JP2013517281A5 - - Google Patents
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- Publication number
- JP2013517281A5 JP2013517281A5 JP2012549068A JP2012549068A JP2013517281A5 JP 2013517281 A5 JP2013517281 A5 JP 2013517281A5 JP 2012549068 A JP2012549068 A JP 2012549068A JP 2012549068 A JP2012549068 A JP 2012549068A JP 2013517281 A5 JP2013517281 A5 JP 2013517281A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- optionally substituted
- membered heteroaryl
- alkoxy
- 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.)
- Ceased
Links
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 55
- -1 Independently Chemical group 0.000 claims 47
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 43
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 22
- 125000001072 heteroaryl group Chemical group 0.000 claims 20
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 17
- 125000004093 cyano group Chemical group *C#N 0.000 claims 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 17
- 125000004076 pyridyl group Chemical group 0.000 claims 16
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 14
- 229910052736 halogen Inorganic materials 0.000 claims 14
- 150000002367 halogens Chemical class 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 14
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 13
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 125000005842 heteroatom Chemical group 0.000 claims 7
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- 125000003373 pyrazinyl group Chemical group 0.000 claims 7
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 7
- 229910052717 sulfur Inorganic materials 0.000 claims 7
- 125000000335 thiazolyl group Chemical group 0.000 claims 7
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims 6
- 125000005871 1,3-benzodioxolyl group Chemical group 0.000 claims 6
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- 125000002971 oxazolyl group Chemical group 0.000 claims 6
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims 5
- 125000002757 morpholinyl group Chemical group 0.000 claims 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
- 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims 4
- 125000004414 alkyl thio group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000001624 naphthyl group Chemical group 0.000 claims 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 claims 3
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 3
- 125000004429 atom Chemical group 0.000 claims 3
- 125000006413 ring segment Chemical group 0.000 claims 3
- 125000005960 1,4-diazepanyl group Chemical group 0.000 claims 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- MSRVPUGHVUCHTH-UHFFFAOYSA-N 1-[4-(4-acetyl-1,3-thiazol-2-yl)piperidin-1-yl]-2-[3-(trifluoromethyl)-1h-1,2,4-triazol-5-yl]ethanone Chemical compound CC(=O)C1=CSC(C2CCN(CC2)C(=O)CC=2N=C(NN=2)C(F)(F)F)=N1 MSRVPUGHVUCHTH-UHFFFAOYSA-N 0.000 claims 1
- FEJYEDIIVRSIJJ-UHFFFAOYSA-N 1-[4-[4-(4-propan-2-yloxyphenyl)-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]ethanone Chemical compound C1=CC(OC(C)C)=CC=C1C1=CSC(C2CCN(CC2)C(=O)CC=2N=C(ON=2)C(F)(F)F)=N1 FEJYEDIIVRSIJJ-UHFFFAOYSA-N 0.000 claims 1
- AGLYXDVAIFJFBU-UHFFFAOYSA-N 1-[4-[4-[4-(2-methylpropyl)phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]ethanone Chemical compound C1=CC(CC(C)C)=CC=C1C1=CSC(C2CCN(CC2)C(=O)CC=2N=C(ON=2)C(F)(F)F)=N1 AGLYXDVAIFJFBU-UHFFFAOYSA-N 0.000 claims 1
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 claims 1
- 125000004361 3,4,5-trifluorophenyl group Chemical group [H]C1=C(F)C(F)=C(F)C([H])=C1* 0.000 claims 1
- WYLRNHLQNBBTFN-UHFFFAOYSA-N 3-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole Chemical compound CCOC1=CC=C(S(=O)(=O)N2CCN(C)CC2)C=C1C1=NOC(C(F)(F)F)=N1 WYLRNHLQNBBTFN-UHFFFAOYSA-N 0.000 claims 1
- RXCJASQEOGLTBI-UHFFFAOYSA-N 5-(4-chlorophenyl)-4-(4-cyanopyrazol-1-yl)-n-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]-3,4-dihydropyrazole-2-carboxamide Chemical compound O1C(C(F)(F)F)=NC(C=2C=CC(NC(=O)N3N=C(C(C3)N3N=CC(=C3)C#N)C=3C=CC(Cl)=CC=3)=CC=2)=N1 RXCJASQEOGLTBI-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 claims 1
- 125000002393 azetidinyl group Chemical group 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000001207 fluorophenyl group Chemical group 0.000 claims 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000005956 isoquinolyl group Chemical group 0.000 claims 1
- 125000001288 lysyl group Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 0 **1CCCC1 Chemical compound **1CCCC1 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29462610P | 2010-01-13 | 2010-01-13 | |
| US61/294,626 | 2010-01-13 | ||
| PCT/US2011/021104 WO2011088192A1 (en) | 2010-01-13 | 2011-01-13 | Compounds and methods |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013517281A JP2013517281A (ja) | 2013-05-16 |
| JP2013517281A5 true JP2013517281A5 (enExample) | 2014-02-27 |
Family
ID=44304637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012549068A Ceased JP2013517281A (ja) | 2010-01-13 | 2011-01-13 | 化合物及び方法 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US8981084B2 (enExample) |
| EP (1) | EP2523664A4 (enExample) |
| JP (1) | JP2013517281A (enExample) |
| WO (1) | WO2011088192A1 (enExample) |
Families Citing this family (57)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US8173666B2 (en) | 2007-03-12 | 2012-05-08 | Nektar Therapeutics | Oligomer-opioid agonist conjugates |
| US10512644B2 (en) | 2007-03-12 | 2019-12-24 | Inheris Pharmaceuticals, Inc. | Oligomer-opioid agonist conjugates |
| KR101781663B1 (ko) | 2010-01-13 | 2017-09-25 | 템페로 파마슈티칼즈, 인크. | 히스톤 데아세틸라제 효소를 억제하기 위한 화합물 및 이를 제조하는 방법 |
| CN103764635B (zh) | 2011-07-08 | 2016-01-20 | 诺华股份有限公司 | 新的三氟甲基-噁二唑衍生物及其在疾病治疗中的用途 |
| WO2013066833A1 (en) * | 2011-10-31 | 2013-05-10 | Glaxosmithkline Llc | Compounds and methods to inhibit histone deacetylase (hdac) enzymes |
| WO2013066839A2 (en) * | 2011-10-31 | 2013-05-10 | Glaxosmithkline Llc | Compounds and methods |
| EP2785713B1 (en) | 2011-11-28 | 2016-09-07 | Novartis AG | Novel trifluoromethyl-oxadiazole derivatives and their use in the treatment of disease |
| CN103360343B (zh) * | 2012-03-30 | 2017-04-19 | 凯惠药业(上海)有限公司 | 一种哌嗪酰胺类化合物的制备方法 |
| JO3407B1 (ar) | 2012-05-31 | 2019-10-20 | Eisai R&D Man Co Ltd | مركبات رباعي هيدرو بيرازولو بيريميدين |
| CN103664930B (zh) * | 2012-09-20 | 2016-02-10 | 天津药物研究院有限公司 | 一类含噻唑结构的化合物、其制备方法和用途 |
| CN107074839A (zh) * | 2013-08-29 | 2017-08-18 | 贝勒医学院 | 用于治疗代谢和体重相关的病症的组合物和方法 |
| US9663486B2 (en) | 2013-10-14 | 2017-05-30 | Eisai R&D Management Co., Ltd. | Selectively substituted quinoline compounds |
| TWI624467B (zh) | 2013-10-14 | 2018-05-21 | 衛材Ｒ＆Ｄ企管股份有限公司 | 選擇性經取代之喹啉化合物 |
| MX2016011833A (es) * | 2014-03-12 | 2017-03-29 | Chong Kun Dang Pharmaceutical Corp | Nuevos compuestos como inhibidores de histona desacetilasa 6 y composiciones farmaceuticas que los comprenden. |
| JP6783224B2 (ja) | 2014-04-04 | 2020-11-11 | デル マー ファーマシューティカルズ | 肺の非小細胞癌腫及び卵巣癌を処置するためのジアンヒドロガラクチトール及びその類縁体又は誘導体の使用 |
| BR122021017881B1 (pt) | 2014-06-06 | 2021-11-23 | Basf Se | Uso dos compostos, composição agroquímica e método para o combate dos fungos fitopatogênicos |
| WO2016031815A1 (ja) * | 2014-08-26 | 2016-03-03 | 武田薬品工業株式会社 | 複素環化合物 |
| CN104262218B (zh) * | 2014-09-30 | 2016-08-24 | 江苏强盛功能化学股份有限公司 | 一种2-硫氰基苯乙酮衍生物的制备方法 |
| US10799479B2 (en) | 2015-04-10 | 2020-10-13 | Bioresponse, L.L.C. | Self-emulsifying formulations of DIM-related indoles |
| EP3291809B1 (en) * | 2015-05-07 | 2021-08-25 | CHDI Foundation, Inc. | Histone deacetylase inhibitors and compositions and methods of use thereof |
| EP3327019A4 (en) * | 2015-07-17 | 2019-04-03 | Takeda Pharmaceutical Company Limited | HETEROCYCLIC CONNECTION |
| CN108026088B (zh) | 2015-07-17 | 2021-02-12 | 武田药品工业株式会社 | 用作hdac抑制剂的噁二唑衍生物 |
| RU2695227C9 (ru) | 2015-07-27 | 2020-03-04 | Чонг Кун Данг Фармасьютикал Корп. | Производные 1,3,4-оксадиазолсульфамида в качестве ингибитора гистондеацетилазы 6 и содержащая их фармацевтическая композиция |
| PL3328843T3 (pl) | 2015-07-27 | 2023-02-27 | Chong Kun Dang Pharmaceutical Corp. | Związki będące pochodnymi 1,3,4 oksadiazolosulfonamidów jako inhibitor deacetylazy histonowej 6, oraz kompozycja farmaceutyczna je zawierająca |
| NZ739211A (en) | 2015-07-27 | 2019-05-31 | Chong Kun Dang Pharmaceutical Corp | 1,3,4-oxadiazole amide derivative compound as histone deacetylase 6 inhibitor, and pharmaceutical composition containing same |
| PT3331864T (pt) * | 2015-08-04 | 2022-01-18 | Chong Kun Dang Pharmaceutical Corp | Compostos derivados de 1,3,4-oxadiazol como inibidor de histona desacetilase 6 e a composição farmacêutica compreendendo os mesmos |
| US10406146B2 (en) | 2015-08-25 | 2019-09-10 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| JP6864673B2 (ja) | 2015-10-02 | 2021-04-28 | シンジェンタ パーティシペーションズ アーゲー | 殺微生物オキサジアゾール誘導体 |
| US10899724B2 (en) | 2015-10-02 | 2021-01-26 | Syngenta Participations Ag | Microbiocidal oxadiazole derivatives |
| CA3001666C (en) | 2015-10-12 | 2021-03-30 | Chong Kun Dang Pharmaceutical Corp. | Oxadiazole amine derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same |
| AR106679A1 (es) | 2015-11-13 | 2018-02-07 | Basf Se | Oxadiazoles sustituidos para combatir hongos fitopatógenos |
| WO2017081309A1 (en) | 2015-11-13 | 2017-05-18 | Basf Se | Substituted oxadiazoles for combating phytopathogenic fungi |
| MX2018006244A (es) | 2015-11-19 | 2018-11-09 | Basf Se | Oxadiazoles sustituidos para combatir hongos fitopatogenos. |
| MX2018006474A (es) | 2015-12-02 | 2018-08-01 | Syngenta Participations Ag | Derivados de oxadiazol microbicidas. |
| UY37062A (es) | 2016-01-08 | 2017-08-31 | Syngenta Participations Ag | Derivados de aryl oxadiazol fungicidas |
| US11083196B2 (en) | 2016-03-24 | 2021-08-10 | Syngenta Participations Ag | Microbiocidal oxadiazole derivatives |
| BR112018069897B1 (pt) | 2016-04-11 | 2023-01-17 | Basf Se | Composto de fórmula i, composição agroquímica, processo para a preparação de compostos de fórmula i, uso não terapêutico de compostos e método para o combate de fungos fitopatogênicos nocivos |
| WO2017222951A1 (en) | 2016-06-23 | 2017-12-28 | Merck Sharp & Dohme Corp. | 3-aryl and heteroaryl substituted 5-trifluoromethyl oxadiazoles as histone deacetylase 6 (hdac6) inhibitors |
| WO2017222952A1 (en) * | 2016-06-23 | 2017-12-28 | Merck Sharp & Dohme Corp. | 3- heteroaryl substituted 5-trifluoromethyl oxadiazoles as histone deacetylase 6 (hdac6) inhibitors |
| WO2018165520A1 (en) | 2017-03-10 | 2018-09-13 | Vps-3, Inc. | Metalloenzyme inhibitor compounds |
| CA3055680A1 (en) | 2017-03-31 | 2018-10-04 | Syngenta Participations Ag | Fungicidal compositions |
| EP3661931A1 (en) | 2017-07-31 | 2020-06-10 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| KR102316234B1 (ko) * | 2018-07-26 | 2021-10-22 | 주식회사 종근당 | 히스톤 탈아세틸화효소 6 억제제로서의 1,3,4-옥사다이아졸 유도체 화합물 및 이를 포함하는 약제학적 조성물 |
| WO2020032071A1 (ja) * | 2018-08-08 | 2020-02-13 | 日本農薬株式会社 | オキサジアゾリン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菌剤並びにその使用方法 |
| EP3908578A4 (en) * | 2019-01-08 | 2023-03-08 | B.G. Negev Technologies and Applications Ltd., at Ben-Gurion University | ANTIMICROBIAL COMPOUNDS AND COMPOSITIONS THEREOF |
| MY207444A (en) | 2019-05-31 | 2025-02-27 | Chong Kun Dang Pharmaceutical Corp | 1,3,4-oxadiazole homophthalimide derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same |
| WO2021021979A2 (en) | 2019-07-30 | 2021-02-04 | Eikonizo Therapapeutics, Inc. | Hdac6 inhibitors and uses thereof |
| WO2021026672A1 (en) | 2019-08-09 | 2021-02-18 | Novartis Ag | Heterocyclic wdr5 inhibitors as anti-cancer compounds |
| AU2020353984B2 (en) | 2019-09-27 | 2025-09-25 | Takeda Pharmaceutical Company Limited | 2-isoindol-1,3,4-oxadiazole derivatives useful as HDAC6 inhibitors |
| EP4054607A4 (en) * | 2019-11-06 | 2024-03-20 | Dana-Farber Cancer Institute, Inc. | SELECTIVE HDAC6 DEGRADERS AND METHODS OF USE THEREOF |
| CN114560824B (zh) * | 2021-02-10 | 2023-08-29 | 江苏中旗科技股份有限公司 | 三氟甲基噁二唑类化合物及其制备方法和应用、一种杀菌剂 |
| CA3209458A1 (en) * | 2021-03-08 | 2022-09-15 | Chunyang JIN | Small molecule antagonists for the relaxin-3/rxfp3 system |
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| CN118019735A (zh) | 2021-08-18 | 2024-05-10 | 坎莫森特里克斯公司 | 作为ccr6抑制剂的芳基磺酰基化合物 |
| WO2023140709A1 (ko) * | 2022-01-21 | 2023-07-27 | 재단법인 한국파스퇴르연구소 | 항박테리아 활성 옥사졸 유도체 화합물 및 이의 의약 용도 |
| EP4504190A4 (en) | 2022-04-08 | 2026-03-25 | Eikonizo Therapeutics Inc | OXADIAZOLE HDAC6 INHIBITORS AND THEIR USES |
| CN118561674A (zh) * | 2024-05-17 | 2024-08-30 | 浦拉司科技（上海）有限责任公司 | 一种2,2-二甲基戊二酸的合成方法 |
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| CN103764635B (zh) | 2011-07-08 | 2016-01-20 | 诺华股份有限公司 | 新的三氟甲基-噁二唑衍生物及其在疾病治疗中的用途 |
-
2011
- 2011-01-13 WO PCT/US2011/021104 patent/WO2011088192A1/en not_active Ceased
- 2011-01-13 US US13/522,070 patent/US8981084B2/en not_active Expired - Fee Related
- 2011-01-13 JP JP2012549068A patent/JP2013517281A/ja not_active Ceased
- 2011-01-13 EP EP11733362.5A patent/EP2523664A4/en not_active Withdrawn
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