One pot synthesis of 1,3,4-oxadiazoles by Lewis acid catalyst and their study of 2D-QSAR, antimicrobial and anti-tubercular activities

Abstract

In the present work, Lewis acid catalyzed reactions have been carried out between mefenamic acid, substituted aldehyde and semicarbazide in the presence of ZnCl₂ to give the final compounds (E)-N-(2-(5-((substitutedene)amino)-1,3,4-oxadiazol-2-yl)phenyl)-2,3-dimethylaniline, A. The synthesized compounds have been characterized by IR, ¹H NMR, ¹³C NMR, mass spectral studies and biologically screened for the antimicrobial, antitubercular and antimalarial activities. Among the screened molecules, the molecules A₁, A₃, A₄, A₆, A₈, A₉, A₁₀ show activity against different antibacterial species. The compounds, active against different antifugal species are A₃, A₇, A_8, A₉ against C. albicans, compound A₃ is active against A. niger. Whereas, compound A₉ shows good antimycobacterial activity. Compound A₆ having 4-hydroxybenzenesubstituent exhibits promising activity against P. falciparum antimalerial parasite.