ChemInform Abstract: Synthesis and Pharmacological Investigation of 2-(4-Dimethylaminophenyl)-3,5-disubstituted Thiazolidin-4-ones as Anticonvulsants.

Department of Pharmaceutical Chemistry, J.K.K. Nattraja College of Pharmacy, Komarapalayam, Tamilnadu, India.
Archiv der Pharmazie (Impact Factor: 1.53). 02/2013; 345(10):827-33. DOI: 10.1002/ardp.201200126
Source: PubMed


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.

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