Correlation of retention of anilides and some molecular descriptors. Application of topological indexes for prediction of log k values

Abstract

A quantitative structure-retention relationships study, proceed by RP-18 HPLC, was used to investigate physicochemical parameters related to RP retention of para substituted anilides of 2,2-dimethylproponoic, benzoic and α-phenylacetic acid, using a methanol-water mobile phase. Multiple linear regression analysis was used to correlate chromatographic retention constants of the compounds, dipole moments (μmph) and permittivities (εmph) of mobile phases and some molecular descriptors of the investigated compounds. The following molecular descriptors were applied: different topological indexes (M, 0χ, 1χ, 2χ, 0χv, 1χv, 2χv and Mv), log PRekker, log S, hydrogen-bond acceptor indicator (HA) and molecular weight. For the prediction of chromatographic retention of the compounds studied multiparametric equations are proposed. The reasonable predictive power of the proposed equations is obtained.