2-(4-IODINE-2,5-DIMETHOXYPHENYL)-N-[(2-METHOXYPHENYL)METHYL]ETAMINE OR 25I-NBOMe: CHEMICAL CHRACTERIZATION OF A DESIGNER DRUG

Química Nova

Instituto Federal do Espírito Santo, Vila Velha, Brazil¹  Merlo, Bianca B.¹  Universidade Federal do Rio Grande do Sul, Porto Alegre, Brazil¹  Santos, Heloá¹  Souza, Lindamara M.¹  Tose, Lilian V.¹  Universidade Federal de Goiás, Goiânia, Brazil¹  Machado, Leandro F.¹  Superintendência de Polícia Federal no Estado do Rio Grande do Sul, Porto Alegre, Brasil¹  Ortiz, Rafael S.¹  Vanini, Gabriela¹  Romão, Wanderson¹  Santos, Pâmella F. dos¹  Costa, Helber B.¹  Vaz, Boniek G.¹  Limberger, Renata P.¹  Universidade Federal do Espírito Santo, Vitória, Brazil¹  Superintendência de Polícia Técnico-Científica do Estado do Espírito Santo, Vitória, Brasil¹  Polícia Federal, Brasília, Brasil¹ 

关键词:  designer drugs;    25I-NBOMe;    CCD;    ATR-FTIR;    GC-MS;    ESI(+)-FT-ICR MS;   

DOI  :  10.5935/0100-4042.20150178

学科分类：化学（综合）

来源: Sociedade Brasileira de Quimica

【 摘 要 】

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.

【 授权许可】

Unknown