Identification and characterization of an indazole-3-carboxamide class synthetic cannabinoid: 2-[1-(cyclohexylmethyl)-1H-indazole-3-carboxamido]-3,3-dimethylbutanoic acid (DMBA-CHMINACA)

•A new indazole-3-carboxamide class synthetic cannabinoid was identified.•Compound 1 was named as DMBA-CHMINACA according to the EMCDDA guideline.•DMBA-CHMINACA is a hydrolysed form of MDMB-CHMINACA.•DMBA-CHMINACA is a potential CB1 and CB2 agonist.•DMBA-CHMINACA can work as a synthetic precursor of...

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Veröffentlicht in:Forensic science international 2018-10, Vol.291, p.167-174
Hauptverfasser: Lee, Ji Hyun, Jung, Aeran, Park, Han Na, Lee, Changhee, Mandava, Suresh, Lim, Sung-jun, Lim, Byoung-bok, Park, Sung-Kwan, Lee, Jongkook, Kang, Hoil
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Sprache:eng
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Zusammenfassung:•A new indazole-3-carboxamide class synthetic cannabinoid was identified.•Compound 1 was named as DMBA-CHMINACA according to the EMCDDA guideline.•DMBA-CHMINACA is a hydrolysed form of MDMB-CHMINACA.•DMBA-CHMINACA is a potential CB1 and CB2 agonist.•DMBA-CHMINACA can work as a synthetic precursor of several synthetic cannabinoids. Illicit psychoactive substances have threatened public health worldwide. An active metabolite of ADB-CHMINACA and MDMB-CHMINACA was identified for the first time in a powder-type product found in an airmail package. The structure of compound 1 was elucidated by a combination of gas chromatography-mass spectrometry (GC–MS), liquid chromatography-high resolution mass spectrometry (LC-HRMS), infrared (IR) spectroscopy, and nuclear magnetic resonance (NMR) spectroscopy. Compound 1 was proven to be an analogue of MDMB-CHMINACA, an indazole-based synthetic cannabinoid. The methyl ester group in MDMB-CHMINACA was replaced with a carboxylic acid group in compound 1. Compound 1 was determined as 2-[1-(cyclohexylmethyl)-1H-indazole-3-carboxamido]-3,3-dimethylbutanoic acid and named as DMBA-CHMINACA.
ISSN:0379-0738
1872-6283
DOI:10.1016/j.forsciint.2018.08.028