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Química Nova

versão impressa ISSN 0100-4042versão On-line ISSN 1678-7064

Resumo

SANTOS, Pâmella F. dos et al. 2-(4-IODINE-2,5-DIMETHOXYPHENYL)-N-[(2-METHOXYPHENYL)METHYL]ETAMINE OR 25I-NBOMe: CHEMICAL CHRACTERIZATION OF A DESIGNER DRUG. Quím. Nova [online]. 2016, vol.39, n.2, pp.229-237. ISSN 1678-7064.  http://dx.doi.org/10.5935/0100-4042.20150178.

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.

Palavras-chave : designer drugs; 25I-NBOMe; CCD; ATR-FTIR; GC-MS; ESI(+)-FT-ICR MS.

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