Characterization of unknown degradant of ziprasidone with NMR spetroscopy

Abstract

Ziprasidone (ZIP) is the second generation antipsychotic drug with unique G-protein-coupled (GPCR) receptor binding profile. It is a highly lipophilic and unstable compound. Our group developed and validated the single liquid chromatographic (LC) system for simultaneous determination of ZIP and its five main impurities (IMPs) and we modelled the Quantitative Structure Retention Relationship (QSRR) of the additional ten compounds including unknown detected degradant. One of two proposed structures were confirmed by UPLC-MS/MS study. The further characterisation of unknown degradant was performed with NMR studies as un versatile tool for characterisation of each compound and it is presented. Through several experiments which consists of investigation of chemical shitfs in NMR spectra of ZIP degradation products the structure of unknown degradant was proposed and confirmed as in previous experiments.