GC-MS analysis of ring and side chain regioisomers of ethoxyphenethylamines
Awad, T; Deruiter, J; Clark, CR
| HERO ID | 3859212 |
|---|---|
| In Press | No |
| Year | 2008 |
| Title | GC-MS analysis of ring and side chain regioisomers of ethoxyphenethylamines |
| Authors | Awad, T; Deruiter, J; Clark, CR |
| Journal | Journal of Chromatographic Science |
| Volume | 46 |
| Issue | 8 |
| Page Numbers | 671-679 |
| Abstract | Mass spectral differentiation of 3,4-methylenedioxymethamphetamine (3,4-MDMA), a controlled drug, and its 2,3-regioisomer from the ring substituted ethoxyphenethylamines is possible after formation of the perfluoroacyl derivatives, pentafluoropropionamides (PFPA), and heptafluorobutyrylamides (HFBA). The ring substituted ethoxyphenethylamines constitute a unique set of compounds having an isobaric relationship with 3,4-MDMA. These isomeric forms of the 2-, 3-, and 4-ethoxy phenethylamines have mass spectra essentially equivalent to 3,4-MDMA; all have molecular weight of 193 and major fragment ions in their electron ionization mass spectra at m/z 58 and 135/136. All the side chain regioisomers of 2-ethoxy phenethylamine having equivalent mass spectra to 3,4-MDMA are synthesized and compared via gas chromatography-mass spectrometry to 2,3- and 3,4-methylenedioxymethamphetamine. The mass spectra for the perfluoroacyl derivatives of the primary and secondary amine regioisomers are significantly individualized, and the side chain regioisomers yield unique hydrocarbon fragment ions at m/z 148, 162, and 176. Additionally, the substituted ethoxymethamphetamines are distinguished from the methylenedioxymethamphet-amines via the presence of the m/z 107 ion. Gas chromatographic separation on relatively non-polar stationary phases successfully resolves these derivatives. |
| Doi | 10.1093/chromsci/46.8.671 |
| Pmid | 18796221 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-51849092083&doi=10.1093%2fchromsci%2f46.8.671&partnerID=40&md5=61bd718cc53a14d98623347edb92a054 |
| Is Public | Yes |
| Language Text | English |