Estudos cristaloquímicos e químico-quânticos de seis derivados tiofênicos 2-[(arilideno)-amino]-4,5-cocloalquil-tiofeno-3-carbonitrila

Abstract

This work consists in carrying out a crystalochemical and quantum chemical study of six tiofênicos derivative 2 - [(arylidene) amino] -4,5-cycloalkyl-thiophene-3-carbonitrile (LPSF / SB). This class of compounds is considered of fundamental importance for the study and design of new drugs, since they exhibit a wide range of pharmacological properties, such as antibacterial, antifungal, analgesic, anti-inflammatory, antioxidant, antitumor and anesthetic. In this context, the present work was to study structural and electronic parameters of the above-mentioned compounds, in order to assess and understand chemical characteristics that provide information about the reactivity and stability of the same. The structures of these compounds were determined by X ray crystallography technique, employing WingX v1.80.05 program. Such structures have also been obtained by geometry optimization using the semi-empirical method Recife Model 1 (RM1) by means of HyperChem program. Therefore, it was possible to verify the applicability of the computational method of molecular modeling (MM) to predict structural characteristics, such as distances, bonding angles, torsion angles and QSAR parameters. The results obtained from crystallographic coordinates (solid state) were compared to the results generated by energy minimization (which provides the geometric configuration of the molecule at equilibrium). With this analysis, we observed a good agreement between the crystallographic results and optimized. Thereafter, it was possible to correlate the calculated parameters and perform a structural analysis of the compounds, to verify the quantitative relationship between the chemical structure and some physicochemical properties (QSPR) and the quantitative relationship between chemical structure and biological activity (QSAR) of derivatives under study.