Chromatographic separation and spectroscopic characterization of the e/z isomers of acrivastine

Abstract

A reverse phase high performance liquid chromatography (HPLC) method has been developed for the separation of two geometric isomers of Acrivastine using crude reaction mixture. The resolution between two isomers was found more than 2.9. The geometric isomers have been isolated by preparative HPLC and characterized by spectroscopic techniques, such as NMR, infrared, and MS. The developed method has been validated for the determination of Z-isomer in Acrivastine. The limit of detection and limit of quantification of the Z-isomer were 0.05 and 0.2 μg/ml, respectively. The developed method is precise, linear, accurate, rugged and robust for its intended use.

Isolation, structure elucidation, and high‐performance liquid chromatography quantification of photolytic degradation impurities in acrivastine

“…Compound 4 is a reported impurity of acrivastine, and the 1 H and 13 C NMR data (Supporting Information S1 and S2, Tables S1 and S2) agree well with the reported acrivastine Z ‐isomer [18]. To confirm the configuration of C11═C19, the planar structure of 4 is constructed by detailed analyses of 1 H NMR, 13 C NMR, 1 H 1 H COSY, HSQC, and NOESY (Supporting Information S15–S19).…”

“…Previous studies mainly focused on the quantitative determination of acrivastine in biosamples using spectroscopy [11], GC-MS [12], SPE-HPLC [13], HPLC-MS [14], and electrochemical methods [15]; the quantitative determination of acrivastine formulation using HPLC with monolithic stationary phase [16]; simultaneous analysis of acrivastine and pseudoephedrine hydrochloride by HPLC [16,17]. Recently, the Z-isomer of acrivastine has been isolated and structurally elucidated using HPLC [18]. Ajay Kumar et al [19] identified a process-related impurity, Imp-IV, and two oxidative degradation impurities, Imp-V and VI, using HPLC-MS, and the structures were confirmed by synthesis.…”