Oxadiazole mannich bases: synthesis and antimycobacterial activity.
A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against M. tuberculosis H(37)Rv and INH resistant M. tuberculosis. Among the synthesized compounds, compound (4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against M. tuberculosis H(37)Rv and isoniazid (INH) resistant M. tuberculosis with Minimum inhibitory concentration (MIC) 0.1 microM & 1.10 microM respectively.
Ali
Mohamed Ashraf
MA
Department of Medicinal Chemistry, Alwar Pharmacy College, Alwar, Rajasthan 301030, India.
Shaharyar
Mohammad
M
D000447:Aldehydes / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D003622:Dapsone / Q000737:chemistry; D024881:Drug Resistance, Bacterial; D008352:Mannich Bases / Q000138:chemical synthesis / Q000494:pharmacology*; D000432:Methanol / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D010069:Oxadiazoles / Q000737:chemistry*
D000447:Aldehydes; D000900:Anti-Bacterial Agents; D008352:Mannich Bases; D010069:Oxadiazoles; D003622:Dapsone; D000432:Methanol