NOVEL AND CHIRAL HANTZSCH-TYPE 1,4-DIHYDROPYRIDINES HAVING A P-TOLYLSULFINYL GROUP - SYNTHESIS AND BIOLOGICAL-ACTIVITIES AS CALCIUM-CHANNELANTAGONISTS

Authors
MIYASHITA K NISHIMOTO M ISHINO T OBIKA S IMANISHI T
Citation
K. Miyashita et al., NOVEL AND CHIRAL HANTZSCH-TYPE 1,4-DIHYDROPYRIDINES HAVING A P-TOLYLSULFINYL GROUP - SYNTHESIS AND BIOLOGICAL-ACTIVITIES AS CALCIUM-CHANNELANTAGONISTS, Chemical and Pharmaceutical Bulletin, 43(4), 1995, pp. 711-713
Citations number
21
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
43
Issue
4
Year of publication
1995
Pages
711 - 713
Database
ISI
SICI code
0009-2363(1995)43:4<711:NACH1H>2.0.ZU;2-H
Abstract
Both C-4 stereoisomers of novel Hantzsch-type 4-aryl- and 4-methyl-1,4 -dihydropyridines 3 having a polylsulfinyl group at C-5 were efficient ly synthesized in optically pure forms starting from the alpha-sulfiny l enones 6 which could be easily obtained from (-)-menthyl (S)-p-tolyl sulfinate (4). The stereochemistry at C-4 was found to be largely resp onsible for the biological activities as calcium channel antagonists o f these compounds.