Isolation, identification and excretion profile of the principal urinary metabolite of the recently banned designer drug 1-(3-trifluoromethylphenyl)piperazine (TFMPP) in rats

Xenobiotica. 2005 Jan;35(1):107-16. doi: 10.1080/00498250400020335.

Abstract

The metabolism of 1-(3-trifluoromethylphenyl)piperazine (TFMPP), a recently banned designer drug, in rats was studied by analysing its urinary metabolites. p-Hydroxy-TFMPP (p-OH-TFMPP) was isolated and identified as the main metabolite by using nuclear magnetic resonance spectroscopy, gas chromatography-mass spectrometry and high-performance liquid chromatography-electrospray ionization mass spectrometry (LC-ESI MS). The time-course excretion profiles of TFMPP and p-OH-TFMPP in rats were investigated following a single intraperitoneal dosing of 5 mg kg(-1) TFMPP by using an optimized analytical procedure that combined solid-phase extraction and LC-ESI MS techniques. The cumulative amount of p-OH-TFMPP excreted within the first 48 h reached approximately 64% of the dose, of which 70% was the glucuronide conjugated form. The cumulative amount of parent TFMPP excreted was less than 0.7% of the dose. The results suggest that p-OH-TFMPP would be the most relevant metabolite to be detected for TFMPP exposure in the forensic and clinical analysis of human urine.

Publication types

  • Evaluation Study

MeSH terms

  • Animals
  • Chromatography, Liquid / methods*
  • Injections, Intraperitoneal
  • Magnetic Resonance Spectroscopy / methods*
  • Male
  • Metabolic Clearance Rate
  • Piperazines / administration & dosage*
  • Piperazines / urine*
  • Rats
  • Rats, Wistar
  • Spectrometry, Mass, Electrospray Ionization / methods*
  • Substance Abuse Detection / methods*
  • Urinalysis / methods*

Substances

  • Piperazines
  • 1-(3-trifluoromethylphenyl)piperazine