Fluorinated 1,2,4-triazolo[1,5-a]pyrimidine-6-carboxylic acid derivatives as antimycobacterial agents

A series of fluorinated 1,2,4-triazolo[1,5-a]pyrimidine-6-carboxylic acid derivatives was designed and synthesized as fluoroquinolone analogues. The synthesized compounds were screened against Mycobacterium tuberculosis H 37Rv strain at 6.25 ̄g/mL concentration. Compound 4, the 7-oxo-2-(trifluoromethyl)-4,7-dihydro-1,2,4-triazolo[5,1-a]pyrimidine-6- carboxylic acid was found to be a very potent inhibitor, being able to inhibit 92% growth of M. tuberculosis H37Rvat 6.25 ̄g/mL concentration. At the same time, it proofed to be nontoxic to mammalian cells (IC50 62.5 ̄g/ mL in VERO cells). © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.