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Liquid secondary ionization mass spectrometry and collision‐induced dissociation study of 2‐chloro‐ N 10 ‐substituted phenoxazines
Author(s) -
Dass Chhabil,
Thimmaiah K. N.,
Jayashree B. S.,
Houghton Peter J.
Publication year - 1997
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(199712)32:12<1279::aid-jms586>3.0.co;2-#
Subject(s) - chemistry , phenoxazine , morpholine , fast atom bombardment , mass spectrometry , fragmentation (computing) , tandem mass spectrometry , collision induced dissociation , ion , chemical ionization , diethylamine , electron ionization , alkyl , dissociation (chemistry) , analytical chemistry (journal) , ionization , medicinal chemistry , chromatography , organic chemistry , medicine , phenothiazine , computer science , pharmacology , operating system
Positive‐ion liquid secondary ionization mass spectrometry in combination with 3‐nitrobenzyl alcohol as the liquid matrix was used to investigate the mass spectral features of a set of 21 N 10 ‐substituted derivatives of 2‐chlorophenoxazine. The N‐10 substitution included propyl, butyl and acetyl groups containing various secondary amines ( N , N ‐diethylamine, N , N ‐diethanolamine, morpholine, piperidine, pyrrolidone or β‐hydroxyethylpiperazine) or a chloro group. These compounds are potent multi‐drug resistance modulators. The molecular ions are observed as M + • and [M+H] + ions. In general, the fragmentation pathways of these molecules are similar and very straightforward. The phenoxazine ring system remains stable under the Cs + ion beam bombardment conditions, while fragmentations are observed along the length of the alkyl and acetyl side‐chains. The fragmentation reactions were corroborated by acquiring product ion and constant neutral loss tandem mass spectrometric scans of the pertinent ions. © 1997 John Wiley & Sons, Ltd.