Literature DB >> 23063179

URB-754: a new class of designer drug and 12 synthetic cannabinoids detected in illegal products.

Nahoko Uchiyama1, Maiko Kawamura, Ruri Kikura-Hanajiri, Yukihiro Goda.   

Abstract

URB-754 (6-methyl-2-[(4-methylphenyl)amino]-1-benzoxazin-4-one) was identified as a new type of designer drug in illegal products. Though many of the synthetic cannabinoids detected in illegal products are known to have affinities for cannabinoid CB1/CB2 receptors, URB-754 was reported to inhibit an endocannabinoid deactivating enzyme. Furthermore, an unknown compound (N,5-dimethyl-N-(1-oxo-1-(p-tolyl)butan-2-yl)-2-(N'-(p-tolyl)ureido)benzamide), which is deduced to be the product of a reaction between URB-754 and a cathinone derivative 4-methylbuphedrone (4-Me-MABP), was identified along with URB-754 and 4-Me-MABP in the same product. It is of interest that the product of a reaction between two different types of designer drugs, namely, a cannabinoid-related designer drug and a cathinone-type designer drug, was found in one illegal product. In addition, 12 cannabimimetic compounds, 5-fluoropentyl-3-pyridinoylindole, JWH-307, JWH-030, UR-144, 5FUR-144 (synonym: XLR11), (4-methylnaphtyl)-JWH-022 [synonym: N-(5-fluoropentyl)-JWH-122], AM-2232, (4-methylnaphtyl)-AM-2201 (MAM-2201), N-(4-pentenyl)-JWH-122, JWH-213, (4-ethylnaphtyl)-AM-2201 (EAM-2201) and AB-001, were also detected herein as newly distributed designer drugs in Japan. Furthermore, a tryptamine derivative, 4-hydroxy-diethyltryptamine (4-OH-DET), was detected together with a synthetic cannabinoid, APINACA, in the same product.
Copyright © 2012 Elsevier Ireland Ltd. All rights reserved.

Entities:  

Year:  2012        PMID: 23063179     DOI: 10.1016/j.forsciint.2012.08.047

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


  27 in total

1.  Cannabinoids in disguise: Δ9-tetrahydrocannabinol-like effects of tetramethylcyclopropyl ketone indoles.

Authors:  Jenny L Wiley; Julie A Marusich; Timothy W Lefever; Megan Grabenauer; Katherine N Moore; Brian F Thomas
Journal:  Neuropharmacology       Date:  2013-08-02       Impact factor: 5.250

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

Authors:  William E Fantegrossi; Jeffery H Moran; Anna Radominska-Pandya; Paul L Prather
Journal:  Life Sci       Date:  2013-09-29       Impact factor: 5.037

3.  First metabolic profile of XLR-11, a novel synthetic cannabinoid, obtained by using human hepatocytes and high-resolution mass spectrometry.

Authors:  Ariane Wohlfarth; Shaokun Pang; Mingshe Zhu; Adarsh S Gandhi; Karl B Scheidweiler; Hua-fen Liu; Marilyn A Huestis
Journal:  Clin Chem       Date:  2013-09-06       Impact factor: 8.327

4.  CYP3A4 Mediates Oxidative Metabolism of the Synthetic Cannabinoid AKB-48.

Authors:  Niels Bjerre Holm; Line Marie Nielsen; Kristian Linnet
Journal:  AAPS J       Date:  2015-05-23       Impact factor: 4.009

5.  Novel psychoactive substances of interest for psychiatry.

Authors:  Fabrizio Schifano; Laura Orsolini; G Duccio Papanti; John M Corkery
Journal:  World Psychiatry       Date:  2015-02       Impact factor: 49.548

Review 6.  Pharmacological and Toxicological Effects of Synthetic Cannabinoids and Their Metabolites.

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

7.  Δ9-Tetrahydrocannabinol-like effects of novel synthetic cannabinoids found on the gray market.

Authors:  Michael B Gatch; Michael J Forster
Journal:  Behav Pharmacol       Date:  2015-08       Impact factor: 2.293

8.  Increases in synthetic cannabinoids-related harms: Results from a longitudinal web-based content analysis.

Authors:  Francois R Lamy; Raminta Daniulaityte; Ramzi W Nahhas; Monica J Barratt; Alan G Smith; Amit Sheth; Silvia S Martins; Edward W Boyer; Robert G Carlson
Journal:  Int J Drug Policy       Date:  2017-06-01

9.  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

10.  Effect of the novel synthetic cannabinoids AKB48 and 5F-AKB48 on "tetrad", sensorimotor, neurological and neurochemical responses in mice. In vitro and in vivo pharmacological studies.

Authors:  Isabella Canazza; Andrea Ossato; Claudio Trapella; Anna Fantinati; Maria Antonietta De Luca; Giulia Margiani; Fabrizio Vincenzi; Claudia Rimondo; Fabiana Di Rosa; Adolfo Gregori; Katia Varani; Pier Andrea Borea; Giovanni Serpelloni; Matteo Marti
Journal:  Psychopharmacology (Berl)       Date:  2016-08-15       Impact factor: 4.530

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