Literature DB >> 22264627

Separation and structural characterization of the synthetic cannabinoids JWH-412 and 1-[(5-fluoropentyl)-1H-indol-3yl]-(4-methylnaphthalen-1-yl)methanone using GC-MS, NMR analysis and a flash chromatography system.

Bjoern Moosmann1, Stefan Kneisel, Ulrich Girreser, Volker Brecht, Folker Westphal, Volker Auwärter.   

Abstract

The 'herbal highs' market continues to boom. The added synthetic cannabinoids are often exchanged for another one with a high frequency to stay at least one step ahead of legal restrictions. While most of these substances were synthesized for pharmaceutical purposes and have been described in the scientific literature before, others originate from clandestine laboratories supplying this lucrative market. In this paper, the identification and structure elucidation of two synthetic cannabinoids is reported. The first compound, 1-[(5-fluoropentyl)-1H-indol-3yl]-(4-methylnaphthalen-1-yl)methanone, was found along with AM-2201 in a 'herbal mixture' obtained via the Internet. For isolation of the substance from the mixture, a newly developed flash chromatography method was used providing an inexpensive and fast way to gain pure reference substances from 'Spice' products for the timely development or enhancement of analytical methods in the forensic field. The second substance, 4-fluoronaphthalen-1-yl-(1-pentylindol-3-yl)methanone (JWH-412) was seized by German authorities as microcrystalline powder, making it very likely that it will be found in 'herbal mixtures' soon.
Copyright © 2012 Elsevier Ireland Ltd. All rights reserved.

Entities:  

Year:  2012        PMID: 22264627     DOI: 10.1016/j.forsciint.2011.12.010

Source DB:  PubMed          Journal:  Forensic Sci Int        ISSN: 0379-0738            Impact factor:   2.395


  6 in total

1.  Detection of synthetic cannabinoids using GC-EI-MS, positive GC-CI-MS, and negative GC-CI-MS.

Authors:  Rimako Umebachi; Takeshi Saito; Hiromichi Aoki; Akira Namera; Akihiro Nakamoto; Maho Kawamura; Sadaki Inokuchi
Journal:  Int J Legal Med       Date:  2016-08-20       Impact factor: 2.686

2.  Determination of AM-2201 metabolites in urine and comparison with JWH-018 abuse.

Authors:  Moonhee Jang; Wonkyung Yang; Ilchung Shin; Hyeyoung Choi; Hyejin Chang; Eunmi Kim
Journal:  Int J Legal Med       Date:  2013-07-25       Impact factor: 2.686

3.  Driving under the influence of synthetic cannabinoids ("Spice"): a case series.

Authors:  Frank Musshoff; Burkhard Madea; Gerhard Kernbach-Wighton; Wolfgang Bicker; Stefan Kneisel; Melanie Hutter; Volker Auwärter
Journal:  Int J Legal Med       Date:  2013-05-01       Impact factor: 2.686

4.  5F-Cumyl-PINACA in 'e-liquids' for electronic cigarettes: comprehensive characterization of a new type of synthetic cannabinoid in a trendy product including investigations on the in vitro and in vivo phase I metabolism of 5F-Cumyl-PINACA and its non-fluorinated analog Cumyl-PINACA.

Authors:  Verena Angerer; Florian Franz; Bjoern Moosmann; Philippe Bisel; Volker Auwärter
Journal:  Forensic Toxicol       Date:  2018-11-13       Impact factor: 4.096

5.  United Nations Office on Drugs and Crime: Recommended methods for the Identification and Analysis of Synthetic Cannabinoid Receptor Agonists in Seized Materials.

Authors:  Justice N A Tettey; Conor Crean; Joao Rodrigues; Tiong Whei Angeline Yap; Jong Lee Wendy Lim; Hui Zhi Shirley Lee; Mei Ching
Journal:  Forensic Sci Int       Date:  2021-02-04       Impact factor: 2.395

Review 6.  Emerging drugs of abuse: current perspectives on synthetic cannabinoids.

Authors:  Danièle Debruyne; Reynald Le Boisselier
Journal:  Subst Abuse Rehabil       Date:  2015-10-20
  6 in total

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