[Synthesis of 4,5-diarylthiazole derivatives as blood platelet aggregation inhibitors].
A number of 2-substituted 4,5-diphenylthiazoles were synthesized by the nucleophilic substitution of 2-methylsulfonyl-4,5-diphenylthiazole with various sodium alkoxides, amines, and carbanions of active methylene compounds. 2-Methylsulfonyl-4,5-diphenylthiazole was obtained by the potassium permanganate oxidation of 2-methylthio-4,5-diphenylthiazole in the presence of a phase-transfer catalyst. 2-Ethoxy-4,5-bis(4-methoxyphenyl) thiazole was prepared in a similar manner. 2-Ethynyl-4,5-diphenylthiazoles were synthesized by the palladium catalyst cross-coupling reaction of 2-iodo-4,5-diphenylthiazole with monosubstituted acetylenes. These compounds were tested for inhibitory activity against blood platelet aggregation in vitro. Among them, 2-alkoxy-, and 2-(4-methylpiperazin-1-yl)-4,5-diphenylthiazole were found to have potent inhibitory activity.
Konno
S
S
Pharmaceutical Institute, Tohoku University, Sendai, Japan.
Amano
M
M
Sagi
M
M
Yamanaka
H
H
D001555:Benzene Derivatives / Q000138:chemical synthesis; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006801:Humans; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis*
D001555:Benzene Derivatives; D010975:Platelet Aggregation Inhibitors; D013844:Thiazoles