Synthesis and Biological Activities of Optically Active 6-(3-(3,4-Dimethoxybenzylamino)-2-hydroxypropoxy)-2(1H)-quinolinone (OPC-18790)
| Autor: | Tetsumi Hosokawa, Takafumi Fujioka, Michiaki Tominaga, Shuji Teramoto, Toyoki Mori, Takumi Sumida, Kazumi Takemoto, Sachiko Tsujimi, Youichi Yabuuchi |
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| Rok vydání: | 1996 |
| Předmět: |
Cardiotonic Agents
Bicyclic molecule Stereochemistry Stereoisomerism Biological activity General Chemistry General Medicine In Vitro Techniques Quinolones Alkylation Myocardial Contraction Chemical synthesis chemistry.chemical_compound Dogs chemistry Drug Discovery Lactam Animals Epichlorohydrin Enantiomer Enantiomeric excess |
| Zdroj: | Chemical and Pharmaceutical Bulletin. 44:1596-1598 |
| ISSN: | 1347-5223 0009-2363 |
| Popis: | The enantiomers of 6-[3-(3,4-dimethoxybenzylamino)-2-hydroxypropoxy]-2(1H)-quinolinon e (OPC-18790), a novel cardiotonic agent, were synthesized and evaluated for positive inotropic activity. The key intermediates, 2,3-epoxypropoxy derivatives, were obtained by the alkylation of 6-hydroxy-2(1H)-quinolinone with optically active epichlorohydrin and subsequent ring closure. In an in vitro study, the (R)-(+)-isomer was about 10-fold more potent than the (S)-(-)-isomer. |
| Databáze: | OpenAIRE |
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