CA2687931C - Ccr2 receptor antagonists and uses thereof - Google Patents
Ccr2 receptor antagonists and uses thereof Download PDFInfo
- Publication number
- CA2687931C CA2687931C CA2687931A CA2687931A CA2687931C CA 2687931 C CA2687931 C CA 2687931C CA 2687931 A CA2687931 A CA 2687931A CA 2687931 A CA2687931 A CA 2687931A CA 2687931 C CA2687931 C CA 2687931C
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- amino
- phenyl
- chloro
- methoxy
- fluoro
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Classifications
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- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
- C07D231/38—Nitrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—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
- C07D401/02—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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
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- C07D401/00—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
- C07D401/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07109376 | 2007-05-31 | ||
| EP07109376.9 | 2007-05-31 | ||
| PCT/EP2008/056573 WO2008145681A2 (en) | 2007-05-31 | 2008-05-29 | Ccr2 receptor antagonists and uses thereof |
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|---|---|
| CA2687931A1 CA2687931A1 (en) | 2008-12-04 |
| CA2687931C true CA2687931C (en) | 2016-05-24 |
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| CA2687931A Active CA2687931C (en) | 2007-05-31 | 2008-05-29 | Ccr2 receptor antagonists and uses thereof |
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| Country | Link |
|---|---|
| US (1) | US8653262B2 (enExample) |
| EP (1) | EP2155689B1 (enExample) |
| JP (1) | JP5603770B2 (enExample) |
| AR (1) | AR066799A1 (enExample) |
| CA (1) | CA2687931C (enExample) |
| CL (1) | CL2008001593A1 (enExample) |
| TW (1) | TW200904434A (enExample) |
| WO (1) | WO2008145681A2 (enExample) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI1966202T1 (sl) | 2005-12-13 | 2012-01-31 | Incyte Corp | S heteroarilom substituirani pirolo (2,3-b)piridini in pirolo (2,3-b)pirimidini kot zaviralci janus kinaze |
| DE102006039003A1 (de) | 2006-08-19 | 2008-02-21 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Verbindungen |
| US8653262B2 (en) | 2007-05-31 | 2014-02-18 | Boehringer Ingelheim International Gmbh | CCR2 receptor antagonists and uses thereof |
| EP4606378A3 (en) | 2007-06-13 | 2025-11-05 | Incyte Holdings Corporation | Salts of the janus kinase inhibitor (r)-3-( 4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h-pyrazol-1-yl)-3- cyclopentylprop anenitrile |
| MX2010001664A (es) | 2007-08-14 | 2010-03-10 | Boehringer Ingelheim Int | Nuevos compuestos. |
| EP2025675A1 (de) | 2007-08-14 | 2009-02-18 | Boehringer Ingelheim International GmbH | Arylsulfonamide mit analgetischer Wirkung |
| US20100331298A1 (en) * | 2007-12-10 | 2010-12-30 | Cytopathfinder, Inc. | Carboxamide Compounds and Their Use |
| US20110301350A1 (en) * | 2008-08-12 | 2011-12-08 | Boehringer Ingelheim International Gmbh | Process for preparing cycloalkyl-substituted piperazine compounds |
| EP2352501B1 (en) * | 2008-11-03 | 2014-01-01 | ChemoCentryx, Inc. | Compounds for use in the treatment of osteoporosis |
| AU2009327127C1 (en) | 2008-12-19 | 2017-03-09 | Centrexion Therapeutics Corporation | Cyclic pyrimidin-4-carboxamides as CCR2 receptor antagonists for treatment of inflammation, asthma and COPD |
| AU2010249380B2 (en) | 2009-05-22 | 2015-08-20 | Incyte Holdings Corporation | N-(hetero)aryl-pyrrolidine derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines and pyrrol-3-yl-pyrrolo[2,3-d]pyrimidines as Janus kinase inhibitors |
| UA106078C2 (uk) | 2009-05-22 | 2014-07-25 | Інсайт Корпорейшн | 3-[4-(7H-ПІРОЛО[2,3-d]ПІРИМІДИН-4-ІЛ)-1H-ПІРАЗОЛ-1-ІЛ]ОКТАН- АБО ГЕПТАННІТРИЛ ЯК JAK-ІНГІБІТОРИ |
| TW201113285A (en) | 2009-09-01 | 2011-04-16 | Incyte Corp | Heterocyclic derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines as janus kinase inhibitors |
| SI2513093T1 (sl) | 2009-12-17 | 2014-11-28 | Boehringer Ingelheim International Gmbh | Novi CCR2 receptorski antagonisti in njihove uporabe |
| SI2545045T1 (sl) | 2010-03-10 | 2016-05-31 | Incyte Holdings Corporation | Derivati piperidin-4-ila kot zaviralci JAK1 |
| JP5646736B2 (ja) | 2010-05-12 | 2014-12-24 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 新規ｃｃｒ２受容体アンタゴニスト、これらの製造方法、及び薬物としてのこれらの使用 |
| WO2011141474A1 (en) * | 2010-05-12 | 2011-11-17 | Boehringer Ingelheim International Gmbh | Novel ccr2 receptor antagonists, method for producing the same, and use thereof as medicaments |
| EP2571870B1 (en) | 2010-05-17 | 2015-01-21 | Boehringer Ingelheim International GmbH | Ccr2 antagonists and uses thereof |
| MX338228B (es) | 2010-05-21 | 2016-04-08 | Incyte Corp | Formulacion topica para inhibidor de cinasas janus (jak). |
| EP2576542B1 (en) | 2010-05-25 | 2015-04-22 | Boehringer Ingelheim International GmbH | Cyclic amide derivatives of pyridazine-3-carboxylic acids and their use in the treatment of pulmonary, pain, immune related and cardiovascular diseases |
| US8962656B2 (en) | 2010-06-01 | 2015-02-24 | Boehringer Ingelheim International Gmbh | CCR2 antagonists |
| KR20130087002A (ko) | 2010-06-04 | 2013-08-05 | 알바니 몰레큘라 리써치, 인크. | 글리신 수송체-1 저해제, 그의 제조 방법 및 그의 용도 |
| US9034884B2 (en) | 2010-11-19 | 2015-05-19 | Incyte Corporation | Heterocyclic-substituted pyrrolopyridines and pyrrolopyrimidines as JAK inhibitors |
| US8933085B2 (en) | 2010-11-19 | 2015-01-13 | Incyte Corporation | Cyclobutyl substituted pyrrolopyridine and pyrrolopyrimidine derivatives as JAK inhibitors |
| US9133188B2 (en) * | 2011-05-12 | 2015-09-15 | Bionomics Limited | Methods for preparing naphthyridines |
| WO2012177606A1 (en) | 2011-06-20 | 2012-12-27 | Incyte Corporation | Azetidinyl phenyl, pyridyl or pyrazinyl carboxamide derivatives as jak inhibitors |
| EP2731941B1 (en) | 2011-07-15 | 2019-05-08 | Boehringer Ingelheim International GmbH | Novel and selective ccr2 antagonists |
| TW201313721A (zh) | 2011-08-18 | 2013-04-01 | Incyte Corp | 作為ｊａｋ抑制劑之環己基氮雜環丁烷衍生物 |
| UA111854C2 (uk) | 2011-09-07 | 2016-06-24 | Інсайт Холдінгс Корпорейшн | Способи і проміжні сполуки для отримання інгібіторів jak |
| WO2013060865A1 (en) | 2011-10-28 | 2013-05-02 | Galderma Research & Development | New leukocyte infiltrate markers for rosacea and uses thereof |
| US9193733B2 (en) | 2012-05-18 | 2015-11-24 | Incyte Holdings Corporation | Piperidinylcyclobutyl substituted pyrrolopyridine and pyrrolopyrimidine derivatives as JAK inhibitors |
| IL297429A (en) | 2012-11-15 | 2022-12-01 | Incyte Holdings Corp | Sustained release dosage forms of roxolitinib |
| PT3489239T (pt) | 2013-03-06 | 2021-12-17 | Incyte Holdings Corp | Processos e intermediários para a preparação de um inibidor de jak |
| US20160045617A1 (en) * | 2013-04-10 | 2016-02-18 | Justin C. Lee | Treatment of proximal spinal muscular atrophy |
| GB201309508D0 (en) * | 2013-05-28 | 2013-07-10 | Redx Pharma Ltd | Compounds |
| GB201311953D0 (en) * | 2013-07-03 | 2013-08-14 | Redx Pharma Ltd | Compounds |
| CN114010611B (zh) | 2013-08-07 | 2023-11-28 | 因赛特控股公司 | Jak1抑制剂的持续释放剂型 |
| WO2015184305A1 (en) | 2014-05-30 | 2015-12-03 | Incyte Corporation | TREATMENT OF CHRONIC NEUTROPHILIC LEUKEMIA (CNL) AND ATYPICAL CHRONIC MYELOID LEUKEMIA (aCML) BY INHIBITORS OF JAK1 |
| EP3053577A1 (en) * | 2015-02-09 | 2016-08-10 | F. Hoffmann-La Roche AG | Compounds for the treatment of cancer |
| WO2016128343A1 (en) * | 2015-02-09 | 2016-08-18 | F. Hoffmann-La Roche Ag | Compounds for the treatment of cancer |
| WO2017004537A1 (en) | 2015-07-02 | 2017-01-05 | Centrexion Therapeutics Corporation | (4-((3r,4r)-3-methoxytetrahydro-pyran-4-ylamino)piperidin-1-yl)(5-methyl-6-(((2r,6s)-6-(p-tolyl)tetrahydro-2h-pyran-2-yl)methylamino)pyrimidin-4yl)methanone citrate |
| CN112457255B (zh) * | 2017-11-08 | 2022-08-19 | 北京嘉林药业股份有限公司 | 化合物及其治疗癌症的用途 |
| US10596161B2 (en) | 2017-12-08 | 2020-03-24 | Incyte Corporation | Low dose combination therapy for treatment of myeloproliferative neoplasms |
| UA127488C2 (uk) | 2018-01-30 | 2023-09-06 | Інсайт Корпорейшн | Способи одержання (1-(3-фтор-2-(трифторметил)ізонікотиноїл)піперидин-4-ону) |
| PT3773593T (pt) | 2018-03-30 | 2024-06-25 | Incyte Corp | Tratamento da hidradenite supurativa com inibidores de jak |
| EP3886854A4 (en) | 2018-11-30 | 2022-07-06 | Nuvation Bio Inc. | Pyrrole and pyrazole compounds and methods of use thereof |
| US11833155B2 (en) | 2020-06-03 | 2023-12-05 | Incyte Corporation | Combination therapy for treatment of myeloproliferative neoplasms |
| EP4538264A1 (en) | 2022-06-13 | 2025-04-16 | Alivexis, Inc. | Azacycloalkyl carbonyl cyclic amine compound |
Family Cites Families (95)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4032526A (en) * | 1975-10-02 | 1977-06-28 | American Cyanamid Company | 1,2-dimethyl-3 or 5-piperazinyl-pyrazolium salts |
| US4426382A (en) | 1980-02-13 | 1984-01-17 | Sankyo Company Limited | 4-Amino-6,7-dimethoxy-2-piperazinylquinazoline derivatives, their preparation and use |
| DE3517617A1 (de) * | 1985-05-15 | 1986-11-20 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Neue pyridaziniumverbindungen, verfahren zu deren herstellung und diese enthaltende fungizide und algizide mittel |
| ES8802151A1 (es) * | 1985-07-31 | 1988-04-01 | Janssen Pharmaceutica Nv | Un procedimiento para la preparacion de nuevos piridazinaminas. |
| WO1994010145A1 (en) | 1992-10-23 | 1994-05-11 | Merck Sharp & Dohme Limited | Dopamine receptor subtype ligands |
| JP3166376B2 (ja) | 1993-02-03 | 2001-05-14 | 松下電器産業株式会社 | 熱利用装置 |
| US5629325A (en) | 1996-06-06 | 1997-05-13 | Abbott Laboratories | 3-pyridyloxymethyl heterocyclic ether compounds useful in controlling chemical synaptic transmission |
| US6979686B1 (en) * | 2001-12-07 | 2005-12-27 | Pharmacia Corporation | Substituted pyrazoles as p38 kinase inhibitors |
| US6514977B1 (en) * | 1997-05-22 | 2003-02-04 | G.D. Searle & Company | Substituted pyrazoles as p38 kinase inhibitors |
| JPH1190106A (ja) * | 1997-09-26 | 1999-04-06 | Daicel Chem Ind Ltd | 擬似移動床式クロマト分離装置 |
| ES2230723T3 (es) * | 1997-10-27 | 2005-05-01 | Neurosearch A/S | Diazacicloalcanos de heteroarilo como ligandos colinergicos en recptores nicotinicos de acetilcolina. |
| DK1131318T3 (da) * | 1998-11-20 | 2004-06-01 | Searle Llc | Fremgangsmåde til fremstilling af 5-substituerede pyrazoler under anvendelse af dithietaner |
| US6248755B1 (en) | 1999-04-06 | 2001-06-19 | Merck & Co., Inc. | Pyrrolidine modulators of chemokine receptor activity |
| EP1046593A1 (en) * | 1999-04-12 | 2000-10-25 | Heineken Technical Services B.V. | Closure for container |
| JP3722700B2 (ja) | 1999-05-04 | 2005-11-30 | シェーリング コーポレイション | Ｃｃｒ５アンタゴニストとして有用なピペラジン誘導体 |
| BR0111206A (pt) | 2000-05-22 | 2003-04-15 | Aventis Pharma Inc | Derivados de arilmetilamina para uso como inibidores de triptase |
| AU2002363236A1 (en) | 2001-10-30 | 2003-05-12 | Millennium Pharmaceuticals, Inc. | Compounds, pharmaceutical compositions and methods of use therefor |
| US6806279B2 (en) | 2001-12-17 | 2004-10-19 | Sunesis Pharmaceuticals, Inc. | Small-molecule inhibitors of interleukin-2 |
| WO2003066604A2 (en) * | 2002-02-05 | 2003-08-14 | Novo Nordisk A/S | Novel aryl- and heteroarylpiperazines |
| HUP0200849A2 (hu) | 2002-03-06 | 2004-08-30 | Sanofi-Synthelabo | N-aminoacetil-2-ciano-pirrolidin-származékok, e vegyületeket tartalmazó gyógyszerkészítmények és eljárás előállításukra |
| JP4725946B2 (ja) * | 2002-03-13 | 2011-07-13 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | ヒストンデアセチラーゼの新規な阻害剤としてのスルホニル誘導体 |
| US20040014744A1 (en) | 2002-04-05 | 2004-01-22 | Fortuna Haviv | Substituted pyridines having antiangiogenic activity |
| MXPA04011638A (es) | 2002-06-05 | 2005-03-07 | Pharmacia Corp | Derivados de pirazol como inhibidores de la quinasa p38. |
| AU2003270199A1 (en) | 2002-09-13 | 2004-04-30 | Glaxo Group Limited | Urea compounds active as vanilloid receptor antagonists for the treatment of pain |
| GB0229618D0 (en) * | 2002-12-19 | 2003-01-22 | Cancer Rec Tech Ltd | Pyrazole compounds |
| WO2004074438A2 (en) | 2003-02-14 | 2004-09-02 | Smithkline Beecham Corporation | Ccr8 antagonists |
| NZ542680A (en) | 2003-03-12 | 2008-08-29 | Kudos Pharm Ltd | Phthalazinone derivatives |
| WO2004101546A1 (en) * | 2003-04-23 | 2004-11-25 | Glaxo Group Limited | Piperazine derivatives and their use for the treatment of neurological and psychiatric diseases |
| FR2854158B1 (fr) | 2003-04-25 | 2006-11-17 | Sanofi Synthelabo | Derives de 2-acylamino-4-phenylethiazole, leur preparation et leur application en therapeutique |
| EP1646620B1 (en) | 2003-07-18 | 2007-08-15 | Glaxo Group Limited | Substituted piperidines as histamine h3 receptor ligands |
| MXPA06001053A (es) | 2003-07-29 | 2006-04-11 | Novo Nordisk As | Piridazinil-piperazinas y su uso como ligandos del receptor de histamina h3. |
| GEP20084505B (en) | 2003-12-18 | 2008-10-10 | Incyte Corp | 3-cycloalkylaminopyrrolidine derivatives as modulators of chemokine receptors |
| CN1950082B (zh) * | 2004-03-03 | 2013-02-06 | 凯莫森特里克斯股份有限公司 | 双环和桥连的含氮杂环化物 |
| EP1761496A2 (en) | 2004-03-31 | 2007-03-14 | Janssen Pharmaceutica N.V. | Non-imidazole heterocyclic compounds as histamine h3-receptor ligands |
| CA2563699C (en) | 2004-04-23 | 2014-03-25 | Exelixis, Inc. | Kinase modulators and method of use |
| EP1753740A2 (en) * | 2004-05-21 | 2007-02-21 | Merck & Co., Inc. | Amino cyclopentyl heterocyclic and carbocyclic modulators of chemokine receptor activity |
| AU2005250285B2 (en) | 2004-06-02 | 2011-08-18 | Takeda Pharmaceutical Company Limited | Fused heterocyclic compound |
| BRPI0512535A (pt) | 2004-06-24 | 2008-03-25 | Incyte Corp | compostos de piperidinas n-substituìdas, suas composições e métodos de modulações |
| UA85597C2 (ru) | 2004-06-25 | 2009-02-10 | Янссен Фармацевтика Н.В. | Четвертичные соли как антагонисты ccr2 |
| US7618970B2 (en) | 2004-06-28 | 2009-11-17 | Incyte Corporation | 3-aminocyclopentanecarboxamides as modulators of chemokine receptors |
| NZ553979A (en) | 2004-08-26 | 2009-05-31 | Kudos Pharm Ltd | 4-heteroarylmethyl substituted phthalazinone derivatives |
| GB0420831D0 (en) * | 2004-09-17 | 2004-10-20 | Glaxo Group Ltd | Novel compounds |
| WO2006034440A2 (en) | 2004-09-20 | 2006-03-30 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-coa desaturase inhibitors |
| GB0421525D0 (en) | 2004-09-28 | 2004-10-27 | Novartis Ag | Inhibitors of protein kineses |
| WO2006038734A1 (en) * | 2004-10-08 | 2006-04-13 | Astellas Pharma Inc. | Pyridazinone derivatives cytokines inhibitors |
| BRPI0517947A (pt) | 2004-11-02 | 2008-10-21 | Univ Northwestern | composto de piridazina, composições e métodos |
| PA8653301A1 (es) | 2004-11-22 | 2006-11-09 | Incyte Corp Incyte Corp | Sales de la n-[2-({(3r)-1-[trans-4-hidroxi-4-(6-metoxipiridin-3-il) ciclohexil)pirrolidin |
| DE102004061751A1 (de) * | 2004-12-22 | 2006-07-06 | Bayer Healthcare Ag | Cyanoguanidin-substituierte Pyrazoline |
| BRPI0519288A2 (pt) * | 2004-12-24 | 2009-01-06 | Astrazeneca Ab | compostos heterocÍclicos como antagonistas de ccr2b |
| JP2008530211A (ja) * | 2005-02-16 | 2008-08-07 | メルク エンド カムパニー インコーポレーテッド | ケモカイン受容体のモジュレーターとなる置換ピラゾール |
| RU2408581C2 (ru) | 2005-02-17 | 2011-01-10 | Астеллас Фарма Инк. | Пиридильное неароматическое азотсодержащее гетероцикло-1-карбоксилатное производное |
| US20070032475A1 (en) | 2005-04-15 | 2007-02-08 | Ye Xiaocong M | Novel compounds useful for bradykinin B1 receptor antagonism |
| JP2008536950A (ja) | 2005-04-18 | 2008-09-11 | ニューロジェン・コーポレーション | 置換ヘテロアリールのｃｂ１拮抗薬 |
| EP2354139A1 (en) | 2005-05-20 | 2011-08-10 | Vertex Pharmaceuticals Incorporated | Pyrrolopyridines useful as inhibitors of protein kinase |
| EP2386554A1 (en) | 2005-07-04 | 2011-11-16 | High Point Pharmaceuticals, LLC | Compounds active at the histamine H3 receptor |
| CA2606004A1 (en) | 2005-08-02 | 2007-02-08 | Neurogen Corporation | Dipiperazinyl ketones and related analogues |
| GB0517184D0 (en) | 2005-08-22 | 2005-09-28 | Glaxo Group Ltd | Compounds |
| AR055203A1 (es) | 2005-08-31 | 2007-08-08 | Otsuka Pharma Co Ltd | Derivados de benzotiofeno con propiedades antipsicoticas |
| JP5335426B2 (ja) | 2005-09-27 | 2013-11-06 | アイアールエム・リミテッド・ライアビリティ・カンパニー | ジアリールアミン含有化合物および組成物、ならびにｃ−ｋｉｔ受容体のモジュレーターとしてのそれらの使用 |
| JO2769B1 (en) | 2005-10-26 | 2014-03-15 | جانسين فارماسوتيكا ان. في | Rapid decomposition of physiologically antagonistic agents of the 2-dopamine receptor |
| US8067457B2 (en) | 2005-11-01 | 2011-11-29 | Millennium Pharmaceuticals, Inc. | Compounds useful as antagonists of CCR2 |
| WO2007053495A2 (en) | 2005-11-01 | 2007-05-10 | Millennium Pharmaceuticals, Inc. | Compounds useful as antagonists of ccr2 |
| RU2008123388A (ru) | 2005-11-14 | 2009-12-27 | Айрм Ллк (Bm) | Соединения и композиции в качестве модуляторов lxr |
| WO2007084868A2 (en) | 2006-01-17 | 2007-07-26 | Kalypsys, Inc. | Treatment of disorders by activation of the unfolded protein response |
| JO2660B1 (en) | 2006-01-20 | 2012-06-17 | نوفارتيس ايه جي | Pi-3 inhibitors and methods of use |
| ES2425578T3 (es) | 2006-02-28 | 2013-10-16 | Dart Neuroscience (Cayman) Ltd | Compuestos terapéuticos |
| WO2007105058A2 (en) * | 2006-03-16 | 2007-09-20 | Pfizer Products Inc. | Pyrazole compounds |
| CA2648555A1 (en) | 2006-04-11 | 2007-10-25 | Merck & Co., Inc. | Diaryl substituted alkanes |
| US7807671B2 (en) * | 2006-04-25 | 2010-10-05 | Bristol-Myers Squibb Company | Diketo-piperazine and piperidine derivatives as antiviral agents |
| EP2015751A2 (en) | 2006-04-28 | 2009-01-21 | Northwestern University | Salts of pyridazine compounds |
| RU2009101911A (ru) | 2006-06-22 | 2010-07-27 | Биовитрум Аб (Пабл) (Se) | Производные пиридина и пиразина в качестве ингибиторов mnk-киназы |
| PT2698062E (pt) | 2006-12-28 | 2015-10-19 | Abbvie Inc | Inibidores da poli (adp-ribose) polimerase |
| JP2010518064A (ja) * | 2007-02-12 | 2010-05-27 | メルク・シャープ・エンド・ドーム・コーポレイション | Ａｄおよび関連状態の治療のためのピペラジン誘導体 |
| JP4785881B2 (ja) | 2007-02-27 | 2011-10-05 | 大塚製薬株式会社 | 医薬 |
| US8653262B2 (en) | 2007-05-31 | 2014-02-18 | Boehringer Ingelheim International Gmbh | CCR2 receptor antagonists and uses thereof |
| BRPI0815572A2 (pt) | 2007-08-22 | 2015-02-18 | Irm Llc | Compostos e composições como inibidores de quinases |
| KR20100050570A (ko) | 2007-10-01 | 2010-05-13 | 에프. 호프만-라 로슈 아게 | Ｃｃｒ 수용체 길항제로서의 ｎ-헤테로사이클릭 바이아릴 카복스아마이드 |
| US20090131417A1 (en) | 2007-11-20 | 2009-05-21 | Letavic Michael A | Substituted pyridyl amide compounds as modulators of the histamine h3 receptor |
| EP2062889A1 (de) | 2007-11-22 | 2009-05-27 | Boehringer Ingelheim Pharma GmbH & Co. KG | Verbindungen |
| CA2705405A1 (en) | 2007-11-22 | 2009-05-28 | Boehringer Ingelheim International Gmbh | New compounds |
| CA2725657A1 (en) | 2008-06-18 | 2009-12-23 | F. Hoffmann-La Roche Ag | Novel heteroaryl carboxamide derivatives |
| JP5693452B2 (ja) | 2008-08-04 | 2015-04-01 | シーエイチディーアイ ファウンデーション，インコーポレーテッド | 特定のキヌレニン−３−モノオキシゲナーゼインヒビター、医薬組成物およびそれらの使用方法 |
| GB0815369D0 (en) | 2008-08-22 | 2008-10-01 | Summit Corp Plc | Compounds for treatment of duchenne muscular dystrophy |
| MX2011001989A (es) | 2008-09-02 | 2011-03-30 | Boehringer Ingelheim Int | Nuevas benzamidas, su preparacion y su uso como medicamentos. |
| AU2009327127C1 (en) | 2008-12-19 | 2017-03-09 | Centrexion Therapeutics Corporation | Cyclic pyrimidin-4-carboxamides as CCR2 receptor antagonists for treatment of inflammation, asthma and COPD |
| EP2398796A4 (en) * | 2009-02-23 | 2012-10-10 | Merck Canada Inc | HETEROCYCLIC DERIVATIVES AS INHIBITORS OF THE STEAROYL COENZYME A DELTA 9 DESATURASE |
| SI2513093T1 (sl) | 2009-12-17 | 2014-11-28 | Boehringer Ingelheim International Gmbh | Novi CCR2 receptorski antagonisti in njihove uporabe |
| EP2513086B1 (en) | 2009-12-17 | 2015-04-29 | Boehringer Ingelheim International GmbH | Novel antagonists for ccr2 and uses thereof |
| JP5646736B2 (ja) | 2010-05-12 | 2014-12-24 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 新規ｃｃｒ２受容体アンタゴニスト、これらの製造方法、及び薬物としてのこれらの使用 |
| WO2011141474A1 (en) | 2010-05-12 | 2011-11-17 | Boehringer Ingelheim International Gmbh | Novel ccr2 receptor antagonists, method for producing the same, and use thereof as medicaments |
| EP2571870B1 (en) | 2010-05-17 | 2015-01-21 | Boehringer Ingelheim International GmbH | Ccr2 antagonists and uses thereof |
| EP2576542B1 (en) | 2010-05-25 | 2015-04-22 | Boehringer Ingelheim International GmbH | Cyclic amide derivatives of pyridazine-3-carboxylic acids and their use in the treatment of pulmonary, pain, immune related and cardiovascular diseases |
| US8962656B2 (en) | 2010-06-01 | 2015-02-24 | Boehringer Ingelheim International Gmbh | CCR2 antagonists |
| EP2721025B1 (en) | 2011-06-16 | 2015-11-25 | Boehringer Ingelheim International Gmbh | New selective ccr2 antagonists |
| EP2731941B1 (en) | 2011-07-15 | 2019-05-08 | Boehringer Ingelheim International GmbH | Novel and selective ccr2 antagonists |
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2008
- 2008-05-29 US US12/602,274 patent/US8653262B2/en active Active
- 2008-05-29 EP EP08760165.4A patent/EP2155689B1/en active Active
- 2008-05-29 JP JP2010509818A patent/JP5603770B2/ja active Active
- 2008-05-29 CA CA2687931A patent/CA2687931C/en active Active
- 2008-05-29 WO PCT/EP2008/056573 patent/WO2008145681A2/en not_active Ceased
- 2008-05-30 TW TW097120340A patent/TW200904434A/zh unknown
- 2008-05-30 AR ARP080102302A patent/AR066799A1/es unknown
- 2008-05-30 CL CL2008001593A patent/CL2008001593A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US8653262B2 (en) | 2014-02-18 |
| AR066799A1 (es) | 2009-09-16 |
| WO2008145681A2 (en) | 2008-12-04 |
| JP5603770B2 (ja) | 2014-10-08 |
| TW200904434A (en) | 2009-02-01 |
| JP2010528089A (ja) | 2010-08-19 |
| US20100204209A1 (en) | 2010-08-12 |
| CA2687931A1 (en) | 2008-12-04 |
| CL2008001593A1 (es) | 2009-09-11 |
| EP2155689A2 (en) | 2010-02-24 |
| EP2155689B1 (en) | 2015-07-08 |
| WO2008145681A3 (en) | 2009-03-05 |
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