This project focused on the synthesis, mass spectral characterization, and chromatographic analysis of six regioisomeric methoxy methyl phenethylamines, and the mass spectral and chromatographic properties of these compounds were compared to the isobaric 2,3- and 3,4-methylenedioxyphenethyl-amines of the same side chain.
Three regioisomeric 3,4-methylenedioxyphenethylamines having the same molecular weight and major mass spectral fragments of equal mass have been reported as drugs of abuse in forensic studies in recent years. These compounds are 3,4-methylenedioxy-N-ethylamphetamine (MDEA), 3,4-methylenedioxy-N-N-dimethylamphetamine (MDMMA), and N-methyl-1-(3,4- methylenedioxyphenyl)-2-butanamine (MBDB). The mass spectra of the regioisomers (4-methoxy-3-methyl and 4-methoxy-2-methyl-phenethylamines) are essentially equivalent to the three compounds reported as drugs of abuse. The six regioisomeric methoxy-methylphenethylamines were synthesized from commercially available starting materials. Side chain differentiation by mass spectrometry was possible after the formation of the perfluoroacyl derivatives, pentafluoropropionylamides (PFPA) and heptafluorobutrylamides (HFBA). Gas chromatographic separation on Rtx-1 was successful at resolving the perfluoroacyl derivatives of the 4-methoxy-3-methyl phenethylamines from those of the 4-methoxy-2-methyl phenethylamines. The 4-methoxy-3-methyl-phenethylamine derivatives eluted before the 4-methoxy-2-methyl-phenethylamine derivatives as both the PFPA and HFBA derivatives. (publisher abstract modified)
Downloads
Similar Publications
- Proteomic genotyping: Using mass spectrometry to infer SNP genotypes in a forensic context
- Readiness for Implementation: Annual Progress Report to Funders, January 1-December 31, 1996
- Role of Drug and Alcohol Abuse in Domestic Violence and Its Treatment: Dade County's Domestic Violence Court Experiment, Appendices to the Final Report