Synthesis and biological evaluation of new 1-(4,6-dimethylpyrimidin-2-yl)-1′-aryl/heteroaryl- 3,3′-dimethyl-(4,5′-bipyrazol)-5-ols as antimicrobial agents
Ranjana Aggarwal,1 Chinu Rani,1 Chetan Sharma,2 KR Aneja2
1Department of Chemistry, 2Department of Microbiology, Kurukshetra University, Kurukshetra, Haryana, India
Abstract: 5-Hydroxy-3-methyl-1-(4,6-dimethylpyrimidin-2-yl)pyrazol-4-yl-1,3-butanedione 4, obtained by the rearrangement of 2-(4,6-dimethylpyrimidin-2-yl)-1-[1-(4-hydroxy-6-methylpyran-2-one-3-yl)ethylidene]hydrazine 3, afforded 1-(4,6-dimethylpyrimidin-2-yl)-1′-aryl/heteroaryl-3,3′-dimethyl-(4,5′-bipyrazol)-5-ols (6) in excellent yields after treatment with various aryl/heteroaryl hydrazines. The structures of the compounds were established by nuclear magnetic resonance (1H and 13C), infrared, and mass spectral data, and by elemental analysis. All the compounds synthesized were screened for their antibacterial activity against two Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis) and two Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and their antifungal activity against two yeasts (Candida albicans and Saccharomyces cerevisiae).
Keywords: 4,5′-bipyrazol-5-ol derivatives, antibacterial activity, antifungal activity
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