JP2018533550A5 - - Google Patents
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- JP2018533550A5 JP2018533550A5 JP2018515440A JP2018515440A JP2018533550A5 JP 2018533550 A5 JP2018533550 A5 JP 2018533550A5 JP 2018515440 A JP2018515440 A JP 2018515440A JP 2018515440 A JP2018515440 A JP 2018515440A JP 2018533550 A5 JP2018533550 A5 JP 2018533550A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- haloalkyl
- alkyl
- halogen
- formula
- 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.)
- Abandoned
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- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 54
- 229910052736 halogen Inorganic materials 0.000 claims description 46
- 150000002367 halogens Chemical class 0.000 claims description 46
- 150000001875 compounds Chemical class 0.000 claims description 38
- 229910052739 hydrogen Inorganic materials 0.000 claims description 38
- 239000001257 hydrogen Substances 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 37
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 30
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 125000004770 (C1-C4) haloalkylsulfanyl group Chemical group 0.000 claims description 20
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 claims description 20
- 150000002431 hydrogen Chemical class 0.000 claims description 20
- -1 phenylcarbonyl thio, cyano, mercapto Chemical class 0.000 claims description 20
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 19
- 125000001424 substituent group Chemical group 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 16
- 125000004122 cyclic group Chemical group 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 12
- 125000001188 haloalkyl group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 9
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000004740 (C1-C6) haloalkylsulfanyl group Chemical group 0.000 claims description 6
- 125000004749 (C1-C6) haloalkylsulfinyl group Chemical group 0.000 claims description 6
- 125000004741 (C1-C6) haloalkylsulfonyl group Chemical group 0.000 claims description 6
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 6
- 241000607479 Yersinia pestis Species 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
- 229910052717 sulfur Chemical group 0.000 claims description 5
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000011593 sulfur Chemical group 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 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 3
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims description 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 2
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 2
- YXVPOZGHMRTKCF-UHFFFAOYSA-N 1-methyl-3-(2-methylsulfanylphenyl)-5-[2-(trifluoromethyl)phenyl]-1,2,4-triazole Chemical compound CSC1=CC=CC=C1C1=NN(C)C(C=2C(=CC=CC=2)C(F)(F)F)=N1 YXVPOZGHMRTKCF-UHFFFAOYSA-N 0.000 claims description 2
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 claims description 2
- SHRIWOKJRAZPAH-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-5-[2-(methylthio)phenyl]-1,3,4-oxadiazole Chemical compound CSC1=CC=CC=C1C1=NN=C(C=2C(=CC(Cl)=CC=2)Cl)O1 SHRIWOKJRAZPAH-UHFFFAOYSA-N 0.000 claims description 2
- GAVUVVDBUKSDOY-UHFFFAOYSA-N 2-(4-bromophenyl)-5-(2-methylsulfanylphenyl)-1,3,4-oxadiazole Chemical compound CSC1=CC=CC=C1C1=NN=C(C=2C=CC(Br)=CC=2)O1 GAVUVVDBUKSDOY-UHFFFAOYSA-N 0.000 claims description 2
- RMRBSSOHCXDSMX-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-methylsulfanylphenyl)-1,3,4-oxadiazole Chemical compound CSC1=CC=CC=C1C1=NN=C(C=2C=CC(F)=CC=2)O1 RMRBSSOHCXDSMX-UHFFFAOYSA-N 0.000 claims description 2
- YZIKWDWSWBFFMH-UHFFFAOYSA-N 2-[1-(2-methylsulfanylphenyl)triazol-4-yl]pyridine Chemical compound CSC1=C(C=CC=C1)N1N=NC(=C1)C1=NC=CC=C1 YZIKWDWSWBFFMH-UHFFFAOYSA-N 0.000 claims description 2
- PWLHEUHTRSRRJR-UHFFFAOYSA-N 4-phenyl-1-[2-(trifluoromethylsulfanyl)phenyl]triazole Chemical compound C1(=CC=CC=C1)C=1N=NN(C=1)C1=C(C=CC=C1)SC(F)(F)F PWLHEUHTRSRRJR-UHFFFAOYSA-N 0.000 claims description 2
- BNDBBMBRXMBDGH-UHFFFAOYSA-N 5-(2-methylsulfanylphenyl)-3-phenyl-1h-1,2,4-triazole Chemical compound CSC1=CC=CC=C1C1=NC(C=2C=CC=CC=2)=NN1 BNDBBMBRXMBDGH-UHFFFAOYSA-N 0.000 claims description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 2
- ZQIITVMXGAETAX-UHFFFAOYSA-N CSC1=C(C=CC=C1)N1N=NC(=C1)C1=CC=CC=C1 Chemical compound CSC1=C(C=CC=C1)N1N=NC(=C1)C1=CC=CC=C1 ZQIITVMXGAETAX-UHFFFAOYSA-N 0.000 claims description 2
- 150000001204 N-oxides Chemical class 0.000 claims description 2
- 239000012752 auxiliary agent Substances 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 239000012634 fragment Substances 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
- 125000002950 monocyclic group Chemical group 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 230000000361 pesticidal effect Effects 0.000 claims 1
- 0 *C1=**=**[*-]1 Chemical compound *C1=**=**[*-]1 0.000 description 15
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 description 10
- 125000003545 alkoxy group Chemical group 0.000 description 9
- 125000004414 alkyl thio group Chemical group 0.000 description 5
- 241001465754 Metazoa Species 0.000 description 2
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 2
- 125000004438 haloalkoxy group Chemical group 0.000 description 2
- RSMUEVVDWZBOAM-UHFFFAOYSA-N 2-(3,4-dichlorophenyl)-5-(2-methylsulfanylphenyl)-1,3,4-oxadiazole Chemical compound CSC1=CC=CC=C1C1=NN=C(C=2C=C(Cl)C(Cl)=CC=2)O1 RSMUEVVDWZBOAM-UHFFFAOYSA-N 0.000 description 1
- APANUNPEOBVFCB-UHFFFAOYSA-N C/C(/NC)=N/[NH+]=[NH2+] Chemical compound C/C(/NC)=N/[NH+]=[NH2+] APANUNPEOBVFCB-UHFFFAOYSA-N 0.000 description 1
- VEOBELAUIVEIRB-UHFFFAOYSA-N CCc1nc(C)n[o]1 Chemical compound CCc1nc(C)n[o]1 VEOBELAUIVEIRB-UHFFFAOYSA-N 0.000 description 1
- OXCKCFJIKRGXMM-UHFFFAOYSA-N CCc1ncc(C)nc1 Chemical compound CCc1ncc(C)nc1 OXCKCFJIKRGXMM-UHFFFAOYSA-N 0.000 description 1
- HKGFHAZYWIMNAM-UHFFFAOYSA-N CCc1nnc(C)[o]1 Chemical compound CCc1nnc(C)[o]1 HKGFHAZYWIMNAM-UHFFFAOYSA-N 0.000 description 1
- MPBPVACPFBSAFW-UHFFFAOYSA-N Cc1n[s]c(C)n1 Chemical compound Cc1n[s]c(C)n1 MPBPVACPFBSAFW-UHFFFAOYSA-N 0.000 description 1
- IEYZDSWQKBBPSF-UHFFFAOYSA-N Cc1nnc(C)nc1 Chemical compound Cc1nnc(C)nc1 IEYZDSWQKBBPSF-UHFFFAOYSA-N 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 1
- 238000002405 diagnostic procedure Methods 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15186944 | 2015-09-25 | ||
| EP15186944.3 | 2015-09-25 | ||
| PCT/EP2016/072285 WO2017050751A1 (en) | 2015-09-25 | 2016-09-20 | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2018533550A JP2018533550A (ja) | 2018-11-15 |
| JP2018533550A5 true JP2018533550A5 (https=) | 2019-10-31 |
Family
ID=54199125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018515440A Abandoned JP2018533550A (ja) | 2015-09-25 | 2016-09-20 | 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 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20180213779A1 (https=) |
| EP (1) | EP3353160B1 (https=) |
| JP (1) | JP2018533550A (https=) |
| CN (1) | CN108137531A (https=) |
| BR (1) | BR112018005888A2 (https=) |
| WO (1) | WO2017050751A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6802805B2 (ja) | 2015-11-30 | 2020-12-23 | 北興化学工業株式会社 | １，２，３−トリアゾール誘導体および当該誘導体を有効成分とする殺虫・殺ダニ剤 |
| WO2017188078A1 (ja) * | 2016-04-28 | 2017-11-02 | 住友化学株式会社 | 複素環化合物 |
| JP7323534B2 (ja) * | 2018-01-05 | 2023-08-08 | ストラトス ゲノミクス インコーポレイテッド | 芳香族化合物による核酸重合の強化 |
| CN108218848B (zh) * | 2018-01-22 | 2020-12-18 | 贵州大学 | 一种三氟甲基吡啶联噁二唑（醚）类衍生物及其应用 |
| IL314355A (en) * | 2022-03-28 | 2024-09-01 | Nippon Kayaku Kk | Pesticide agent |
| EP4680028A1 (en) | 2023-03-14 | 2026-01-21 | Syngenta Crop Protection AG | Control of pests resistant to insecticides |
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| EP3122740B1 (en) * | 2014-03-28 | 2019-09-18 | Syngenta Participations AG | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
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| EP3805213A3 (en) * | 2015-06-18 | 2021-06-09 | Nippon Soda Co., Ltd. | 1-(2-(ethylsulfonyl)-phenyl)-4-(phenyl)-1h-1,2,3-triazole and 4-(2-(ethylsulfonyl)-phenyl)-1-(phenyl)-1h-1,2,3-triazole and related compounds derivatives as pesticides |
| EP3324742A1 (en) * | 2015-07-24 | 2018-05-30 | Syngenta Participations AG | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
| WO2017050685A1 (en) * | 2015-09-25 | 2017-03-30 | Syngenta Participations Ag | Pesticidally active polycyclic derivatives with 5-membered sulfur containing heterocyclic ring systems |
| CN108026074A (zh) * | 2015-09-28 | 2018-05-11 | 先正达参股股份有限公司 | 具有含硫取代基的杀有害生物活性杂环衍生物 |
-
2016
- 2016-09-20 CN CN201680055163.7A patent/CN108137531A/zh active Pending
- 2016-09-20 EP EP16767288.0A patent/EP3353160B1/en active Active
- 2016-09-20 WO PCT/EP2016/072285 patent/WO2017050751A1/en not_active Ceased
- 2016-09-20 BR BR112018005888A patent/BR112018005888A2/pt not_active Application Discontinuation
- 2016-09-20 JP JP2018515440A patent/JP2018533550A/ja not_active Abandoned
- 2016-09-20 US US15/762,998 patent/US20180213779A1/en not_active Abandoned
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