Synthesis and antitubercular activity of novel 4-substituted imidazolyl-2,6-dimethyl-N3,N5-bisaryl-1,4-dihydropyridine-3,5-dicarboxamides

A series of 4-substituted imidazolyl-2,6-dimethyl-N3,N5-bisaryl-1,4-dihydropyridine-3,5-dicarboxamides were prepared. They were screened as antitubercular agents against Mycobacterium tuberculosis H37Rv. Minimum inhibitory concentrations (MICs) were determined using agar proportion method. Compound 3i with 1-benzyl-2-methylthio-1H-imidazole-5-yl substituent at C-4 position and 4′-chloromophenyl group at C-3 and C-5 positions of the 1,4-dihydropyridine ring was the most potent one among the tested compounds. It was as potent as rifampicin against M. tuberculosis H37RV. Compound 3l also was an active antitubercular agent with the same substituent as compound 3i at the C-4 position and 3′-pyridyl group at C-3 and C-5 positions of the 1,4-dihydropyridine ring.

Graphical abstractA series of N,N-diaryl-4-substituted imidazolyl-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxamides were prepared. MICs against Mycobacterium tuberculosis H37Rv were determined using agar proportion method. Compound 3i was as potent as rifampicin against M. tuberculosis H37RV.Figure optionsDownload full-size imageDownload as PowerPoint slide