JP2008535834A5 - - Google Patents
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- Publication number
- JP2008535834A5 JP2008535834A5 JP2008505261A JP2008505261A JP2008535834A5 JP 2008535834 A5 JP2008535834 A5 JP 2008535834A5 JP 2008505261 A JP2008505261 A JP 2008505261A JP 2008505261 A JP2008505261 A JP 2008505261A JP 2008535834 A5 JP2008535834 A5 JP 2008535834A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- thiazolo
- hydroxymethyl
- amino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims 29
- 150000003839 salts Chemical class 0.000 claims 17
- 239000003814 drug Substances 0.000 claims 10
- 201000001320 Atherosclerosis Diseases 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 230000003902 lesion Effects 0.000 claims 4
- -1 7-{[(1R) -1- (hydroxymethyl) -3-methylbutyl] amino} -2-oxo-2,3-dihydro [1,3] thiazolo [4 , 5-d] pyrimidin-5-yl Chemical group 0.000 claims 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 3
- GMGXIHSSDANFNY-PIJUOVFKSA-N 7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-5-[1-[2-(trifluoromethyl)phenyl]ethylsulfanyl]-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound N=1C=2NC(=O)SC=2C(N[C@@H](CO)CC(C)C)=NC=1SC(C)C1=CC=CC=C1C(F)(F)F GMGXIHSSDANFNY-PIJUOVFKSA-N 0.000 claims 2
- RZURGDRYOMQZSH-SBXXRYSUSA-N 7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-5-[1-[3-(trifluoromethyl)phenyl]ethylsulfanyl]-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound N=1C=2NC(=O)SC=2C(N[C@@H](CO)CC(C)C)=NC=1SC(C)C1=CC=CC(C(F)(F)F)=C1 RZURGDRYOMQZSH-SBXXRYSUSA-N 0.000 claims 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- 208000016192 Demyelinating disease Diseases 0.000 claims 2
- 208000019693 Lung disease Diseases 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 208000005764 Peripheral Arterial Disease Diseases 0.000 claims 2
- 208000030831 Peripheral arterial occlusive disease Diseases 0.000 claims 2
- 230000008485 antagonism Effects 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 230000003143 atherosclerotic effect Effects 0.000 claims 2
- 230000007214 atherothrombosis Effects 0.000 claims 2
- 230000009286 beneficial effect Effects 0.000 claims 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 201000006417 multiple sclerosis Diseases 0.000 claims 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- XKANTJCXJIVELF-SWLSCSKDSA-N 3-[(1s)-1-[[7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-2-oxo-3h-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]ethyl]benzonitrile Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CC(C)C)=CC=CC(C#N)=C1 XKANTJCXJIVELF-SWLSCSKDSA-N 0.000 claims 1
- COQNFUICOUPODA-SMDDNHRTSA-N 3-[(1s)-1-[[7-[[(2r)-1-hydroxypentan-2-yl]amino]-2-oxo-3h-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]ethyl]benzonitrile Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CCC)=CC=CC(C#N)=C1 COQNFUICOUPODA-SMDDNHRTSA-N 0.000 claims 1
- DCSLKYLPOSSKFY-UHFFFAOYSA-N 3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1=NC=C2SC(=O)NC2=N1 DCSLKYLPOSSKFY-UHFFFAOYSA-N 0.000 claims 1
- LRSCFMSLOWYTCH-NWDGAFQWSA-N 5-[(1s)-1-(2-fluorophenyl)ethyl]sulfanyl-7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CC(C)C)=CC=CC=C1F LRSCFMSLOWYTCH-NWDGAFQWSA-N 0.000 claims 1
- ZVIACZROZIDZJK-WDEREUQCSA-N 5-[(1s)-1-(2-fluorophenyl)ethyl]sulfanyl-7-[[(2r)-1-hydroxypentan-2-yl]amino]-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CCC)=CC=CC=C1F ZVIACZROZIDZJK-WDEREUQCSA-N 0.000 claims 1
- PRVKPDUKMNAZID-SMDDNHRTSA-N 5-[(1s)-1-(3-fluorophenyl)ethyl]sulfanyl-7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CC(C)C)=CC=CC(F)=C1 PRVKPDUKMNAZID-SMDDNHRTSA-N 0.000 claims 1
- HWDVOYPLQLJXFV-TZMCWYRMSA-N 7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-5-[(1r)-1-(3-methylsulfonylphenyl)ethyl]sulfanyl-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CC(C)C)=CC=CC(S(C)(=O)=O)=C1 HWDVOYPLQLJXFV-TZMCWYRMSA-N 0.000 claims 1
- IAGWEZFSRRPOSS-TZMCWYRMSA-N 7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-5-[(1r)-1-phenylethyl]sulfanyl-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CC(C)C)=CC=CC=C1 IAGWEZFSRRPOSS-TZMCWYRMSA-N 0.000 claims 1
- HWDVOYPLQLJXFV-GXTWGEPZSA-N 7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-5-[(1s)-1-(3-methylsulfonylphenyl)ethyl]sulfanyl-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CC(C)C)=CC=CC(S(C)(=O)=O)=C1 HWDVOYPLQLJXFV-GXTWGEPZSA-N 0.000 claims 1
- IAGWEZFSRRPOSS-GXTWGEPZSA-N 7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-5-[(1s)-1-phenylethyl]sulfanyl-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CC(C)C)=CC=CC=C1 IAGWEZFSRRPOSS-GXTWGEPZSA-N 0.000 claims 1
- HWDVOYPLQLJXFV-TYZXPVIJSA-N 7-[[(2r)-1-hydroxy-4-methylpentan-2-yl]amino]-5-[1-(3-methylsulfonylphenyl)ethylsulfanyl]-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound N=1C=2NC(=O)SC=2C(N[C@@H](CO)CC(C)C)=NC=1SC(C)C1=CC=CC(S(C)(=O)=O)=C1 HWDVOYPLQLJXFV-TYZXPVIJSA-N 0.000 claims 1
- QEGZCVZSDLFVEI-WCQYABFASA-N 7-[[(2r)-1-hydroxypentan-2-yl]amino]-5-[(1s)-1-(3-methylsulfonylphenyl)ethyl]sulfanyl-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CCC)=CC=CC(S(C)(=O)=O)=C1 QEGZCVZSDLFVEI-WCQYABFASA-N 0.000 claims 1
- PXNWVUZRDQBWJQ-WCQYABFASA-N 7-[[(2r)-1-hydroxypentan-2-yl]amino]-5-[(1s)-1-phenylethyl]sulfanyl-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@H](C)SC=2N=C(C=3SC(=O)NC=3N=2)N[C@@H](CO)CCC)=CC=CC=C1 PXNWVUZRDQBWJQ-WCQYABFASA-N 0.000 claims 1
- LADKJDZUKIBRHC-WDEREUQCSA-N 7-[[(2r)-4-fluoro-1-hydroxy-4-methylpentan-2-yl]amino]-5-[(1s)-1-(2-fluorophenyl)ethyl]sulfanyl-3h-[1,3]thiazolo[4,5-d]pyrimidin-2-one Chemical compound C1([C@@H](SC=2N=C3NC(=O)SC3=C(N[C@@H](CO)CC(C)(C)F)N=2)C)=CC=CC=C1F LADKJDZUKIBRHC-WDEREUQCSA-N 0.000 claims 1
- 108010024114 Complement 3b Receptors Proteins 0.000 claims 1
- 102000015612 Complement 3b Receptors Human genes 0.000 claims 1
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 230000006806 disease prevention Effects 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 102000005962 receptors Human genes 0.000 claims 1
- 108020003175 receptors Proteins 0.000 claims 1
- 150000003573 thiols Chemical class 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0500768 | 2005-04-06 | ||
| PCT/SE2006/000398 WO2006107257A1 (en) | 2005-04-06 | 2006-04-03 | Novel 5,7-disubstituted [1,3]thiazolo[4,5-d]pyrimidin-2(3h)-one derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008535834A JP2008535834A (ja) | 2008-09-04 |
| JP2008535834A5 true JP2008535834A5 (OSRAM) | 2009-06-04 |
Family
ID=37073738
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008505261A Pending JP2008535834A (ja) | 2005-04-06 | 2006-04-03 | 新規な５，７−二置換された［１，３］チアゾロ［４，５−ｄ］ピリミジン−２（３ｈ）−オン誘導体 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US8088780B2 (OSRAM) |
| EP (1) | EP1869055A1 (OSRAM) |
| JP (1) | JP2008535834A (OSRAM) |
| KR (1) | KR20080004484A (OSRAM) |
| CN (1) | CN101193898B (OSRAM) |
| AR (1) | AR053347A1 (OSRAM) |
| AU (1) | AU2006231835B8 (OSRAM) |
| BR (1) | BRPI0609736A2 (OSRAM) |
| CA (1) | CA2604016A1 (OSRAM) |
| IL (1) | IL185913A0 (OSRAM) |
| MX (1) | MX2007012067A (OSRAM) |
| NO (1) | NO20075610L (OSRAM) |
| NZ (1) | NZ561462A (OSRAM) |
| RU (1) | RU2411245C9 (OSRAM) |
| TW (1) | TW200720279A (OSRAM) |
| UY (1) | UY29451A1 (OSRAM) |
| WO (1) | WO2006107257A1 (OSRAM) |
| ZA (1) | ZA200708182B (OSRAM) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2641815T3 (es) | 2004-10-29 | 2017-11-14 | Eisai R&D Management Co., Ltd. | Tratamiento para enfermedades inflamatorias |
| UA90707C2 (en) * | 2005-04-06 | 2010-05-25 | Астразенека Аб | Novel 5-substituted 7-amino-[1,3]thiazolo[4,5-d]pyrimidine derivatives |
| TW200820973A (en) | 2006-09-29 | 2008-05-16 | Astrazeneca Ab | Novel compounds 480 |
| PL2254870T3 (pl) | 2008-03-07 | 2016-07-29 | Acraf | Pochodne 1-benzylo-3-hydroksymetyloindazolu i ich zastosowanie w leczeniu chorób opartych na ekspresji MCP-1, CX3CR1 |
| GEP20135913B (en) | 2008-03-07 | 2013-08-26 | Acraf | 1-benzyl-3-hydroxymethylindazole derivatives and use thereat treatment of diseases based on mcp-1 and cx3cr1 expression |
| MX2010009625A (es) | 2008-03-07 | 2010-09-28 | Acraf | Derivados de 1-bencil-3-hidroximetilindazol y uso de los mismos en el tratamiento de enfermedades basadas en la expresion de mcp-1, cx3cr1 y p40. |
| AR071036A1 (es) * | 2008-03-26 | 2010-05-19 | Astrazeneca Ab | Derivados 5, 7-disustituidos de [1, 3]tiazolo[4, 5-d]pirimidin-2 (3h)-ona, una composicion farmaceutica que los comprende y su uso en el tratamiento de enfermedades mediadas por el receptor cx3cr1. |
| AR076601A1 (es) | 2009-05-21 | 2011-06-22 | Chlorion Pharma Inc | Pirimidinas como agentes terapeuticos |
| JO3437B1 (ar) | 2009-10-30 | 2019-10-20 | Esai R & D Man Co Ltd | أجسام مضادة محسنة مضادة للفراكتالكين البشري واستخداماتها |
| US8476301B2 (en) | 2011-09-13 | 2013-07-02 | Eisai R&D Management Co., Ltd. | Pyrrolidin-3-ylacetic acid derivative |
| TWI543975B (zh) * | 2011-09-13 | 2016-08-01 | Eisai R&D Man Co Ltd | Pyrrolidin-3-yl acetic acid derivatives |
| KR20150129698A (ko) * | 2013-03-12 | 2015-11-20 | 에자이 알앤드디 매니지먼트 가부시키가이샤 | 피롤리딘-3-일 아세트산 유도체의 염 및 그의 결정 |
| WO2014142086A1 (ja) * | 2013-03-13 | 2014-09-18 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | ピロリジン－３－イル酢酸誘導体およびピペリジン－３－イル酢酸誘導体 |
| JP6779232B2 (ja) * | 2015-05-08 | 2020-11-04 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | ウイルス感染の治療又は予防のための新規オキサチオランカルボン酸と誘導体 |
| GB201811169D0 (en) * | 2018-07-06 | 2018-08-29 | Kancera Ab | New compounds |
| CN120077035A (zh) | 2022-10-19 | 2025-05-30 | 阿斯利康(瑞典)有限公司 | 作为cx3cr1的调节剂的2,4,6-三取代的1,3,5-三嗪 |
| WO2025219939A1 (en) | 2024-04-17 | 2025-10-23 | Astrazeneca Ab | Salts and polymorphs of cx3cr1 modulators |
| WO2025219950A1 (en) | 2024-04-18 | 2025-10-23 | Astrazeneca Ab | Small molecule cx3cr1 modulators |
| WO2025219947A1 (en) | 2024-04-18 | 2025-10-23 | Astrazeneca Ab | Thio-substituted 1,3,5-triazine cx3cr1 modulators |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE543978A (OSRAM) | 1955-01-03 | |||
| US4698327A (en) | 1985-04-25 | 1987-10-06 | Eli Lilly And Company | Novel glycopeptide derivatives |
| US4639433A (en) | 1985-08-14 | 1987-01-27 | Eli Lilly And Company | Glycopeptide derivatives |
| US4643987A (en) | 1985-08-14 | 1987-02-17 | Eli Lilly And Company | Modified glycopeptides |
| CA2031803C (en) | 1989-12-13 | 2001-05-29 | Ramakrishnan Nagarajan | Improvements in or relating to glycopeptide deriveratives |
| US5202328A (en) | 1991-03-06 | 1993-04-13 | Merck & Co., Inc. | Substituted fused pyrimidinones |
| US5840684A (en) | 1994-01-28 | 1998-11-24 | Eli Lilly And Company | Glycopeptide antibiotic derivatives |
| ATE214704T1 (de) * | 1997-07-18 | 2002-04-15 | Hoffmann La Roche | 5h-thiazolo(3,2-a)pyrimidinderivate |
| WO1999051608A1 (en) | 1998-04-03 | 1999-10-14 | Du Pont Pharmaceuticals Company | THIAZOLO[4,5-d]PYRIMIDINES AND PYRIDINES AS CORTICOTROPIN RELEASING FACTOR (CRF) ANTAGONISTS |
| AU2881399A (en) | 1998-05-01 | 1999-11-23 | Eli Lilly And Company | N1-modified glycopeptides |
| SE9802729D0 (sv) | 1998-08-13 | 1998-08-13 | Astra Pharma Prod | Novel Compounds |
| SE9903544D0 (sv) | 1999-10-01 | 1999-10-01 | Astra Pharma Prod | Novel compounds |
| GB2359081A (en) | 2000-02-11 | 2001-08-15 | Astrazeneca Uk Ltd | Pharmaceutically active thiazolopyrimidines |
| DE60101372T2 (de) * | 2000-02-11 | 2004-10-14 | Astrazeneca Ab | Pyrimidinverbindungen und ihre verwendung als modulatoren der chemokin-rezeptor-aktivität |
| GB2359551A (en) | 2000-02-23 | 2001-08-29 | Astrazeneca Uk Ltd | Pharmaceutically active pyrimidine derivatives |
| SE0004110L (sv) | 2000-11-10 | 2002-05-11 | Forsheda Ab | Tätningsring |
| SE0101082D0 (sv) | 2001-03-27 | 2001-03-27 | Astrazeneca Ab | Novel use |
| SE0101322D0 (sv) | 2001-04-12 | 2001-04-12 | Astrazeneca Ab | Novel compounds |
| GB0221829D0 (en) * | 2002-09-20 | 2002-10-30 | Astrazeneca Ab | Novel compound |
| GB0221828D0 (en) | 2002-09-20 | 2002-10-30 | Astrazeneca Ab | Novel compound |
| EP1675862A1 (en) * | 2003-10-07 | 2006-07-05 | AstraZeneca AB | New 2-substituted, 4-amino-thiazolo 4,5-d pyrimidines, useful as chemokine receptor antagonists, esp. cx3cr1 |
| UA90707C2 (en) | 2005-04-06 | 2010-05-25 | Астразенека Аб | Novel 5-substituted 7-amino-[1,3]thiazolo[4,5-d]pyrimidine derivatives |
-
2006
- 2006-03-27 AR ARP060101170A patent/AR053347A1/es not_active Application Discontinuation
- 2006-03-28 TW TW095110787A patent/TW200720279A/zh unknown
- 2006-04-03 RU RU2007140552/04A patent/RU2411245C9/ru not_active IP Right Cessation
- 2006-04-03 WO PCT/SE2006/000398 patent/WO2006107257A1/en not_active Ceased
- 2006-04-03 EP EP06717077A patent/EP1869055A1/en not_active Withdrawn
- 2006-04-03 NZ NZ561462A patent/NZ561462A/en not_active IP Right Cessation
- 2006-04-03 BR BRPI0609736-7A patent/BRPI0609736A2/pt not_active Application Discontinuation
- 2006-04-03 MX MX2007012067A patent/MX2007012067A/es not_active Application Discontinuation
- 2006-04-03 JP JP2008505261A patent/JP2008535834A/ja active Pending
- 2006-04-03 CN CN2006800200730A patent/CN101193898B/zh not_active Expired - Fee Related
- 2006-04-03 AU AU2006231835A patent/AU2006231835B8/en not_active Ceased
- 2006-04-03 KR KR1020077022814A patent/KR20080004484A/ko not_active Withdrawn
- 2006-04-03 US US11/910,781 patent/US8088780B2/en not_active Expired - Fee Related
- 2006-04-03 CA CA002604016A patent/CA2604016A1/en not_active Abandoned
- 2006-04-04 UY UY29451A patent/UY29451A1/es unknown
-
2007
- 2007-09-11 IL IL185913A patent/IL185913A0/en unknown
- 2007-09-25 ZA ZA200708182A patent/ZA200708182B/xx unknown
- 2007-11-05 NO NO20075610A patent/NO20075610L/no not_active Application Discontinuation
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