JP2005510473A5 - - Google Patents
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- Publication number
- JP2005510473A5 JP2005510473A5 JP2003531986A JP2003531986A JP2005510473A5 JP 2005510473 A5 JP2005510473 A5 JP 2005510473A5 JP 2003531986 A JP2003531986 A JP 2003531986A JP 2003531986 A JP2003531986 A JP 2003531986A JP 2005510473 A5 JP2005510473 A5 JP 2005510473A5
- Authority
- JP
- Japan
- Prior art keywords
- optionally substituted
- group
- cycloalkyl
- alkyl
- alkylidene
- 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
- 150000001875 compounds Chemical class 0.000 description 23
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 22
- 125000001424 substituent group Chemical group 0.000 description 18
- 229910052736 halogen Inorganic materials 0.000 description 15
- 150000002367 halogens Chemical group 0.000 description 15
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- 239000001257 hydrogen Substances 0.000 description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 13
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical group C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 12
- 150000002431 hydrogen Chemical class 0.000 description 12
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
- 125000001072 heteroaryl group Chemical group 0.000 description 6
- 125000003107 substituted aryl group Chemical group 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 description 4
- 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 description 4
- 125000000623 heterocyclic group Chemical group 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 102000005962 receptors Human genes 0.000 description 4
- 108020003175 receptors Proteins 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- -1 C 1-8 -alkyl Chemical group 0.000 description 3
- 208000028017 Psychotic disease Diseases 0.000 description 3
- 239000005557 antagonist Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 208000020016 psychiatric disease Diseases 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 125000006850 spacer group Chemical group 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- DGGKXQQCVPAUEA-UHFFFAOYSA-N 8-azabicyclo[3.2.1]octane Chemical group C1CCC2CCC1N2 DGGKXQQCVPAUEA-UHFFFAOYSA-N 0.000 description 2
- 208000000044 Amnesia Diseases 0.000 description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical group C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 2
- 239000000556 agonist Substances 0.000 description 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 2
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical group C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 2
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical group C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 description 2
- QXNDZONIWRINJR-UHFFFAOYSA-N azocane Chemical group C1CCCNCCC1 QXNDZONIWRINJR-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000001713 cholinergic effect Effects 0.000 description 2
- 208000035475 disorder Diseases 0.000 description 2
- 229940125425 inverse agonist Drugs 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 239000000651 prodrug Substances 0.000 description 2
- 229940002612 prodrug Drugs 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 208000031091 Amnestic disease Diseases 0.000 description 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 description 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 description 1
- 0 C***1c2ccccc2*(*)C1* Chemical compound C***1c2ccccc2*(*)C1* 0.000 description 1
- 108010009685 Cholinergic Receptors Proteins 0.000 description 1
- 208000028698 Cognitive impairment Diseases 0.000 description 1
- 206010012289 Dementia Diseases 0.000 description 1
- 201000010374 Down Syndrome Diseases 0.000 description 1
- 208000024412 Friedreich ataxia Diseases 0.000 description 1
- 201000011240 Frontotemporal dementia Diseases 0.000 description 1
- 201000004311 Gilles de la Tourette syndrome Diseases 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 208000023105 Huntington disease Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 208000026139 Memory disease Diseases 0.000 description 1
- 208000018737 Parkinson disease Diseases 0.000 description 1
- 208000000609 Pick Disease of the Brain Diseases 0.000 description 1
- 208000034972 Sudden Infant Death Diseases 0.000 description 1
- 206010042440 Sudden infant death syndrome Diseases 0.000 description 1
- 208000000323 Tourette Syndrome Diseases 0.000 description 1
- 208000016620 Tourette disease Diseases 0.000 description 1
- 206010044688 Trisomy 21 Diseases 0.000 description 1
- 102000034337 acetylcholine receptors Human genes 0.000 description 1
- 230000007000 age related cognitive decline Effects 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 230000006986 amnesia Effects 0.000 description 1
- 230000000561 anti-psychotic effect Effects 0.000 description 1
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 208000010877 cognitive disease Diseases 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 description 1
- 230000004410 intraocular pressure Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000006984 memory degeneration Effects 0.000 description 1
- 208000023060 memory loss Diseases 0.000 description 1
- 230000004770 neurodegeneration Effects 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 201000000980 schizophrenia Diseases 0.000 description 1
- 208000019116 sleep disease Diseases 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000008403 visual deficit Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32675401P | 2001-10-02 | 2001-10-02 | |
| PCT/US2002/031308 WO2003028650A2 (en) | 2001-10-02 | 2002-09-30 | Benzimidazolidinone derivatives as muscarinic agents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005510473A JP2005510473A (ja) | 2005-04-21 |
| JP2005510473A5 true JP2005510473A5 (cg-RX-API-DMAC10.html) | 2006-01-05 |
| JP4347047B2 JP4347047B2 (ja) | 2009-10-21 |
Family
ID=23273560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003531986A Expired - Fee Related JP4347047B2 (ja) | 2001-10-02 | 2002-09-30 | ムスカリン作用薬としてのベンゾイミダゾリジノン誘導体 |
Country Status (17)
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2288919C2 (ru) * | 2001-10-02 | 2006-12-10 | Акадиа Фармасьютикалз, Инк. | Производные бензимидазолидинона в качестве агентов мускариновых рецепторов |
| WO2004089942A2 (en) * | 2001-10-02 | 2004-10-21 | Acadia Pharmaceuticals Inc. | Benzimidazolidinone derivatives as muscarinic agents |
| US6951849B2 (en) | 2001-10-02 | 2005-10-04 | Acadia Pharmaceuticals Inc. | Benzimidazolidinone derivatives as muscarinic agents |
| CA2480378A1 (en) | 2002-05-07 | 2003-11-20 | Neurosearch A/S | Novel azacyclic ethynyl derivatives |
| RU2358735C2 (ru) * | 2003-03-28 | 2009-06-20 | Акадиа Фармасьютикалз Инк. | Агонисты м1 мускариновых рецепторов для противоболевой терапии |
| US7157471B2 (en) * | 2003-08-25 | 2007-01-02 | Boehringer Ingelheim International Gmbh | Haloalkyl- and piperidine-substituted benzimidazole-derivatives |
| AR045843A1 (es) * | 2003-10-03 | 2005-11-16 | Solvay Pharm Bv | Derivados de bencimidazolonas y quinazolinonas sustituidas con hidronopol como agonistas en receptores orl 1 humanos |
| EP2258359A3 (en) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation with sabcomelin |
| CA2620333A1 (en) | 2005-08-26 | 2007-03-01 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation |
| KR20130091791A (ko) * | 2005-09-30 | 2013-08-19 | 글락소 그룹 리미티드 | Ｍ１ 수용체에서 활성을 갖는 화합물 및 그의 의약적 용도 |
| ES2391107T3 (es) * | 2005-09-30 | 2012-11-21 | Glaxo Group Limited | Compuestos que tienen actividad en el receptor M1 y sus usos en medicina |
| JP5209479B2 (ja) * | 2005-09-30 | 2013-06-12 | グラクソ グループ リミテッド | Ｍ１受容体にて活性を有するベンゾイミダゾロン類 |
| AU2006304787A1 (en) | 2005-10-21 | 2007-04-26 | Braincells, Inc. | Modulation of neurogenesis by PDE inhibition |
| EP2314289A1 (en) | 2005-10-31 | 2011-04-27 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
| EP1973904A2 (en) * | 2005-12-27 | 2008-10-01 | University Of Toledo | Muscarinic agonists and methods of use thereof |
| US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
| GB0607949D0 (en) * | 2006-04-21 | 2006-05-31 | Minster Res The Ltd | Mono and combination therapy |
| JP2009536667A (ja) | 2006-05-09 | 2009-10-15 | ブレインセルス，インコーポレイティド | ５ｈｔ受容体介在性の神経新生 |
| EP2021000A2 (en) | 2006-05-09 | 2009-02-11 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
| TW200813018A (en) * | 2006-06-09 | 2008-03-16 | Astrazeneca Ab | Novel compounds |
| MX2009002496A (es) | 2006-09-08 | 2009-07-10 | Braincells Inc | Combinaciones que contienen un derivado de 4-acilaminopiridina. |
| US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
| US20100210633A1 (en) * | 2006-10-12 | 2010-08-19 | Epix Delaware, Inc. | Carboxamide compounds and their use |
| EP2194982A1 (en) * | 2007-09-20 | 2010-06-16 | Glaxo Group Limited | Compounds which have activity at m1 receptor and their uses in medicine |
| TW200930367A (en) * | 2007-09-20 | 2009-07-16 | Glaxo Group Ltd | Compounds which have activity at M1 receptor and their uses in medicine |
| GB0718415D0 (en) * | 2007-09-20 | 2007-10-31 | Glaxo Group Ltd | Compounds |
| EP2280766A1 (en) | 2007-12-11 | 2011-02-09 | CytoPathfinder, Inc. | Carboxamide compounds and their use as chemokine receptor agonists |
| WO2009140483A1 (en) | 2008-05-15 | 2009-11-19 | University Of Toledo | Muscarinic agonists as cognitive enhancers |
| US20100158829A1 (en) * | 2008-12-24 | 2010-06-24 | Conopco, Inc., D/B/A Unilever | Method and Composition for Color Modulation |
| US20100216805A1 (en) | 2009-02-25 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
| TW201105667A (en) * | 2009-05-08 | 2011-02-16 | Cytopathfinder Inc | Dihydronaphthyridinyl and related compounds for use in treating ophthalmological disorders |
| NZ608069A (en) | 2010-10-06 | 2014-06-27 | Glaxosmithkline Llc | Benzimidazole derivatives as pi3 kinase inhibitors |
| WO2012149524A1 (en) | 2011-04-29 | 2012-11-01 | The University Of Toledo | Muscarinic agonists as enhancers of working memory and cognitive flexibility |
| JP6393524B2 (ja) * | 2014-06-05 | 2018-09-19 | ロート製薬株式会社 | 保湿剤 |
| WO2016022644A1 (en) * | 2014-08-06 | 2016-02-11 | Merck Sharp & Dohme Corp. | Heterocyclic cgrp receptor antagonists |
| JP6850282B2 (ja) | 2015-07-20 | 2021-03-31 | アカディア ファーマシューティカルズ インコーポレーテッド | Ｎ−（４−フルオロベンジル）−ｎ−（１−メチルピペリジン−４−イル）−ｎ’−（４−（２−メチルプロピルオキシ）フェニルメチル）カルバミドならびにその酒石酸塩および多形形態ｃを調製する方法 |
| WO2017165635A1 (en) | 2016-03-25 | 2017-09-28 | Acadia Pharmaceuticals Inc. | Combination of pimavanserin and cytochrome p450 modulators |
| US10953000B2 (en) | 2016-03-25 | 2021-03-23 | Acadia Pharmaceuticals Inc. | Combination of pimavanserin and cytochrome P450 modulators |
| US20190117636A1 (en) * | 2016-03-29 | 2019-04-25 | Acadia Pharmaceuticals Inc. | 5-ht2a serotonin receptor inverse agonists or antagonists for use in reducing amyloid-beta peptides and accumulation of amyloid plaques |
| EP3558311A1 (en) | 2016-12-20 | 2019-10-30 | Acadia Pharmaceuticals Inc. | Pimavanserin alone or in combination for use in the treatment of alzheimer's disease psychosis |
| WO2018200977A1 (en) | 2017-04-28 | 2018-11-01 | Acadia Pharmaceuticals Inc. | Pimavanserin for treating impulse control disorder |
| US20210077479A1 (en) | 2017-08-30 | 2021-03-18 | Acadia Pharmaceuticals Inc. | Formulations of pimavanserin |
| AU2019387370A1 (en) | 2018-11-30 | 2021-06-10 | Nuvation Bio Inc. | Pyrrole and pyrazole compounds and methods of use thereof |
| US12454525B2 (en) * | 2020-05-06 | 2025-10-28 | Merck Sharp & Dohme Llc | IL4I1 inhibitors and methods of use |
| EP4447953A1 (en) | 2021-12-13 | 2024-10-23 | Sage Therapeutics, Inc. | Combination of muscarinic receptor positive modulators and nmda positive allosteric modulators |
| WO2024138108A2 (en) * | 2022-12-22 | 2024-06-27 | University Of Florida Research Foundation, Incorporated | Metabolically stable sigma receptor ligands |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH407121A (de) | 1962-03-30 | 1966-02-15 | Geigy Ag J R | Verfahren zur Herstellung von neuen Piperidinderivaten |
| US4371388A (en) * | 1980-01-25 | 1983-02-01 | Monsanto Company | 3-Substituted aminoalkyl-2-benzothiazolinones as plant growth regulants |
| US4254127A (en) * | 1980-04-03 | 1981-03-03 | Janssen Pharmaceutica, N.V. | 1,3-Dihydro-1-[(1-piperidinyl)alkyl]-2H-benzimidazol-2-one derivatives |
| US4943580A (en) * | 1987-03-09 | 1990-07-24 | Janssen Pharmaceutica N.V. | Anti-histaminic benzimidazole, imidazopyridine and purine derivatives |
| GB8718345D0 (en) * | 1987-08-03 | 1987-09-09 | Fordonal Sa | N-substituted benzamides |
| US4861889A (en) * | 1988-03-14 | 1989-08-29 | Hoechst-Roussel Pharmaceuticals, Inc. | 3-(2,3,4,5,6-pentafluorophenoxy)-8-azabicyclo[3.2.1]octanes |
| US5707798A (en) | 1993-07-13 | 1998-01-13 | Novo Nordisk A/S | Identification of ligands by selective amplification of cells transfected with receptors |
| JP3916093B2 (ja) | 1993-09-17 | 2007-05-16 | 杏林製薬株式会社 | 光学活性イミダゾリジノン誘導体とその製造方法 |
| JP3916092B2 (ja) | 1993-09-17 | 2007-05-16 | 杏林製薬株式会社 | イミダゾリジノン誘導体とその酸付加塩及び老年性痴呆症の治療薬 |
| JP2002515008A (ja) | 1994-10-27 | 2002-05-21 | メルク エンド カンパニー インコーポレーテッド | ムスカリン・アンタゴニスト |
| EP0816362A4 (en) * | 1995-03-22 | 1998-07-08 | Taisho Pharmaceutical Co Ltd | Thiazole derivatives |
| WO1997016186A1 (en) | 1995-10-31 | 1997-05-09 | Merck & Co., Inc. | Muscarine agonists |
| AU7528696A (en) | 1995-10-31 | 1997-05-22 | Merck & Co., Inc. | Muscarine antagonists |
| AU7478496A (en) | 1995-10-31 | 1997-05-22 | Merck & Co., Inc. | Muscarine antagonists |
| US5756508A (en) | 1995-10-31 | 1998-05-26 | Merck & Co., Inc. | Muscarine antagonists |
| US5718912A (en) | 1996-10-28 | 1998-02-17 | Merck & Co., Inc. | Muscarine agonists |
| WO1999032481A1 (en) | 1997-12-23 | 1999-07-01 | Alcon Laboratories, Inc. | Muscarinic agents and use thereof to treat glaucoma, myopia and various other conditions |
| US6569956B1 (en) * | 1999-12-22 | 2003-05-27 | Basf Corporation | Hyperbranched polyol macromolecule, method of making same, and coating composition including same |
| ATE348808T1 (de) * | 2000-03-06 | 2007-01-15 | Acadia Pharm Inc | Azacyclische verbindungen zur verwendung in der behandlung von mit serotonin verwandten krankheiten |
| WO2001083472A1 (en) | 2000-04-28 | 2001-11-08 | Acadia Pharmaceuticals, Inc. | Muscarinic agonists |
| DE60123643T2 (de) | 2000-09-19 | 2007-08-16 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Benzimidazolonderivate mit affinität zu serotonin- und dopaminrezeptoren |
| US6586435B2 (en) | 2000-09-19 | 2003-07-01 | Boehringer Ingelheim Pharma Kg | Benzimidazolone derivatives displaying affinity at the serotonin and dopamine receptors |
| US6951849B2 (en) * | 2001-10-02 | 2005-10-04 | Acadia Pharmaceuticals Inc. | Benzimidazolidinone derivatives as muscarinic agents |
| RU2288919C2 (ru) * | 2001-10-02 | 2006-12-10 | Акадиа Фармасьютикалз, Инк. | Производные бензимидазолидинона в качестве агентов мускариновых рецепторов |
-
2002
- 2002-09-30 RU RU2004113451/04A patent/RU2288919C2/ru not_active IP Right Cessation
- 2002-09-30 EP EP02763824A patent/EP1432420B1/en not_active Expired - Lifetime
- 2002-09-30 JP JP2003531986A patent/JP4347047B2/ja not_active Expired - Fee Related
- 2002-09-30 CA CA002457647A patent/CA2457647A1/en not_active Abandoned
- 2002-09-30 TW TW091122574A patent/TWI310034B/zh not_active IP Right Cessation
- 2002-09-30 BR BR0213611-2A patent/BR0213611A/pt not_active IP Right Cessation
- 2002-09-30 AT AT02763824T patent/ATE516030T1/de not_active IP Right Cessation
- 2002-09-30 US US10/262,517 patent/US7087593B2/en not_active Expired - Fee Related
- 2002-09-30 WO PCT/US2002/031308 patent/WO2003028650A2/en not_active Ceased
- 2002-09-30 KR KR10-2004-7004720A patent/KR20040047877A/ko not_active Ceased
- 2002-09-30 KR KR1020067025160A patent/KR100809569B1/ko not_active Expired - Fee Related
- 2002-09-30 AU AU2002327810A patent/AU2002327810B2/en not_active Ceased
- 2002-09-30 MX MXPA04003103A patent/MXPA04003103A/es active IP Right Grant
- 2002-09-30 NZ NZ531550A patent/NZ531550A/en not_active IP Right Cessation
- 2002-09-30 CN CNA028194446A patent/CN1561212A/zh active Pending
- 2002-10-02 AR ARP020103714A patent/AR036716A1/es unknown
-
2004
- 2004-03-30 NO NO20041317A patent/NO20041317L/no not_active Application Discontinuation
- 2004-04-01 ZA ZA200402609A patent/ZA200402609B/en unknown
-
2006
- 2006-05-03 US US11/418,342 patent/US7273857B2/en not_active Expired - Fee Related
- 2006-07-19 US US11/490,416 patent/US20060258707A1/en not_active Abandoned
-
2007
- 2007-09-20 US US11/858,828 patent/US20080009520A1/en not_active Abandoned
- 2007-11-27 US US11/945,857 patent/US20080070948A1/en not_active Abandoned
-
2010
- 2010-05-07 US US12/776,096 patent/US20100216840A1/en not_active Abandoned
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