JP2014511395A5 - - Google Patents
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- JP2014511395A5 JP2014511395A5 JP2013557866A JP2013557866A JP2014511395A5 JP 2014511395 A5 JP2014511395 A5 JP 2014511395A5 JP 2013557866 A JP2013557866 A JP 2013557866A JP 2013557866 A JP2013557866 A JP 2013557866A JP 2014511395 A5 JP2014511395 A5 JP 2014511395A5
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161451022P | 2011-03-09 | 2011-03-09 | |
| US61/451,022 | 2011-03-09 | ||
| PCT/US2012/028293 WO2012122383A2 (en) | 2011-03-09 | 2012-03-08 | Pi3 kinase inhibitors and uses thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2014511395A JP2014511395A (ja) | 2014-05-15 |
| JP2014511395A5 true JP2014511395A5 (enExample) | 2015-04-30 |
Family
ID=46798805
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013557866A Pending JP2014511395A (ja) | 2011-03-09 | 2012-03-08 | Ｐｉ３キナーゼインヒビターおよびその使用 |
Country Status (7)
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|---|---|
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| CA (1) | CA2829558A1 (enExample) |
| WO (1) | WO2012122383A2 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2013251475B2 (en) | 2012-04-26 | 2018-01-04 | The General Hospital Corporation | Agents and methods for treating and preventing seborrheic keratosis |
| US8669281B1 (en) | 2013-03-14 | 2014-03-11 | Alkermes Pharma Ireland Limited | Prodrugs of fumarates and their use in treating various diseases |
| PT2970101T (pt) | 2013-03-14 | 2018-10-04 | Alkermes Pharma Ireland Ltd | Pró-fármacos de fumaratos e seu uso no tratamento de várias doenças |
| TWI647220B (zh) | 2013-03-15 | 2019-01-11 | 美商西建卡爾有限責任公司 | 雜芳基化合物及其用途 |
| US9663524B2 (en) | 2013-03-15 | 2017-05-30 | Celgene Car Llc | Substituted pyrido[2,3-d]pyrimidines as protein kinase inhibitors |
| UA120248C2 (uk) | 2013-03-15 | 2019-11-11 | Селджен Кар Ллс | Гетероарильні сполуки та їх застосування |
| EA038235B1 (ru) * | 2013-05-01 | 2021-07-28 | Ф.Хоффманн-Ля Рош Аг | Бигетероарильные соединения и их применения |
| CN104140426B (zh) * | 2013-05-07 | 2017-02-01 | 上海汇伦生命科技有限公司 | 嘧啶并咪唑类化合物、其药物组合物及其制备方法和用途 |
| US10508309B2 (en) * | 2013-05-17 | 2019-12-17 | The General Hospital Corporation | Methods for detecting and treating variants of seborrheic keratoses |
| CN104651368B (zh) * | 2013-11-15 | 2017-09-29 | 北京大学 | 一种核酸适配体bc15的核心序列及其类似物和应用 |
| CA2940845C (en) | 2014-02-24 | 2019-09-24 | Alkermes Pharma Ireland Limited | Sulfonamide and sulfinamide prodrugs of fumarates and their use in treating various diseases |
| WO2016172952A1 (zh) * | 2015-04-30 | 2016-11-03 | 江苏挪贝肽医药科技有限公司 | PI4KIIIα蛋白及相关的膜蛋白复合体在治疗阿尔茨海默病中的应用 |
| GB201602527D0 (en) * | 2016-02-12 | 2016-03-30 | Glaxosmithkline Ip Dev Ltd | Chemical compounds |
| GB201712282D0 (en) | 2017-07-31 | 2017-09-13 | Nodthera Ltd | Selective inhibitors of NLRP3 inflammasome |
| SG11202008832TA (en) * | 2018-04-10 | 2020-10-29 | Neuropore Therapies Inc | Tri-substituted aryl and heteroaryl derivatives as modulators of pi3-kinase and autophagy pathways |
| EP3806833A1 (en) | 2018-06-15 | 2021-04-21 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Use of pi3kc2b inhibitors for the preservation of vascular endothelial cell barrier integrity |
| KR20210125471A (ko) | 2018-10-05 | 2021-10-18 | 안나푸르나 바이오, 인코포레이티드 | Apj 수용체 활성과 관련된 병태를 치료하기 위한 화합물 및 조성물 |
| WO2020097398A1 (en) | 2018-11-07 | 2020-05-14 | Dana-Farber Cancer Institute, Inc. | Benzothiazole derivatives and 7-aza-benzothiazole derivatives as janus kinase 2 inhibitors and uses thereof |
| CA3181537A1 (en) | 2020-05-06 | 2021-11-11 | Ajax Therapeutics, Inc. | 6-heteroaryloxy benzimidazoles and azabenzimidazoles as jak2 inhibitors |
| MX2023001758A (es) * | 2020-08-11 | 2023-04-11 | Univ Michigan State | Potenciadores de proteasoma y usos de los mismos. |
| WO2022140527A1 (en) | 2020-12-23 | 2022-06-30 | Ajax Therapeutics, Inc. | 6-heteroaryloxy benzimidazoles and azabenzimidazoles as jak2 inhibitors |
| TW202325289A (zh) | 2021-11-09 | 2023-07-01 | 美商雅捷可斯治療公司 | Ｊａｋ２抑制劑之形式及組合物 |
| TW202334139A (zh) | 2021-11-09 | 2023-09-01 | 美商雅捷可斯治療公司 | 作為ｊａｋ２抑制劑之６－雜芳氧基苯并咪唑及氮雜苯并咪唑 |
| TW202337433A (zh) * | 2022-02-08 | 2023-10-01 | 美商德洛斯股份有限公司 | 用於治療癌症及其他適應症之組成物及方法 |
| CN115417789B (zh) * | 2022-09-03 | 2023-08-04 | 郑州大学 | 一种治疗帕金森氏病的化合物、其制备方法以及复方药物组合物和应用 |
| WO2025034858A1 (en) * | 2023-08-08 | 2025-02-13 | Theras, Inc. | Fused pyridines for the treatment of cancer and other indications |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200510383A (en) * | 2003-07-16 | 2005-03-16 | Neurogen Corp | Biaryl piperazinyl-pyridine analogues |
| JP2007534624A (ja) * | 2003-07-16 | 2007-11-29 | ニューロジェン・コーポレーション | ビアリールピペラジニル−ピリジン類縁体 |
| MY145822A (en) * | 2004-08-13 | 2012-04-30 | Neurogen Corp | Substituted biaryl piperazinyl-pyridine analogues |
| CN101080401A (zh) * | 2004-12-13 | 2007-11-28 | 神经能质公司 | 经取代的二芳基类似物 |
| ES2571028T3 (es) * | 2006-12-07 | 2016-05-23 | Genentech Inc | Compuestos inhibidores de fosfoinositida 3-cinasa y métodos de uso |
| EP2118087B1 (en) * | 2007-02-06 | 2012-03-28 | Novartis AG | Pi 3-kinase inhibitors and methods of their use |
| EP2211615A4 (en) * | 2007-10-22 | 2010-10-13 | Glaxosmithkline Llc | PYRIDOSULFONAMIDE DERIVATIVES AS PI3 KINASE INHIBITORS |
| WO2009066084A1 (en) * | 2007-11-21 | 2009-05-28 | F. Hoffmann-La Roche Ag | 2 -morpholinopyrimidines and their use as pi3 kinase inhibitors |
| US20090149458A1 (en) * | 2007-11-27 | 2009-06-11 | Wyeth | PYRROLO[3,2-d]PYRIMIDINE COMPOUNDS AND THEIR USE AS PI3 KINASE AND mTOR KINASE INHIBITORS |
| CA2710194C (en) * | 2007-12-19 | 2014-04-22 | Amgen Inc. | Inhibitors of p13 kinase |
| GB2465405A (en) * | 2008-11-10 | 2010-05-19 | Univ Basel | Triazine, pyrimidine and pyridine analogues and their use in therapy |
| DE102009015255A1 (de) * | 2009-04-01 | 2010-10-14 | GM Global Technology Operations, Inc., Detroit | Tankklappenmodul |
| JP5649643B2 (ja) * | 2009-04-17 | 2015-01-07 | ワイス・エルエルシー | ピリミジン化合物、ｍＴＯＲキナーゼおよびＰＩ３キナーゼ阻害剤としてのそれらの使用、ならびにそれらの合成 |
| UY32582A (es) * | 2009-04-28 | 2010-11-30 | Amgen Inc | Inhibidores de fosfoinositida 3 cinasa y/u objetivo mamífero |
| US20110230476A1 (en) * | 2009-09-09 | 2011-09-22 | Avila Therapeutics, Inc. | Pi3 kinase inhibitors and uses thereof |
| WO2013033901A1 (en) * | 2011-09-08 | 2013-03-14 | Merck Sharp & Dohme Corp. | Heterocyclic-substituted benzofuran derivatives and methods of use thereof for the treatment of viral diseases |
-
2012
- 2012-03-08 CN CN201280021536.0A patent/CN103501610A/zh active Pending
- 2012-03-08 CA CA2829558A patent/CA2829558A1/en not_active Abandoned
- 2012-03-08 WO PCT/US2012/028293 patent/WO2012122383A2/en not_active Ceased
- 2012-03-08 AU AU2012225382A patent/AU2012225382B2/en not_active Expired - Fee Related
- 2012-03-08 US US13/414,918 patent/US20120258967A1/en not_active Abandoned
- 2012-03-08 JP JP2013557866A patent/JP2014511395A/ja active Pending
- 2012-03-08 EP EP12755552.2A patent/EP2683243A4/en not_active Withdrawn
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