Asian Journal of Research in Chemistry
  • Year: 2017
  • Volume: 10
  • Issue: 4

Synthesis and In Vitro Anti-inflammatory Activity of Some 1-[(2(Methylsulphonyl amino) thiazole-4-yl) methyl]-3-aryl thioureas.

Department of Chemistry, Milind College of Science, Nagsenvana, Aurangabad-431 002.

*Corresponding Author E-mail: rahulwaghmare100@gmail.com

Online published on 17 October, 2017.

Abstract

New thioureas (4a-f) bearing 2-methylsulhonyl amino thiazol-4-methyl moiety have been synthesized by multistep synthesis depicted in Scheme.1. Intermediate 2-Amino-4-(isothiocynatomethyl) thiazole (2) has been synthesized from 2-amino-4-chloromethyl thiazole hydrochloride (1) by nucleophilic displacement of chlorine by isothiocynate. The compound (2) on subsequent condensation with methyl sulphonyl chloride carried in the presence of triethyl amine in DCM yielded 2-methylsulphonyl amino-4-(isothiocynatomethyl) thiazole (3) which on addition with aryl amines in refluxed pyridine gave the titled thioueras. Synthesized intermediates and final compounds were characterized by I.R, 1H NMR, MASS spectroscopic techniques and C, H, N and S analysis. Synthesized final compounds were evaluated for in vitro anti-inflammatory activity by HRBC membrane stabilization method. Most of the synthesized compound exhibited good anti-inflammatory activity as compared to standard Diclofenac sodium.

Keywords

Amino-4-(isothiocynatomethyl) thiazole, aryl amine, pyridine, in vitro anti-inflammatory activity