JP2008523030A5 - - Google Patents
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- JP2008523030A5 JP2008523030A5 JP2007544896A JP2007544896A JP2008523030A5 JP 2008523030 A5 JP2008523030 A5 JP 2008523030A5 JP 2007544896 A JP2007544896 A JP 2007544896A JP 2007544896 A JP2007544896 A JP 2007544896A JP 2008523030 A5 JP2008523030 A5 JP 2008523030A5
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- JP
- Japan
- Prior art keywords
- alkyl
- formula
- group
- disease
- compound
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 2
- 150000001204 N-oxides Chemical class 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical group C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 claims 2
- 208000020016 psychiatric disease Diseases 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 201000000980 schizophrenia Diseases 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 206010001488 Aggression Diseases 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 206010003805 Autism Diseases 0.000 claims 1
- 208000020706 Autistic disease Diseases 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 208000028698 Cognitive impairment Diseases 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 208000015114 central nervous system disease Diseases 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 230000001149 cognitive effect Effects 0.000 claims 1
- 208000002173 dizziness Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 206010027175 memory impairment Diseases 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- APIXJSLKIYYUKG-UHFFFAOYSA-N 3 Isobutyl 1 methylxanthine Chemical compound O=C1N(C)C(=O)N(CC(C)C)C2=C1N=CN2 APIXJSLKIYYUKG-UHFFFAOYSA-N 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000006144 Dulbecco’s modified Eagle's medium Substances 0.000 description 2
- OHCQJHSOBUTRHG-KGGHGJDLSA-N FORSKOLIN Chemical compound O=C([C@@]12O)C[C@](C)(C=C)O[C@]1(C)[C@@H](OC(=O)C)[C@@H](O)[C@@H]1[C@]2(C)[C@@H](O)CCC1(C)C OHCQJHSOBUTRHG-KGGHGJDLSA-N 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 description 1
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 description 1
- SUZLHDUTVMZSEV-UHFFFAOYSA-N Deoxycoleonol Natural products C12C(=O)CC(C)(C=C)OC2(C)C(OC(=O)C)C(O)C2C1(C)C(O)CCC2(C)C SUZLHDUTVMZSEV-UHFFFAOYSA-N 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
- 229940099471 Phosphodiesterase inhibitor Drugs 0.000 description 1
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 1
- IVOMOUWHDPKRLL-UHFFFAOYSA-N UNPD107823 Natural products O1C2COP(O)(=O)OC2C(O)C1N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-UHFFFAOYSA-N 0.000 description 1
- 102000030621 adenylate cyclase Human genes 0.000 description 1
- 108060000200 adenylate cyclase Proteins 0.000 description 1
- 210000004978 chinese hamster ovary cell Anatomy 0.000 description 1
- OHCQJHSOBUTRHG-UHFFFAOYSA-N colforsin Natural products OC12C(=O)CC(C)(C=C)OC1(C)C(OC(=O)C)C(O)C1C2(C)C(O)CCC1(C)C OHCQJHSOBUTRHG-UHFFFAOYSA-N 0.000 description 1
- 210000003618 cortical neuron Anatomy 0.000 description 1
- 229940095074 cyclic amp Drugs 0.000 description 1
- 229960003638 dopamine Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000012894 fetal calf serum Substances 0.000 description 1
- 210000002950 fibroblast Anatomy 0.000 description 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 239000002571 phosphodiesterase inhibitor Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 230000008925 spontaneous activity Effects 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63407404P | 2004-12-08 | 2004-12-08 | |
| EP04106394 | 2004-12-08 | ||
| PCT/EP2005/056506 WO2006061377A1 (en) | 2004-12-08 | 2005-12-06 | Phenylpiperazine derivatives with a combination of partial dopamine-d2 receptor agonism and serotonin reuptake inhibition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008523030A JP2008523030A (ja) | 2008-07-03 |
| JP2008523030A5 true JP2008523030A5 (enExample) | 2009-01-29 |
Family
ID=35744728
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007544898A Withdrawn JP2008537725A (ja) | 2004-12-08 | 2005-12-06 | 部分的ドーパミン−ｄ２受容体作動性とセロトニン再摂取阻害の組み合わせを示すフェニルピペラジン誘導体 |
| JP2007544895A Withdrawn JP2008523029A (ja) | 2004-12-08 | 2005-12-06 | 部分的ドーパミン−ｄ２受容体作動性とセロトニン再摂取阻害の組み合わせを示すアリールオキシエチルアミン誘導体 |
| JP2007544896A Withdrawn JP2008523030A (ja) | 2004-12-08 | 2005-12-06 | 部分的ドーパミン−ｄ２受容体作動性とセロトニン再摂取阻害の組み合わせを示すフェニルピペラジン誘導体 |
| JP2007544897A Withdrawn JP2008523031A (ja) | 2004-12-08 | 2005-12-06 | 部分的ドーパミン−ｄ２受容体作動性とセロトニン再摂取阻害の組み合わせを示すフェニルピペラジン誘導体 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007544898A Withdrawn JP2008537725A (ja) | 2004-12-08 | 2005-12-06 | 部分的ドーパミン−ｄ２受容体作動性とセロトニン再摂取阻害の組み合わせを示すフェニルピペラジン誘導体 |
| JP2007544895A Withdrawn JP2008523029A (ja) | 2004-12-08 | 2005-12-06 | 部分的ドーパミン−ｄ２受容体作動性とセロトニン再摂取阻害の組み合わせを示すアリールオキシエチルアミン誘導体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007544897A Withdrawn JP2008523031A (ja) | 2004-12-08 | 2005-12-06 | 部分的ドーパミン−ｄ２受容体作動性とセロトニン再摂取阻害の組み合わせを示すフェニルピペラジン誘導体 |
Country Status (18)
| Country | Link |
|---|---|
| EP (4) | EP1827427B1 (enExample) |
| JP (4) | JP2008537725A (enExample) |
| KR (4) | KR20070085916A (enExample) |
| AT (2) | ATE413173T1 (enExample) |
| AU (4) | AU2005313391A1 (enExample) |
| BR (1) | BRPI0518613A2 (enExample) |
| CA (4) | CA2587202A1 (enExample) |
| DE (2) | DE602005010902D1 (enExample) |
| DK (2) | DK1824479T3 (enExample) |
| ES (2) | ES2317335T3 (enExample) |
| HR (2) | HRP20080538T3 (enExample) |
| IL (4) | IL183063A0 (enExample) |
| NO (4) | NO20072969L (enExample) |
| PL (2) | PL1824479T3 (enExample) |
| PT (2) | PT1824479E (enExample) |
| RU (4) | RU2007125661A (enExample) |
| SI (2) | SI1824479T1 (enExample) |
| WO (4) | WO2006061377A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0706778A2 (pt) * | 2006-01-30 | 2011-04-05 | Speedel Experimenta Ag | processos para a preparação estéreo-seletiva de álcoois a partir de compostos alfa, beta-insaturados |
| US8063062B2 (en) | 2006-12-20 | 2011-11-22 | Solvay Pharmaceuticals B.V. | Compounds with a combination of cannabinoid-CB1 antagonism and acetylcholinesterase inhibition |
| CA2671554A1 (en) * | 2007-01-10 | 2008-07-17 | Solvay Pharmaceuticals B.V. | Compounds with a combination of cannabinoid-cb1 antagonism and serotonin reuptake inhibition |
| US8138174B2 (en) | 2007-01-10 | 2012-03-20 | Solvay Pharmaceuticals B.V. | Compounds with a combination of cannabinoid CB1 antagonism and serotonin reuptake inhibition |
| JP5431306B2 (ja) * | 2007-04-23 | 2014-03-05 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 高速解離性ドパミン２受容体アンタゴニストとしてのチア（ジア）ゾール |
| WO2008128995A1 (en) * | 2007-04-23 | 2008-10-30 | Janssen Pharmaceutica N.V. | 4-alkoxypyridazine derivatives as fast dissociating dopamine 2 receptor antagonists |
| EP2148872A1 (en) * | 2007-04-23 | 2010-02-03 | Janssen Pharmaceutica, N.V. | Pyridine derivatives as fast dissociating dopamine 2 receptor antagonists |
| CN103360342B (zh) * | 2012-04-09 | 2015-12-16 | 江苏恩华药业股份有限公司 | 3-氰基苯胺烷基芳基哌嗪衍生物及在制备药物中的应用 |
| CN103570698B (zh) * | 2012-08-01 | 2016-08-03 | 江苏恩华药业股份有限公司 | 用于制备维拉佐酮的化合物及其中间体和应用 |
| ITMI20130392A1 (it) * | 2013-03-15 | 2014-09-16 | Dipharma Francis Srl | Sintesi di un inibitore della ricaptazione della serotonina |
| EP3010586A1 (en) | 2013-06-21 | 2016-04-27 | Lupin Limited | Substituted heterocyclic compounds as crac modulators |
| US9790231B2 (en) | 2013-06-24 | 2017-10-17 | Lupin Limited | Chromane and chromene derivatives and their use as CRAC modulators |
| WO2015014256A1 (en) | 2013-07-29 | 2015-02-05 | Sunshine Lake Pharma Co., Ltd. | Substituted heteroaryl compounds and methods of use thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2692264B1 (fr) * | 1992-06-12 | 1994-08-05 | Adir | Nouvelles piperazines 1,4-disubstituees, leur procede de preparation et les compositions pharmaceutiques les contenant. |
| EP0900792B1 (en) * | 1997-09-02 | 2003-10-29 | Duphar International Research B.V | Piperazine and piperidine derivatives as 5-HT1A and dopamine D2-receptor (ant)agonists |
| CA2327359A1 (en) * | 1998-04-08 | 1999-10-14 | Wyeth | N-aryloxyethyl-indoly-alkylamines for the treatment of depression (5-ht1a receptor active agents) |
| WO1999067237A1 (en) * | 1998-06-19 | 1999-12-29 | H. Lundbeck A/S | 4,5,6 and 7-indole and indoline derivatives, their preparation and use |
| AR022303A1 (es) * | 1999-01-22 | 2002-09-04 | Lundbeck & Co As H | Derivados de piperidina, tetrahidropiridina y piperazina, su preparacion y utilizacion |
| JP4919565B2 (ja) * | 1999-08-23 | 2012-04-18 | アボツト・ヘルスケア・プロダクツ・ベー・ブイ | 新規なフェニルピペラジン |
| PL375350A1 (en) * | 2002-12-10 | 2005-11-28 | Merck Patent Gmbh | Indol derivatives and their use as 5-ht ligands |
-
2005
- 2005-12-06 WO PCT/EP2005/056506 patent/WO2006061377A1/en not_active Ceased
- 2005-12-06 RU RU2007125661/04A patent/RU2007125661A/ru not_active Application Discontinuation
- 2005-12-06 KR KR1020077012935A patent/KR20070085916A/ko not_active Withdrawn
- 2005-12-06 DE DE602005010902T patent/DE602005010902D1/de not_active Expired - Fee Related
- 2005-12-06 BR BRPI0518613-7A patent/BRPI0518613A2/pt not_active IP Right Cessation
- 2005-12-06 KR KR1020077013015A patent/KR20070085959A/ko not_active Withdrawn
- 2005-12-06 ES ES05816322T patent/ES2317335T3/es not_active Expired - Lifetime
- 2005-12-06 WO PCT/EP2005/056505 patent/WO2006061376A1/en not_active Ceased
- 2005-12-06 KR KR1020077013063A patent/KR20070085988A/ko not_active Withdrawn
- 2005-12-06 ES ES05850037T patent/ES2311245T3/es not_active Expired - Lifetime
- 2005-12-06 CA CA002587202A patent/CA2587202A1/en not_active Abandoned
- 2005-12-06 DK DK05816322T patent/DK1824479T3/da active
- 2005-12-06 WO PCT/EP2005/056507 patent/WO2006061378A1/en not_active Ceased
- 2005-12-06 PL PL05816322T patent/PL1824479T3/pl unknown
- 2005-12-06 DE DE602005008471T patent/DE602005008471D1/de not_active Expired - Fee Related
- 2005-12-06 SI SI200530566T patent/SI1824479T1/sl unknown
- 2005-12-06 RU RU2007125659/04A patent/RU2007125659A/ru not_active Application Discontinuation
- 2005-12-06 AT AT05816322T patent/ATE413173T1/de not_active IP Right Cessation
- 2005-12-06 EP EP05850037A patent/EP1827427B1/en not_active Expired - Lifetime
- 2005-12-06 CA CA002587357A patent/CA2587357A1/en not_active Abandoned
- 2005-12-06 PT PT05816322T patent/PT1824479E/pt unknown
- 2005-12-06 EP EP05816322A patent/EP1824479B1/en not_active Expired - Lifetime
- 2005-12-06 EP EP05816324A patent/EP1824480A1/en not_active Withdrawn
- 2005-12-06 AU AU2005313391A patent/AU2005313391A1/en not_active Abandoned
- 2005-12-06 JP JP2007544898A patent/JP2008537725A/ja not_active Withdrawn
- 2005-12-06 AT AT05850037T patent/ATE401883T1/de not_active IP Right Cessation
- 2005-12-06 HR HR20080538T patent/HRP20080538T3/xx unknown
- 2005-12-06 JP JP2007544895A patent/JP2008523029A/ja not_active Withdrawn
- 2005-12-06 EP EP05813645A patent/EP1827426A1/en not_active Withdrawn
- 2005-12-06 RU RU2007125660/04A patent/RU2007125660A/ru not_active Application Discontinuation
- 2005-12-06 CA CA002587559A patent/CA2587559A1/en not_active Abandoned
- 2005-12-06 RU RU2007125658/04A patent/RU2007125658A/ru not_active Application Discontinuation
- 2005-12-06 SI SI200530416T patent/SI1827427T1/sl unknown
- 2005-12-06 WO PCT/EP2005/056508 patent/WO2006061379A1/en not_active Ceased
- 2005-12-06 PL PL05850037T patent/PL1827427T3/pl unknown
- 2005-12-06 HR HR20090015T patent/HRP20090015T3/xx unknown
- 2005-12-06 CA CA002587381A patent/CA2587381A1/en not_active Abandoned
- 2005-12-06 AU AU2005313312A patent/AU2005313312A1/en not_active Abandoned
- 2005-12-06 JP JP2007544896A patent/JP2008523030A/ja not_active Withdrawn
- 2005-12-06 AU AU2005313311A patent/AU2005313311A1/en not_active Abandoned
- 2005-12-06 PT PT05850037T patent/PT1827427E/pt unknown
- 2005-12-06 KR KR1020077013041A patent/KR20070085975A/ko not_active Withdrawn
- 2005-12-06 JP JP2007544897A patent/JP2008523031A/ja not_active Withdrawn
- 2005-12-06 DK DK05850037T patent/DK1827427T3/da active
- 2005-12-06 AU AU2005313390A patent/AU2005313390A1/en not_active Abandoned
-
2007
- 2007-05-08 IL IL183063A patent/IL183063A0/en unknown
- 2007-05-08 IL IL183061A patent/IL183061A0/en unknown
- 2007-05-08 IL IL183064A patent/IL183064A0/en unknown
- 2007-05-08 IL IL183062A patent/IL183062A0/en unknown
- 2007-06-11 NO NO20072969A patent/NO20072969L/no not_active Application Discontinuation
- 2007-06-11 NO NO20072977A patent/NO20072977L/no not_active Application Discontinuation
- 2007-06-11 NO NO20072974A patent/NO20072974L/no not_active Application Discontinuation
- 2007-06-11 NO NO20072981A patent/NO20072981L/no not_active Application Discontinuation
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