2-(4-IODO-2,5-DIMETOXIFENIL)-N-[(2-METOXIFENIL)METIL]ETAMINA OU 25I-NBOME: CARACTERIZAÇÃO QUÍMICA DE UMA DESIGNER DRUG
Pâmella F. Dos Santos, Lindamara M. Souza, Bianca B. Merlo, Helber B. Costa, Lilian V. Tose, Heloá Santos, Gabriela Vanini, Leandro F. Machado, Rafael S. Ortiz, Renata P. Limberger, Boniek G. Vaz, Wanderson Romão
Química Nova May 9, 2016 DOI: 10.5935/0100-4042.20150178 via DOAJ
Summary
AI-generated from the abstractA new designer drug, 25I-NBOMe, was chemically profiled using multiple analytical techniques. Thin layer chromatography identified spots for 25C-, 25B-, and 25I-NBOMe compounds, all with the same retention factor of about 0.50, but no spots for 2,5-dimethoxy-4-bromoamphetamine, 2,5-dimethoxy-4-chloroamphetamine, or lysergic acid diethylamide. ATR-FTIR preserved the material's physical-chemical properties, while GC-MS and ESI-MS offered better analytical selectivity. ESI(+)FT-ICR MS determined the exact mass (m/z 428.1706 for [M + H]+), molecular formula (C18H22INO3), degree of unsaturation (DBE = 8), and chemical structure via collision-induced dissociation. ATR-FTIR and CID results suggested the presence of isomers, with a second structure proposed as an isomer of 25I-NBOMe.
Study at a glance
| Characteristics | Chemical analysis Peer reviewed |
|---|---|
| Population | 25I-NBOMe compound |
| Keywords | Designer drugs 25i-nbome Ccd Atr-ftir Gc-ms |
| Citations | 13 |
| Key finding | The chemical profile of 25I-NBOMe was characterized, and evidence suggested the presence of an isomer of the molecule. |
Abstract
Drug trafficking and the introduction of new drugs onto the illicit market are one of the main challenges of the forensic community. In this study, the chemical profile of a new designer drug, 2-(4-iodine-2,5-dimethoxyphenyl)-n-[(2-methoxyphenyl)methyl]etamine or 25I-NBOMe was explored using thin layer chromatography (TLC), ultraviolet-visible spectrophotometry (UV-Vis), attenuated total reflection with Fourier transform infrared spectroscopy(ATR-FTIR), gas chromatography mass spectrometry (GC-MS) and electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (ESI-FT-ICR MS). First, the TLC technique was effective for identifying spots related to 25C-, 25B- and 25I-NBOMe compounds, all with the same retention factor, Rf ≈ 0.50. No spot was detected for 2,5-dimethoxy-4-bromoamphetamine, 2,5-Dimethoxy-4-chloroamphetamine or lysergic acid diethylamide compounds. ATR-FTIR preserved the physical-chemical properties of the material, whereas GC-MS and ESI-MS showed better analytical selectivity. ESI(+)FT-ICR MS was used to identify the exact mass (m/z428.1706 for the [M + H]+ ion), molecular formula (M = C18H22INO3), degree of unsaturation (DBE = 8) and the chemical structure (from collision induced dissociation, CID, experiments) of the 25I-NBOMe compound. Furthermore, the ATR-FTIR and CID results suggested the presence of isomers, where a second structure is proposed as an isomer of the 25I-NBOMe molecule.