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

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 met...

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Bibliographic Details
Published in:Journal of mass spectrometry. 2010-10, Vol.45 (10), p.1121-1129
Main Authors: Hubert-Roux, Marie, Bounoure, Frédéric, Skiba, Mohamed, Bozec, Philippe, Churlaud, Florence, Lange, Catherine M
Format: Article
Language:English
Subjects:
Chemical Sciences
Deuterium Exchange Measurement - methods
Dopamine Antagonists - chemistry
Isonipecotic Acids - analysis
Isonipecotic Acids - chemistry
Molecular Structure
Organic chemistry
Phenothiazines - analysis
Phenothiazines - chemistry
Spectrometry, Mass, Electrospray Ionization - methods
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Summary: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.
ISSN:1076-5174
1096-9888
DOI:10.1002/jms.1790