JPS57156463A - Isoquinoline derivative - Google Patents
Isoquinoline derivativeInfo
- Publication number
- JPS57156463A JPS57156463A JP3955081A JP3955081A JPS57156463A JP S57156463 A JPS57156463 A JP S57156463A JP 3955081 A JP3955081 A JP 3955081A JP 3955081 A JP3955081 A JP 3955081A JP S57156463 A JPS57156463 A JP S57156463A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- remedy
- isoquinoline derivative
- alkyl
- activity
- 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
- 125000002183 isoquinolinyl group Chemical class C1(=NC=CC2=CC=CC=C12)* 0.000 title 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- -1 cinnamoyl Chemical group 0.000 abstract 2
- JBBUGSQSUKDBET-UHFFFAOYSA-N 5-(4-methylpiperazin-1-yl)sulfonylisoquinoline Chemical compound C1CN(C)CCN1S(=O)(=O)C1=CC=CC2=CN=CC=C12 JBBUGSQSUKDBET-UHFFFAOYSA-N 0.000 abstract 1
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- 206010048620 Intracardiac thrombus Diseases 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 230000017531 blood circulation Effects 0.000 abstract 1
- 230000002490 cerebral effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 abstract 1
- 230000004087 circulation Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000001965 increasing effect Effects 0.000 abstract 1
- WHIDHHUCCTYJKA-UHFFFAOYSA-N isoquinoline-5-sulfonyl chloride Chemical compound N1=CC=C2C(S(=O)(=O)Cl)=CC=CC2=C1 WHIDHHUCCTYJKA-UHFFFAOYSA-N 0.000 abstract 1
- 150000002537 isoquinolines Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 230000003449 preventive effect Effects 0.000 abstract 1
- 230000002040 relaxant effect Effects 0.000 abstract 1
- 210000002460 smooth muscle Anatomy 0.000 abstract 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229940124549 vasodilator Drugs 0.000 abstract 1
- 239000003071 vasodilator agent Substances 0.000 abstract 1
Landscapes
- Other In-Based Heterocyclic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
NEW MATERIAL:The isoquinoline derivative of formulaI[R1 is alkyl, aryl, aralkyl, benzoyl, cinnamyl, cinnamoyl, furoyl or group of formula IV (R2 is lower alkyl)].
EXAMPLE: 1-(5-Isoquinolinesulfonyl)-4-methylpiperazine.
USE: Vasodilator, cerebral circulation improving agent, remedy for stenocardia, and remedy and preventive for the cerebro-cardiac thrombosis. It has strong smooth muscle relaxing activity and blood flow increasing activity.
PROCESS: The compound of formulaIcan be prepared, e.g. by reacting 5-isoquinolinesulfonic acid chloride of formula II with 1-substituted piperazine of formula III in a solvent such as methanol, dichloromethane, etc. in the presence of an acid acceptor such as sodium bicarbonate.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3955081A JPS57156463A (en) | 1981-03-20 | 1981-03-20 | Isoquinoline derivative |
| US06/357,770 US4456757A (en) | 1981-03-20 | 1982-03-12 | Isoquinolinesulfonyl derivatives and process for the preparation thereof |
| DE8282102291T DE3261029D1 (en) | 1981-03-20 | 1982-03-19 | Isoquinolinesulfonyl derivatives and process for the preparation thereof |
| EP82102291A EP0061673B1 (en) | 1981-03-20 | 1982-03-19 | Isoquinolinesulfonyl derivatives and process for the preparation thereof |
| US06/572,419 US4560755A (en) | 1981-03-20 | 1984-01-20 | Isoquinolinesulfonyl derivatives which possess a relaxatory action |
| US06/572,418 US4525589A (en) | 1981-03-20 | 1984-01-20 | Isoquinolinesulfonyl derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3955081A JPS57156463A (en) | 1981-03-20 | 1981-03-20 | Isoquinoline derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57156463A true JPS57156463A (en) | 1982-09-27 |
| JPS6348869B2 JPS6348869B2 (en) | 1988-09-30 |
Family
ID=12556160
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3955081A Granted JPS57156463A (en) | 1981-03-20 | 1981-03-20 | Isoquinoline derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57156463A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994003171A1 (en) * | 1992-08-10 | 1994-02-17 | Asahi Kasei Kogyo Kabushiki Kaisha | Cardiac protective |
| WO1994005290A1 (en) * | 1992-09-03 | 1994-03-17 | Asahi Kasei Kogyo Kabushiki Kaisha | Platelet aggregation inhibitor |
| WO1997028130A1 (en) * | 1996-02-02 | 1997-08-07 | Nippon Shinyaku Co., Ltd. | Isoquinoline derivatives and drugs |
| WO1999054306A1 (en) * | 1997-03-10 | 1999-10-28 | Hiroyoshi Hidaka | Isoquinolinesulfonamide derivatives and drugs containing the same as the active ingredient |
| JP2008534600A (en) * | 2005-03-31 | 2008-08-28 | タケダ サン ディエゴ インコーポレイテッド | Hydroxysteroid dehydrogenase inhibitor |
| WO2009004792A1 (en) * | 2007-07-02 | 2009-01-08 | Asahi Kasei Pharma Corporation | Sulfonamide compound, and crystal thereof |
| US7618984B2 (en) | 2005-08-30 | 2009-11-17 | Asahi Kasei Pharma Corporation | Sulfonamide compound |
| US7964613B2 (en) | 2007-02-28 | 2011-06-21 | Asahi Kasei Pharma Corporation | Sulfonamide compound |
| US8415372B2 (en) | 2007-02-27 | 2013-04-09 | Asahi Kasei Pharma Corporation | Sulfonamide compound |
-
1981
- 1981-03-20 JP JP3955081A patent/JPS57156463A/en active Granted
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994003171A1 (en) * | 1992-08-10 | 1994-02-17 | Asahi Kasei Kogyo Kabushiki Kaisha | Cardiac protective |
| WO1994005290A1 (en) * | 1992-09-03 | 1994-03-17 | Asahi Kasei Kogyo Kabushiki Kaisha | Platelet aggregation inhibitor |
| WO1997028130A1 (en) * | 1996-02-02 | 1997-08-07 | Nippon Shinyaku Co., Ltd. | Isoquinoline derivatives and drugs |
| WO1999054306A1 (en) * | 1997-03-10 | 1999-10-28 | Hiroyoshi Hidaka | Isoquinolinesulfonamide derivatives and drugs containing the same as the active ingredient |
| JP2008534600A (en) * | 2005-03-31 | 2008-08-28 | タケダ サン ディエゴ インコーポレイテッド | Hydroxysteroid dehydrogenase inhibitor |
| JP2012255004A (en) * | 2005-03-31 | 2012-12-27 | Takeda California Inc | Hydroxysteroid dehydrogenase inhibitor |
| US7618984B2 (en) | 2005-08-30 | 2009-11-17 | Asahi Kasei Pharma Corporation | Sulfonamide compound |
| US8415372B2 (en) | 2007-02-27 | 2013-04-09 | Asahi Kasei Pharma Corporation | Sulfonamide compound |
| US7964613B2 (en) | 2007-02-28 | 2011-06-21 | Asahi Kasei Pharma Corporation | Sulfonamide compound |
| US8232292B2 (en) | 2007-07-02 | 2012-07-31 | Asahi Kasei Pharma Corporation | Sulfonamide compound and crystal thereof |
| JP2012236858A (en) * | 2007-07-02 | 2012-12-06 | Asahi Kasei Pharma Kk | Method for producing sulfonamide compound salt |
| WO2009004792A1 (en) * | 2007-07-02 | 2009-01-08 | Asahi Kasei Pharma Corporation | Sulfonamide compound, and crystal thereof |
| JP5234825B2 (en) * | 2007-07-02 | 2013-07-10 | 旭化成ファーマ株式会社 | Sulfonamide compounds and crystals thereof |
| US8664243B2 (en) | 2007-07-02 | 2014-03-04 | Asahi Kasei Pharma Corporation | Sulfonamide compound and crystal thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6348869B2 (en) | 1988-09-30 |
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