UA121476C2 - Поліморфна форма [5-фтор-3-({2-[(4-фторбензол)сульфоніл]піридин-3-іл}метил)-2-метиліндол-1-іл]-оцтової кислоти - Google Patents
Поліморфна форма [5-фтор-3-({2-[(4-фторбензол)сульфоніл]піридин-3-іл}метил)-2-метиліндол-1-іл]-оцтової кислоти Download PDFInfo
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- UA121476C2 UA121476C2 UAA201612235A UAA201612235A UA121476C2 UA 121476 C2 UA121476 C2 UA 121476C2 UA A201612235 A UAA201612235 A UA A201612235A UA A201612235 A UAA201612235 A UA A201612235A UA 121476 C2 UA121476 C2 UA 121476C2
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| PCT/GB2015/051296 WO2015166280A1 (en) | 2014-05-02 | 2015-05-01 | Polymorphic form of [5-fluoro-3-({2-[(4-fluorobenzene) sulfonyl] pyridin-3-yl}methyl)-2-methylindol-1-yl]-acetic acid |
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| CN108949699B (zh) * | 2018-08-03 | 2020-09-04 | 江南大学 | 一种分泌美洛昔康单克隆抗体的杂交瘤细胞株及其应用 |
| CN113614088A (zh) * | 2019-03-25 | 2021-11-05 | 豪夫迈·罗氏有限公司 | Hbv核心蛋白变构修饰剂化合物的固体形式 |
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| US3557142A (en) | 1968-02-20 | 1971-01-19 | Sterling Drug Inc | 4,5,6,7-tetrahydro-indole-lower-alkanoic acids and esters |
| BE790679A (fr) | 1971-11-03 | 1973-04-27 | Ici Ltd | Derives de l'indole |
| DK151884C (da) | 1979-03-07 | 1988-06-13 | Pfizer | Analogifremgangsmaade til fremstilling af 3-(1-imidazolylalkyl)indolderivater eller farmaceutisk acceptable syreadditionssalte deraf |
| US4363912A (en) * | 1980-12-15 | 1982-12-14 | Pfizer Inc. | Indole thromboxane synthetase inhibitors |
| US4478842A (en) | 1981-11-19 | 1984-10-23 | Ciba-Geigy Corporation | N-Substituted-2-pyridylindoles |
| GB8607294D0 (en) | 1985-04-17 | 1986-04-30 | Ici America Inc | Heterocyclic amide derivatives |
| DE3514696A1 (de) | 1985-04-24 | 1986-11-06 | Bayer Ag, 5090 Leverkusen | N-indolylethyl-sulfonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung |
| US5214059A (en) | 1989-07-03 | 1993-05-25 | Hoechst-Roussel Pharmaceuticals Incorporated | 2-(aminoaryl) indoles and indolines as topical antiinflammatory agents for the treatment of skin disorders |
| GB9122590D0 (en) | 1991-10-24 | 1991-12-04 | Lilly Industries Ltd | Pharmaceutical compounds |
| CA2135160A1 (en) | 1992-05-08 | 1993-11-25 | Masatoshi Inai | Indole derivative |
| IL109309A (en) | 1993-04-16 | 2000-06-29 | Lilly Co Eli | 1-H-indole-3-acetic acid hydrazide SPLA2 inhibitors and pharmaceutical compositions containing them |
| GB9317764D0 (en) | 1993-08-26 | 1993-10-13 | Pfizer Ltd | Therapeutic compound |
| US5641800A (en) | 1994-07-21 | 1997-06-24 | Eli Lilly And Company | 1H-indole-1-functional sPLA2 inhibitors |
| US5532237A (en) | 1995-02-15 | 1996-07-02 | Merck Frosst Canada, Inc. | Indole derivatives with affinity for the cannabinoid receptor |
| US6040426A (en) | 1996-06-05 | 2000-03-21 | Bml, Inc. | Human Th2 specific protein |
| US6828344B1 (en) | 1998-02-25 | 2004-12-07 | Genetics Institute, Llc | Inhibitors of phospholipase enzymes |
| US6916841B2 (en) | 1998-02-25 | 2005-07-12 | Genetics Institute, Llc | Inhibitors of phospholipase enzymes |
| US6500853B1 (en) | 1998-02-28 | 2002-12-31 | Genetics Institute, Llc | Inhibitors of phospholipase enzymes |
| CA2383983C (en) | 1998-03-31 | 2009-09-29 | The Institutes For Pharmaceutical Discovery, Llc | Substituted indolealkanoic acids |
| ES2262072T3 (es) | 1998-04-28 | 2006-11-16 | Elbion Ag | Derivados de indol y su utilizacion como inhibidores de la fosfodiesterasa 4. |
| EP0984012A3 (en) | 1998-08-31 | 2001-01-10 | Pfizer Products Inc. | Nitric oxide releasing oxindole prodrugs with analgesic and anti-inflammatory properties |
| TNSN99224A1 (fr) | 1998-12-01 | 2005-11-10 | Inst For Pharm Discovery Inc | Methodes de reduction des niveaux de glucose et triglyceride en serum et pour suppression de l'antigenese utilisant les acides la indolealkanoique |
| EP1211513B1 (en) | 1999-08-23 | 2006-01-04 | BML, Inc. | Method of identifying modulators of prostaglandin d2 receptors |
| AU2001232785A1 (en) | 2000-01-14 | 2001-07-24 | The Institutes For Pharmaceutical Discovery, Llc | Methods for lowering uric acid levels |
| WO2001064205A2 (en) | 2000-03-02 | 2001-09-07 | The Institutes For Pharmaceutical Discovery, Llc | Compositions containing a substituted indolealkanoic acid and an angiotensin converting enzyme inhibitor |
| JP2001247570A (ja) | 2000-03-08 | 2001-09-11 | Japan Tobacco Inc | インドール酢酸化合物及びその製造方法 |
| US6878522B2 (en) | 2000-07-07 | 2005-04-12 | Baiyong Li | Methods for the identification of compounds useful for the treatment of disease states mediated by prostaglandin D2 |
| US6797708B2 (en) | 2001-12-03 | 2004-09-28 | Wyeth | Inhibitors of cytosolic phospholipase A2 |
| SE0200411D0 (sv) | 2002-02-05 | 2002-02-05 | Astrazeneca Ab | Novel use |
| WO2003097598A1 (en) | 2002-05-16 | 2003-11-27 | Shionogi & Co., Ltd. | Compound exhibiting pgd 2 receptor antagonism |
| TW200307542A (en) | 2002-05-30 | 2003-12-16 | Astrazeneca Ab | Novel compounds |
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| SE0202241D0 (sv) | 2002-07-17 | 2002-07-17 | Astrazeneca Ab | Novel Compounds |
| DK1569899T3 (da) | 2002-12-10 | 2006-10-23 | Wyeth Corp | Substituerede 3-alkyl- og 3-arylalkyl-1H-indol-1-yl-eddikesyrederivater som inhibitorer af plasminogenaktivator-inhibitor-1 (PAI-1) |
| CA2511214C (en) | 2002-12-20 | 2012-12-18 | Tularik, Inc. | Asthma and allergic inflammation modulators |
| SE0301569D0 (sv) | 2003-05-27 | 2003-05-27 | Astrazeneca Ab | Novel compounds |
| SE0302232D0 (sv) | 2003-08-18 | 2003-08-18 | Astrazeneca Ab | Novel Compounds |
| JP2007508363A (ja) | 2003-10-14 | 2007-04-05 | オキサジェン リミテッド | Ｃｒｔｈ２アンタゴニスト活性を有する化合物 |
| GB0324763D0 (en) | 2003-10-23 | 2003-11-26 | Oxagen Ltd | Use of compounds in therapy |
| RU2367659C2 (ru) | 2003-11-05 | 2009-09-20 | Ф.Хоффманн-Ля Рош Аг | Гетероарильные производные в качестве активаторов рецепторов, активируемых пролифераторами пероксисом (ppar) |
| SE0303180D0 (sv) | 2003-11-26 | 2003-11-26 | Astrazeneca Ab | Novel compounds |
| BRPI0510043A (pt) | 2004-04-20 | 2007-10-16 | Pfizer | método de tratamento de dor neuropática usando antagonista de receptor crth2 |
| EP2172222A3 (en) | 2004-04-26 | 2010-06-23 | Ono Pharmaceutical Co., Ltd. | Novel BLT2-mediated disease, BLT2-binding agent and compound |
| GB0412914D0 (en) | 2004-06-10 | 2004-07-14 | Oxagen Ltd | Compounds |
| JP2008513512A (ja) | 2004-09-21 | 2008-05-01 | アサーシス， インク． | Ｃｒｔｈ２受容体拮抗作用を示すインドール酢酸およびこれらの使用 |
| GB2422829A (en) | 2005-02-04 | 2006-08-09 | Oxagen Ltd | Pyrrolopyridines and their use in the treatment of diseases mediated by PGD2 at the CRTH2 receptor |
| GB2422830A (en) | 2005-02-04 | 2006-08-09 | Oxagen Ltd | Pyrrolopyridines and their use in the treatment of diseases mediated by PGD2 at the CRTH2 receptor |
| GB2422831A (en) | 2005-02-04 | 2006-08-09 | Oxagen Ltd | Pyrrolopyridines and their use in the treatment of diseases mediated by PGD2 at the CRTH2 receptor |
| GB0504150D0 (en) | 2005-03-01 | 2005-04-06 | Oxagen Ltd | Microcrystalline material |
| GB0505048D0 (en) | 2005-03-11 | 2005-04-20 | Oxagen Ltd | Compounds with PGD antagonist activity |
| ES2372701T3 (es) | 2005-07-22 | 2012-01-25 | Shionogi & Co., Ltd. | Derivado de indol que tiene actividad antagonista del receptor de pgd2. |
| US7696222B2 (en) | 2005-08-12 | 2010-04-13 | Merck Frosst Canada Ltd | Indole derivatives as CRTH2 receptor antagonists |
| GB0518783D0 (en) | 2005-09-14 | 2005-10-26 | Argenta Discovery Ltd | Indolizine compounds |
| GB0605743D0 (en) | 2006-03-22 | 2006-05-03 | Oxagen Ltd | Salts with CRTH2 antagonist activity |
| GB0614068D0 (en) | 2006-07-14 | 2006-08-23 | Glaxo Group Ltd | Compounds |
| GB0614066D0 (en) | 2006-07-14 | 2006-08-23 | Glaxo Group Ltd | Compounds |
| CA2658496A1 (en) | 2006-07-22 | 2008-01-31 | Oxagen Limited | 2-{5-fluoro-2-methyl-3-[2-(phenylsulfonyl)benzyl]-1h-indol-yl} acetic acid derivatives and esters thereof having crth2 antagonist activity |
| WO2009037503A2 (en) | 2007-09-18 | 2009-03-26 | Astrazeneca Ab | New combination - 012 for the treatment of respiratory diseases |
| GB0722216D0 (en) | 2007-11-13 | 2007-12-27 | Oxagen Ltd | Use of crth2 antagonist compounds |
| GB0722203D0 (en) | 2007-11-13 | 2007-12-19 | Oxagen Ltd | Use of CRTH2 antagonist compounds |
| EP2327693B9 (en) | 2007-12-14 | 2012-10-24 | Pulmagen Therapeutics (Asthma) Limited | Indoles and their therapeutic use |
| EP2245010A1 (en) | 2008-01-18 | 2010-11-03 | Pulmagen Therapeutics (Asthma) Limited | Indoles active on crth2 receptor |
| AU2009204700B2 (en) | 2008-01-18 | 2013-07-04 | Atopix Therapeutics Limited | Compounds having CRTH2 antagonist activity |
| US7750027B2 (en) | 2008-01-18 | 2010-07-06 | Oxagen Limited | Compounds having CRTH2 antagonist activity |
| EP2265581A1 (en) | 2008-01-22 | 2010-12-29 | Oxagen Limited | Compounds having crth2 antagonist activity |
| JP2011509991A (ja) | 2008-01-22 | 2011-03-31 | オキサジェン リミテッド | Ｃｒｔｈ２アンタゴニスト活性を有する化合物 |
| EP2300425A4 (en) | 2008-06-24 | 2012-03-21 | Panmira Pharmaceuticals Llc | PROSTAGLANDIN D2 RECEPTOR CYCLOALCANEÝBINDLUCK ANTAGONISTS |
| GB201103837D0 (en) | 2011-03-07 | 2011-04-20 | Oxagen Ltd | Amorphous (5-Fluoro-2-Methyl-3-Quinolin-2-Ylmethyl-Indol-1-Yl)-acetic acid |
| GB201121557D0 (en) | 2011-12-15 | 2012-01-25 | Oxagen Ltd | Process |
| CA2859284A1 (en) | 2011-12-16 | 2013-06-20 | Atopix Therapeutics Limited | Combination of a crth2 antagonist and a proton pump inhibitor for the treatment of eosinophilic esophagitis |
| GB201322273D0 (en) | 2013-12-17 | 2014-01-29 | Atopix Therapeutics Ltd | Process |
| GB201407813D0 (en) | 2014-05-02 | 2014-06-18 | Atopix Therapeutics Ltd | Polymorphic form |
| GB201407807D0 (en) * | 2014-05-02 | 2014-06-18 | Atopix Therapeutics Ltd | Polymorphic form |
-
2014
- 2014-05-02 GB GBGB1407820.8A patent/GB201407820D0/en not_active Ceased
-
2015
- 2015-05-01 TR TR2019/07568T patent/TR201907568T4/tr unknown
- 2015-05-01 US US15/308,290 patent/US9951042B2/en active Active
- 2015-05-01 UA UAA201612235A patent/UA121476C2/uk unknown
- 2015-05-01 JP JP2016565442A patent/JP2017514841A/ja active Pending
- 2015-05-01 EP EP15721032.9A patent/EP3137453B8/en not_active Not-in-force
- 2015-05-01 WO PCT/GB2015/051296 patent/WO2015166280A1/en not_active Ceased
- 2015-05-01 RU RU2016142519A patent/RU2702343C2/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| EP3137453B1 (en) | 2019-02-27 |
| RU2016142519A (ru) | 2018-06-05 |
| WO2015166280A1 (en) | 2015-11-05 |
| TR201907568T4 (tr) | 2019-06-21 |
| US20170121306A1 (en) | 2017-05-04 |
| EP3137453B8 (en) | 2019-05-15 |
| US9951042B2 (en) | 2018-04-24 |
| EP3137453A1 (en) | 2017-03-08 |
| GB201407820D0 (en) | 2014-06-18 |
| JP2017514841A (ja) | 2017-06-08 |
| RU2016142519A3 (enExample) | 2018-11-02 |
| RU2702343C2 (ru) | 2019-10-08 |
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