Synthesis and anti-arrhythmic activity of some piperidine-based 1,3-thiazole, 1,3,4-thiadiazole, and 1,3-thiazolo[2,3-c]-1,2,4-triazole derivatives

被引：17

作者：

Abdel-Aziz, Hatem A. ^{[1
]}

Abdel-Wahab, Bakr F. ^{[1
]}

El-Sharief, Marwa A. M. Sh. ^{[1
]}

Abdulla, Mohamed M. ^{[2
]}

机构：

[1] Natl Res Ctr, Appl Organ Chem Dept, Cairo, Egypt

[2] Hi Care Pharmaceut Co, Res Units, Cairo, Egypt

来源：

MONATSHEFTE FUR CHEMIE | 2009年 / 140卷 / 04期

关键词：

Heterocycles; Cyclizations; 1,3-Thiazole; 1,3,4-Thiadiazole; Anti-arrhythmic activity; THIAZOLE; RECEPTOR; DESIGN;

D O I：

10.1007/s00706-008-0053-y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of 1-[4-(piperidin-1-yl)benzylidene] thiosemicarbazide with hydrazonoyl chlorides afforded 1,3-thiazole derivatives. Cyclization of two compounds of the latter 1,3-thiazole by means of bromine in the presence of sodium acetate at room temperature gave 1,3-thiazolo[2,3-c]-1,2,4-triazole derivatives. The reaction of 2-cyano-3-(4-piperidin-1-ylphenyl)prop-2-enethioamide with hydrazonoyl chlorides under reflux in ethanol in the presence of triethylamine yielded 1,3-thiazoles. Treatment of 3-oxo-3-(piperidin-1-yl) propanenitrile with phenyl isothiocyanate in DMF, in the presence of KOH, at ambient temperature, resulted in the formation of 3-anilino-3-mercapto-2-(piperidin-1-ylcarbonyl) acrylonitrile which was reacted with hydrazonoyl chlorides to yield the corresponding 1,3,4-thiadiazole derivatives. Some of the newly synthesized compounds had significant anti-arrhythmic activity.

引用

页码：431 / 437

页数：7

共 29 条

[1] Synthesis of some novel pyrazolo[1,5-a]pyrimidine, 1,2,4-triazolo[1,5-a]pyrimidine, pyrido[2,3-d]pyrimidine, pyrazolo[5,1-c]-1,2,4-triazine and 1,2,4-triazolo[5,1-c]-1,2,4-triazine derivatives incorporating a thiazolo[3,2-a]benzimidazole moiety [J].