Fragmentation pathways of metopimazine and its metabolite using ESI-MS(n), HR-MS and H/D exchange

J Mass Spectrom. 2010 Oct;45(10):1121-9. doi: 10.1002/jms.1790.

Abstract

Metopimazine (MPZ) is a phenothiazine derivative used to prevent emesis during chemotherapy where few structural analysis of the aforementioned compound have been described in the literature. Thus, this work reports, for the first time, the detailed study of fragmentation pathways of MPZ and its metabolite (AMPZ) using electrospray ionization (EI) with multistage mass spectrometry (ESI-MS(n)) in positive-ion mode. The structures of 21 product ions were identified and their accurate masses were determined using high resolution mass spectrometry (HRMS) experiments. Characteristic product ions of these two phenothiazine derivatives are more particularly displayed along with differences between their relative abundances and their structures checked by H/D exchange experiments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Deuterium Exchange Measurement / methods*
  • Dopamine Antagonists / chemistry*
  • Isonipecotic Acids / analysis
  • Isonipecotic Acids / chemistry*
  • Molecular Structure
  • Phenothiazines / analysis
  • Phenothiazines / chemistry*
  • Spectrometry, Mass, Electrospray Ionization / methods*

Substances

  • Dopamine Antagonists
  • Isonipecotic Acids
  • Phenothiazines
  • metopimazine
  • phenothiazine