Synthesis and antitrichinellosis activity of some 2-substituted-[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-ones

Some new thiazolo[3,2-a]benzimidazolone derivatives were synthesized using two methods. The structures of the synthesized compounds were proved by means of IR, 1H NMR and mass spectral data. Ab initio computations were performed in order to determine the electronic structure and geometry of the investigated molecules and to compare it to the geometry of albendazole. Biologically, experiments in vitro and in vivo were accomplished in order to identify the efficacy of the obtained thiazolobenzimidazolones against Trichinella spiralis. The effectiveness of compounds 4a–c in the intestinal phase of trichinellosis was 100% and in the muscle phase were 88% and 80% at a concentration of 100 mg/kg mw for the compounds 4a and 4c. The results of the hepatotoxicity test showed that the compounds 4a and 4b possess hepatotoxicity comparable to that of albendazole.

Some new 2-arilyden-thiazolo[3,2-a]benzimidazol-3(2H)-ones containing different substituents at the 6(7)-position were synthesized by using two methods. The structure and ratio of the 6- and 7-substituted isomers were established by spectral assignment and multiplet analysis of 1H NMR spectra and the planar geometry of molecules was estimated through ab initio computations. The results of the pharmaco-therapeutic study showed remarkable activity of the compounds against the intestinal and muscle phases of Trichinella spiralis in white mice.Figure optionsDownload as PowerPoint slide