Lipophilic Imidazolylpyridines with Antimicrobial Activity

The reaction of nicotinic and isonicotinic propargylamides with lipophilic aliphatic amines yielded a series of 3- or 4-(5-methyl-1H-imidazol-2-yl)pyridines containing a lipophilic substituent in the imidazole ring 1-position. The new compounds were characterized by physicochemical methods. The antituberculosis and antimicrobial activities against ESKAPE pathogens were studied. 3-[1-(1-n-Octadecyl)-5-methyl-1Himidazol-2-yl]pyridine (IIId) had antituberculosis activity (MIC 6.2 μg/mL) while 3-[1-(1-adamantylmethyl)-5-methyl-1H-imidazol-2-yl]pyridine (IIIa) exhibited activity against S. aureus (MIC 16 μg/mL).