Synthesis, spectral characterization and biological evaluation of 1-thiocarbamoyl-3-phenyl-5-hydroxy-5-(-2-pyridyl)-4-pyrazolines via Michael addition

Abstract

A series of 1-thiocarbamoyl-3-phenyl-5-hydroxy-5-(2-pyridyl)-4-pyrazolines derivatives have been synthesized using sodium acetate as a catalyst. The spectral characterization and structure of 1-thiocarbamoyl-3-phenyl-5-hydroxy-5-(2-pyridyl)-4-pyrazolines are reported. Spectral techniques employed include 1H NMR, 13C NMR, 1H–1H COSY, HSQC, HMBC, D2O exchange, Mass and IR. Compounds 12–22 exhibited potent antibacterial activity against Salmonella typhi and Pseudomonas aeruginosa whereas the same set of compounds exerted potent antifungal activity against Aspergillus niger and Aspergillus fumigatus.

Keywords

• 4-Pyrazoline
• Thiocarbamoyl
• Michael addition
• 2-Pyridyl chalcone
• Antibacterial activities