Azetidinones are important class of heterocyclic compounds due to their versatile biological activity. A novel series of 3-chloro-4-
(substituted) phenyl-1-[5-(substituted) phenyl [1,3,4] thiadiazol-2-yl] azetidin-2-one (VI a-n) derivatives were synthesized in good
yield by the cycloaddition of N-[(1E)-phenyl methylene]-5-pyridin-3-yl-1,3,4-thiadiazol-2-amine(V a-n) with chloroacetyl chloride in
presence of triethyl amine catalyst. The structures of the synthesized compounds were confirmed by FT-IR, 1H NMR, 13C NMR,
MASS data and elemental analysis. Docking studies has been carried out by using Hex software for all the newly synthesized
compounds. All the synthesized compounds were tested against Mycobacterium tuberculosis using Microplate Alamar Blue Assay
method. Preliminary results indicated that most of the compounds tested in this study demonstrated comparable activity against
Mycobacterium tuberculosis as compared with standard Streptomycin, Pyrazinamide and Ciprofloxacin. Among the series, compound
VI e, VI g, VI k, VI l, VI m and VI n showed better antitubercular activity compared to all the standard drugs pyrazinamide,
streptomycin and ciprofloxacin and compounds VI d, VI f, VI i and VI j showed similar activity compared to standard streptomycin.
The structure and biological activity relationship of titled compounds showed that the presence of pharmacophoric moieties like 1,3,4-
thiadiazole nucleus, ?-lactam ring and the substituent’s like 2-methoxy benzaldehyde, 4-methoxy benzaldehyde, 2-hydroxy
benzaldehyde and 4-hydroxy benzaldehydeattached to it will increases the activity.