Synthesis and Isolation of New Regioisomeric 4-Thiazolidinones and Their Anticonvulsant Activity

Authors: AYSEL GÜRSOY, NALAN TERZİOĞLU

Abstract: Two regioisomer series, 2-(3-ethyl-4(3H)-quinazolinone-2- ylmercaptoacetylhydrazono)-3-alkyl/3-aryl-5-methyl-4-thiazolidinones (12-21) and 2-arylimino-3-(3-ethyl-4(3H)-quinazolinone-2-ylmercaptoacetylamino)- 5-methyl-4-thiazolidinones (22-26), were synthesized by the cyclization of 1-(3-ethyl-4(3H)-quinazolinone-2-ylmercaptoacetyl)-4-alkyl/aryl thiosemicarbazides (1-11) with ethyl 2-bromopropionate in the presence of anhydrous sodium acetate in anhydrous ethanolic medium. The structures of 12-26 were confirmed by analytical and spectral data (IR, ^1H-NMR and EIMS). Selected members of the thiosemicarbazides and thiazolidinones were subjected to anticonvulsant activity tests by the National Institute of Neurological Disorders and Stroke MD, USA.

Keywords: 4-thiazolidinones, synthesis, separation, anticonvulsant activity.

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