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 | 2014-09-16 | ||
| EP14184887.9 | 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 (en:Method) | 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 (en:Method) |
| EP (1) | EP3194394B1 (en:Method) |
| JP (1) | JP6695865B2 (en:Method) |
| CN (1) | CN106715428B (en:Method) |
| BR (1) | BR112017005122A2 (en:Method) |
| ES (1) | ES2719874T3 (en:Method) |
| WO (1) | WO2016041819A1 (en:Method) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2954238A1 (en) * | 2014-07-08 | 2016-01-14 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
| JP6689821B2 (ja) * | 2014-08-12 | 2020-04-28 | シンジェンタ パーティシペーションズ アーゲー | 硫黄含有置換基を有する殺有害生物的に活性な複素環式誘導体 |
| RU2738359C2 (ru) * | 2014-11-07 | 2020-12-11 | Зингента Партисипейшнс Аг | Пестицидно активные полициклические производные с серосодержащими заместителями |
| HRP20201355T1 (hr) * | 2014-12-17 | 2020-11-27 | Syngenta Participations Ag | Pesticidno aktivni heterociklički derivati sa supstituentima koji sadrže sumpor |
| CN118955472A (zh) | 2015-08-07 | 2024-11-15 | 拜耳作物科学股份公司 | 作为农药的2-(杂)芳基取代的稠合杂环衍生物 |
| US10745398B2 (en) | 2015-09-28 | 2020-08-18 | Bayer Cropscience Aktiengesellschaft | 2-(het)aryl-substituted fused heterocycle derivatives as pesticides |
| EP3355699B1 (en) * | 2015-09-29 | 2021-03-31 | OncoTherapy Science, Inc. | Bicyclic compound and use thereof for inhibiting suv39h2 |
| RU2018119344A (ru) | 2015-10-26 | 2019-11-28 | Байер Кропсайенс Акциенгезельшафт | Конденсированные бициклические гетероциклические производные в качестве средства для борьбы с вредителями |
| JP6577051B2 (ja) * | 2015-12-01 | 2019-09-18 | 日本農薬株式会社 | ３ｈ‐ピロロピリジン化合物若しくはそのｎ‐オキサイド、又はそれらの塩類及び該化合物を含有する農園芸用殺虫剤並びにその使用方法 |
| CA3010742A1 (en) | 2016-01-11 | 2017-07-20 | Bayer Cropscience Aktiengesellschaft | Heterocyclene derivatives as pest control agents |
| CA3036776A1 (en) * | 2016-09-16 | 2018-03-22 | Sumitomo Chemical Company, Limited | Heterocyclic compound, and harmful-arthropod-controlling agent containing same |
| WO2018065292A1 (de) | 2016-10-06 | 2018-04-12 | Bayer Cropscience Aktiengesellschaft | 2-(het)aryl-substituierte kondensierte bicyclische heterocyclen-derivate als schädlings-bekämpfungsmittel |
| 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 |
| US10779537B2 (en) | 2016-10-13 | 2020-09-22 | Nihon Nohyaku Co., Ltd. | 1H-pyrrolopyridine compound, N-oxide thereof or salt thereof, agricultural and horticultural insecticide comprising the compound, and method for using the insecticide |
| WO2018095795A1 (en) * | 2016-11-23 | 2018-05-31 | Syngenta Participations Ag | Pesticidally active polycyclic derivatives with sulfur containing substituents |
| UY37556A (es) | 2017-01-10 | 2018-07-31 | Bayer Ag | Derivados heterocíclicos como pesticidas |
| EP3568395A1 (de) | 2017-01-10 | 2019-11-20 | Bayer Aktiengesellschaft | Heterocyclen-derivate als schädlingsbekämpfungsmittel |
| BR112019023368A2 (pt) * | 2017-05-08 | 2020-06-16 | Syngenta Participations Ag | Derivados de imidazopirimidina contendo substituintes de fenila e piridila contendo enxofre |
| JP7267262B2 (ja) * | 2017-09-18 | 2023-05-01 | シンジェンタ パーティシペーションズ アーゲー | 硫黄含有置換基を有する殺有害生物活性な複素環式誘導体 |
| USRE50663E1 (en) | 2017-10-04 | 2025-11-18 | Bayer Aktiengesellschaft | Heterocycle derivatives as pesticides |
| CN111836815A (zh) | 2018-03-12 | 2020-10-27 | 拜耳公司 | 作为害虫防治剂的稠合双环杂环衍生物 |
| AU2019254499A1 (en) | 2018-04-20 | 2020-12-03 | Bayer Aktiengesellschaft | Heterocyclene derivatives as pest control agents |
| WO2019225663A1 (ja) * | 2018-05-22 | 2019-11-28 | 日本農薬株式会社 | ベンゾイミダゾール化合物又はその塩類及び該化合物を含有する農園芸用殺虫殺ダニ剤並びにその使用方法 |
| JP7353310B2 (ja) | 2018-06-26 | 2023-09-29 | 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 |
| JP7399589B2 (ja) * | 2018-09-12 | 2023-12-18 | 日本化薬株式会社 | 有害生物防除剤 |
| BR112021003665A2 (pt) | 2018-09-13 | 2021-05-18 | Bayer Aktiengesellschaft | derivados de heterocicleno como agentes de controle de pragas |
| KR20210133240A (ko) | 2019-02-26 | 2021-11-05 | 바이엘 악티엔게젤샤프트 | 살충제로서의 융합된 비시클릭 헤테로사이클 유도체 |
| EP3931192B1 (de) | 2019-02-26 | 2024-03-20 | 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 |
| JP2023522350A (ja) | 2020-04-21 | 2023-05-30 | 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２－（ヘタ）アリール－置換縮合ヘテロ環誘導体 |
| WO2022002818A1 (de) | 2020-07-02 | 2022-01-06 | Bayer Aktiengesellschaft | Heterocyclen-derivate als schädlingsbekämpfungsmittel |
| IL300727A (en) * | 2020-08-19 | 2023-04-01 | Bristol Myers Squibb Co | Imidazo[1,2-a]pyridine and [1,2,4]triazolo[1,5-a]pyridine derivatives as tlr9 inhibitors for the treatment of fibrosis |
| 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 |
| CN121405698A (zh) * | 2024-07-25 | 2026-01-27 | 青岛清原化合物有限公司 | 一种取代的并咪唑环类化合物及其制备方法、杀虫组合物和应用 |
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 |
| MX2013006847A (es) * | 2010-12-24 | 2013-07-29 | Sumitomo Chemical Co | Compuesto heterociclico fusionado y su uso para el control de plagas. |
| TWI589570B (zh) | 2011-08-04 | 2017-07-01 | 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 |
| JPWO2013187423A1 (ja) * | 2012-06-15 | 2016-02-04 | 住友化学株式会社 | 有害節足動物防除組成物及び有害節足動物の防除方法 |
| WO2013191113A1 (ja) | 2012-06-18 | 2013-12-27 | 住友化学株式会社 | 縮合複素環化合物 |
| US20150216168A1 (en) * | 2012-09-05 | 2015-08-06 | Bayer Cropscience Ag | Use of substituted 2-amidobenzimidazoles, 2-amidobenzoxazoles and 2-amidobenzothiazoles or salts thereof as active substances against abiotic plant stress |
| KR102062422B1 (ko) * | 2012-12-27 | 2020-01-03 | 수미토모 케미칼 컴퍼니 리미티드 | 융합된 옥사졸 화합물 및 그의 해충 방제를 위한 용도 |
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2015
- 2015-09-09 BR BR112017005122A patent/BR112017005122A2/pt not_active Application Discontinuation
- 2015-09-09 EP EP15766769.2A patent/EP3194394B1/en not_active Not-in-force
- 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 JP JP2017514609A patent/JP6695865B2/ja not_active Expired - Fee Related
- 2015-09-09 WO PCT/EP2015/070537 patent/WO2016041819A1/en not_active Ceased
- 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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