Designer drug 2,4,5-trimethoxyamphetamine (TMA-2): studies on its metabolism and toxicological detection in rat urine using gas chromatographic/mass spectrometric techniques

J Mass Spectrom. 2006 Sep;41(9):1140-8. doi: 10.1002/jms.1059.

Abstract

Studies are described on the metabolism and the toxicological detection of the amphetamine-derived designer drug 2,4,5-trimethoxyamphetamine (TMA-2) in rat urine using gas chromatographic/mass spectrometric (GC/MS) techniques. The identified metabolites indicated that TMA-2 was metabolized by oxidative deamination to the corresponding ketone followed by reduction to the corresponding alcohol, O-demethylation followed by oxidative deamination, and finally O,O-bis-demethylation. All metabolites carrying hydroxy groups were found to be partly excreted in urine as glucuronides and/or sulfates. The authors' systematic toxicological analysis (STA) procedure using full-scan GC/MS after acid hydrolysis, liquid-liquid extraction, and microwave-assisted acetylation allowed the detection, in rat urine, of an intake of TMA-2 that corresponds to a common drug users' dose. Assuming similar metabolism, the described STA procedure in human urine should be suitable as proof of an intake of TMA-2.

MeSH terms

  • Amphetamines / metabolism*
  • Amphetamines / toxicity
  • Amphetamines / urine*
  • Animals
  • Biotransformation
  • Designer Drugs / analysis*
  • Gas Chromatography-Mass Spectrometry
  • Male
  • Rats
  • Rats, Wistar
  • Spectrometry, Mass, Electrospray Ionization
  • Substance Abuse Detection

Substances

  • Amphetamines
  • Designer Drugs
  • 2,4,5-trimethoxyamphetamine