JP2005508961A5 - - Google Patents
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- Publication number
- JP2005508961A5 JP2005508961A5 JP2003535784A JP2003535784A JP2005508961A5 JP 2005508961 A5 JP2005508961 A5 JP 2005508961A5 JP 2003535784 A JP2003535784 A JP 2003535784A JP 2003535784 A JP2003535784 A JP 2003535784A JP 2005508961 A5 JP2005508961 A5 JP 2005508961A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- groups
- substituted
- alkyl
- carbon atoms
- 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.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 14
- -1 methylenedioxy group Chemical group 0.000 claims description 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
- 125000003282 alkyl amino group Chemical group 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 8
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 8
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 125000004423 acyloxy group Chemical group 0.000 claims description 5
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 5
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 5
- 125000004414 alkyl thio group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 8
- 229920006395 saturated elastomer Polymers 0.000 claims 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000004434 sulfur atom Chemical group 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000006413 ring segment Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000002837 carbocyclic group Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000005343 heterocyclic alkyl group Chemical group 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical group CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32931401P | 2001-10-16 | 2001-10-16 | |
| PCT/US2002/032834 WO2003032981A1 (en) | 2001-10-16 | 2002-10-16 | 4-(4-alkoxy-3-hydroxyphenyl)-2-pyrrolidone derivatives as pde-4 inhibitors for the treatment of neurological syndromes |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009205533A Division JP2009286797A (ja) | 2001-10-16 | 2009-09-07 | 神経病症候群の治療の為のpde−4阻害剤としての、4−(4−アルコキシ−3−ヒドロキシフェニル)−2−ピロリディン誘導体。 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005508961A JP2005508961A (ja) | 2005-04-07 |
| JP2005508961A5 true JP2005508961A5 (https=) | 2010-03-18 |
| JP4484515B2 JP4484515B2 (ja) | 2010-06-16 |
Family
ID=23284824
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003535784A Expired - Fee Related JP4484515B2 (ja) | 2001-10-16 | 2002-10-16 | 神経病症候群の治療の為のpde−4阻害剤としての、4−(4−アルコキシ−3−ヒドロキシフェニル)−2−ピロリディン誘導体。 |
| JP2009205533A Pending JP2009286797A (ja) | 2001-10-16 | 2009-09-07 | 神経病症候群の治療の為のpde−4阻害剤としての、4−(4−アルコキシ−3−ヒドロキシフェニル)−2−ピロリディン誘導体。 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009205533A Pending JP2009286797A (ja) | 2001-10-16 | 2009-09-07 | 神経病症候群の治療の為のpde−4阻害剤としての、4−(4−アルコキシ−3−ヒドロキシフェニル)−2−ピロリディン誘導体。 |
Country Status (20)
| Country | Link |
|---|---|
| US (3) | US7235579B2 (https=) |
| EP (1) | EP1435944B1 (https=) |
| JP (2) | JP4484515B2 (https=) |
| KR (2) | KR20090080573A (https=) |
| CN (1) | CN1604776A (https=) |
| AT (1) | ATE444065T1 (https=) |
| AU (1) | AU2002335015B8 (https=) |
| BR (1) | BR0213660A (https=) |
| CA (1) | CA2463469A1 (https=) |
| CO (1) | CO5570674A2 (https=) |
| DE (1) | DE60233884D1 (https=) |
| ES (1) | ES2334650T3 (https=) |
| HR (1) | HRP20040409A2 (https=) |
| IL (1) | IL161317A0 (https=) |
| MX (1) | MXPA04003516A (https=) |
| NO (1) | NO20042024L (https=) |
| NZ (1) | NZ532288A (https=) |
| RU (2) | RU2340600C2 (https=) |
| WO (1) | WO2003032981A1 (https=) |
| ZA (1) | ZA200402856B (https=) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9931318B2 (en) | 2003-04-08 | 2018-04-03 | Dart Neuroscience (Cayman) Ltd. | Phosphodiesterase 4 inhibitors for cognitive and motor rehabilitation |
| US8153646B2 (en) | 2000-08-10 | 2012-04-10 | Dart Neuroscience (Cayman) Ltd. | Phosphodiesterase 4 inhibitors for cognitive and motor rehabilitation |
| WO2002054066A2 (en) * | 2000-12-14 | 2002-07-11 | The Burnham Institute | Non-apoptotic forms of cell death and methods of modulation |
| IL161317A0 (en) | 2001-10-16 | 2004-09-27 | Memory Pharm Corp | 4-(4-alkoxy-3-hydroxyphenyl)-2-pyrrolidone derivatives as pde-4 inhibitors for the treatment of neurological syndromes |
| US20030157053A1 (en) * | 2002-02-19 | 2003-08-21 | Sabina Sperandio | Modulators of paraptosis and related methods |
| AU2003285952A1 (en) | 2002-10-21 | 2004-05-13 | Irm Llc | Pyrrolidones with anti-hiv activity |
| ES2211344B1 (es) * | 2002-12-26 | 2005-10-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| SG169900A1 (en) * | 2003-04-16 | 2011-04-29 | Memory Pharm Corp | 4 - (3,4 - disubstituted phenyl) - pyrrolidin-2-one compounds as phosphodiesterase 4 inhibitors |
| US20070191267A1 (en) * | 2003-04-28 | 2007-08-16 | Ab Science | Use of tyrosine kinase inhibitors for treating cerebral ischemia |
| ES2251866B1 (es) * | 2004-06-18 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| ES2251867B1 (es) * | 2004-06-21 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
| DOP2005000123A (es) | 2004-07-02 | 2011-07-15 | Merck Sharp & Dohme | Inhibidores de cetp |
| EP1802615A1 (en) * | 2004-10-20 | 2007-07-04 | Memory Pharmaceuticals Corporation | Phosphodiesterase 4 inhibitors |
| PL1954684T3 (pl) | 2005-11-15 | 2014-10-31 | Otsuka Pharma Co Ltd | Związek oksazolowy i kompozycja farmaceutyczna |
| NZ568904A (en) * | 2005-12-30 | 2011-05-27 | Merck Sharp & Dohme | 1,3-oxazolidin-2-one derivatives useful as CETP inhibitors |
| ES2412481T3 (es) * | 2006-05-19 | 2013-07-11 | Dart Neuroscience Llc | Inhibidores de la fosfodiesterasa 4 para la rehabilitación motora |
| ES2320954B1 (es) * | 2007-03-02 | 2010-03-16 | Laboratorio Almirall S.A. | Nuevo procedimiento de preparacion de 3-metil-4-fenilisoxazolo (3,4-d)iridazin-7(6h)-ona. |
| WO2009067607A2 (en) * | 2007-11-20 | 2009-05-28 | Memory Pharmaceuticals Corporation | Combinations of pde4 inhibitors and antipsychotics for the treatment of psychotic disorders |
| ES2865504T3 (es) | 2008-10-16 | 2021-10-15 | Univ Johns Hopkins | Procedimientos y composiciones para la mejora de la función cognitiva |
| WO2010075086A2 (en) * | 2008-12-15 | 2010-07-01 | Auspex Pharmaceuticals, Inc. | Pyrrolidinone inhibitors of pde-4 |
| ES2469849T3 (es) | 2009-06-18 | 2014-06-20 | Concert Pharmaceuticals Inc. | Derivados deuterados de isoindolin-1,3-diona como inhibidores de PDE4 y TNF-alfa |
| US20140206667A1 (en) | 2012-11-14 | 2014-07-24 | Michela Gallagher | Methods and compositions for treating schizophrenia |
| BR112015019276A2 (pt) | 2013-02-19 | 2017-07-18 | Pfizer | compostos de azabenzimidazol como inibidores de isoenzimas de pde4 para o tratamento de distúrbios do snc e outros distúrbios |
| WO2014144663A1 (en) | 2013-03-15 | 2014-09-18 | The Johns Hopkins University | Methods and compositions for improving cognitive function |
| JP6433482B2 (ja) | 2013-03-15 | 2018-12-05 | エージンバイオ, インコーポレイテッド | 認知機能を改善するための方法および組成物 |
| WO2016012896A1 (en) | 2014-07-24 | 2016-01-28 | Pfizer Inc. | Pyrazolopyrimidine compounds |
| MD20170011A2 (ro) | 2014-08-06 | 2017-08-31 | Pfizer Inc. | Compuşi imidazopiridazinici |
| WO2016191288A1 (en) | 2015-05-22 | 2016-12-01 | Agenebio, Inc. | Extended release pharmaceutical compositions of levetiracetam |
| JP2017141222A (ja) * | 2016-02-09 | 2017-08-17 | 国立大学法人帯広畜産大学 | パーキンソン病に併発した認知障害の治療剤及びそのスクリーニング方法 |
| TWI877358B (zh) * | 2020-04-29 | 2025-03-21 | 大陸商廣東東陽光藥業股份有限公司 | 取代的吡咯烷類化合物及其在藥物中的應用 |
| CN112479966B (zh) * | 2020-12-11 | 2022-05-17 | 南京工业大学 | 一种咯利普兰的合成方法 |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2413935A1 (de) | 1974-03-20 | 1975-10-16 | Schering Ag | 4-(polyalkoxy-phenyl)-2-pyrrolidone |
| US4193926A (en) | 1974-03-20 | 1980-03-18 | Schering Aktiengesellschaft | 4-(Polyalkoxy phenyl)-2-pyrrolidones |
| DE2834114A1 (de) | 1978-08-01 | 1980-02-14 | Schering Ag | Polyalkoxyphenylpyrrolidone iii, verfahren zu ihrer herstellung und ihre verwendung |
| DE3438839A1 (de) * | 1984-10-19 | 1986-04-24 | Schering AG, 1000 Berlin und 4709 Bergkamen | Pharmazeutische praeparate |
| US5128358A (en) | 1988-01-19 | 1992-07-07 | Pfizer Inc. | Aryl substituted nitrogen heterocyclic antidepressants |
| DE3921593A1 (de) | 1989-06-28 | 1991-01-10 | Schering Ag | Verfahren zur racemattrennung von 4-aryl-2-oxo-pyrrolidin-3-carbonsaeure-ester |
| GB9009395D0 (en) | 1990-04-26 | 1990-06-20 | Orion Yhtymae Oy | Cyclic hydroxamic acids and their use |
| US5935978A (en) | 1991-01-28 | 1999-08-10 | Rhone-Poulenc Rorer Limited | Compounds containing phenyl linked to aryl or heteroaryl by an aliphatic- or heteroatom-containing linking group |
| PT100441A (pt) | 1991-05-02 | 1993-09-30 | Smithkline Beecham Corp | Pirrolidinonas, seu processo de preparacao, composicoes farmaceuticas que as contem e uso |
| AU2869092A (en) | 1991-10-11 | 1993-05-03 | Smithkline Beecham Corporation | Heterocyclic 3-phenylpyrrolidin-2-ones, their preparation and use for the manufacture of a medicament for inhibiting tumor necrosis factor production |
| ES2102036T3 (es) | 1992-06-15 | 1997-07-16 | Celltech Therapeutics Ltd | Derivados con grupo fenilo trisustituido utilizados como inhibidores selectivos de la fosfodiesterasa iv. |
| US5814651A (en) | 1992-12-02 | 1998-09-29 | Pfizer Inc. | Catechol diethers as selective PDEIV inhibitors |
| NZ257955A (en) * | 1992-12-02 | 1996-05-28 | Pfizer | Catechol diethers pharmaceutical compositions |
| TW263495B (https=) | 1992-12-23 | 1995-11-21 | Celltech Ltd | |
| US5665754A (en) * | 1993-09-20 | 1997-09-09 | Glaxo Wellcome Inc. | Substituted pyrrolidines |
| JPH07300455A (ja) * | 1994-03-08 | 1995-11-14 | Mitsubishi Chem Corp | 3−フェニルピロリジン誘導体 |
| US6334997B1 (en) | 1994-03-25 | 2002-01-01 | Isotechnika, Inc. | Method of using deuterated calcium channel blockers |
| ES2293638T3 (es) | 1994-03-25 | 2008-03-16 | Isotechnika, Inc. | Mejora de la eficacia de farmacos por deuteracion. |
| DK0758233T3 (da) * | 1994-04-21 | 2004-03-22 | Schering Ag | PDE IV-inhibitorer til behandling af multipel sklerose |
| GB9412383D0 (en) | 1994-06-21 | 1994-08-10 | Celltech Ltd | Chemical compound |
| DE19601938A1 (de) | 1996-01-12 | 1997-07-17 | Schering Ag | Neue Phosphodiesteraseinhibitoren |
| JPH1072415A (ja) | 1996-06-26 | 1998-03-17 | Nikken Chem Co Ltd | 3−アニリノ−2−シクロアルケノン誘導体 |
| GB9622386D0 (en) | 1996-10-28 | 1997-01-08 | Sandoz Ltd | Organic compounds |
| CA2295106C (en) | 1997-06-24 | 2007-03-13 | Nikken Chemicals Co., Ltd. | 3-anilino-2-cycloalkenone derivatives |
| JP3085249B2 (ja) | 1997-07-09 | 2000-09-04 | 松下電器産業株式会社 | ホットプレート |
| US6403597B1 (en) * | 1997-10-28 | 2002-06-11 | Vivus, Inc. | Administration of phosphodiesterase inhibitors for the treatment of premature ejaculation |
| US6258833B1 (en) | 1999-12-23 | 2001-07-10 | Icos Corporation | Cyclic AMP-specific phosphodiesterase inhibitors |
| US6372777B1 (en) | 1999-12-23 | 2002-04-16 | Icos Corporation | Cyclic AMP-specific phosphodiesterase inhibitors |
| GB0004297D0 (en) | 2000-02-23 | 2000-04-12 | Ucb Sa | 2-oxo-1 pyrrolidine derivatives process for preparing them and their uses |
| CA2402384A1 (en) | 2000-03-16 | 2001-09-20 | Inflazyme Pharmaceuticals Ltd. | Benzylated pde4 inhibitors |
| EP1343528A2 (en) | 2000-11-02 | 2003-09-17 | Research Foundation of City University of New York | Methods for stimulating nervous system regeneration and repair by inhibition phosphodiesterase type 4 |
| US6495154B1 (en) * | 2000-11-21 | 2002-12-17 | Vivus Inc. | On demand administration of clomipramine and salts thereof to treat premature ejaculation |
| IL161317A0 (en) | 2001-10-16 | 2004-09-27 | Memory Pharm Corp | 4-(4-alkoxy-3-hydroxyphenyl)-2-pyrrolidone derivatives as pde-4 inhibitors for the treatment of neurological syndromes |
| SG169900A1 (en) | 2003-04-16 | 2011-04-29 | Memory Pharm Corp | 4 - (3,4 - disubstituted phenyl) - pyrrolidin-2-one compounds as phosphodiesterase 4 inhibitors |
-
2002
- 2002-10-16 IL IL16131702A patent/IL161317A0/xx unknown
- 2002-10-16 EP EP02801710A patent/EP1435944B1/en not_active Expired - Lifetime
- 2002-10-16 WO PCT/US2002/032834 patent/WO2003032981A1/en not_active Ceased
- 2002-10-16 CN CNA028251024A patent/CN1604776A/zh active Pending
- 2002-10-16 AU AU2002335015A patent/AU2002335015B8/en not_active Ceased
- 2002-10-16 HR HR20040409A patent/HRP20040409A2/hr not_active Application Discontinuation
- 2002-10-16 ES ES02801710T patent/ES2334650T3/es not_active Expired - Lifetime
- 2002-10-16 BR BR0213660-0A patent/BR0213660A/pt not_active IP Right Cessation
- 2002-10-16 DE DE60233884T patent/DE60233884D1/de not_active Expired - Lifetime
- 2002-10-16 KR KR1020097014588A patent/KR20090080573A/ko not_active Ceased
- 2002-10-16 RU RU2004115333/04A patent/RU2340600C2/ru not_active IP Right Cessation
- 2002-10-16 KR KR1020047005475A patent/KR100951218B1/ko not_active Expired - Fee Related
- 2002-10-16 CA CA002463469A patent/CA2463469A1/en not_active Abandoned
- 2002-10-16 MX MXPA04003516A patent/MXPA04003516A/es active IP Right Grant
- 2002-10-16 JP JP2003535784A patent/JP4484515B2/ja not_active Expired - Fee Related
- 2002-10-16 NZ NZ532288A patent/NZ532288A/en not_active IP Right Cessation
- 2002-10-16 AT AT02801710T patent/ATE444065T1/de not_active IP Right Cessation
- 2002-10-16 US US10/270,724 patent/US7235579B2/en not_active Expired - Fee Related
-
2004
- 2004-04-15 CO CO04034582A patent/CO5570674A2/es not_active Application Discontinuation
- 2004-04-15 ZA ZA200402856A patent/ZA200402856B/en unknown
- 2004-05-14 NO NO20042024A patent/NO20042024L/no not_active Application Discontinuation
-
2005
- 2005-07-22 US US11/186,958 patent/US20050272803A1/en not_active Abandoned
-
2008
- 2008-06-16 RU RU2008123376/04A patent/RU2008123376A/ru not_active Application Discontinuation
- 2008-12-01 US US12/325,433 patent/US20090176799A1/en not_active Abandoned
-
2009
- 2009-09-07 JP JP2009205533A patent/JP2009286797A/ja active Pending
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