MOLECULAR STRUCTURE, FRONTIER MOLECULAR ORBITAL AND SPECTROSCOPIC EXAMINATION ON DIHYDROPYRIMIDINONES: A COMPARATIVE COMPUTATIONAL APPROACH

Abstract

Dihydropyrimidinones (DHPM’s) have received a large amount of attention due to the interesting biological profile related to this heterocyclic system. In the past few years, DHPM’s were explored as anti-cancer, anti-HIV, antitubercular, anti-inflammatory, antimicrobial, antihypertensive, analgesic, anticonvulsant, antioxidant and numerous others. In the present study,5-acetyl-4-(4-chlorophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one (ACMD) and1-(4- (4-chlorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)ethan-1-one (CMTT) have been studied and compared by using Density Functional Theory (DFT). Optimized geometry, frontier molecular orbital, global reactivity descriptors, and thermodynamic parameters have been computed for ACMD and CMTT. DFT/B3LYP method at basis set 6-311 G(d, p) has been employed for the computational study. Spectroscopic methods like Fourier-transform infrared spectroscopy (FTIR), Proton Magnetic Resonance (PMR), Carbon Magnetic Resonance (CMR) spectroscopic methods have been used for the structural analysis. Molecular electrostatic potential for ACMD and CMTT are plotted to investigate electrophilic and nucleophilic sites to apprehend the chemical behavior.