207983-90-2Relevant academic research and scientific papers
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 (1995)
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.
Radical β-addition to acyclic α-(arylsulfinyl) enones: Pummerer-type rearrangement
Mase, Nobuyuki,Watanabe, Yoshihiko,Ueno, Yoshio,Toru, Takeshi
, p. 1613 - 1618 (2007/10/03)
The reaction of (S,E)-3-(p-tolylsulfinyl)pent-3-en-2-one with an isopropyl radical, generated from isopropyl iodide and triethylborane, gives the non-stereoselective addition product and an unexpected α-(arylsulfanyl) enone which is formed through a radical addition and subsequent Pummerer-type rearrangement. The formation of the α-(arylsulfanyl) enone depends upon the additives used as well as the aryl group on the sulfur.
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 (2007/10/03)
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.
