2-(Alkylthio)-3-(Naphthalen-1-yl)Quinazolin-4(3H)-Ones: Ultrasonic Synthesis, DFT and Molecular Docking Aspects

摘要

3-(Naphthalen-1-yl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 1, and its S-alkylated products 2-6, were effectively synthesized under ultrasonic irradiation under greener reaction condition with lower amount of solvent and in shorter reaction time to afford higher yield of the targeted compounds. ~1H and ~(13)C NMR, CHN and FT-IR confirmed the structure of the synthesized products. The theoretical DFT calculations were carried out to study the electronic effect of the S-alkylated group on the structural as well as the thermal parameters for the investigated compounds. Further, the partition coefficient and other molecular properties of compounds 1-6 and their molecular docking studies were carried out with the target protein VEGFR-2 to determine the specific binding preferences at the target site. Structure-activity relationship (SAR) was inferred for future optimization based on the performed docking studies.