Abstract

SYNTHESIS OF PYRAZOLINES FROM CHALCONES

R. Padma*, D. Manohar Raghava, E. Rupa Sai Lakshmi Prasana, G. Sarada,

Abstract

Pyrazolines are an important class of five-membered nitrogencontaining heterocycles that have attracted considerable attention due to their wide range of biological and pharmacological activities. In the present work, a convenient and efficient method for the synthesis of substituted pyrazolines from chalcones has been investigated. Chalcones, serving as versatile α,β-unsaturated carbonyl intermediates, were first prepared via Claisen–Schmidt condensation between appropriately substituted aromatic aldehydes and acetophenones under basic conditions. The synthesized chalcones were then subjected to cyclization reactions with hydrazine hydrate and substituted phenyl hydrazines to afford the corresponding pyrazoline derivatives. The reactions were carried out under mild reflux conditions using ethanol as a solvent, providing good to excellent yields within short reaction times. The progress of the reactions was monitored by thin- layer chromatography, and the products were isolated by simple filtration and recrystallization techniques. The structures of the synthesized pyrazolines were confirmed by spectroscopic methods such as FT-IR, ^1H NMR, and mass spectrometry. Pyrazolines Show Antimicrobial Activity Against Both Gram- positive bacteria such as staphylococcus aureus and bacillus subtilis, and gram- negative bacteria including escherichia coli and pseudomonas aeruginosa. their antifungal activity has been demonstrated against organisms like candida albicans and aspergillus species. structure–activity relationship studies indicate that the antimicrobial activity of pyrazolines is influenced by the nature and position of substituents on the pyrazoline ring. electron-withdrawing groups (such as chloro, bromo, nitro, and fluoro) on aromatic rings generally enhance antimicrobial potency. increased lipophilicity improves penetration through microbial cell membranes, while substitutions at the nitrogen atoms of the pyrazoline ring may improve binding with microbial enzymes.

Keywords: Chalcones; Pyrazolines; Hydrazine hydrate; Heterocyclic compounds, Anti- Microbial activity.