Department of Pharmaceutical Chemistry, J.K.K. Nattraja College of Pharmacy, Komarapalayam, Tamilnadu, India.
Arch Pharm (Weinheim). 2012 Oct;345(10):827-33. doi: 10.1002/ardp.201200126. Epub 2012 Jul 26.
A new series of 2-(4-dimethylaminophenyl)-3-substituted thiazolidin-4-one-5-yl-acetyl acetamides/benzamides were synthesized by the nucleophilic substitution of 3-substituted-2-(4-dimethylaminophenyl)-thiazolidin-4-one-5-yl-acetylchloride with acetamide and benzamide. The starting material 3-substituted-2-(4-dimethylaminophenyl)-thiazolidin-4-one-5-yl-acetylchloride was synthesized from 3-substituted-2-(4-dimethylaminophenyl)-thiazolidin-4-one-5-yl-acetic acid, which in turn was prepared by one-pot reaction of amino component, p-dimethylamino benzaldehyde and mercapto succinic acid. The title compounds were investigated for their anticonvulsant activities; among the test compounds, compound 2-(4-dimethylaminophenyl)-3-phenylamino-thiazolidine-4-one-5-yl-acetylbenzamide (14) emerged as the most active compound of the series and as moderately more potent than the reference standard diazepam.
通过 3-取代-2-(4-二甲基氨基苯基)-噻唑烷-4-酮-5-基-乙酰氯与乙酰胺和苯甲酰胺的亲核取代，合成了一系列新的 2-(4-二甲基氨基苯基)-3-取代噻唑烷-4-酮-5-基-乙酰乙酰酰胺/苯甲酰胺。起始原料 3-取代-2-(4-二甲基氨基苯基)-噻唑烷-4-酮-5-基-乙酰氯由 3-取代-2-(4-二甲基氨基苯基)-噻唑烷-4-酮-5-基-乙酸合成，而 3-取代-2-(4-二甲基氨基苯基)-噻唑烷-4-酮-5-基-乙酸则通过氨基成分、对二甲氨基苯甲醛和巯基琥珀酸的一锅反应制备。对标题化合物进行了抗惊厥活性研究；在测试的化合物中，2-(4-二甲基氨基苯基)-3-苯氨基噻唑烷-4-酮-5-基-乙酰苯甲酰胺（14）是该系列中最活跃的化合物，其活性略高于参考标准地西泮。
