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 |
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Hauptverfasser: | , , , , , , , , , |
Format: | Artikel |
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. |
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ISSN: | 0379-0738 1872-6283 |
DOI: | 10.1016/j.forsciint.2018.08.028 |