Combined Experimental and Theoretical Spectroscopic Properties (FT-IR, FT-Ra, Uv-Vis, and NMR), DFT Studies, Biological Activity, Molecular Docking, and Toxicity Investigations of 3-methoxy-1-piperazinylbenzene

Abstract

Background: Piperazine and its derivatives have many important pharmacological properties such as antimicrobial, antituberculosis, anticancer, antiviral, and antimalarial activity, as well as HIV protease inhibitors and antidepressant activity. Therefore, the structural, spectroscop-ic, electronic, optic, and thermodynamic properties, and biological activity of the 3-methoxy-1-piperazinylbenzene molecule, which is a piperazine derivative, were investigated in this study. Methods: Theoretical calculations for ligands were carried out with the DFT method by using B3LYP /6-311++G(d,p) basis set except for NMR calculations. NMR analyses were calculated with 6-311++G(2d,p) and were recorded experimentally. Results: Experimental and calculated frequencies are compared and they are in agreement with each other. Also, the Uv-Vis absorbance spectrum for the title molecule was recorded and calcu-lated. They were found to be in harmony with each other. According to the results of molecular orbital analysis and other quantum chemical properties, this molecule has low reactivity and stabil-ity. The reactive areas of the ligand were investigated by using MEP map, Fukui functions, and electronic charge analyses, and also performing ELF and LOL analysis. As a result of all these analysis methods, electrophilic regions of the molecule were found to be similar. Some thermodynamic properties at different temperatures and non-linear optical properties were investigated. The increase in enthalpy and entropy values depending on the temperature rise indicates that the thermodynamic structure of the molecule has changed. Also, this molecule has an important non-linear optical response. Conclusion: In biological activity and toxicity studies, the title molecule has an activity against microorganisms and a good drug score. © 2023 Bentham Science Publishers.