The
emergence of a new class of novel psychoactive substances, N-benzyl-substituted phenethylamine derivatives so-called
“NBOMes” or “Smiles”, in the recreational
drug market has forced the development of new sensitive analytical
methodologies for their detection and quantitation. NBOMes’
hallucinogenic effects mimic those of the illegal psychedelic drug
lysergic acid diethylamide (LSD) and are typically sold as LSD on
blotter papers, resulting in a remarkable number of fatalities worldwide.
In this article, four halide derivatives of NBOMe, namely, 2-(4-fluoro-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethan-1-amine, 2-(4-chloro-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethan-1-amine, 2-(4-bromo-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethan-1-amine, and 2-(4-iodo-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethan-1-amine, were detected and quantified
simultaneously using a high-performance liquid chromatographic method,
and two detection systems were compared: photodiode array detection
(detection system I) and amperometric detection via a commercially
available impinging jet flow-cell system incorporating embedded graphite
screen-printed macroelectrodes (detection system II). Under optimized
experimental conditions, linear calibration plots were obtained in
the concentration range of 10–300 and 20–300 μg
mL–1, for detection systems I and II, respectively.
Detection limit (limit of detection) values were between 4.6–6.7
and 9.7–18 μg mL–1, for detection systems
I and II, respectively. Both detectors were employed for the analysis
of the four NBOMe derivatives in the bulk form, in the presence of
LSD and adulterants commonly found in street samples (e.g. paracetamol,
caffeine, and benzocaine). Furthermore, the method was applied for
the analysis of simulated blotter papers, and the obtained percentage
recoveries were satisfactory, emphasizing its advantageous applicability
for the routine analysis of NBOMes in forensic laboratories.