Differentiation of ring-substituted bromoamphetamine analogs by gas chromatography-tandem mass spectrometry

Forensic Toxicology
Hiroyuki InoueFumiyo Kasuya

Abstract

There has been a rapid increase over the last decade in the appearance of new non-controlled psychoactive substances. Minor changes in the chemical structures of these compounds, such as the extension of an alkyl residue or replacement of a single substituent, are regularly made to avoid regulatory control, leading to the manufacture of many new potentially dangerous drugs. Bromoamphetamine analogs (bromoamphetamine [Br-AP] and bromomethamphetamine (Br-MA]) are ring-substituted amphetamines that can behave as stimulants, as well as exhibiting inhibitory activity towards monoamine oxidases in the same way as amphetamines. Gas chromatography-tandem mass spectrometry (GC-MS-MS) was used in this study to differentiate ring-substituted bromoamphetamine analogs. Free bases, trifluoroacetyl derivatives, and trimethylsilyl (TMS) derivatives of six analytes were successfully separated using DB-1ms and DB-5ms columns. Electron ionization MS-MS analysis of the TMS derivatives allowed for the differentiation of three regioisomers. TMS derivatives of 2-positional isomers provided significant product ions. The spectral patterns of 3- and 4-positional isomers were different. Chemical ionization MS-MS analysis of free bases for [M+H-HBr](+) io...Continue Reading

References

Jun 12, 1978·Annals of the New York Academy of Sciences·J A Harvey
Oct 1, 1974·Journal of Medicinal Chemistry·F A AldousK J Tutt
Feb 1, 1971·British Journal of Pharmacology·B E Leonard, S A Shallice
Apr 9, 1981·European Journal of Pharmacology·P Juvancz
Feb 3, 2009·Forensic Science International : Synergy·Tamer AwadC Randall Clark
Nov 11, 2009·Forensic Science International : Synergy·F WestphalTh Junge
Feb 1, 2012·Journal of Chromatographic Science·Hadir M MaherC Randall Clark
Feb 28, 2014·Drug Testing and Analysis·L A King
Mar 25, 2015·Journal of Mass Spectrometry : JMS·Maiko KusanoAkira Ishii

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Citations

Jan 2, 2021·Forensic Science International : Synergy·Nicole S Jones, Jeffrey H Comparin

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Methods Mentioned

BETA
column chromatography
nuclear magnetic resonance

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