title: Identification and analytical characteristics of synthetic cannabinoids with an indazole-3-carboxamide structure bearing a N-1-methoxycarbonylalkyl group.
abstract: Illicit new psychoactive substances (NPS) are a serious threat to health throughout the world. Such NPS do not usually pass preliminary pharmacological trials. In 2014, we identified a series of five new synthetic cannabinoids with an indazole-3-carboxamide structure bearing an N-1-methoxycarbonylalkyl group. The compounds have very high cannabimimetic activity which has caused mass severe intoxication and deaths. The compounds were identified by means of gas chromatography-mass spectrometry (GC-MS), including high-resolution mass spectrometry (GC-HRMS), ultra-high-performance liquid chromatography-high-resolution tandem mass spectrometry (UHPLC-HRMS(2)), and (1)H and (13)C nuclear magnetic resonance spectroscopy (NMR). The peculiarities of mass-spectral fragmentation of the compounds after electron ionization (EI) ionization and collision-induced dissociation (CID) were studied. The analytical characteristics reported for the compounds will enable their identification in a variety of materials seized from criminals.Graphical Abstract.
authors.affiliation: Institute of Chemistry and Technology, Ural Federal University, 19 Mira Str., 620002, Ekaterinburg, Russian Federation.
authors.forename: Vadim
authors.initials: V
authors.lastname: Shevyrin
authors.forename: Vladimir
authors.initials: V
authors.lastname: Melkozerov
authors.forename: Alexander
authors.initials: A
authors.lastname: Nevero
authors.forename: Oleg
authors.initials: O
authors.lastname: Eltsov
authors.forename: Yuri
authors.initials: Y
authors.lastname: Shafran
authors.forename: Yuri
authors.initials: Y
authors.lastname: Morzherin
authors.forename: Albert T
authors.initials: AT
authors.lastname: Lebedev
mesh_terms: D000478:Alkylation; D002186:Cannabinoids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D007191:Indazoles / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy
chemical_list: D002186:Cannabinoids; D002264:Carboxylic Acids; D007191:Indazoles