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 Peer reviewed DOI: 10.5935/0100-4042.20150178 via DOAJ
Summary
The study explored the chemical profile of the designer drug 25I-NBOMe using various analytical techniques. Thin layer chromatography effectively identified related compounds with a retention factor of approximately 0.50, while no spots were detected for certain other drugs. The mass spectrometry methods provided precise mass and molecular formula details, suggesting the presence of isomers. The findings highlight the challenges in identifying new designer drugs in forensic contexts.
Study at a glance
| Key finding | Thin layer chromatography identified related compounds of 25I-NBOMe with a retention factor of approximately 0.50, while mass spectrometry revealed its exact mass and molecular formula. |
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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.