Synthesis of newer thiadiazolyl and thiazolidinonyl quinazolin-4(3H)-ones as potential anticonvulsant agents

被引：132
|
作者：
Archana [1 ]
Srivastava, VK [1 ]
Kumar, A [1 ]
机构：
[1] LLRM Med Coll, Dept Pharmacol, Div Med Chem, Meerut 250004, Uttar Pradesh, India
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2002年 / 37卷 / 11期
关键词：
thiadiazolyl quinazolin-4(3H)-ones; thiadiazolyl thiazolidinonyl quinazo-lin-4(3H)-ones; anticonvulsant activity; acute toxicity;
D O I：
10.1016/S0223-5234(02)01389-2
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of 3-{[5-(alkylbenzylideneamino)-1,3,4-thiadiazol-2-yl]methylamino}-2-methyl-6-monosubstitutedquinazolin-4(3 H)-one (4a-4l) have been synthesized via condensation of 3-[(5-amino-1,3,4-thiadiazol-2-yl)methylamino]-2-methyl-6-monosubstitutedquinazolin-4(3H)-one (3a-3b) with various aromatic aldehydes. Cycloaddition of thioglycolic acid with 4a-4l yielded 3-({4-[2(alkylphenyl)-4-oxo-1,3-thiazolidin-3-yl]-1,3,4-thiadiazol-2-yl}methylamino)-2-methyl-6-monosubstitutedquinazolin-4(3H)-one (5a-5l). The compounds were screened for their anticonvulsant activity and were compared with the standard drugs, phenytoin sodium, lamotrigine and sodium valproate. Out of the 30 compounds the most active compound was 3-({4-[2-(m-methoxy p-hydroxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]-1,3,4-thiadiazol-2-yl}methylamino)-2-methyl-6-bromo-quinazolin-4(3H)-one (5l). (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.
引用
收藏
页码：873 / 882
页数：10
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