Abstract

Synthesis, Characterization of Diethylamino Benzylidene-5-Methyl-2-Phenyl-Pyrazol-3- One Substituted 1,2,3-Triazoles and Evaluation of their Anti-Microbial Activity

Author(s): Dharmasothu Veeranna, Lakavath Ramdas, Guguloth Ravi, Anil Kumar Bojja and Ramchander Jadhav*

A new series of (Z)-4-(4-(diethylamino)-2-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one (5a-l)ha been synthesized by the reaction of (Z)-4-(4-(diethylamino)-2-(prop-2-yn-1-yloxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with different aromatic azides. Chemical structures of all the new compounds were established by IR, 1H-NMR, 13C NMR, MS and elemental data. The Compounds 5a-l were evaluated for their antibacterial activity against Gram-positive bacteria viz Bacillus subtilis(MTCC 441), Bacillus sphaericus (MTCC 11),Staphylococcus aureus (MTCC 96), and Gram-negative bacteria viz. Pseudomonas aeruginosa (MTCC 741), Klebsiella aeroge(MTCC 39), Chromobacterium violaceum (MTCC 2656). Amongst them, compounds containing 5b[1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl)], 5d[(1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)], 5j [(1-(3-acetylphenyl)], 5k [-((1-(4-acetylphenyl)-1H-1,2,3-triazol-4-yl)] and 5l [(4-(diethylamino)-2-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)] were showed notable antibacterial activity, almost equal /more than the activity of the standard drug Streptomycin. Further, the compounds 5a-l were also shelter for their antifungal activity opposed to Candida albicans (ATCC 10231), Aspergillus fumigatus (HIC 6094), Trichophyton rubrum (IFO 9185), and Trichophyton mentagrophytes (IFO 40996). Most of these new compounds showed substantial activity opposed to test bacteria and fungi and appear as prospective molecules for further evolution.

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