5F-AMB (also known as5F-MMB-PINACA and5F-AMB-PINACA) is anindazole-based syntheticcannabinoid from the indazole-3-carboxamide family,[2] which has been used as an active ingredient insynthetic cannabis products. It was first identified in Japan in early 2014.[3][4]Although only very little pharmacological information about 5F-AMB itself exists,[5] its 4-cyanobutyl analogue (instead of 5-fluoropentyl) has been reported to be a potentagonist for theCB1 receptor (KI = 0.7 nM).[6][7]
5F-AMB is anAnlage II controlled substance in Germany as of May 2015.[12]
Sweden's public health agency suggested classifying 5F-AMB as hazardous substance on November 10, 2014.[13]
The state of Louisiana banned 5F-AMB through an emergency rule after it was detected in asynthetic cannabinoids product called "Kali Berry 2" on 3 June 2014.[14]
5F-AMB is controlled by the Fifth Schedule of the Misuse of Drugs Act (MDA) in Singapore as of May 2015.[15]
5F-AMB was also scheduled in Japan on July 25, 2014.[16]
As of October 2015 5F-AMB is a controlled substance in China.[17]
In December 2019, theUNODC announced scheduling recommendations placing 5F-MMB-PINACA as a Schedule II controlledresearch chemical.[18]
^Uchiyama N, Shimokawa Y, Kawamura M, Kikura-Hanajiri R, Hakamatsuka T (August 2014). "Chemical analysis of a benzofuran derivative, 2-(2-ethylaminopropyl)benzofuran (2-EAPB), eight synthetic cannabinoids, five cathinone derivatives, and five other designer drugs newly detected in illegal products".Forensic Toxicology.32 (2):266–281.doi:10.1007/s11419-014-0238-5.S2CID11873421.
^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):6301–6315.doi:10.1007/s00216-015-8612-7.PMID25893797.S2CID31838655.
^Andersson M, Diao X, Wohlfarth A, Scheidweiler KB, Huestis MA (April 2016). "Metabolic profiling of new synthetic cannabinoids AMB and 5F-AMB by human hepatocyte and liver microsome incubations and high-resolution mass spectrometry".Rapid Communications in Mass Spectrometry.30 (8):1067–1078.Bibcode:2016RCMS...30.1067A.doi:10.1002/rcm.7538.PMID27003044.
^WO 2009106980, Buchler IP, Hayes MJ, Hegde SG, Hockerman SL, Jones DE, Kortum SW, Rico JG, Tenbrink RL, Wu LL, "Indazole derivatives", published 3 September 2009, assigned to Pfizer Inc.
^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):1241–1254.doi:10.1021/acschemneuro.6b00137.PMID27421060.
^Hess C, Stockhausen S, Kernbach-Wighton G, Madea B (December 2015). "Death due to diabetic ketoacidosis: Induction by the consumption of synthetic cannabinoids?".Forensic Science International.257:e6–e11.doi:10.1016/j.forsciint.2015.08.012.PMID26363623.
^Hasegawa K, Wurita A, Minakata K, Gonmori K, Nozawa H, Yamagishi I, Watanabe K, Suzuki O (January 2015). "Postmortem distribution of AB-CHMINACA, 5-fluoro-AMB, and diphenidine in body fluids and solid tissues in a fatal poisoning case: usefulness of adipose tissue for detection of the drugs in unchanged forms".Forensic Toxicology.33 (1):45–53.doi:10.1007/s11419-014-0245-6.S2CID11884184.
^"CNB NEWS RELEASE". Central Narcotics Bureau (CNB). 30 April 2015. Archived fromthe original on 15 July 2015. Retrieved24 July 2015.
^"指定薬物一覧" [List of Designated Drugs](PDF) (in Japanese). Ministry of Health, Labour and Welfare.
^"关于印发《非药用类麻醉药品和精神药品列管办法》的通知" [On the issuance of non-pharmaceutical narcotic drugs and psychotropic substances listed in the notice] (in Chinese). China Food and Drug Administration. 27 September 2015. Archived fromthe original on 1 October 2015. Retrieved1 October 2015.
