicyclische heterocyclen-derivate als schädlingsbekämpfungsmittel |
| CN114450280B (zh) * | 2019-09-20 | 2025-02-25 | 先正达农作物保护股份公司 | 具有含硫和亚砜亚胺取代基的杀有害生物活性杂环衍生物 |
| TW202200570A (zh) | 2020-04-21 | 2022-01-01 | 德商拜耳廠股份有限公司 | 作為殺蟲劑之經２—（雜）芳基取代的稠合雜環衍生物 |
| CN116033828B (zh) | 2020-07-02 | 2025-05-16 | 拜耳公司 | 作为害虫防治剂的杂环衍生物 |
| TW202227432A (zh) * | 2020-08-19 | 2022-07-16 | 美商必治妥美雅史谷比公司 | 可做為tlr9抑制劑之經取代雙環化合物 |
| US20240294533A1 (en) | 2021-05-12 | 2024-09-05 | Bayer Aktiengesellschaft | 2-(het)aryl-substituted condensed heterocycle derivatives as pest control agents |
| CN120882309A (zh) | 2023-03-14 | 2025-10-31 | 先正达农作物保护股份公司 | 对杀昆虫剂具有抗性的有害生物的控制 |
| WO2025026738A1 (en) | 2023-07-31 | 2025-02-06 | Bayer Aktiengesellschaft | 6-[5-(ethylsulfonyl)-1-methyl-1h-imidazol-4-yl]-7-methyl-3-(pentafluoroethyl)-7h-imidazo[4,5-c]pyridazine derivatives as pesticides |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008308448A (ja) | 2007-06-15 | 2008-12-25 | Sankyo Agro Kk | （３−硫黄原子置換フェニル）へテロアリール誘導体 |
| JP2011168582A (ja) * | 2010-01-21 | 2011-09-01 | Ishihara Sangyo Kaisha Ltd | トリアゾロピリジン誘導体又はその塩、それらの製造方法及びそれらを含有する有害生物防除剤 |
| BR112013016022B1 (pt) * | 2010-12-24 | 2019-05-07 | Sumitomo Chemical Company, Limited | Composto heterocíclico fundido e uso do mesmo para controle de peste. |
| TWI545119B (zh) * | 2011-08-04 | 2016-08-11 | 住友化學股份有限公司 | 稠合雜環化合物及其在病蟲害防制上之用途 |
| BR112014031048A2 (pt) * | 2012-06-15 | 2017-06-27 | Sumitomo Chemical Co | composições para controle de artrópodes nocivos e método para controle de artrópodes nocivos |
| WO2013191113A1 (ja) | 2012-06-18 | 2013-12-27 | 住友化学株式会社 | 縮合複素環化合物 |
| JP2015532650A (ja) * | 2012-09-05 | 2015-11-12 | 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 | 非生物的植物ストレスに対する活性物質としての置換された２−アミドベンズイミダゾール類、２−アミドベンゾオキサゾール類および２−アミドベンゾチアゾール類またはそれらの塩の使用 |
| CA2896453C (en) * | 2012-12-27 | 2021-06-08 | Masaki Takahashi | Fused oxazole compounds and use thereof for pest control |
-
2015
- 2015-09-09 EP EP15766769.2A patent/EP3194394B1/en not_active Not-in-force
- 2015-09-09 BR BR112017005122A patent/BR112017005122A2/pt not_active Application Discontinuation
- 2015-09-09 CN CN201580049811.3A patent/CN106715428B/zh not_active Expired - Fee Related
- 2015-09-09 ES ES15766769T patent/ES2719874T3/es active Active
- 2015-09-09 WO PCT/EP2015/070537 patent/WO2016041819A1/en not_active Ceased
- 2015-09-09 JP JP2017514609A patent/JP6695865B2/ja not_active Expired - Fee Related
- 2015-09-09 US US15/510,064 patent/US10435401B2/en not_active Expired - Fee Related
-
2019
- 2019-10-07 US US16/594,743 patent/US20200055850A1/en not_active Abandoned
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