RU2589709C2 - Хиноксалины и азахиноксалины в качестве модуляторов рецептора crth2 - Google Patents
Хиноксалины и азахиноксалины в качестве модуляторов рецептора crth2 Download PDFInfo
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- RU2589709C2 RU2589709C2 RU2013134334/04A RU2013134334A RU2589709C2 RU 2589709 C2 RU2589709 C2 RU 2589709C2 RU 2013134334/04 A RU2013134334/04 A RU 2013134334/04A RU 2013134334 A RU2013134334 A RU 2013134334A RU 2589709 C2 RU2589709 C2 RU 2589709C2
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- phenyl
- compound
- carbonyl
- amino
- pentanoic acid
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- JBPWQGFSWOQKEK-NDEPHWFRSA-N OCC[C@@H](c1ccccc1)NC(c(cc1)cc(nc2CCc3cccc(CC(O)=O)c3)c1nc2-c(cc1)ccc1F)=O Chemical compound OCC[C@@H](c1ccccc1)NC(c(cc1)cc(nc2CCc3cccc(CC(O)=O)c3)c1nc2-c(cc1)ccc1F)=O JBPWQGFSWOQKEK-NDEPHWFRSA-N 0.000 description 1
Classifications
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- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/42—Benzopyrazines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/498—Pyrazines or piperazines ortho- and peri-condensed with carbocyclic ring systems, e.g. quinoxaline, phenazine
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- A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
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- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201061426886P | 2010-12-23 | 2010-12-23 | |
| US61/426,886 | 2010-12-23 | ||
| PCT/US2011/065716 WO2012087861A1 (en) | 2010-12-23 | 2011-12-19 | Quinoxalines and aza-quinoxalines as crth2 receptor modulators |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2013134334A RU2013134334A (ru) | 2015-01-27 |
| RU2589709C2 true RU2589709C2 (ru) | 2016-07-10 |
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Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA021275B9 (ru) | 2009-09-03 | 2015-08-31 | Байоэнердженикс | Гетероциклические соединения, содержащая их фармацевтическая композиция и их применение для лечения pask-опосредованного заболевания |
| TW201201805A (en) | 2010-07-05 | 2012-01-16 | Actelion Pharmaceuticals Ltd | 1-phenyl-substituted heterocyclyl derivatives and their use as prostaglandin D2 receptor modulators |
| US8927559B2 (en) | 2010-10-11 | 2015-01-06 | Merck Sharp & Dohme Corp. | Quinazolinone-type compounds as CRTH2 antagonists |
| EP2661265B1 (en) | 2010-12-23 | 2017-03-08 | Merck Sharp & Dohme Corp. | Quinolines and aza-quinolines as crth2 receptor modulators |
| EP2681207B1 (en) * | 2011-03-02 | 2016-12-28 | Bioenergenix | Heterocyclic compounds for the inhibition of pask |
| JP5629403B2 (ja) | 2011-06-17 | 2014-11-19 | メルク・シャープ・アンド・ドーム・コーポレーションMerck Sharp & Dohme Corp. | Crth2受容体モジュレータとしてのシクロアルキル縮合テトラヒドロキノリン |
| CN104011021B (zh) | 2011-12-21 | 2016-08-24 | 埃科特莱茵药品有限公司 | 杂环衍生物及其作为前列腺素d2受体调节剂的用途 |
| MY173949A (en) | 2012-04-25 | 2020-02-28 | Takeda Pharmaceuticals Co | Nitrogenated heterocyclic compound |
| US9169270B2 (en) | 2012-07-05 | 2015-10-27 | Actelion Pharmaceuticals Ltd. | 1-phenyl-substituted heterocyclyl derivatives and their use as prostaglandin D2 receptor modulators |
| US9527841B2 (en) | 2012-07-13 | 2016-12-27 | Takeda Pharmaceutical Company Limited | Substituted pyrido[2,3-b]pyrazines as phosphodiesterase 2A inhibitors |
| EP2922539B1 (en) | 2012-10-01 | 2020-01-15 | Merck Sharp & Dohme Corp. | Substituted isoquinolines as crth2 receptor modulators |
| AU2014214326B2 (en) | 2013-02-07 | 2018-07-05 | Prexton Therapeutics Sa | Substituted quinoxaline derivatives and their use as positive allosteric modulators of mGluR4 |
| JP6280912B2 (ja) | 2013-03-14 | 2018-02-14 | 武田薬品工業株式会社 | 複素環化合物 |
| ES2950424T3 (es) | 2013-07-03 | 2023-10-09 | Takeda Pharmaceuticals Co | Compuesto de amida |
| WO2015002231A1 (ja) | 2013-07-03 | 2015-01-08 | 武田薬品工業株式会社 | 複素環化合物 |
| JPWO2015012328A1 (ja) | 2013-07-24 | 2017-03-02 | 武田薬品工業株式会社 | 複素環化合物 |
| WO2015153554A1 (en) * | 2014-03-31 | 2015-10-08 | The Trustees Of The University Of Pennsylvania | Novel antiviral compounds and methods using same |
| TW201625578A (zh) | 2014-04-18 | 2016-07-16 | 千禧製藥公司 | 喹啉化合物及其用途 |
| CA2974078A1 (en) | 2015-01-20 | 2016-07-28 | Millennium Pharmaceuticals, Inc. | Quinazoline and quinoline compounds and uses thereof |
| US20200369665A1 (en) * | 2017-06-30 | 2020-11-26 | Ryvu Therapeutics S.A. | Imidazo[1,2-a]pyrazine modulators of the adenosine a2a receptor |
| CA3068623A1 (en) * | 2017-06-30 | 2019-01-03 | Quixgen, Inc. | Novel spirolactone compounds |
| EP3643711A1 (en) | 2018-10-24 | 2020-04-29 | Bayer Animal Health GmbH | New anthelmintic compounds |
| EP4076460B1 (en) | 2019-12-17 | 2026-01-21 | Merck Sharp & Dohme LLC | 1,4-dihydro-2h-spiro[isoquinoline-3,4'-piperidine derivatives as prmt5 inhibitors for the treatment of cancer |
| BR112022012015A2 (pt) * | 2019-12-17 | 2022-08-30 | Merck Sharp & Dohme Llc | Inibidores de prmt5 |
| CA3160153A1 (en) | 2019-12-17 | 2021-06-24 | Michelle Machacek | Prmt5 inhibitors |
| EP4076459B1 (en) | 2019-12-17 | 2026-04-29 | Merck Sharp & Dohme LLC | Prmt5 inhibitors |
| CN110981820B (zh) * | 2019-12-25 | 2023-05-19 | 上海彩迩文生化科技有限公司 | 一种酸性条件下合成喹喔啉-2-酮的方法 |
| EP4568668A2 (en) * | 2022-08-11 | 2025-06-18 | MapLight Therapeutics, Inc. | Gpr6 inverse agonists |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001068047A2 (de) * | 2000-03-17 | 2001-09-20 | Merck Patent Gmbh | Zubereitung enthaltend chinoxalinderivate |
| WO2009063202A2 (en) * | 2007-11-13 | 2009-05-22 | Oxagen Limited | Use of crth2 antagonist compounds |
| RU2379309C2 (ru) * | 2004-06-17 | 2010-01-20 | Новартис Аг | Органические соединения |
| EA200970894A1 (ru) * | 2007-03-29 | 2010-04-30 | Арджента Орал Терапьютикс Лимитед | Производные хинолина в качестве лигандов рецепторов crth2 |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3076672B2 (ja) | 1992-06-18 | 2000-08-14 | 三井化学株式会社 | キノリン誘導体のフマル酸塩 |
| WO1995015973A1 (en) | 1993-12-06 | 1995-06-15 | Cytel Corporation | Cs-1 peptidomimetics, compositions and methods of using the same |
| US5510332A (en) | 1994-07-07 | 1996-04-23 | Texas Biotechnology Corporation | Process to inhibit binding of the integrin α4 62 1 to VCAM-1 or fibronectin and linear peptides therefor |
| WO1996001644A1 (en) | 1994-07-11 | 1996-01-25 | Athena Neurosciences, Inc. | Inhibitors of leukocyte adhesion |
| US5811391A (en) | 1994-08-25 | 1998-09-22 | Cytel Corporation | Cyclic CS-1 peptidomimetics, compositions and methods of using same |
| GB9524630D0 (en) | 1994-12-24 | 1996-01-31 | Zeneca Ltd | Chemical compounds |
| US6306840B1 (en) | 1995-01-23 | 2001-10-23 | Biogen, Inc. | Cell adhesion inhibitors |
| WO1996031206A2 (en) | 1995-04-07 | 1996-10-10 | Warner-Lambert Company | Flavones and coumarins as agents for the treatment of atherosclerosis |
| WO1996040781A1 (en) | 1995-06-07 | 1996-12-19 | Tanabe Seiyaku Co., Ltd. | CYCLIC PEPTIDE INHIBITORS OF β1 AND β2 INTEGRIN-MEDIATED ADHESION |
| EP0842195A1 (en) | 1995-07-06 | 1998-05-20 | Zeneca Limited | Peptide inhibitors of fibronectine |
| US6248713B1 (en) | 1995-07-11 | 2001-06-19 | Biogen, Inc. | Cell adhesion inhibitors |
| GB0023918D0 (en) | 2000-09-29 | 2000-11-15 | King S College London | Antiparasitic compounds |
| ATE430745T1 (de) | 2000-10-12 | 2009-05-15 | Merck & Co Inc | Aza- und polyaza naphthalenyl karboxamide als inhibitoren der hiv-integrase |
| RU2292342C2 (ru) | 2002-07-19 | 2007-01-27 | Уинстон Фармасьютикалс ЛЛС. | Производные бензимидазола и их применение в качестве пролекарств ингибиторов протонного насоса |
| CA2500083A1 (en) * | 2002-10-21 | 2004-04-29 | Warner-Lambert Company Llc | Tetrahydroquinoline derivatives as crth2 antagonists |
| JP2007521314A (ja) | 2003-07-15 | 2007-08-02 | アラーガン、インコーポレイテッド | プロトンポンプ阻害薬の異性体純粋なプロドラッグを製造するための方法 |
| GB0324763D0 (en) * | 2003-10-23 | 2003-11-26 | Oxagen Ltd | Use of compounds in therapy |
| SG161217A1 (en) | 2005-04-01 | 2010-05-27 | Insa Rouen | New heterocyclic compounds, their preparation and their use as medicaments, in particular as anti-alzheimer agents |
| AU2006281937B2 (en) | 2005-08-12 | 2011-11-17 | Merck Canada Inc. | Indole derivatives as CRTH2 receptor antagonists |
| AU2006329202A1 (en) | 2005-12-21 | 2007-06-28 | Painceptor Pharma Corporation | Compositions and methods for modulating gated ion channels |
| AR059733A1 (es) | 2006-03-07 | 2008-04-23 | Smithkline Beecham Corp | Compuesto derivado de glicina n- sustituida con heteroaromaticos bicicicos, composicion farmaceutica que lo comprende, uso para preparar un medicamento para tratar la anemia y proceso para su preparacion |
| WO2007138112A2 (en) | 2006-06-01 | 2007-12-06 | Devgen N.V. | Compounds that interact with ion channels, in particular with ion channels from the kv family |
| AU2009295229B2 (en) | 2008-09-22 | 2014-02-27 | Merck Canada Inc. | Indole derivatives as CRTH2 receptor antagonists |
| US8637671B2 (en) | 2008-09-22 | 2014-01-28 | Merck Canada Inc. | Indole derivatives as CRTH2 receptor antagonists |
| AU2009295231A1 (en) | 2008-09-22 | 2010-03-25 | Merck Canada Inc. | Azaindole derivatives as CRTH2 receptor antagonists |
| CN102264704B (zh) * | 2008-12-25 | 2014-06-04 | 大正制药株式会社 | 异喹啉衍生物 |
| US8394819B2 (en) | 2009-02-24 | 2013-03-12 | Merck Sharp & Dohme Corp. | Indole derivatives as CRTH2 receptor antagonists |
| EA021275B9 (ru) | 2009-09-03 | 2015-08-31 | Байоэнердженикс | Гетероциклические соединения, содержащая их фармацевтическая композиция и их применение для лечения pask-опосредованного заболевания |
| US8927559B2 (en) | 2010-10-11 | 2015-01-06 | Merck Sharp & Dohme Corp. | Quinazolinone-type compounds as CRTH2 antagonists |
| EP2661265B1 (en) | 2010-12-23 | 2017-03-08 | Merck Sharp & Dohme Corp. | Quinolines and aza-quinolines as crth2 receptor modulators |
| JP5629403B2 (ja) | 2011-06-17 | 2014-11-19 | メルク・シャープ・アンド・ドーム・コーポレーションMerck Sharp & Dohme Corp. | Crth2受容体モジュレータとしてのシクロアルキル縮合テトラヒドロキノリン |
-
2011
- 2011-12-19 ES ES11851281.3T patent/ES2635030T3/es active Active
- 2011-12-19 US US13/996,361 patent/US9469615B2/en active Active
- 2011-12-19 CN CN201180062255.5A patent/CN103702985B/zh not_active Expired - Fee Related
- 2011-12-19 KR KR1020137016245A patent/KR20130133219A/ko not_active Ceased
- 2011-12-19 JP JP2013546270A patent/JP5952829B2/ja not_active Expired - Fee Related
- 2011-12-19 MX MX2013007295A patent/MX2013007295A/es not_active Application Discontinuation
- 2011-12-19 AU AU2011349524A patent/AU2011349524B2/en not_active Ceased
- 2011-12-19 WO PCT/US2011/065716 patent/WO2012087861A1/en not_active Ceased
- 2011-12-19 RU RU2013134334/04A patent/RU2589709C2/ru not_active IP Right Cessation
- 2011-12-19 BR BR112013015397A patent/BR112013015397A2/pt not_active Application Discontinuation
- 2011-12-19 CA CA2818597A patent/CA2818597A1/en not_active Abandoned
- 2011-12-19 EP EP11851281.3A patent/EP2661428B1/en active Active
- 2011-12-21 TW TW100147844A patent/TW201307302A/zh unknown
- 2011-12-22 AR ARP110104895A patent/AR084573A1/es unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001068047A2 (de) * | 2000-03-17 | 2001-09-20 | Merck Patent Gmbh | Zubereitung enthaltend chinoxalinderivate |
| RU2379309C2 (ru) * | 2004-06-17 | 2010-01-20 | Новартис Аг | Органические соединения |
| EA200970894A1 (ru) * | 2007-03-29 | 2010-04-30 | Арджента Орал Терапьютикс Лимитед | Производные хинолина в качестве лигандов рецепторов crth2 |
| WO2009063202A2 (en) * | 2007-11-13 | 2009-05-22 | Oxagen Limited | Use of crth2 antagonist compounds |
Also Published As
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| EP2661428A1 (en) | 2013-11-13 |
| CN103702985B (zh) | 2016-02-17 |
| BR112013015397A2 (pt) | 2016-09-20 |
| US9469615B2 (en) | 2016-10-18 |
| AU2011349524B2 (en) | 2016-06-02 |
| AR084573A1 (es) | 2013-05-29 |
| CA2818597A1 (en) | 2012-06-28 |
| MX2013007295A (es) | 2013-08-26 |
| US20130303517A1 (en) | 2013-11-14 |
| CN103702985A (zh) | 2014-04-02 |
| TW201307302A (zh) | 2013-02-16 |
| EP2661428A4 (en) | 2014-12-17 |
| KR20130133219A (ko) | 2013-12-06 |
| AU2011349524A1 (en) | 2013-05-30 |
| RU2013134334A (ru) | 2015-01-27 |
| JP5952829B2 (ja) | 2016-07-13 |
| JP2014500323A (ja) | 2014-01-09 |
| ES2635030T3 (es) | 2017-10-02 |
| EP2661428B1 (en) | 2017-06-07 |
| WO2012087861A1 (en) | 2012-06-28 |
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