OA12184A - IL-8 Receptor antagonists. - Google Patents
IL-8 Receptor antagonists. Download PDFInfo
- Publication number
- OA12184A OA12184A OA1200200261A OA1200200261A OA12184A OA 12184 A OA12184 A OA 12184A OA 1200200261 A OA1200200261 A OA 1200200261A OA 1200200261 A OA1200200261 A OA 1200200261A OA 12184 A OA12184 A OA 12184A
- Authority
- OA
- OAPI
- Prior art keywords
- alkyl
- aryl
- alkenyl
- cr8r8
- 4alkyl
- Prior art date
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| DE60230722D1 (de) * | 2001-01-16 | 2009-02-26 | Smithkline Beecham Corp | Il-8-rezeptor-antagonisten |
| EP1355875A1 (de) * | 2001-02-02 | 2003-10-29 | Schering Corporation | 3,4-disubstituierte cyclobuten-1,2-dione als cxc chemokin-rezeptor-antagonisten |
| US20040106794A1 (en) | 2001-04-16 | 2004-06-03 | Schering Corporation | 3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands |
| US7132445B2 (en) | 2001-04-16 | 2006-11-07 | Schering Corporation | 3,4-Di-substituted cyclobutene-1,2-diones as CXC-chemokine receptor ligands |
| KR20100008794A (ko) * | 2001-04-16 | 2010-01-26 | 쉐링 코포레이션 | Ｃｘｃ-케모카인 수용체 리간드로서의 3,4-이치환된 사이클로부텐-1,2-디온 |
| JP2005505595A (ja) * | 2001-10-12 | 2005-02-24 | シェーリング コーポレイション | Ｃｘｃ−ケモカインレセプターアンタゴニストとしての３，４−二置換マレイミド化合物 |
| US6878709B2 (en) | 2002-01-04 | 2005-04-12 | Schering Corporation | 3,4-di-substituted pyridazinediones as CXC chemokine receptor antagonists |
| NZ535314A (en) * | 2002-03-18 | 2007-08-31 | Schering Corp | Combination treatments for chemokine-mediated diseases |
| EP1551818B1 (de) * | 2002-10-09 | 2009-02-04 | Schering Corporation | Thiadiazoldioxide und thiadiazoloxide als cxc- und cc-chemokinrezeptor liganden |
| US7338968B2 (en) * | 2003-12-19 | 2008-03-04 | Schering Corporation | Thiadiazoles AS CXC- and CC- chemokine receptor ligands |
| WO2005068460A1 (en) | 2003-12-22 | 2005-07-28 | Schering Corporation | Isothiazole dioxides as cxc- and cc- chemokine receptor ligands |
| WO2007002764A2 (en) | 2005-06-29 | 2007-01-04 | Schering Corporation | Di-substituted oxadiazoles as cxc-chemokine receptor ligands |
| ATE486078T1 (de) | 2005-06-29 | 2010-11-15 | Schering Corp | 5,6-disubstituierte oxadiazolopyrazine und thiadiazolopyrazine als liganden des cxc- chemokinrezeptors |
| TWI734715B (zh) | 2015-11-19 | 2021-08-01 | 美商卡默森屈有限公司 | 趨化因子受體調節劑 |
| TWI724056B (zh) | 2015-11-19 | 2021-04-11 | 美商卡默森屈有限公司 | Ｃｘｃｒ２抑制劑 |
| ES3067325T3 (en) | 2018-01-08 | 2026-05-21 | Chemocentryx Inc | Methods of treating generalized pustular psoriasis with an antagonist of ccr6 or cxcr2 |
| CN112851635B (zh) * | 2019-11-28 | 2022-09-16 | 中国医学科学院药物研究所 | 环状砜类化合物及其制备方法、用途和药物组合物 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5780483A (en) * | 1995-02-17 | 1998-07-14 | Smithkline Beecham Corporation | IL-8 receptor antagonists |
-
2001
- 2001-02-27 AR ARP010100889A patent/AR033803A1/es unknown
- 2001-03-01 HU HU0300599A patent/HUP0300599A3/hu unknown
- 2001-03-01 PL PL01358540A patent/PL358540A1/xx not_active Application Discontinuation
- 2001-03-01 SK SK1235-2002A patent/SK12352002A3/sk unknown
- 2001-03-01 AP APAP/P/2002/002605A patent/AP2002002605A0/en unknown
- 2001-03-01 AU AU2001239970A patent/AU2001239970A1/en not_active Abandoned
- 2001-03-01 KR KR1020027011448A patent/KR20020080460A/ko not_active Withdrawn
- 2001-03-01 PE PE2001000204A patent/PE20011190A1/es not_active Application Discontinuation
- 2001-03-01 IL IL15142901A patent/IL151429A0/xx unknown
- 2001-03-01 EP EP01914603A patent/EP1261328B1/de not_active Expired - Lifetime
- 2001-03-01 WO PCT/US2001/006564 patent/WO2001064208A1/en not_active Ceased
- 2001-03-01 UY UY26601A patent/UY26601A1/es not_active Application Discontinuation
- 2001-03-01 CA CA002401659A patent/CA2401659A1/en not_active Abandoned
- 2001-03-01 BR BR0108866-1A patent/BR0108866A/pt not_active Application Discontinuation
- 2001-03-01 EA EA200200933A patent/EA200200933A1/ru unknown
- 2001-03-01 DZ DZ013309A patent/DZ3309A1/fr active
- 2001-03-01 JP JP2001563105A patent/JP2003525242A/ja not_active Withdrawn
- 2001-03-01 AT AT01914603T patent/ATE299698T1/de not_active IP Right Cessation
- 2001-03-01 CZ CZ20022932A patent/CZ20022932A3/cs unknown
- 2001-03-01 CN CN01805908A patent/CN1416339A/zh active Pending
- 2001-03-01 DE DE60112051T patent/DE60112051T2/de not_active Expired - Fee Related
- 2001-03-01 ES ES01914603T patent/ES2245976T3/es not_active Expired - Lifetime
- 2001-03-01 MX MXPA02008589A patent/MXPA02008589A/es unknown
- 2001-03-01 OA OA1200200261A patent/OA12184A/en unknown
-
2002
- 2002-08-20 BG BG107014A patent/BG107014A/bg unknown
- 2002-08-30 NO NO20024133A patent/NO20024133L/no not_active Application Discontinuation
- 2002-08-30 ZA ZA200206988A patent/ZA200206988B/en unknown
- 2002-09-02 MA MA26799A patent/MA25657A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BG107014A (bg) | 2003-05-30 |
| EP1261328B1 (de) | 2005-07-20 |
| JP2003525242A (ja) | 2003-08-26 |
| EA200200933A1 (ru) | 2003-02-27 |
| ZA200206988B (en) | 2003-10-16 |
| NO20024133D0 (no) | 2002-08-30 |
| KR20020080460A (ko) | 2002-10-23 |
| ES2245976T3 (es) | 2006-02-01 |
| CZ20022932A3 (cs) | 2003-05-14 |
| HUP0300599A2 (hu) | 2003-07-28 |
| DZ3309A1 (en) | 2001-09-07 |
| AU2001239970A1 (en) | 2001-09-12 |
| EP1261328A4 (de) | 2003-05-28 |
| CN1416339A (zh) | 2003-05-07 |
| NO20024133L (no) | 2002-10-31 |
| PE20011190A1 (es) | 2002-01-06 |
| PL358540A1 (en) | 2004-08-09 |
| MXPA02008589A (es) | 2003-02-24 |
| ATE299698T1 (de) | 2005-08-15 |
| UY26601A1 (es) | 2001-08-27 |
| IL151429A0 (en) | 2003-04-10 |
| MA25657A1 (fr) | 2002-12-31 |
| DE60112051D1 (de) | 2005-08-25 |
| AP2002002605A0 (en) | 2002-09-30 |
| BR0108866A (pt) | 2004-02-25 |
| HUP0300599A3 (en) | 2003-09-29 |
| WO2001064208A1 (en) | 2001-09-07 |
| CA2401659A1 (en) | 2001-09-07 |
| SK12352002A3 (sk) | 2003-02-04 |
| DE60112051T2 (de) | 2006-04-27 |
| EP1261328A1 (de) | 2002-12-04 |
| AR033803A1 (es) | 2004-01-07 |
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