ZA200201158B - Cell adhesion inhibitors. - Google Patents
Cell adhesion inhibitors. Download PDFInfo
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- ZA200201158B ZA200201158B ZA200201158A ZA200201158A ZA200201158B ZA 200201158 B ZA200201158 B ZA 200201158B ZA 200201158 A ZA200201158 A ZA 200201158A ZA 200201158 A ZA200201158 A ZA 200201158A ZA 200201158 B ZA200201158 B ZA 200201158B
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- South Africa
- Prior art keywords
- alkyl
- aryl
- substituted
- alkenyl
- heteroaryl
- Prior art date
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Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7618630B2 (en) | 1998-09-14 | 2009-11-17 | Board Of Regents, The University Of Texas System | Methods of treating multiple myeloma and myeloma-induced bone resorption using integrin antagonists |
EP1741428A3 (en) * | 1999-08-13 | 2007-05-09 | Biogen Idec MA, Inc. | Cell adhesion inhibitors |
DE10006453A1 (de) * | 2000-02-14 | 2001-08-16 | Bayer Ag | Piperidylcarbonsäuren als Integrinantagonisten |
JP2002201168A (ja) * | 2000-12-28 | 2002-07-16 | Kaken Pharmaceut Co Ltd | シクロヘキサン誘導体 |
CA2430978C (en) | 2000-12-28 | 2012-05-15 | Daiichi Pharmaceutical Co., Ltd. | Vla-4 inhibitors |
JP2004526733A (ja) * | 2001-03-20 | 2004-09-02 | メルク エンド カムパニー インコーポレーテッド | 強力な細胞接着阻害剤としての置換n−アリールスルホニル−プロリン誘導体 |
US6663489B2 (en) | 2001-08-24 | 2003-12-16 | Igt | Gaming device having an award distributor and an award accumulator bonus game |
ES2197003B1 (es) * | 2002-04-08 | 2005-03-16 | J. URIACH & CIA S.A. | Nuevos compuestos antagonistas de integrinas alfa. |
TWI340134B (en) | 2003-07-24 | 2011-04-11 | Daiichi Seiyaku Co | Cyclohexanecarboxylic acids |
US7595318B2 (en) * | 2004-01-23 | 2009-09-29 | Elan Pharmaceuticals, Inc. | Polyethylene glycol conjugates of heterocycloalkyl carboxamido propanoic acids |
MX2007000228A (es) * | 2004-07-08 | 2007-03-30 | Elan Pharm Inc | Antagonistas de vla-4 multivalentes que comprenden porsiones de polietilenglicol. |
US7196112B2 (en) * | 2004-07-16 | 2007-03-27 | Biogen Idec Ma Inc. | Cell adhesion inhibitors |
US7915316B2 (en) * | 2005-08-22 | 2011-03-29 | Allergan, Inc | Sulfonamides |
EP2407459A1 (en) | 2005-09-27 | 2012-01-18 | Shionogi & Co., Ltd. | Synthetic intermediate in the production of a sulfonamide derivative having PGD2 receptor antagonistic activity |
DK2623113T3 (en) * | 2005-11-09 | 2017-07-17 | Onyx Therapeutics Inc | Enzyme inhibition compound |
RU2009107030A (ru) * | 2006-08-02 | 2010-09-10 | Джензим Корпорейшн (Us) | Комбинированная терапия |
TW200817319A (en) | 2006-08-10 | 2008-04-16 | Astellas Pharma Inc | Sulfonamide compound or salt thereof |
WO2008103378A2 (en) | 2007-02-20 | 2008-08-28 | Merrimack Pharmaceuticals, Inc. | Methods of treating multiple sclerosis by administration of alpha-fetoprotein in combination with an integrin antagonist |
CN102057054B (zh) | 2008-04-11 | 2015-06-10 | 梅里麦克制药股份有限公司 | 人血清白蛋白接头以及其结合物 |
JP5677972B2 (ja) | 2008-11-18 | 2015-02-25 | メリマック ファーマシューティカルズ インコーポレーティッド | ヒト血清アルブミンリンカーおよびそのコンジュゲート |
WO2014036520A1 (en) | 2012-08-30 | 2014-03-06 | Merrimack Pharmaceuticals, Inc. | Combination therapies comprising anti-erbb3 agents |
CA2947290A1 (en) | 2014-05-05 | 2015-11-12 | Lycera Corporation | Tetrahydroquinoline sulfonamide and related compounds for use as agonists of rory and the treatment of disease |
EP3209641A4 (en) | 2014-05-05 | 2018-06-06 | Lycera Corporation | Benzenesulfonamido and related compounds for use as agonists of ror and the treatement of disease |
JP2018515491A (ja) | 2015-05-05 | 2018-06-14 | リセラ・コーポレイションLycera Corporation | RORγの作動薬及び疾患の療法として使用するジヒドロ−2H−ベンゾ[b][1,4]オキサジンスルホンアミド及び関連化合物 |
KR20180025894A (ko) | 2015-06-11 | 2018-03-09 | 라이세라 코퍼레이션 | Rory의 작용제로서 사용하기 위한 아릴 디히드로-2h-벤조[b][1,4]옥사진 술폰아미드 및 관련 화합물 및 질환의 치료 |
US10836720B2 (en) | 2016-04-01 | 2020-11-17 | The Regents Of The University Of California | Inhibitors of integrin alpha 5 beta 1 and methods of use |
CN109721605B (zh) * | 2017-10-31 | 2022-03-11 | 维眸生物科技(上海)有限公司 | 一种免疫细胞迁徙抑制剂 |
WO2019168874A1 (en) | 2018-02-27 | 2019-09-06 | The Research Foundation For The State University Of New York | Difluoromethoxylation and trifluoromethoxylation compositions and methods for synthesizing same |
CA3114240C (en) | 2018-10-30 | 2023-09-05 | Gilead Sciences, Inc. | Imidazopyridine derivatives as alpha4beta7 integrin inhibitors |
CA3115820A1 (en) | 2018-10-30 | 2020-05-07 | Gilead Sciences, Inc. | Compounds for inhibition of .alpha.4.beta.7 integrin |
CN112969504B (zh) | 2018-10-30 | 2024-04-09 | 吉利德科学公司 | 用于抑制α4β7整合素的化合物 |
WO2020092375A1 (en) | 2018-10-30 | 2020-05-07 | Gilead Sciences, Inc. | Quinoline derivatives as alpha4beta7 integrin inhibitors |
CA3148613A1 (en) | 2019-08-14 | 2021-02-18 | Gilead Sciences, Inc. | Phenylalanine derived compounds and their use as inhinitors of alpha 4 beta 7 integrin |
IL309732A (en) | 2021-07-09 | 2024-02-01 | Aligos Therapeutics Inc | Antiviral compounds |
Family Cites Families (71)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1149971B (it) | 1979-06-11 | 1986-12-10 | Syntex Inc | Derivati nonapeptide e decapeptide dell'ormone che rilascia l'ormone luteinizzante |
US4725583A (en) | 1985-01-23 | 1988-02-16 | Abbott Laboratories | Functionalized peptidylaminoalcohols |
US4826815A (en) | 1985-05-17 | 1989-05-02 | Abbott Laboratories | Renin inhibiting compounds |
GB2218102B (en) | 1988-04-08 | 1992-09-16 | Sandoz Ltd | Calcitonin peptide derivatives |
ATE75730T1 (de) | 1988-07-21 | 1992-05-15 | Pfizer | Verfahren zur herstellung substituierter guanylthioharnstoffe. |
US4908360A (en) | 1988-11-14 | 1990-03-13 | Hoechst-Roussel Pharmaceuticals Inc. | 1-aminoalkyl-3-oxysubstituted-4-aryl-1,3,4,5-tetrahydro-2H-1,3-benzodiazepine-2-ones |
US5272263A (en) | 1989-04-28 | 1993-12-21 | Biogen, Inc. | DNA sequences encoding vascular cell adhesion molecules (VCAMS) |
US5196404B1 (en) | 1989-08-18 | 1996-09-10 | Biogen Inc | Inhibitors of thrombin |
ATE131471T1 (de) | 1989-12-22 | 1995-12-15 | Commw Scient Ind Res Org | An fette gebundene aminosäuren, peptide oder deren derivate |
CA2043741C (en) | 1990-06-07 | 2003-04-01 | Kiyofumi Ishikawa | Endothelin antagonistic peptide derivatives |
US5192746A (en) | 1990-07-09 | 1993-03-09 | Tanabe Seiyaku Co., Ltd. | Cyclic cell adhesion modulation compounds |
US5260277A (en) | 1990-09-10 | 1993-11-09 | Tanabe Seiyaku Co., Ltd. | Guanidinyl and related cell adhesion modulation compounds |
WO1992008464A1 (en) | 1990-11-15 | 1992-05-29 | Tanabe Seiyaku Co. Ltd. | Substituted urea and related cell adhesion modulation compounds |
ZA924276B (en) | 1991-06-11 | 1993-03-31 | Blood Res Center | Intercellular adhesion molecule-3 and its binding ligands |
EP0519748B1 (en) | 1991-06-21 | 1998-09-02 | Merck & Co. Inc. | Peptidyl derivatives as inhibitors of interleukin-1B converting enzyme |
US5250679A (en) | 1991-10-18 | 1993-10-05 | Genentech, Inc. | Nonpeptidyl platelet aggregation inhibitors having specificity for the GPIIb III.sub. receptor |
WO1993008823A1 (en) | 1991-11-06 | 1993-05-13 | Tanabe Seiyaku Co., Ltd. | Guanidinyl and related cell adhesion modulation compounds |
JPH07503944A (ja) | 1991-11-22 | 1995-04-27 | イエダ リサーチ アンド デベロツプメント カンパニー リミテツド | Arg−gly−asp配列の非ペプチド代替物およびそれらからなる医薬組成物 |
AU3420693A (en) | 1991-12-24 | 1993-07-28 | Fred Hutchinson Cancer Research Center | Competitive inhibition of high-avidity alpha4-beta1 receptor using tripeptide ldv |
DE4212304A1 (de) | 1992-04-13 | 1993-10-14 | Cassella Ag | Asparaginsäurederivate, ihre Herstellung und Verwendung |
IL102646A (en) | 1992-07-26 | 1996-05-14 | Yeda Res & Dev | Non-peptidic surrogates of the ldv sequence and pharmaceutical compositions comprising them |
WO1994015958A2 (en) | 1993-01-08 | 1994-07-21 | Tanabe Seiyaku Co., Ltd. | Peptide inhibitors of cell adhesion |
US5314902A (en) | 1993-01-27 | 1994-05-24 | Monsanto Company | Urea derivatives useful as platelet aggregation inhibitors |
DE4309867A1 (de) | 1993-03-26 | 1994-09-29 | Cassella Ag | Neue Harnstoffderivate, ihre Herstellung und Verwendung |
AU698990B2 (en) | 1993-04-09 | 1998-11-19 | Toyama Chemical Co. Ltd. | Immunomodulator, cell adhesion inhibitor, and agent for treating and preventing autoimmune diseases |
US5770573A (en) | 1993-12-06 | 1998-06-23 | Cytel Corporation | CS-1 peptidomimetics, compositions and methods of using the same |
WO1995015973A1 (en) | 1993-12-06 | 1995-06-15 | Cytel Corporation | Cs-1 peptidomimetics, compositions and methods of using the same |
US5434188A (en) | 1994-03-07 | 1995-07-18 | Warner-Lambert Company | 1-ether and 1-thioether-naphthalene-2-carboxamides as inhibitors of cell adhesion and as inhibitors of the activation of HIV |
US6306840B1 (en) * | 1995-01-23 | 2001-10-23 | Biogen, Inc. | Cell adhesion inhibitors |
US6248713B1 (en) * | 1995-07-11 | 2001-06-19 | Biogen, Inc. | Cell adhesion inhibitors |
US5760028A (en) * | 1995-12-22 | 1998-06-02 | The Dupont Merck Pharmaceutical Company | Integrin receptor antagonists |
JP2000501105A (ja) * | 1995-12-22 | 2000-02-02 | デュポン ファーマシューティカルズ カンパニー | 新規なインテグリン受容体アンタゴニスト |
US6185453B1 (en) * | 1996-06-19 | 2001-02-06 | Dupont Pharmaceuticals Company | Iontophoretic delivery of integrin inhibitors |
ES2271971T3 (es) | 1996-07-25 | 2007-04-16 | Biogen Idec Ma Inc. | Inhibidores de la adhesion celular. |
DE19647381A1 (de) | 1996-11-15 | 1998-05-20 | Hoechst Ag | Neue Heterocyclen als Inhibitoren der Leukozytenadhäsion und VLA-4-Antagonisten |
DE19647380A1 (de) | 1996-11-15 | 1998-05-20 | Hoechst Ag | 5-Ring-Heterocyclen als Inhibitoren der Leukozytenadhäsion und VLA-4-Antagonisten |
US6214834B1 (en) * | 1997-03-28 | 2001-04-10 | Dupont Pharmaceuticals Company | Integrin inhibitor prodrugs |
CA2291778A1 (en) | 1997-05-29 | 1998-12-03 | Merck & Co., Inc. | Heterocyclic amide compounds as cell adhesion inhibitors |
ES2257808T3 (es) | 1997-05-29 | 2006-08-01 | MERCK & CO., INC. (A NEW JERSEY CORP.) | Acidos biarilalcanoicos como inhibidores de adhesion celular. |
AU728435B2 (en) | 1997-05-29 | 2001-01-11 | Merck & Co., Inc. | Sulfonamides as cell adhesion inhibitors |
DE69818049T2 (de) * | 1997-06-23 | 2004-07-15 | Tanabe Seiyaku Co., Ltd. | Inhibitoren der alpha4-beta1 vermittelten zelladhäsion |
WO1999006435A1 (en) * | 1997-07-31 | 1999-02-11 | Elan Pharmaceuticals, Inc. | Dipeptide compounds which inhibit leukocyte adhesion mediated by vla-4 |
WO1999006431A1 (en) * | 1997-07-31 | 1999-02-11 | Elan Pharmaceuticals, Inc. | Substituted phenylalanine type compounds which inhibit leukocyte adhesion mediated by vla-4 |
WO1999006433A1 (en) | 1997-07-31 | 1999-02-11 | Elan Pharmaceuticals, Inc. | Compounds which inhibit leukocyte adhesion mediated by vla-4 |
EP1001971A1 (en) * | 1997-07-31 | 2000-05-24 | Elan Pharmaceuticals, Inc. | Dipeptide and related compounds which inhibit leukocyte adhesion mediated by vla-4 |
KR20010022405A (ko) * | 1997-07-31 | 2001-03-15 | 진 엠. 듀발 | Vla-4에 의해 매개된 백혈구 유착을 억제하는설포닐화된 디펩타이드 화합물 |
DE69834642T2 (de) * | 1997-07-31 | 2007-05-03 | Elan Pharmaceuticals, Inc., South San Francisco | Verbindungen mit einer 4-amino-phenylalaningruppe, die die vla-4 vermittelte adhäsion von leukozyten inhibieren |
CA2301377C (en) | 1997-08-22 | 2009-10-06 | F. Hoffmann-La Roche Ag | N-aroylphenylalanine derivatives |
BR9811988A (pt) * | 1997-08-22 | 2000-09-05 | Hoffmann La Roche | Derivados de n-alcanoilfenilalanina |
DE19741235A1 (de) * | 1997-09-18 | 1999-03-25 | Hoechst Marion Roussel De Gmbh | Neue Imidazolidinderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate |
AR013693A1 (es) * | 1997-10-23 | 2001-01-10 | Uriach & Cia Sa J | Nuevas piperidinas y piperazinas como inhibidores de la agregacion plaquetaria |
SK5462000A3 (en) * | 1997-10-31 | 2001-02-12 | Aventis Pharma Ltd | Substituted anilides |
AU1411499A (en) | 1997-11-20 | 1999-06-15 | Merck & Co., Inc. | Para-aminomethylaryl carboxamide derivatives |
WO1999026922A1 (en) | 1997-11-21 | 1999-06-03 | Merck & Co., Inc. | Substituted pyrrole derivatives as cell adhesion inhibitors |
AU751950B2 (en) * | 1997-11-24 | 2002-09-05 | Merck & Co., Inc. | Substituted beta-alanine derivatives as cell adhesion inhibitors |
US6645939B1 (en) * | 1997-11-24 | 2003-11-11 | Merck & Co., Inc. | Substituted β-alanine derivatives as cell adhesion inhibitors |
WO1999026945A1 (en) * | 1997-11-26 | 1999-06-03 | Du Pont Pharmaceuticals Company | 1,3,4-THIADIAZOLES AND 1,3,4-OXADIAZOLES AS αvβ3 ANTAGONISTS |
US6197794B1 (en) * | 1998-01-08 | 2001-03-06 | Celltech Therapeutics Limited | Phenylalanine derivatives |
US6329372B1 (en) * | 1998-01-27 | 2001-12-11 | Celltech Therapeutics Limited | Phenylalanine derivatives |
ATE273273T1 (de) * | 1998-02-26 | 2004-08-15 | Celltech Therapeutics Ltd | Phenylalaninderivate als inhibitoren von alpha4 integrinen |
KR100596109B1 (ko) * | 1998-03-27 | 2006-07-05 | 제넨테크, 인크. | Cd11/cd18 부착 수용체 매개 질환 치료용 길항제 |
CZ298413B6 (cs) | 1998-05-28 | 2007-09-26 | Biogen Idec Ma Inc. | Beta-Alaninový derivát, farmaceutická kompozice tento derivát obsahující a použití tohoto derivátu pro prípravu léciva |
TW591026B (en) * | 1998-06-23 | 2004-06-11 | Upjohn Co | Inhibitors of alpha4beta1 mediated cell adhesion |
US6303625B1 (en) * | 1998-07-27 | 2001-10-16 | Ortho-Mcneil Pharmaceutical, Inc. | Triazolopyridines for the treatment of thrombosis disorders |
US6331640B1 (en) * | 1998-10-13 | 2001-12-18 | Hoffmann-La Roche Inc. | Diaminopropionic acid derivatives |
AU2209500A (en) * | 1998-12-22 | 2000-07-12 | Pharmacia & Upjohn Company | Inhibitors of alpha4beta1 mediated cell adhesion |
EP1028114A1 (en) | 1999-02-13 | 2000-08-16 | Aventis Pharma Deutschland GmbH | Novel guanidine derivatives as inhibitors of cell adhesion |
RU2238265C2 (ru) * | 1999-02-18 | 2004-10-20 | Ф.Хоффманн-Ля Рош Аг | Фенилаланиноловые производные |
EP1741428A3 (en) * | 1999-08-13 | 2007-05-09 | Biogen Idec MA, Inc. | Cell adhesion inhibitors |
JP2001089448A (ja) * | 1999-09-24 | 2001-04-03 | Yamanouchi Pharmaceut Co Ltd | アミド誘導体 |
US7196112B2 (en) * | 2004-07-16 | 2007-03-27 | Biogen Idec Ma Inc. | Cell adhesion inhibitors |
-
2000
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- 2000-08-14 MX MXPA02001449A patent/MXPA02001449A/es active IP Right Grant
- 2000-08-14 DE DE60031577T patent/DE60031577T2/de not_active Expired - Lifetime
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- 2000-08-14 ES ES00959232T patent/ES2270868T3/es not_active Expired - Lifetime
- 2000-08-14 RS YUP-98/02A patent/RS50470B/sr unknown
- 2000-08-14 CN CN00813728A patent/CN1377268A/zh active Pending
- 2000-08-14 PT PT00959232T patent/PT1265606E/pt unknown
- 2000-08-14 IL IL14801400A patent/IL148014A0/xx unknown
- 2000-08-14 PL PL00354063A patent/PL354063A1/xx not_active Application Discontinuation
- 2000-08-14 WO PCT/US2000/022285 patent/WO2001012186A1/en active IP Right Grant
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- 2000-08-14 JP JP2001516532A patent/JP2003506491A/ja active Pending
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- 2000-08-14 UA UA2002032010A patent/UA75581C2/uk unknown
- 2000-08-14 AT AT00959232T patent/ATE343383T1/de not_active IP Right Cessation
- 2000-08-14 BR BR0013248-9A patent/BR0013248A/pt not_active Application Discontinuation
- 2000-08-14 KR KR1020027001850A patent/KR100720907B1/ko not_active IP Right Cessation
- 2000-08-14 DK DK00959232T patent/DK1265606T3/da active
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- 2000-08-14 GE GE4744A patent/GEP20053477B/en unknown
- 2000-08-14 EP EP00959232A patent/EP1265606B9/en not_active Expired - Lifetime
- 2000-08-14 US US09/638,652 patent/US6630503B1/en not_active Expired - Fee Related
- 2000-08-14 AU AU70586/00A patent/AU780610B2/en not_active Ceased
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- 2000-08-14 SK SK215-2002A patent/SK287075B6/sk not_active IP Right Cessation
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- 2003-10-03 US US10/677,756 patent/US7034043B2/en not_active Expired - Fee Related
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