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Identification and characterization of 2,5‐dimethoxy‐3,4‐dimethyl‐β‐phenethylamine (2C‐G) – A new designer drug
Author(s) -
Zuba Dariusz,
Sekuła Karolina
Publication year - 2013
Publication title -
drug testing and analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.065
H-Index - 54
eISSN - 1942-7611
pISSN - 1942-7603
DOI - 10.1002/dta.1396
Subject(s) - chemistry , mass spectrometry , phenethylamine , analytical chemistry (journal) , designer drug , ion , electron ionization , mass spectrum , fourier transform ion cyclotron resonance , electrospray ionization , gas chromatography , tandem mass spectrometry , ionization , chromatography , stereochemistry , organic chemistry , psychology , drug , psychiatry
This study presents and discusses the mass spectrometric, infrared spectroscopic and nuclear magnetic resonance spectroscopic data of 2,5‐dimethoxy‐3,4‐dimethyl‐β‐phenethylamine (2C‐G), a new designer drug. A powder sample containing 2C‐G was seized in Poland in 2011. The paper focuses on a comparison of the analytical features of 2C‐G and other members of the 2C‐series, in order to assess the possibility of unequivocal identification. The occurrence of intense peak at m/z = 178 and different intensities of the ions at m/z = 165 and 180 in the gas chromatography‐electron impact‐mass spectrometry (GC‐EI/MS) spectrum of 2C‐G made it possible to distinguish it from 2C‐E. Differences in relative intensities of the ions at m/z = 192, 179 and 177 were observed for GC‐EI/MS spectra of TFAA derivatives of 2C‐G and 2C‐E. An identical set of ions was recorded for these substances using the liquid chromatography‐electrospray ionization/quadrupole time of flight mass spectrometry (LC‐ESI/QTOFMS) method in both MS and tandem mass spectrometry (MS/MS) mode, but the distinction was possible based on differences in the ion intensities at m/z = 193.1223 and 178.0988. The Fourier transform infrared (FTIR) spectrum of 2C‐G was significantly different from other members of the 2C‐series, with a characteristic doublets at 993–1014 cm ‐1 and 1099–1124 cm ‐1 , and the ratio of bands at higher wavenumbers. Final elucidation of the structure of 2C‐G was carried out by 1 H and 13 C NMR spectroscopy. The study indicated that the marketing of analogues of controlled substances poses a real analytical challenge for forensic laboratories, and the application of sophisticated methods is often required for unequivocal identification of a new substance. Copyright © 2012 John Wiley & Sons, Ltd.