SYNTHESIS, CHARACTERIZATION AND ANALGESIC EVALUATION OF NOVEL SCHIFF BASES OF ARYL AMINES BASED 2-AZETIDINONES AND 4-THIAZOLIDINONES
Govinda Rao Kamala*, Rasajna Guttala, N. Suvarna Jyothi and N. Hema Latha
ABSTRACT
The present study deals with the synthesis of series of aryl amines based 4-thiazolidinone and 2-azetidinone derivatives from Schiff bases obtained from the condensation of 2-chloro-3-formylquinoline and 2-(4-aminophenyl) benzimidazole. The newly synthesized compounds are illustrated in scheme. Schiff bases of aryl amines based 4-thiazolidinone and 2-azetidinone derivatives have been prepared by the reaction of various substituted Schiff base with thioglycholic acid and chloroacetyl chloride respectively. The intermediate Schiff bases were synthesized by the condensation of different quinoline aldehydes with aminophenyl benzimidazole. The starting compound i.e aldehyde was synthesized through Vilsmeier reaction from respective acetanilides. The synthesized compounds were characterized by their physical and spectral data, and were screened for their analgesic activity by Tail flick method. Results obtained established compounds 14a, 14c, 15a and 15b to have highly significant analgesic activity with reference to the standard aspirin and consequently further exploration of these 2-Azetidinones and 4-Thiazolidinones derivatives should make these molecules accessible for widespread use as potent analgesic agents.
Keywords: Schiff base, Azetidinone, Thiazolidinone, Analgesic activity, Tail flick method.
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