JP2006522034A5 - - Google Patents
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- Publication number
- JP2006522034A5 JP2006522034A5 JP2006504582A JP2006504582A JP2006522034A5 JP 2006522034 A5 JP2006522034 A5 JP 2006522034A5 JP 2006504582 A JP2006504582 A JP 2006504582A JP 2006504582 A JP2006504582 A JP 2006504582A JP 2006522034 A5 JP2006522034 A5 JP 2006522034A5
- Authority
- JP
- Japan
- Prior art keywords
- chromen
- piperazin
- oxo
- butyl
- indol
- 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
- -1 CF 3 Inorganic materials 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229940002612 prodrug Drugs 0.000 claims description 3
- 239000000651 prodrug Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000012453 solvate Substances 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- JUNWDKHWFPUIHO-UHFFFAOYSA-N 3-[4-[4-(3-amino-2-oxochromen-6-yl)piperazin-1-yl]butyl]-1h-indole-5-carbonitrile Chemical compound C1=C(C#N)C=C2C(CCCCN3CCN(CC3)C=3C=C4C=C(C(OC4=CC=3)=O)N)=CNC2=C1 JUNWDKHWFPUIHO-UHFFFAOYSA-N 0.000 claims 1
- OTUQOBBBIOAFTO-UHFFFAOYSA-N 3-[4-[4-[3-(methylamino)-2-oxochromen-6-yl]piperazin-1-yl]butyl]-1H-indole-5-carbonitrile Chemical compound CNC1=CC2=C(C=CC(=C2)N3CCN(CC3)CCCCC4=CNC5=C4C=C(C=C5)C#N)OC1=O OTUQOBBBIOAFTO-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- NRTJSOPSJCPIIG-UHFFFAOYSA-N n-[6-[4-[4-(5-cyano-1h-indol-3-yl)butyl]piperazin-1-yl]-2-oxochromen-3-yl]-2,2-dimethylpropanamide Chemical compound C1=C(C#N)C=C2C(CCCCN3CCN(CC3)C=3C=C4C=C(C(OC4=CC=3)=O)NC(=O)C(C)(C)C)=CNC2=C1 NRTJSOPSJCPIIG-UHFFFAOYSA-N 0.000 claims 1
- 0 C*1C2=CC=C*(*)C=C2C(**(CC2)CC*2C(C=C2C=C3*)=CC(C)(*)C=C2OC3=O)=C1 Chemical compound C*1C2=CC=C*(*)C=C2C(**(CC2)CC*2C(C=C2C=C3*)=CC(C)(*)C=C2OC3=O)=C1 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- YMDZDFSUDFLGMX-UHFFFAOYSA-N 2-chloro-n-(2-chloroethyl)ethanamine;hydron;chloride Chemical compound [Cl-].ClCC[NH2+]CCCl YMDZDFSUDFLGMX-UHFFFAOYSA-N 0.000 description 1
- 238000006783 Fischer indole synthesis reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229940054051 antipsychotic indole derivative Drugs 0.000 description 1
- TXFLGZOGNOOEFZ-UHFFFAOYSA-N bis(2-chloroethyl)amine Chemical compound ClCCNCCCl TXFLGZOGNOOEFZ-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007345 electrophilic aromatic substitution reaction Methods 0.000 description 1
- 150000002475 indoles Chemical class 0.000 description 1
- 238000007339 nucleophilic aromatic substitution reaction Methods 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10315285A DE10315285A1 (de) | 2003-04-04 | 2003-04-04 | Chromenonindole |
| DE10315285.7 | 2003-04-04 | ||
| PCT/EP2004/002351 WO2004087692A1 (de) | 2003-04-04 | 2004-03-08 | Chromenonindole |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006522034A JP2006522034A (ja) | 2006-09-28 |
| JP2006522034A5 true JP2006522034A5 (enExample) | 2007-04-26 |
| JP4740114B2 JP4740114B2 (ja) | 2011-08-03 |
Family
ID=32981019
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006504582A Expired - Fee Related JP4740114B2 (ja) | 2003-04-04 | 2004-03-08 | クロメノンインドール |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US7968551B2 (enExample) |
| EP (1) | EP1611126B1 (enExample) |
| JP (1) | JP4740114B2 (enExample) |
| KR (1) | KR20050119673A (enExample) |
| CN (1) | CN1768056A (enExample) |
| AR (1) | AR043834A1 (enExample) |
| AT (1) | ATE446959T1 (enExample) |
| AU (1) | AU2004226279B2 (enExample) |
| BR (1) | BRPI0408467A (enExample) |
| CA (1) | CA2520892C (enExample) |
| DE (2) | DE10315285A1 (enExample) |
| DK (1) | DK1611126T3 (enExample) |
| ES (1) | ES2335665T3 (enExample) |
| MX (1) | MXPA05010483A (enExample) |
| PL (2) | PL377730A1 (enExample) |
| PT (1) | PT1611126E (enExample) |
| WO (1) | WO2004087692A1 (enExample) |
| ZA (1) | ZA200508922B (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1792629A4 (en) | 2004-08-25 | 2010-08-25 | Takeda Pharmaceutical | MEANS FOR THE PREVENTION / TREATMENT OF STRESS-RELATED HARNINE INCONTINENCE AND PRECAUTIONARY METHOD FOR THIS |
| EP2727585A1 (en) | 2006-05-16 | 2014-05-07 | Takeda Pharmaceutical Company Limited | In-vivo screening method |
| US20100266504A1 (en) | 2007-11-15 | 2010-10-21 | Takahiro Matsumoto | Condensed pyridine derivative and use thereof |
| US20120253036A1 (en) | 2009-12-11 | 2012-10-04 | Yukinori Nagakura | Agent for treating fibromyalgia |
| CN103304547A (zh) * | 2012-03-13 | 2013-09-18 | 中国药科大学 | 一种抗抑郁药维拉唑酮的制备方法 |
| CN104045608B (zh) * | 2013-03-11 | 2016-06-01 | 天津药物研究院有限公司 | 一种取代哌嗪化合物及制备维拉佐酮中间体的方法 |
| CN104059046B (zh) * | 2013-03-18 | 2017-02-08 | 江苏恩华药业股份有限公司 | 黄酮类衍生物及其应用 |
| WO2015014256A1 (en) | 2013-07-29 | 2015-02-05 | Sunshine Lake Pharma Co., Ltd. | Substituted heteroaryl compounds and methods of use thereof |
| US10316025B2 (en) | 2015-06-03 | 2019-06-11 | Sunshine Lake Pharma Co., Ltd. | Substituted piperazine compounds and methods of use and use thereof |
| US20210052600A1 (en) | 2017-12-27 | 2021-02-25 | Takeda Pharmaceutical Company Limited | Therapeutic agents for stress urinary incontinence and incotinence of feces |
| WO2020087031A1 (en) | 2018-10-26 | 2020-04-30 | The Research Foundation For The State University Of New York | Combination serotonin specific reuptake inhibitor and serotonin 1a receptor partial agonist for reducing l-dopa-induced dyskinesia |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4333254A1 (de) | 1993-09-30 | 1995-04-06 | Merck Patent Gmbh | Piperidine und Piperazine |
| DE19730989A1 (de) | 1997-07-18 | 1999-01-21 | Merck Patent Gmbh | Piperazin-Derivate |
-
2003
- 2003-04-04 DE DE10315285A patent/DE10315285A1/de not_active Withdrawn
-
2004
- 2004-03-08 DE DE502004010296T patent/DE502004010296D1/de not_active Expired - Lifetime
- 2004-03-08 WO PCT/EP2004/002351 patent/WO2004087692A1/de not_active Ceased
- 2004-03-08 AU AU2004226279A patent/AU2004226279B2/en not_active Ceased
- 2004-03-08 KR KR1020057018642A patent/KR20050119673A/ko not_active Withdrawn
- 2004-03-08 ES ES04718300T patent/ES2335665T3/es not_active Expired - Lifetime
- 2004-03-08 US US10/551,997 patent/US7968551B2/en not_active Expired - Fee Related
- 2004-03-08 CA CA2520892A patent/CA2520892C/en not_active Expired - Fee Related
- 2004-03-08 AT AT04718300T patent/ATE446959T1/de active
- 2004-03-08 MX MXPA05010483A patent/MXPA05010483A/es not_active Application Discontinuation
- 2004-03-08 PL PL377730A patent/PL377730A1/pl unknown
- 2004-03-08 JP JP2006504582A patent/JP4740114B2/ja not_active Expired - Fee Related
- 2004-03-08 BR BRPI0408467-5A patent/BRPI0408467A/pt not_active Application Discontinuation
- 2004-03-08 PL PL04718300T patent/PL1611126T3/pl unknown
- 2004-03-08 EP EP04718300A patent/EP1611126B1/de not_active Expired - Lifetime
- 2004-03-08 CN CNA2004800085714A patent/CN1768056A/zh active Pending
- 2004-03-08 DK DK04718300.9T patent/DK1611126T3/da active
- 2004-03-08 PT PT04718300T patent/PT1611126E/pt unknown
- 2004-04-02 AR ARP040101116A patent/AR043834A1/es unknown
-
2005
- 2005-11-03 ZA ZA200508922A patent/ZA200508922B/xx unknown
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