The study of the metabolic profile of cannabimimetic MDMB-2201 in urine using gas chromatography with mass spectrometric detection

Kataev S. S.
PhD, Head, Forensic Chemistry Department¹

Dvorskaya O. N.
PhD, Assistant Professor, Chair for Toxicological Chemistry²

Gofenberg M. A.
Head, Chemical and Toxicological Laboratory³⁴; Senior Lecturer⁵

Dunilin A. V.
Head, Chemical and Toxicological Laboratory⁶

1 - Perm Regional Bureau of Forensic-Medical Expertise, Perm, Russia
2 - Perm State Pharmaceutical Academy, Perm, Russia
3 - Yekaterinburg Regional Narcological Clinic, Yekaterinburg, Russia
4 - Sverdlovsk Regional Clinical Psychiatric Hospital, Yekaterinburg, Russia
5 - Ural State Medical University, Yekaterinburg, Russia.
6 - Kurgan Regional Narcoligical Clinic, Kurgan, Russia.

Dvorskaya Oksana, e-mail: dvoksnik@gmail.com

The study had no sponsorship.

The authors declare no conflict of interest.

The first cases of identifying consumers of cannabimimetics MDMB-2201 during urine testing for narcotic substances in the Russian Federation were registered in March-April 2019 in the cities of Tyumen, Yekaterinburg, and Kurgan., 15 main metabolites and markers of the cannabimimetic MDMB-2201 were identified in the urine of consumers of smoking mixtures using solid-phase extraction and gas chromatography with mass spectrometric detection. Mass spectra of electronic ionization of the identified metabolites of MDMB-2201 were obtained, the results of calculations of several physicochemical characteristics and the degree of conjugation of metabolites to establish the facts of taking the cannabimimetic MDMB-2201 in the analysis of obtained biologic objects are presented.

MDMB-2201, cannabimimetics, metabolites, urine, solid-phase extraction (SPE), gas chromatography – mass spectrometry (GC-MS)

10.29234/2308-9113-2019-7-3-104-120

1. Kataev S.S., Dvorskaya O.N., Melent’ev A.B. Identifikatsiya markerov nekotorykh sinteticheskikh kannabinoidov v biologicheskikh ob’yektakh: informatsionnoye pis'mo. [Identification of markers of some synthetic cannabinoids in biological objects: Information letter]. Izhevsk. 2017: 34 p. (In Russ.)

2. Kataev S.S., Dvorskaya O.N. Identifikaciya metabolitov kannabimimetika PB-22F v moche [Identification of PB-22F cannabimimetics’ metabolites in urine]. Butlerovskie soobshcheniya [Butlerov Communications] 2014; 37 (2): 114-21. (In Russ.)

3. O vnesenii izmeneniy v nekotoryye akty Pravitel'stva Rossiyskoy Federatsii v svyazi s sovershenstvovaniyem kontrolya za oborotom narkoticheskikh sredstv: postanovleniye Pravitel'stva Ros. Federatsii ot 23.03.2015 № 578 [On introducing changes to certain cuts of the Government of the Russian Federation due to the improvement of control over the circulation of narcotic drugs: Decree of the Government of Russian Federation from 23 Mar 2015 No 1097]. Available from: http:// www.consultant.ru/document/cons­_doc­_LAW­_164873/ (In Russ.)

4. Banister S.D., Longworth M., Kevin R., Sachdev S., Santiago M., Stuart J., Mack J.B., Glass M., McGregor I.S., Connor M., Kassiou M. Pharmacology of valinate and tert-leucinate synthetic cannabinoids 5F-AMBICA, 5F-AMB, 5F-ADB, AMB-FUBINACA, MDMB-FUBINACA, MDMB-CHMICA, and their analogues. ACS Chem. Neurosci. 2016;7(9):1241-54. doi: 10.1021/acschemneuro.6b00137

5. Hasegawa K., Wurita A., Minakata K., Gonmori K., Yamagishi I., Nozawa H., Watanabe K., Suzuki O. Identification and quantification of 5-fluoro-ADB, one of the most dangerous synthetic cannabinoids, in the stomach contents and solid tissues of a human cadaver and in some herbal products. Forensic Toxicol. 2015; 33 (1): 112-21.

6. Kaneko S. Motor vehicle collisions caused by the 'super-strength' synthetic cannabinoids, MAM-2201, 5F-PB-22, 5F-AB-PINACA, 5F-AMB and 5F-ADB in Japan experienced from 2012 to 2014. Forensic Toxicol. 2017; 35 (2): 244-51.

7. Mogler L., Franz F., Rentsch D., Angerer V., Weinfurtner G., Longworth M., Banister S.D, Kassiou M., Moosmann B., Auwärter V. Detection of the recently emerged synthetic cannabinoid 5F-MDMB-PICA in 'legal high' products and human urine samples. Drug Test Anal. 2018; 10 (1): 196-205. doi: 10.1002/dta.2201.

8. Risseeuw M.D.P, Blanckaert P., Coopman V., Van Quekelberghe S., Van Calenbergh S., Cordonnier J. Identification of a new tert-leucinate class synthetic cannabinoid in powder and «spice-like» herbal incenses: Methyl 2-1-(5-fluoropentyl)indole-3-carbonyl]amino]-3,3-dimethyl-butanoate (5F-MDMB-PICA). Forensic Sci Int. 2017; 273: 45-52. doi: 10.1016/j.forsciint.2017.01.023.