Synthesis of 1-[2 (substituted phenyl)-4-oxothiazolidin-3-yl]-3-(6-fluro-7-chloro-1,3-benzothiazol-2-yl)-ureas as anthelmintic agent

Abstract

Background/aimDerivatives of thiazolidinones have attracted interest in recent years because it exhibits broad spectrum of biological activities like anticonvulsant, analgesic, anti-inflammatory. Thus we report the facile synthesis, characterization and biological evaluation of novel 1-[2 (substituted phenyl)-4-oxothiazolidin-3-yl]-3-(6-fluro-7-chloro 1,3-benzothiazol-2-yl)-ureas derivatives. MethodThe synthesis of novel potential anthelmintic agents of 1-[2 (substituted phenyl)-4-oxothiazolidin-3-yl]-3-(6-fluro-7-chloro 1,3-benzothiazol-2-yl)-ureas (TH16–TH20) were achieved by reaction with 2, 3, 4 (trisubstituted benzaldehyde) – N-(6-fluro-7-chloro-1,3-benzothiazol-2-yl) semicarbazon (V) with DMF, thioglycolic acid and zinc chloride. The products have been characterized by 1H NMR, mass spectrometry and elemental analysis. ResultAll the synthesized compounds show good to moderate anthelmintic activity against Perituma posthuma. The best results were achieved with molecules that had methyl and methoxy group at C-3 and C-2 position of phenyl ring, i.e., TH18 and TH20. ConclusionThe results of novel 1-[2 (substituted phenyl)-4-oxothiazolidin-3-yl]-3-(6-fluro-7-chloro 1,3-benzothiazol-2-yl)-ureas derivatives exhibits anthelmintic activity against stander drug Albendazole. The modification of the heterocyclic ring of the parent compound offers a promising prospect and active analogues are expected to be found.