Premium
Investigation of the Alkylamino Group of Aliphatic and Arylaliphatic Amines by Collision‐induced Dissociation Mass Spectra ofC 4 H 10 N + Immonium Ions
Author(s) -
Rösner P.,
Junge Th.
Publication year - 1996
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(199609)31:9<1047::aid-jms390>3.0.co;2-7
Subject(s) - chemistry , mass spectrum , ion , mass spectrometry , dissociation (chemistry) , moiety , collision induced dissociation , tandem mass spectrometry , electron ionization , polyatomic ion , spectral line , mass , stereochemistry , medicinal chemistry , analytical chemistry (journal) , organic chemistry , ionization , chromatography , physics , astronomy
Collision‐induced dissociation (CID) mass spectra of suitable ions (fragment ion mass spectra) play an important role in the structural elucidation of unknown drugs and metabolites in samples at submicrogram levels. Many drugs containing an alkylamino functionality show dominating α‐cleavage reactions in their electron impact (EI) mass spectra which produce intense C n H 2 n +2 N + immonium ions. These are of high stability and contain valuable structural information on the amino group moiety. A tandem quadrupole mass spectrometer was used to record the fragment ion mass spectra of ten isomeric C 4 H 10 N + immonium ions ( m / z 72). All the immonium ions studied showed distinct fragment ion mass spectra and gave sufficient information for an unequivocal identification of their structure. Therefore, CID mass spectra appear to be a reliable tool to establish the structure of aliphatic and arylaliphatic amines which generate C 4 H 10 N + immonium ions. These compound classes include phenethylamines, which have considerable pharmacological/toxicological activity. Nitrogen‐ and ring‐substituted phenyl‐2‐aminopropanes are an important class of psychoactive drugs and controlled substance analogues (designer drugs) with high structural variety.