Synthesis and antitubercular activity of imidazo[2,1-b]thiazoles

Eur J Med Chem. 2001 Sep;36(9):743-6. doi: 10.1016/s0223-5234(01)01266-1.

Abstract

A number of selected imidazo[2,1-b]thiazoles entered the screening at the Tuberculosis Antimicrobial Acquisition and Coordinating Facility (TAACF) and one of these compounds, 2-chloro-6-phenylimidazo[2,1-b]thiazole, showed antitubercular activity. On this basis we planned the synthesis of new analogues bearing a substituted ring at the 6 position. For one compound only (2-chloro-6-p-chlorophenylimidazo[2,1-b]thiazole) the 5-nitroso derivative was also prepared. The antitubercular activity of these compounds was compared with the known analogues lacking the chlorine at the 2 position. 5-Nitroso-6-p-chlorophenylimidazo[2,1-b]thiazole showed potent antitubercular activity.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / pharmacology
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Mycobacterium tuberculosis / drug effects*
  • Spectrophotometry, Infrared
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology*

Substances

  • Antitubercular Agents
  • Imidazoles
  • Thiazoles