Literature DB >> 26810957

Test purchase, synthesis and characterization of 3-fluorophenmetrazine (3-FPM) and differentiation from its ortho- and para-substituted isomers.

Gavin McLaughlin1,2, Noreen Morris1, Pierce V Kavanagh2, Geraldine Dowling2, John D Power2,3, Brendan Twamley4, John O'Brien4, Brian Talbot5, Harald H Sitte6,7, Simon D Brandt8.   

Abstract

The knowledge captured in patent and scientific research literature stimulates new ideas and fosters new drug development efforts. Manufacturers and entrepreneurs dedicated to the sale of 'research chemicals' and/or new psychoactive substances (NPS) also make use of access to information to identify, prepare, and launch a range of new substances. One of the most recent compounds to appear on the NPS market is the phenmetrazine analog 3-fluorophenmetrazine (3-FPM) which represents one of many phenylmorpholines designed to explore treatment options in areas such as obesity and drug dependence. The anorectic drug analogs phenmetrazine and phendimetrazine, used as prescription medicines before they were withdrawn, feature amphetamine-like properties associated with monoamine release. Available data on 3-FPM suggest that the effects might show mechanistic overlaps. This study describes the synthesis and extensive analytical characterization of 3-FPM and its differentiation from synthesized ortho- and para- substituted isomers, 2-FPM and 4-FPM, respectively. This study was triggered by the purchase of five powdered samples advertised as 3-FPM by five different Internet vendors based in the United Kingdom. The analytical data obtained for the vendor samples were consistent with the synthesized 3-FPM standard and differentiation between all three isomers was possible. The presence of positional isomers and the absence of suitable reference material can cause difficulties in the day-to-day operation of forensic work and given the rate at which many of the newly emerging NPS appear on the market, a comprehensive approach is needed when attempting to decipher the identity of NPS arriving onto the drug market.
Copyright © 2016 John Wiley & Sons, Ltd. Copyright © 2016 John Wiley & Sons, Ltd.

Entities:  

Keywords:  chemistry; new psychoactive substances; phenmetrazine; positional isomers; psychostimulants

Mesh:

Substances:

Year:  2016        PMID: 26810957     DOI: 10.1002/dta.1945

Source DB:  PubMed          Journal:  Drug Test Anal        ISSN: 1942-7603            Impact factor:   3.345


  6 in total

1.  Acute kidney injury and critical limb ischaemia associated with the use of the so called "legal high" 3-fluorophenmetrazine.

Authors:  Michael Fawzy; Wei San Wong-Morrow; Anthony Beaumont; Chris K T Farmer
Journal:  CEN Case Rep       Date:  2017-07-15

2.  Novel psychoactive substances: overdose of 3-fluorophenmetrazine (3-FPM) and etizolam in a 33-year-old man.

Authors:  Matthew G K Benesch; Sahar J Iqbal
Journal:  BMJ Case Rep       Date:  2018-06-08

3.  Analytical characterization of N,N-diallyltryptamine (DALT) and 16 ring-substituted derivatives.

Authors:  Simon D Brandt; Pierce V Kavanagh; Geraldine Dowling; Brian Talbot; Folker Westphal; Markus R Meyer; Hans H Maurer; Adam L Halberstadt
Journal:  Drug Test Anal       Date:  2016-04-21       Impact factor: 3.345

Review 4.  Interpol review of controlled substances 2016-2019.

Authors:  Nicole S Jones; Jeffrey H Comparin
Journal:  Forensic Sci Int Synerg       Date:  2020-05-24

5.  Synthesis, analytical characterization, and monoamine transporter activity of the new psychoactive substance 4-methylphenmetrazine (4-MPM), with differentiation from its ortho- and meta- positional isomers.

Authors:  Gavin McLaughlin; Michael H Baumann; Pierce V Kavanagh; Noreen Morris; John D Power; Geraldine Dowling; Brendan Twamley; John O'Brien; Gary Hessman; Folker Westphal; Donna Walther; Simon D Brandt
Journal:  Drug Test Anal       Date:  2018-05-23       Impact factor: 3.345

6.  Characterization of a recently detected halogenated aminorex derivative: para-fluoro-4-methylaminorex (4'F-4-MAR).

Authors:  D Fabregat-Safont; X Carbón; M Ventura; I Fornís; F Hernández; M Ibáñez
Journal:  Sci Rep       Date:  2019-06-05       Impact factor: 4.379

  6 in total

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