946852-50-2Relevant academic research and scientific papers
Studies on novel and chiral 1,4-dihydrpyridines. V. Hantzsch-type 1,4-dihydropyridines having a chiral sulfinyl group: Syntheses, structures, and biological activity as a calcium channel antagonist
Miyashita, Kazuyuki,Nishimoto, Masahiro,Ishino, Tetsuya,Murafuji, Hidenobu,Obika, Satoshi,Muraoka, Osamu,Imanishi, Takeshi
, p. 4279 - 4290 (1997)
4-Aryl and 4-methyl substituted Hantzsch-type 1,4-dihydropyridines having a chiral sulfinyl group as an electron-withdrawing group were successfully synthesized in an optically active form from β-ketosulfoxides via two routes. The relationship between calcium channel antagonist activity and the structures of 4-aryl derivatives was also studied.
Novel and chiral Hantzsch-type 14-dihydropyridines having a p-tolylsulfinyl group. Synthesis and biological activities as calcium channel antagonists
Miyashita,Nishimoto,Ishino,Obika,Imanishi
, p. 711 - 713 (2007/10/02)
Both C-4 stereoisomers of novel Hantzsch-type 4-aryl- and 4-methyl-1,4-dihydropyridines 3 having a p-tolylsulfinyl group at C-5 were efficiently synthesized in optically pure forms starting from the α-sulfinyl enones 6 which could be easily obtained from (-)-menthyl (S)-p-tolylsulfinate (4). The stereochemistry at C-4 was found to be largely responsible for the biological activities as calcium channel antagonists of these compounds.
