Stability of 3,4-methylenedioxymethampetamine (MDMA), 4-methylmethcathinone (mephedrone) and 3-trifluromethylphenylpiperazine (3-TFMPP) in formalin solution

Peter D. Maskell*, L. Nitin Seetohul, Alison C. Livingstone, Alexandra K. Cockburn, Jamie Preece, Derrick J. Pounder

*Corresponding author for this work

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Occasionally, the only postmortem samples available for analysis are contaminated with formaldehyde, either due to embalming prior to sampling or because analysis is carriedout only when formalin-fixed tissues retained for histological study are available. Formaldehyde reacts with several drugs of forensic interest that contain either a primary or asecondary amine group to form their N-methyl derivatives. We investigated the stabilityof3,4-methylenedioxymethampetamine (MDMA), 4-methylmethcathinone (mephedrone) and 3-trifluromethylphenylpiperazine (3-TFMPP) in formalin solutions using three different formaldehyde concentrations (5, 10 and 20%) and three different pHs (3.0, 7.0 and 9.5). Analysiswas performed using high-performance liquid chromatography with diode array detection to determine the percentage degradation of each drug over time, up to 60 days. MDMA, mephedrone and 3-TFMPP are unstable in formalin solutions, with the degradation rate increasing withincreasing pH. After 28 days in 20% formalin, pH 9.5, there remained 57% of the initial 3-TFMPP concentration,11% of the initial MDMA concentration and 4% of the initial mephedrone concentration. Forensic toxicologists should be aware that, when analyzing for these drugs in an embalmed body or in tissues stored in formalin solutions, the methylated formofthe secondary amine-containing drug could be a more useful analyte than the parent drug.

Original languageEnglish
Pages (from-to)440-446
Number of pages7
JournalJournal of Analytical Toxicology
Volume37
Issue number7
Early online date16 Jul 2013
DOIs
Publication statusPublished - 1 Sep 2013
Externally publishedYes

Fingerprint

Formaldehyde
drug
formaldehyde
Pharmaceutical Preparations
degradation
Amines
Embalming
Tissue
liquid chromatography
Degradation
mephedrone
High performance liquid chromatography
sampling
Diodes
Parents
High Pressure Liquid Chromatography
Sampling
Derivatives
amine
analysis

Cite this

Maskell, Peter D. ; Seetohul, L. Nitin ; Livingstone, Alison C. ; Cockburn, Alexandra K. ; Preece, Jamie ; Pounder, Derrick J. / Stability of 3,4-methylenedioxymethampetamine (MDMA), 4-methylmethcathinone (mephedrone) and 3-trifluromethylphenylpiperazine (3-TFMPP) in formalin solution. In: Journal of Analytical Toxicology. 2013 ; Vol. 37, No. 7. pp. 440-446.
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abstract = "Occasionally, the only postmortem samples available for analysis are contaminated with formaldehyde, either due to embalming prior to sampling or because analysis is carriedout only when formalin-fixed tissues retained for histological study are available. Formaldehyde reacts with several drugs of forensic interest that contain either a primary or asecondary amine group to form their N-methyl derivatives. We investigated the stabilityof3,4-methylenedioxymethampetamine (MDMA), 4-methylmethcathinone (mephedrone) and 3-trifluromethylphenylpiperazine (3-TFMPP) in formalin solutions using three different formaldehyde concentrations (5, 10 and 20{\%}) and three different pHs (3.0, 7.0 and 9.5). Analysiswas performed using high-performance liquid chromatography with diode array detection to determine the percentage degradation of each drug over time, up to 60 days. MDMA, mephedrone and 3-TFMPP are unstable in formalin solutions, with the degradation rate increasing withincreasing pH. After 28 days in 20{\%} formalin, pH 9.5, there remained 57{\%} of the initial 3-TFMPP concentration,11{\%} of the initial MDMA concentration and 4{\%} of the initial mephedrone concentration. Forensic toxicologists should be aware that, when analyzing for these drugs in an embalmed body or in tissues stored in formalin solutions, the methylated formofthe secondary amine-containing drug could be a more useful analyte than the parent drug.",
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Stability of 3,4-methylenedioxymethampetamine (MDMA), 4-methylmethcathinone (mephedrone) and 3-trifluromethylphenylpiperazine (3-TFMPP) in formalin solution. / Maskell, Peter D.; Seetohul, L. Nitin; Livingstone, Alison C.; Cockburn, Alexandra K.; Preece, Jamie; Pounder, Derrick J.

In: Journal of Analytical Toxicology, Vol. 37, No. 7, 01.09.2013, p. 440-446.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Stability of 3,4-methylenedioxymethampetamine (MDMA), 4-methylmethcathinone (mephedrone) and 3-trifluromethylphenylpiperazine (3-TFMPP) in formalin solution

AU - Maskell, Peter D.

AU - Seetohul, L. Nitin

AU - Livingstone, Alison C.

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AU - Preece, Jamie

AU - Pounder, Derrick J.

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AB - Occasionally, the only postmortem samples available for analysis are contaminated with formaldehyde, either due to embalming prior to sampling or because analysis is carriedout only when formalin-fixed tissues retained for histological study are available. Formaldehyde reacts with several drugs of forensic interest that contain either a primary or asecondary amine group to form their N-methyl derivatives. We investigated the stabilityof3,4-methylenedioxymethampetamine (MDMA), 4-methylmethcathinone (mephedrone) and 3-trifluromethylphenylpiperazine (3-TFMPP) in formalin solutions using three different formaldehyde concentrations (5, 10 and 20%) and three different pHs (3.0, 7.0 and 9.5). Analysiswas performed using high-performance liquid chromatography with diode array detection to determine the percentage degradation of each drug over time, up to 60 days. MDMA, mephedrone and 3-TFMPP are unstable in formalin solutions, with the degradation rate increasing withincreasing pH. After 28 days in 20% formalin, pH 9.5, there remained 57% of the initial 3-TFMPP concentration,11% of the initial MDMA concentration and 4% of the initial mephedrone concentration. Forensic toxicologists should be aware that, when analyzing for these drugs in an embalmed body or in tissues stored in formalin solutions, the methylated formofthe secondary amine-containing drug could be a more useful analyte than the parent drug.

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DO - 10.1093/jat/bkt051

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