MDMB-FUBINACA (also known as MDMB(N)-Bz-F and FUB-MDMB) is an
indazole-based
synthetic cannabinoid that is a potent
agonist for the
cannabinoid receptors, with
Ki values of 1.14 nM at
CB1 and 0.1228 nM at
CB2 and
EC50 values of 0.2668 nM at CB1 and 0.1411 nM at CB2,[1] and has been sold online as a
designer drug.[2][3] Its benzyl analogue (instead of 4-fluorobenzyl) has been reported to be a potent
agonist for the
CB1 receptor (Ki = 0.14 nM, EC50 = 2.42 nM).[4][5] The structure of MDMB-FUBINACA contains the amino acid, 3-methylvaline[6] or tert-
leucine methyl ester.
Side effects
There have been a large number of reported cases of deaths and hospitalizations in relation to this synthetic cannabinoid, mainly in Russia and Belarus. MDMB-FUBINACA was first reported in 2014 and quickly gained a reputation as the most deadly synthetic cannabinoid drug sold by 2015.[7] Up to 700 hospitalisations and 25 deaths were initially linked to MDMB-FUBINACA in media and government reports, and subsequent testing confirmed that at least 1000 hospitalisations and 40 deaths had occurred as a consequence of intoxication by MDMB-FUBINACA as of March 2015.[8][9]
^Lee JH, Park HN, Leem TS, Jeon JH, Cho S, Lee J, Baek SY (2016). "Identification of new synthetic cannabinoid analogue APINAC (adamantan-1-yl 1-pentyl-1H-indazole-3-carboxylate) with other synthetic cannabinoid MDMB(N)-Bz-F in illegal products". Forensic Toxicology. 35: 45–55.
doi:
10.1007/s11419-016-0331-z.
ISSN1860-8973.
S2CID20136837.
^WO 2009106982, Buchler IP et al, "Indazole Derivatives"
^Banister SD, Longworth M, Kevin R, Sachdev S, Santiago M, Stuart J, et al. (September 2016). "Pharmacology of Valinate and tert-Leucinate Synthetic Cannabinoids 5F-AMBICA, 5F-AMB, 5F-ADB, AMB-FUBINACA, MDMB-FUBINACA, MDMB-CHMICA, and Their Analogues". ACS Chemical Neuroscience. 7 (9): 1241–54.
doi:
10.1021/acschemneuro.6b00137.
PMID27421060.
^Shevyrin V, Melkozerov V, Nevero A, Eltsov O, Shafran Y, Morzherin Y, Lebedev AT (August 2015). "Identification and analytical characteristics of synthetic cannabinoids with an indazole-3-carboxamide structure bearing a N-1-methoxycarbonylalkyl group". Analytical and Bioanalytical Chemistry. 407 (21): 6301–15.
doi:
10.1007/s00216-015-8612-7.
PMID25893797.
S2CID31838655.
^"Очередная жертва спайса" (in Russian). Federal Drug Control Service of the Russian Federation. 17 March 2015. Archived from
the original on 14 July 2015. Retrieved 13 July 2015.
^"关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015.