Mass spectrometric properties of N‐(2‐methoxybenzyl)‐2‐(2,4,6‐trimethoxyphenyl)ethanamine (2,4,6‐TMPEA‐NBOMe), a new representative of designer drugs of NBOMe series and derivatives thereof
Journal of Mass Spectrometry October 1, 2016 Vadim A Shevyrin, Olga V. Kupriyanova, Albert T. Lebedev et al.
A new compound in the NBOMe series of hallucinogenic phenethylamines, 2,4,6-TMPEA-NBOMe, was identified in the illicit drug market using multiple analytical techniques including GC/MS, high-resolution mass spectrometry, and NMR spectroscopy. The study describes the compound's fragmentation patterns under electron ionization, noting that a McLafferty rearrangement occurs despite an empirical rule that would predict otherwise, and that electron-donating methoxy groups favor this rearrangement. N-methyl and N-acyl derivatives did not show the rearrangement, while N-acyl derivatives exhibited it with charge retention on an alternative fragment. Analytical characteristics for detecting the compound in criminal seizures are provided.