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Syntheses and analytical characterizations of N-alkyl-arylcyclohexylamines.

Wallach, J and Colestock, T and Cicali, B and Elliott, SP and Kavanagh, PV and Adejare, A and Dempster, NM and Brandt, SD (2015) Syntheses and analytical characterizations of N-alkyl-arylcyclohexylamines. Drug Testing and Analysis. ISSN 1942-7611

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Abstract

The rise in new psychoactive substances that are available as 'research chemicals' (RCs) remains a significant forensic and legislative challenge. A number of arylcyclohexylamines have attracted attention as RCs and continue to be encountered, including 3-MeO-PCP, 3-MeO-PCE and 3-MeO-PCPr. These compounds are commonly perceived as ketamine-like dissociative substances and are believed to act predominantly via antagonism of the N-methyl-D-aspartate (NMDA) receptor. To aid in the identification of newly emerging substances of abuse, the current studies were performed. The syntheses of fifteen N-alkyl-arylcyclohexylamines are described. Analytical characterizations were performed via gas chromatography and high performance liquid chromatography coupled to multiple forms of mass spectrometry as well as nuclear magnetic resonance spectroscopy, ultraviolet diode array detection and infrared spectroscopy. The series consisted of the N-alkyl derivatives (N-methyl, N-ethyl, N-propyl) of phenyl-substituted and isomeric 2-, 3- and 4-methoxy phenylcyclohexylamines, as well as the N-alkyl derivatives obtained from 3-methylphenyl and 2-thienyl moieties. In addition to the presentation of a range of previously unreported data, it was also found that positional isomers of aryl methoxyl-substituted arylcyclohexylamines were readily distinguishable under a variety of analytical conditions. Copyright © 2015 John Wiley & Sons, Ltd.

Item Type: Article
Additional Information: This is the peer reviewed version of the following article: Wallach, J., Colestock, T., Cicali, B., Elliott, S. P., Kavanagh, P. V., Adejare, A., Dempster, N. M., and Brandt, S. D. (2015) Syntheses and analytical characterizations of N-alkyl-arylcyclohexylamines. Drug Test. Analysis, which has been published in final form at http://dx.doi.org/10.1002/dta.1861. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving
Uncontrolled Keywords: 0301 Analytical Chemistry, 1115 Pharmacology And Pharmaceutical Sciences
Subjects: Q Science > QD Chemistry
Divisions: Pharmacy & Biomolecular Sciences
Publisher: Wiley
Related URLs:
Date Deposited: 15 Mar 2016 15:01
Last Modified: 11 Sep 2016 23:50
DOI or Identification number: 10.1002/dta.1861
URI: http://researchonline.ljmu.ac.uk/id/eprint/3240

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