Literature DB >> 21813254

Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary.

Péter Jankovics1, András Váradi, László Tölgyesi, Szilvia Lohner, Júlia Németh-Palotás, József Balla.   

Abstract

3-Naphthoyl- and 3-phenylacetylindoles represent a group of substances of cannabimimetic activity with affinities - strongly influenced by their functional groups - to cannabinoid receptors CB1 and CB2. Some of them have been described as ingredients of herbal blends also known as "smart products" by several research groups. Recently further cannabimimetic substances possessing new chemical structures like benzoylindoles and adamantoylindoles have emerged. In Hungary, two powder samples were seized by the authorities and identified as 1-pentyl-3-(2-iodobenzoyl)indole (AM-679) and 1-pentyl-3-(1-adamantoyl)indole. Structure elucidation was carried out by LC-UV-MS/MS, LC-TOF-MS, GC-MS and NMR. The benzoylindole AM-679 is a known agonist of cannabinoid receptors while the adamantoylindole derivative also carries chemical features typical for cannabimimetics. It is thus assumed that both substances might be detected in "smart products" in the future.
Copyright © 2011 Elsevier Ireland Ltd. All rights reserved.

Entities:  

Year:  2011        PMID: 21813254     DOI: 10.1016/j.forsciint.2011.07.011

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


  11 in total

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Authors:  Kathryn A Seely; Jeff Lapoint; Jeffery H Moran; Liana Fattore
Journal:  Prog Neuropsychopharmacol Biol Psychiatry       Date:  2012-04-26       Impact factor: 5.067

Review 2.  Distinct pharmacology and metabolism of K2 synthetic cannabinoids compared to Δ(9)-THC: mechanism underlying greater toxicity?

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Journal:  Talanta       Date:  2015-04-24       Impact factor: 6.057

Review 4.  Pharmacological and Toxicological Effects of Synthetic Cannabinoids and Their Metabolites.

Authors:  Sherrica Tai; William E Fantegrossi
Journal:  Curr Top Behav Neurosci       Date:  2017

5.  Validation of LC-TOF-MS screening for drugs, metabolites, and collateral compounds in forensic toxicology specimens.

Authors:  Fessessework Guale; Shahriar Shahreza; Jeffrey P Walterscheid; Hsin-Hung Chen; Crystal Arndt; Anna T Kelly; Ashraf Mozayani
Journal:  J Anal Toxicol       Date:  2012-11-01       Impact factor: 3.367

6.  Novel Drugs of Abuse: A Snapshot of an Evolving Marketplace.

Authors:  Ryan Vandrey; Matthew W Johnson; Patrick S Johnson; Miral A Khalil
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7.  Finding order in chemical chaos - Continuing characterization of synthetic cannabinoid receptor agonists.

Authors:  Julie A Marusich; Jenny L Wiley; Timothy W Lefever; Purvi R Patel; Brian F Thomas
Journal:  Neuropharmacology       Date:  2017-11-04       Impact factor: 5.250

8.  Development and preliminary validation of a plate-based CB1/CB2 receptor functional assay.

Authors:  K S S Dossou; K P Devkota; P V Kavanagh; J A Beutler; J M Egan; R Moaddel
Journal:  Anal Biochem       Date:  2013-03-07       Impact factor: 3.365

9.  The synthesis and pharmacological evaluation of adamantane-derived indoles: cannabimimetic drugs of abuse.

Authors:  Samuel D Banister; Shane M Wilkinson; Mitchell Longworth; Jordyn Stuart; Nadine Apetz; Katrina English; Lance Brooker; Catrin Goebel; David E Hibbs; Michelle Glass; Mark Connor; Iain S McGregor; Michael Kassiou
Journal:  ACS Chem Neurosci       Date:  2013-04-17       Impact factor: 4.418

10.  Using ambient mass spectrometry and LC-MS/MS for the rapid detection and identification of multiple illicit street drugs.

Authors:  Chien-Hua Chiang; Hei-Hwa Lee; Bai-Hsiun Chen; Yi-Ching Lin; Yu-Ying Chao; Yeou-Lih Huang
Journal:  J Food Drug Anal       Date:  2018-12-04       Impact factor: 6.157

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