Synthesis, characterization and anti-inflammatory activity some 1-(4-substituted)-2-(−4-(piperazine-1-yl) bis-thiazole-5-yl) 2-methyl-4-nitro-1h-imidazole-1-yl) ethanone Ahmed Aejaz1,*, Molvi Khurshid I.2, Khan Gulam Javed3 1Department of Pharmaceutical Chemistry, Ali-Allana College of Pharmacy, Akkalkuwa, 425451, Nandurbar, Maharashtra, India 2Department of Clinical Pharmacy, Ibne-Sina National Medical College, Jeddah, Saudi Arabia 3Department of Pharmacology, Ali-Allana College of Pharmacy, Akkalkuwa, 425451, Nandurbar, Maharashtra, India *Corresponding Author E-mail: aejazboraji@gmail.com
Online published on 17 July, 2017. Abstract Novel set of 1-(4-substituted)-2-(−4-(piperazine-1-yl) bis-thiazole-5-yl) 2-Methyl-4-Nitro-1H-imidazole-1-yl) ethanon compounds were synthesized. The adduct of piperazine were synthesized by nucleophilic addition of benzoyl isothiocyanate/substituted benzoyl isothiocyanate in bi-molar quantity at reflux temperature. The target compounds (AR-15a to AR-55a) were synthesized as 1-chloro-3-(2-methyl-4-nitro1H-imidazole-1-yl) propane-2-on (a) was added in bi-imolar quantity to a solution of adduct (substituted-bis-piperazinyl-4-thioyl) benzamide/chlorobenzamide in acetonitrile. The synthesized compounds were characterized by physicochemical parameters and IR, 1H NMR, Mass and elemental spectral analysis. The synthesized compounds were evaluated for their in-vitro anti-inflammatory activity using HRBC membrane stabilization method and in-vivo anti-inflammatory activity by carrageenin-induced rat paw oedema model at 20 mg/kg body weight using diclofenac and ibuprofen as standard drugs. Compounds AR-45a and AR-55a showed maximum in-vitro anti-inflammatory activity membrane stabilization at 65% and 68% protection at 200 μ/mL. However moderate to poor protection was observed by in-vivo anti-inflammatory study in carragenane induced rat hind paw edema. Top Keywords Thiazoles, nitroimidazole, piperazine, anti-inflammaory, Membrane stabilization. Top |