Absolute configuration of the synthetic cannabinoid MDMB-CHMICA with its chemical characteristics in illegal products
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A seized sample of the synthetic cannabinoid MDMB-CHMICA was studied by means of vibrational and electronic circular dichroism spectroscopy and found to have (S)-configuration by comparison of the experimental spectra with density functional theory calculations. We were able to additionally confirm the absolute configuration was additionally confirmed using X-ray crystallography. Furthermore, the title compound was extracted from five commercially available “Spice-like” herbal mixtures. The extracts were all found to have the same absolute configuration as the seized sample and all analyzed samples were found to be of very high optical purity as judged by chiral high-performance liquid chromatography.
KeywordsMDMB-CHMICA Synthetic cannabinoids New psychoactive substances Chiroptical spectroscopy X-ray crystallography Chiral HPLC
The authors thank Prof. Pol Besenius (Mainz) for granting access to the ECD spectrometer, the Zentrum für Datenverarbeitung (Mainz) for access to the MOGON supercomputer, and Dr. Serge Schneider, Laboratoire National de Santé, Luxembourg, for arranging the transfer of samples of an MDMB-CHMICA customs seizure to BKA. S.P. is grateful for a scholarship from the Fonds der Chemischen Industrie. This work was performed within the research project ‘‘SPICE-Profiling’’ (agreement no. JUST/2013/ISEC/DRUGS/AG/ISEC/4000006421) funded by the European Union′s program ‘‘Fight Against and Prevention of Crime’’ (ISEC). The contents of the paper are the sole responsibility of the authors and can in no way be taken to reflect the views of the European Commission.
Compliance with ethical standards
Conflict of interest
There are no financial or other relations that could lead to a conflict of interest.
This article does not contain any studies with human participants or animals performed by any of the authors.
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