GC-MS analysis of acylated derivatives of a series of side chain regioisomers of 2-methoxy-4-methyl-phenethylamines

Awad, T; Deruiter, J; Clark, CR

HERO ID

3859213

Reference Type

Journal Article

Year

2008

Language

English

PMID

18492344

HERO ID 3859213
In Press No
Year 2008
Title GC-MS analysis of acylated derivatives of a series of side chain regioisomers of 2-methoxy-4-methyl-phenethylamines
Authors Awad, T; Deruiter, J; Clark, CR
Journal Journal of Chromatographic Science
Volume 46
Issue 5
Page Numbers 375-380
Abstract Five side chain regioisomers of 2-methoxy-4-methylphenethylamine constitute a unique set of compounds having an isobaric relationship with the controlled drug substance 3,4-methylenedioxymethamphetamine (3,4-MDMA or Ecstasy). These isomeric forms of the 2-methoxy-4-methyl-phenethylamines have mass spectra essentially equivalent to 3,4-MDMA; all have molecular weight of 193 and major fragment ions in their electron ionization mass spectra at m/z 58 and 135/136. Mass spectral differentiation of 2,3 and 3,4-MDMA from primary and secondary amine regioisomeric side chains of 2-methoxy-4-methyl-phenethylamines was possible after formation of the perfluoroacyl derivatives, pentafluoropropionamides (PFPA) and heptafluorobutyrylamides (HFBA). The mass spectra for these derivatives are individualized and the resulting unique fragment ions allow for specific side-chain identification. The individualization is the result of fragmentation of the alkyl carbon-nitrogen bond yielding unique hydrocarbon fragments of varying mass. Gas chromatographic separation on relatively non-polar stationary phases gave essentially base line resolution for these compounds.
Doi 10.1093/chromsci/46.5.375
Pmid 18492344
Is Certified Translation No
Dupe Override No
Comments Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-43449085833&doi=10.1093%2fchromsci%2f46.5.375&partnerID=40&md5=7b41b5de7bd5a638df33d8fff750e491
Is Public Yes
Language Text English