Background: The present discussion reports the synthesis of a series of novel derivatives 2,
4-disubstituted -1, 5 -diphenyl substituted -1-H-imidazole derivatives and their molecular modeling
studies as antitubercular agents.
Methods: Various substituted aromatic aldehydes (0.01 mol) and anilines (0.01mol) reacted in the presence
of methanol and glacial acetic acid into Schiff bases. Schiff bases were treated with TOSMIC
(0.01 mol), dioxane, methanol and K2CO3 to give various key intermediates such as 1, 5- diphenyl
substituted -1 -H- imidazole derivatives. 1, 5- diphenyl substituted -1 -H- imidazole derivatives which
are utilized to develop further derivatives.
Results: The synthesized derivatives were characterized using IR, 1HNMR and Mass spectra. Compounds
A-IVn,B-IVe,B-IVf, B-IVg, B-IVj, B-IVk, B-IVm, B-IVn, C-IVa, C-IVc, exhibited the potent
antitubercular activity at (1.6 g/ml to 100 g/ml) concentration. The results indicated that compounds
containing diphenyl substitution with 2–Fluro, 3-Nitro, 2-Chloro, 4-Bromo, 3-Hydroxy,4-
Methoxy,4-Nitro, 3-Chloro, 4-dimethylamino and 2,4-dinitro showed potent anti-tubercular activity.
QSAR analysis revealed the importance of electronic and steric parameters in anti-tubercular potential
of imidazole derivatives.
Conclusion: Developed Imidazole derivatives showed promising anti-tubercular activity, further development
of imidazole derivatives using QSAR and pharmacophore modelling will result in the development
of potent anti-tubercular derivatives in the future.