Mass, NMR and IR spectroscopic characterization of pentedrone and pentylone and identification of their isocathinone by-products

Folker Westphal; Thomas Junge; Ulrich Girreser; Wolfgang Greibl; Carmen Doering

doi:10.1016/j.forsciint.2011.10.045

Mass, NMR and IR spectroscopic characterization of pentedrone and pentylone and identification of their isocathinone by-products

Forensic Sci Int. 2012 Apr 10;217(1-3):157-67. doi: 10.1016/j.forsciint.2011.10.045. Epub 2011 Nov 23.

Authors

Folker Westphal¹, Thomas Junge, Ulrich Girreser, Wolfgang Greibl, Carmen Doering

Affiliation

¹ State Bureau of Criminal Investigation Schleswig-Holstein, Section Narcotics/Toxicology, Mühlenweg 166, 24116 Kiel, Germany. dr.-folker.westphal@polizei.landsh.de

PMID: 22115724
DOI: 10.1016/j.forsciint.2011.10.045

Abstract

This study presents and discusses the mass spectrometric, nuclear magnetic resonance spectroscopic and infrared spectroscopic data of the designer drugs pentedrone (2-methylamino-1-phenylpentan-1-one) and its methylenedioxy analog pentylone (2-methylamino-1-(3,4-methylenedioxyphenyl)pentan-1-one). The structure elucidation of the aliphatic parts was carried out by product ion spectroscopy of the immonium ion with m/z=86 formed after electron ionization, and by one- and two-dimensional (1)H- and (13)C-NMR spectroscopy on the hydrochloride salts to verify the structure of the alkyl side chain and to determine the methylenedioxy position in the aromatic ring of pentylone. Furthermore, two typical cathinone synthesis by-products were detected besides the main compounds. Their mass spectra are discussed and for one of them (1-methylamino-1-phenylpentan-2-one (isopentedrone)) a NMR assignment was possible in the existing mixture.