JP2009514823A5 - - Google Patents
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- Publication number
- JP2009514823A5 JP2009514823A5 JP2008538302A JP2008538302A JP2009514823A5 JP 2009514823 A5 JP2009514823 A5 JP 2009514823A5 JP 2008538302 A JP2008538302 A JP 2008538302A JP 2008538302 A JP2008538302 A JP 2008538302A JP 2009514823 A5 JP2009514823 A5 JP 2009514823A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- alkoxy
- halogen
- halo
- unsubstituted
- 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.)
- Pending
Links
- 229910052736 halogen Inorganic materials 0.000 claims 10
- 150000002367 halogens Chemical class 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- -1 cyano, hydroxyl Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 239000000460 chlorine Substances 0.000 claims 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 3
- 244000045947 parasites Species 0.000 claims 3
- 241001465754 Metazoa Species 0.000 claims 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 2
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical group C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims 1
- 229960005235 Piperonyl Butoxide Drugs 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atoms Chemical group C* 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000002270 dispersing agent Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004591 piperonyl group Chemical group C(C1=CC=2OCOC2C=C1)* 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Claims (7)
- 次式の化合物:
R1は、水素;非置換もしくはハロゲン、シアノ、ヒドロキシル、C1−C2−アルコキシ、C1−C2−アルキルチオ、N−モノ−もしくはN,N−ジ−C1−C2−アルキルアミノ又はN−ピリジルメチルアミノで置換されたC1−C4−アルキル;非置換もしくはそれぞれハロゲン、ニトロ、シアノ、C1−C4−アルキル、ハロ−C1−C4−アルキル、C1−C4−アルコキシ又はハロ−C1−C4−アルコキシで置換されたC2−C4−アルケニル、C2−C4−アルキニル、C1−C4−アルキルカルボニル、C1−C4−アルコキシカルボニル、フェニル又はフェニルチオ;或いはナフチルであり;
mは、0又は1であり;R2は、ハロゲン、シアノ、ニトロ、C1−C2−アルキル、ハロ−C1−C2−アルキル、ヒドロキシ−C1−C4−アルキル、ヒドロキシ、C1−C2−アルコキシ、ベンジルオキシ、アミノ、N−モノ−もしくはN,N−ジ−C1−C2−アルキルアミノ、又はC1−C2−アルコキシカルボニルであるか、或いは、2つの基R2は、それらが結合している炭素原子と一緒になってジオキソラン環を形成する;
R3は、水素;C1−C4−アルキル;C3−C4−シクロアルキルメチル;C1−C2−アルコキシメチル;C1−C2−アルコキシ−C1−C2−アルコキシメチル;非置換もしくはハロゲン、ハロ−C1−C2−アルキル又はシアノで置換されたベンジル;非置換もしくはそれぞれフェニル部分をハロゲンで置換されたフェノキシメチル又はベンジルオキシメチル;カルボキシメトキシメチルカルボニル;基COR7(ここで、R7は、C1−C6−アルキル、アセトキシ−C1−C4−アルキル、C5−C6−シクロアルキル、非置換もしくはハロゲン、ハロ−C1−C2−アルキル又はシアノで置換されたフェニル、フェニルエチル、チエニル又はピペロニルである);基CONHR7(ここで、R7は、C1−C6−アルキル、非置換もしくはハロゲン、ハロ−C1−C2−アルキル、C1−C2−アルコキシ、ハロ−C1−C2−アルコキシ、アミノ又はN−モノ−もしくはN,N−ジ−C1−C2−アルキルアミノで置換されたフェニルである);基C(O)OR7(ここで、R7は、C1−C6−アルキル、ベンジル、非置換もしくはハロゲンで置換されたC2−C4−アルケニルであるか、或いはC2−C4−アルキニルである);或いは基C(S)NHR7(ここで、R7は、C1−C6−アルキル、或いは非置換もしくはハロゲン、ハロ−C1−C2−アルキル又はC1−C2−アルキルで置換されたフェニルである)であり;
R5は、C1−C2−アルキル、ハロ−C1−C2−アルキル、エテニル、エチニル、フェニル又はベンジルであり;及び
R6’及びR6”は各々独立に、フッ素、トリフルオロメチル、塩素又はシアノである]。 - R1は、水素、或いは非置換又はヒドロキシルもしくはC1−C2−アルコキシで置換されたC1−C2−アルキルであり;
R2はハロゲンであり、mは0又は1であり;
R3は水素、C1−C2−アルコキシメチル又はC1−C2−アルコキシ−C1−C2−アルコキシメチルであり;
R5はメチル、エテニル又はエチニルであり;及び
R6’及びR6”は各々独立にフッ素、塩素又はシアノである、請求項1に記載の式(Ia)の化合物。 - R3は水素である、請求項1又は2に記載の式(Ia)の化合物。
- R6’及びR6”は各々塩素である、請求項1〜3いずれか1項に記載の式(Ia)の化合物。
- 生理的に許容される担体及び/又は分散剤に加えて、請求項1〜4のいずれか一項に記載の少なくとも1種類の式(Ia)の化合物の有効量を活性成分として含む、ヒト以外の温血動物又は植物に付いた寄生生物を防除する組成物。
- 温血動物又は植物に付いた寄生生物に対する薬剤組成物の調製における、請求項1〜4のいずれか一項に記載の式(Ia)の化合物の使用。
- それによって請求項1〜4のいずれか一項に記載の少なくとも1種類の式(Ia)の化合物の有効量がその所在位置に対して使用される、植物に付いた寄生生物を防除する方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP05023947A EP1783114A1 (en) | 2005-11-03 | 2005-11-03 | N-(hetero)aryl indole derivatives as pesticides |
PCT/EP2006/010518 WO2007051619A1 (en) | 2005-11-03 | 2006-11-02 | N- (hetero) aryl indole derivatives as pesticides |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2009514823A JP2009514823A (ja) | 2009-04-09 |
JP2009514823A5 true JP2009514823A5 (ja) | 2009-12-17 |
Family
ID=35966112
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008538302A Pending JP2009514823A (ja) | 2005-11-03 | 2006-11-02 | 殺虫剤としてのn−(ヘテロ)アリールインドール誘導体 |
Country Status (17)
Country | Link |
---|---|
US (1) | US20090227538A1 (ja) |
EP (2) | EP1783114A1 (ja) |
JP (1) | JP2009514823A (ja) |
CN (1) | CN101300230B (ja) |
AR (1) | AR056756A1 (ja) |
AT (1) | ATE454373T1 (ja) |
AU (1) | AU2006310680B2 (ja) |
BR (1) | BRPI0618111A2 (ja) |
CA (1) | CA2626300A1 (ja) |
DE (1) | DE602006011637D1 (ja) |
DK (1) | DK1945611T3 (ja) |
ES (1) | ES2338048T3 (ja) |
NZ (1) | NZ567243A (ja) |
PL (1) | PL1945611T3 (ja) |
TW (1) | TW200734303A (ja) |
WO (1) | WO2007051619A1 (ja) |
ZA (1) | ZA200802928B (ja) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110021543A1 (en) * | 2007-05-02 | 2011-01-27 | Noelle Gauvry | Heterocyclic compounds and their use as pesticides |
US8143280B2 (en) * | 2007-09-27 | 2012-03-27 | Hoffmann-La Roche Inc. | Glucocorticoid receptor antagonists |
US8604199B2 (en) | 2009-04-27 | 2013-12-10 | Dow Agrosciences, Llc. | Insecticidal pyridine compounds |
JP5677425B2 (ja) | 2009-06-29 | 2015-02-25 | インサイト・コーポレイションIncyte Corporation | Pi3k阻害剤としてのピリミジノン |
US8680108B2 (en) | 2009-12-18 | 2014-03-25 | Incyte Corporation | Substituted fused aryl and heteroaryl derivatives as PI3K inhibitors |
CA2782601C (en) | 2009-12-18 | 2015-07-21 | Mitsubishi Tanabe Pharma Corporation | Novel antiplatelet agent |
WO2011075643A1 (en) | 2009-12-18 | 2011-06-23 | Incyte Corporation | Substituted heteroaryl fused derivatives as pi3k inhibitors |
SG182662A1 (en) | 2010-01-28 | 2012-08-30 | Harvard College | Compositions and methods for enhancing proteasome activity |
CA2796311A1 (en) | 2010-04-14 | 2011-10-20 | Incyte Corporation | Fused derivatives as pi3k.delta. inhibitors |
WO2011163195A1 (en) | 2010-06-21 | 2011-12-29 | Incyte Corporation | Fused pyrrole derivatives as pi3k inhibitors |
CN102020601B (zh) * | 2010-11-26 | 2012-10-24 | 天津大学 | 合成n-芳基吲哚-3-腈衍生物的方法 |
EP2655374B1 (en) | 2010-12-20 | 2019-10-23 | Incyte Holdings Corporation | N-(1-(substituted-phenyl)ethyl)-9h-purin-6-amines as pi3k inhibitors |
WO2012125629A1 (en) | 2011-03-14 | 2012-09-20 | Incyte Corporation | Substituted diamino-pyrimidine and diamino-pyridine derivatives as pi3k inhibitors |
US9126948B2 (en) | 2011-03-25 | 2015-09-08 | Incyte Holdings Corporation | Pyrimidine-4,6-diamine derivatives as PI3K inhibitors |
WO2012154967A1 (en) | 2011-05-12 | 2012-11-15 | Proteostasis Therapeutics, Inc. | Proteostasis regulators |
KR102507287B1 (ko) | 2011-09-02 | 2023-03-07 | 인사이트 홀딩스 코포레이션 | Pi3k 억제제로서 헤테로시클릴아민 |
AR090548A1 (es) | 2012-04-02 | 2014-11-19 | Incyte Corp | Azaheterociclobencilaminas biciclicas como inhibidores de pi3k |
US9458137B2 (en) * | 2012-11-05 | 2016-10-04 | Nantbioscience, Inc. | Substituted indol-5-ol derivatives and their therapeutical applications |
WO2014116228A1 (en) | 2013-01-25 | 2014-07-31 | President And Fellows Of Harvard College | Usp14 inhibitors for treating or preventing viral infections |
WO2015073528A1 (en) | 2013-11-12 | 2015-05-21 | Proteostasis Therapeutics, Inc. | Proteasome activity enhancing compounds |
US10077277B2 (en) | 2014-06-11 | 2018-09-18 | Incyte Corporation | Bicyclic heteroarylaminoalkyl phenyl derivatives as PI3K inhibitors |
NZ728102A (en) | 2014-06-19 | 2018-04-27 | Merial Inc | Parasiticidal compositions comprising indole derivatives, methods and uses thereof |
PE20180129A1 (es) | 2015-02-27 | 2018-01-18 | Incyte Corp | Sales de inhibidor de pi3k y procesos de preparacion |
US9732097B2 (en) | 2015-05-11 | 2017-08-15 | Incyte Corporation | Process for the synthesis of a phosphoinositide 3-kinase inhibitor |
US9988401B2 (en) | 2015-05-11 | 2018-06-05 | Incyte Corporation | Crystalline forms of a PI3K inhibitor |
UA123912C2 (uk) | 2016-04-01 | 2021-06-23 | Басф Се | Біциклічні сполуки |
WO2018070503A1 (ja) * | 2016-10-13 | 2018-04-19 | 日本農薬株式会社 | 1h‐ピロロピリジン化合物、若しくはそのn‐オキシド、又はそ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 |
JOP20190086A1 (ar) | 2016-10-21 | 2019-04-18 | Novartis Ag | مشتقات نافثيريدينون جديدة واستخدامها في معالجة عدم انتظام ضربات القلب |
BR112020007677A2 (pt) * | 2017-10-18 | 2020-10-20 | Redag Crop Protection Ltd. | compostos de imidazol como produtos químicos agrícolas |
CN112321481B (zh) * | 2020-09-30 | 2022-06-10 | 杭州师范大学 | 一种手性吲哚类化合物及其制备方法 |
CN115197200B (zh) * | 2022-06-29 | 2023-03-21 | 河南农业大学 | 一种三氟甲基叔醇及其合成方法和应用 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2604173B1 (fr) * | 1986-09-18 | 1988-12-30 | Roussel Uclaf | Nouveaux derives de l'indole, leur procede de preparation et leur application comme pesticide |
EP0285893B1 (en) * | 1987-03-27 | 1992-03-18 | Kumiai Chemical Industry Co., Ltd. | Phenyltriazole derivative and insecticide |
JPH08311036A (ja) * | 1995-03-14 | 1996-11-26 | Takeda Chem Ind Ltd | ピラゾール誘導体、その用途 |
ATE189676T1 (de) * | 1995-04-21 | 2000-02-15 | Rhone Poulenc Agrochimie | Herstellungsverfahren für 1- (chloroaryl)heterozyklische pestizide |
TW524667B (en) * | 1996-12-05 | 2003-03-21 | Pfizer | Parasiticidal pyrazoles |
GB9810354D0 (en) * | 1998-05-14 | 1998-07-15 | Pfizer Ltd | Heterocycles |
JP2003040866A (ja) * | 2001-07-31 | 2003-02-13 | Nippon Kayaku Co Ltd | N置換インドール誘導体、その製造法及びそれを有効成分とする害虫防除剤 |
-
2005
- 2005-11-03 EP EP05023947A patent/EP1783114A1/en not_active Withdrawn
-
2006
- 2006-11-01 AR ARP060104793A patent/AR056756A1/es not_active Application Discontinuation
- 2006-11-02 CN CN2006800408230A patent/CN101300230B/zh not_active Expired - Fee Related
- 2006-11-02 NZ NZ567243A patent/NZ567243A/en not_active IP Right Cessation
- 2006-11-02 JP JP2008538302A patent/JP2009514823A/ja active Pending
- 2006-11-02 CA CA002626300A patent/CA2626300A1/en not_active Abandoned
- 2006-11-02 US US12/084,503 patent/US20090227538A1/en not_active Abandoned
- 2006-11-02 BR BRPI0618111-2A patent/BRPI0618111A2/pt not_active IP Right Cessation
- 2006-11-02 AT AT06828908T patent/ATE454373T1/de not_active IP Right Cessation
- 2006-11-02 WO PCT/EP2006/010518 patent/WO2007051619A1/en active Application Filing
- 2006-11-02 DE DE602006011637T patent/DE602006011637D1/de active Active
- 2006-11-02 TW TW095140517A patent/TW200734303A/zh unknown
- 2006-11-02 DK DK06828908.1T patent/DK1945611T3/da active
- 2006-11-02 EP EP06828908A patent/EP1945611B1/en not_active Not-in-force
- 2006-11-02 AU AU2006310680A patent/AU2006310680B2/en not_active Ceased
- 2006-11-02 ES ES06828908T patent/ES2338048T3/es active Active
- 2006-11-02 PL PL06828908T patent/PL1945611T3/pl unknown
-
2008
- 2008-04-03 ZA ZA200802928A patent/ZA200802928B/xx unknown
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