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New designer drug, 2,5‐dimethoxy‐4‐propylthio‐β‐phenethylamine (2C‐T‐7): studies on its metabolism and toxicological detection in rat urine using gas chromatography/mass spectrometry
Author(s) -
Theobald Denis S.,
Fehn Susanna,
Maurer Hans H.
Publication year - 2005
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.784
Subject(s) - chemistry , phenethylamine , designer drug , chromatography , urine , acetylation , mass spectrometry , gas chromatography–mass spectrometry , hydroxylation , metabolism , phenethylamines , gas chromatography , oxidative deamination , drug metabolism , organic chemistry , drug , biochemistry , stereochemistry , pharmacology , enzyme , medicine , gene
Studies are described on the metabolism and toxicological analysis of the phenethylamine‐derived designer drug 2,5‐dimethoxy‐4‐propylthio‐β‐phenethylamine (2C‐T‐7) in rat urine using gas chromatography/mass spectrometry (GC/MS). The identified metabolites indicated that 2C‐T‐7 was metabolized by hydroxylation of the propyl side chain followed by N ‐acetylation and sulfoxidation and also by deamination followed by oxidation to the corresponding acid or by reduction to the corresponding alcohol. To a minor extent, 2C‐T‐7 was also metabolized by S ‐dealkylation followed by N ‐acetylation, S ‐methylation and sulfoxidation. The authors' systematic toxicological analysis (STA) procedure using full‐scan GC/MS after acid hydrolysis, liquid–liquid extraction microwave‐assisted acetylation allowed the detection of an intake of a dose of 2C‐T‐7 in rat urine that corresponds to a common drug users' dose. Assuming similar metabolism, the described STA procedure should be suitable for proof of an intake of 2C‐T‐7 in human urine. Copyright © 2005 John Wiley & Sons, Ltd.