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Studies on the metabolism and toxicological detection of the designer drug 2,5‐dimethoxy‐4‐methyl‐β‐ phenethylamine (2C‐D) in rat urine using gas chromatographic/mass spectrometric techniques
Author(s) -
Theobald Denis S.,
Maurer Hans H.
Publication year - 2006
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.1128
Subject(s) - phenethylamine , chemistry , designer drug , urine , chromatography , demethylation , phenethylamines , metabolism , deamination , gas chromatography–mass spectrometry , derivatization , oxidative deamination , alcohol , drug , organic chemistry , mass spectrometry , stereochemistry , biochemistry , pharmacology , enzyme , medicine , gene expression , dna methylation , gene
The phenethylamine‐derived designer drug 2,5‐dimethoxy‐4‐methyl‐β‐phenethylamine (2C‐D) was found to be metabolized in rats by O ‐demethylation at position 2 or 5 followed by N ‐acetylation or by deamination with oxidation to the corresponding acids or reduction to the corresponding alcohol. Furthermore, 2C‐D was hydroxylated at the methyl group or deaminated followed by reduction to the corresponding alcohol or by oxidation to the corresponding acid. Most of the metabolites were excreted in conjugated form. The authors' systematic toxicological analysis (STA) procedure using full‐scan GC/MS allowed the detection of an intake of a dose of 2C‐D in rat urine that corresponds to a common drug user's dose. Assuming similar metabolism, the described STA procedure should be suitable for proof of an intake of 2C‐D in human urine. Copyright © 2006 John Wiley & Sons, Ltd.