TDAE-assisted synthesis of new imidazo[2,1-b]thiazole derivatives as anti-infectious agents

Eur J Med Chem. 2010 Feb;45(2):840-5. doi: 10.1016/j.ejmech.2009.10.048. Epub 2009 Nov 4.

Abstract

A series of new imidazo[2,1-b]thiazoles was prepared in moderate to good yields in a four step synthesis using the TDAE methodology from 6-chloromethyl-5-nitroimidazo[2,1-b]thiazole and keto esters, ketomalonates and ketolactams. All compounds were tested for their antibacterial and antifungal activities against four bacterial strains (two Gram positive and two Gram negative ones) and four yeasts. Among these synthesized 5-nitroimidazo[2,1-b]thiazoles, the compounds 1 and 6 showed potent antimicrobial activities against all candida strains and compound 3e showed an interesting antifungal potential against Candida tropicalis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Bacteria / drug effects
  • Dimethylamines / chemistry*
  • Ethylenes / chemistry*
  • Fungi / drug effects
  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry*
  • Imidazoles / pharmacology*
  • Microbial Sensitivity Tests
  • Thiazoles / chemical synthesis
  • Thiazoles / chemistry*
  • Thiazoles / pharmacology*

Substances

  • Anti-Infective Agents
  • Dimethylamines
  • Ethylenes
  • Imidazoles
  • Thiazoles
  • tetrakis(dimethylamino)ethylene