Biotransformation and detectability of the designer drug 2,5-dimethoxy-4-propylphenethylamine (2C-P) studied in urine by GC-MS, LC-MS(n), and LC-high-resolution-MS(n)

Carina Wink , Markus Meyer , Tina Braun , Alain Turcant (1) , Hans Maurer

1 GEIHP - Groupe d'Étude des Interactions Hôte-Pathogène

2,5-Dimethoxy-4-propylphenethylamine (2C-P) is a hallucinogenic designer drug of the phenethylamine class, the so-called 2Cs, named according to the ethyl spacer between the nitrogen and the aromatic ring. The aims of the present work were to identify the phases I and II metabolites of 2C-P. In addition, the detectability of 2C-P and its metabolites in urine as proof of an intake in clinical or forensic cases was tested. According to the identified metabolites, the following pathways were proposed: N-acetylation; deamination followed by reduction to the corresponding alcohol and oxidation to carbonic acid; mono- and bis-hydroxylation at different positions; mono- and bis-O-demethylation, followed by glucuronidation, sulfation, or both; and combination of these steps. Proof of an intake of a common user's dose of 2C-P was possible by both standard urine screening approaches, the GC-MS as well as the LC-MS(n) approach.

Mots clés: 2C-P; GC-MS; LC-HR-MS n; Metabolism; Phenethylamine derivatives

Domaines: Chimie

Carina Wink, Markus Meyer, Tina Braun, Alain Turcant, Hans Maurer. Biotransformation and detectability of the designer drug 2,5-dimethoxy-4-propylphenethylamine (2C-P) studied in urine by GC-MS, LC-MS(n), and LC-high-resolution-MS(n). Analytical and Bioanalytical Chemistry, 2015, 407 (3), pp.831-843. ⟨10.1007/s00216-014-8083-2⟩. ⟨hal-01389237⟩