Identification of 2-(ethylamino)-1-(4-methylphenyl)-1-pentanone (4-MEAP), a New "Legal High" Sold by an Internet Vendor as 4-Methyl Pentedrone.
Online vendors are offering a new legal high, 4-methylpentedrone (4-MPD). Information for potential users provided by internet vendors of 4-MPD includes incorrect structures and nonexistent CAS numbers. A sample of 4-MPD was obtained and analyzed using GC-MS, NMR, and LC-EIS. The fragmentation data from the GC-MS and LC-EIS produced an M-1 ion that suggested the molecular mass was 219 amu, rather than 205 amu as calculated for 4-methylpentedrone. The difference in molecular mass corresponded to the addition of a methyl group. Based on the mass and fragmentation pattern, two standards were synthesized, 2-(ethylamino)-1-(4-methylphenyl)-1-pentanone and 1-(4-methylphenyl)-2-(propylamino)-1-butanone. The synthesis involved bromination of the appropriate ketone followed by the reaction with ethylamine or propylamine. Based on the NMR data and unique fragmentation patterns produced by these molecules, the sample was identified as 2-(ethylamino)-1-(4-methylphenyl)-1-pentanone, not 4-methylpentedrone.
Department of Justice Sciences, University of Alabama at Birmingham, 1201 University Blvd., Birmingham, AL.
Danielle
D
Hamby
Annessa
A
Burnett
Michael
M
Jablonsky
Brendan
B
Twamley
Pierce V
PV
Kavanagh
Elizabeth A
EA
Gardner
D000098:Acetophenones / Q000737:chemistry*; D002853:Chromatography, Liquid; D003132:Commerce; D015198:Designer Drugs / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D020407:Internet; D015394:Molecular Structure; D010422:Pentanones / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
C000604931:2-(ethylamino)-1-(4-methylphenyl)-1-pentanone; D000098:Acetophenones; D015198:Designer Drugs; D010422:Pentanones
1‐(4‐methylphenyl)‐2‐(propylamino)‐1‐butanone; 2‐(ethylamino)‐1‐(4‐methylphenyl)‐1‐pentanone; 4‐methylpentedrone; analog; cathinone; forensic science; gas chromatography‐mass spectroscopy; legal high; nuclear magnetic resonance