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Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry.
Anal Bioanal Chem. 2010 Jun; 397(3):1225-33.AB

Abstract

In recent years, a new class of designer drugs has appeared on the drugs of abuse market in many countries, namely, the so-called beta-keto (bk) designer drugs such as mephedrone (bk-4-methylmethamphetamine), butylone (bk-MBDB), and methylone (bk-MDMA). The aim of the present study was to identify the metabolites of mephedrone in rat and human urine using GC-MS techniques and to include mephedrone, butylone, and methylone within the authors' systematic toxicological analysis (STA) procedure. Six phase I metabolites of mephedrone were detected in rat urine and seven in human urine suggesting the following metabolic steps: N-demethylation to the primary amine, reduction of the keto moiety to the respective alcohol, and oxidation of the tolyl moiety to the corresponding alcohols and carboxylic acid. The STA procedure allowed the detection of mephedrone, butylone, methylone, and their metabolites in urine of rats treated with doses corresponding to those reported for abuse of amphetamines. Besides macro-based data evaluation, an automated evaluation using the automated mass spectral deconvolution and identification system was performed. Mephedrone and butylone could be detected also in human urine samples submitted for drug testing. Assuming similar kinetics in humans, the described STA procedure should be suitable for proof of an intake of the bk-designer drugs in human urine.

Authors+Show Affiliations

Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology, Saarland University, 66421 Homburg/Saar, Germany. markus.meyer@uks.euNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

20333362

Citation

Meyer, Markus R., et al. "Beta-keto Amphetamines: Studies On the Metabolism of the Designer Drug Mephedrone and Toxicological Detection of Mephedrone, Butylone, and Methylone in Urine Using Gas Chromatography-mass Spectrometry." Analytical and Bioanalytical Chemistry, vol. 397, no. 3, 2010, pp. 1225-33.
Meyer MR, Wilhelm J, Peters FT, et al. Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry. Anal Bioanal Chem. 2010;397(3):1225-33.
Meyer, M. R., Wilhelm, J., Peters, F. T., & Maurer, H. H. (2010). Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry. Analytical and Bioanalytical Chemistry, 397(3), 1225-33. https://doi.org/10.1007/s00216-010-3636-5
Meyer MR, et al. Beta-keto Amphetamines: Studies On the Metabolism of the Designer Drug Mephedrone and Toxicological Detection of Mephedrone, Butylone, and Methylone in Urine Using Gas Chromatography-mass Spectrometry. Anal Bioanal Chem. 2010;397(3):1225-33. PubMed PMID: 20333362.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry. AU - Meyer,Markus R, AU - Wilhelm,Jens, AU - Peters,Frank T, AU - Maurer,Hans H, Y1 - 2010/03/25/ PY - 2009/12/14/received PY - 2010/03/04/accepted PY - 2010/03/03/revised PY - 2010/3/25/entrez PY - 2010/3/25/pubmed PY - 2010/8/17/medline SP - 1225 EP - 33 JF - Analytical and bioanalytical chemistry JO - Anal Bioanal Chem VL - 397 IS - 3 N2 - In recent years, a new class of designer drugs has appeared on the drugs of abuse market in many countries, namely, the so-called beta-keto (bk) designer drugs such as mephedrone (bk-4-methylmethamphetamine), butylone (bk-MBDB), and methylone (bk-MDMA). The aim of the present study was to identify the metabolites of mephedrone in rat and human urine using GC-MS techniques and to include mephedrone, butylone, and methylone within the authors' systematic toxicological analysis (STA) procedure. Six phase I metabolites of mephedrone were detected in rat urine and seven in human urine suggesting the following metabolic steps: N-demethylation to the primary amine, reduction of the keto moiety to the respective alcohol, and oxidation of the tolyl moiety to the corresponding alcohols and carboxylic acid. The STA procedure allowed the detection of mephedrone, butylone, methylone, and their metabolites in urine of rats treated with doses corresponding to those reported for abuse of amphetamines. Besides macro-based data evaluation, an automated evaluation using the automated mass spectral deconvolution and identification system was performed. Mephedrone and butylone could be detected also in human urine samples submitted for drug testing. Assuming similar kinetics in humans, the described STA procedure should be suitable for proof of an intake of the bk-designer drugs in human urine. SN - 1618-2650 UR - https://www.unboundmedicine.com/medline/citation/20333362/Beta_keto_amphetamines:_studies_on_the_metabolism_of_the_designer_drug_mephedrone_and_toxicological_detection_of_mephedrone_butylone_and_methylone_in_urine_using_gas_chromatography_mass_spectrometry_ L2 - https://dx.doi.org/10.1007/s00216-010-3636-5 DB - PRIME DP - Unbound Medicine ER -