Highly Efficient Synthesis of Vasorelaxant Quinazolinone Derivatives under Ultrasonic Irradiation in the Presence of TiO2 Nanoparticles

Document Type : Original Article

Authors

1 Department of Pharmacology, School of Medicine, Shiraz University of Medical Sciences, Shiraz, Iran

2 Department of Chemistry, Shiraz University, Shiraz, Iran

10.30476/tips.2025.106987.1297

Abstract

Quinazolinone compounds are interesting pharmacophores with a wide range of biological activities. Among the most valuable quinazolinones are the 3-substituted 2-methylquinazolin-4(3H)-one derivatives. There are some reports about the vasorelaxant effects of these compounds.Various methods have been suggested to synthesize these molecules, but most of them suffer from many disadvantages such as long reaction times, low yields, harsh reaction conditions, and toxic residues. Therefore, developing convenient methods for the synthesis of these valuable medicinal scaffolds is of great importance. In the first part of this study, we presented an efficient procedure for the preparation of a series of 3-substituted 2-methylquinazolin-4(3H)-one derivatives from anthranilic acid, acetic anhydride and primary amines using TiO2 nanoparticles under ultrasonic irradiation in solvent-free conditions at room temperature. In the second part of this research, we analyzed the vasorelaxant activity of the synthesized compounds in isolated rat thoracic aorta. Based on the results, all of the synthesized quinazolinone derivatives showed vasorelaxant properties and some of them were as potent as acetylcholine.

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