Funct. Mater. 2026; 33 (2): 282-297.
Integrated experimental and computational study of a thiazolidinone hydrazone: Insights into reactivity, drug-likeness, and molecular docking behavior
1Laboratory of Structure, Development, and Application of Molecular Materials (SEAMM), Department of Process Engineering, Faculty of Science and Technology, Abdelhamid Ibn Badis University of Mostaganem, 27000-Mostaganem, Algeria
2Department of pharmacy, Faculty of Medicine, Abdelhamid Ibn Badis University of Mostaganem, 27000 Mostaganem, Algeria
3Laboratory of Technology and Solid Properties (LTPS), Faculty of Science and Technology, Abdelhamid Ibn Badis University of Mostaganem, 27000-Mostaganem, Algeria
4Science Faculty, Department of Physics, Sakarya University, Sakarya, Turkey
5Laboratoire COSNA : chimie organique, substances naturelles et analyse, Aboubakr Belkaid university of Tlemcen, Algeria
Imines and α-aminophosphonates are privileged scaffolds in medicinal chemistry, known for their diverse pharmacological profiles such as antitumor, antibacterial, and antiviral activities. This study focuses on the synthesis and comprehensive characterization of a new thiazolidinone-based imine, (E)-2-chloro-2-(((3-phenyl-2-thioxo-oxazolidin-4-yl)methylene) amino) acetate. The compound was synthesized from glycidol-derived building blocks and characterized using IR and NMR spectroscopy. A comprehensive density functional theory (DFT) analysis at the B3LYP-GD3(BJ)/6-311G(d,p) level provided insights into its electronic structure, revealing a moderate energy gap and identifying key electrophilic and nucleophilic sites using molecular electrostatic potential (MEP) mapping. A molecular docking study was performed to qualitatively assess the possible intermolecular interactions with the biological target, which allowed us to identify the potential activity of the compound in the treatment of atherosclerosis.