Chemistry:4F-MDMB-BINACA
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| Formula | C19H26FN3O3 |
| Molar mass | 363.433 g·mol−1 |
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4F-MDMB-BINACA (also known as MDMB-4F-BINACA using systematic EMCDDA nomenclature[1] or 4F-MDMB-BUTINACA) is an indazole-based synthetic cannabinoid from the indazole-3-carboxamide family.[2] It should not be confused with the amantadine analogue 4F-ABINACA. It has been used as an active ingredient in synthetic cannabis products and sold as a designer drug since late 2018.[3][4] 4F-MDMB-BINACA is an agonist of the CB1 receptor (EC50 = 7.39 nM),[5] though it is unclear whether it is selective for this target.[6] In December 2019, the UNODC announced scheduling recommendations placing 4F-MDMB-BINACA into Schedule II throughout the world.[7]
Related compounds
The corresponding indole core analogue, 4F-MDMB-BICA (4F-MDMB-BUTICA), has also been widely sold as a designer drug by chemical providers on the internet, first being identified in May 2020.[8]
4F-MDMB-BINACA may be confused with a positional isomer of 5F-MDMB-PINACA called 4F-MDMB-PINACA, because of the use of the confusing names 5F-ADB and 4F-ADB. These confusing shorter names were not scientifically adopted but were used by websites selling the drugs to the public.
Legal Status
United Kingdom
It is illegal to sell, distribute, supply, transport or trade the pharmaceutical drug under the Psychoactive Substances Act 2016.
United States
4F-MDMB-BINACA is considered a Schedule I controlled substance as a positional isomer of the Schedule I compound 5F-AMB (5F-MMB-PINACA / 5F-AMB-PINACA). There has been charges brought against individuals for possession and distribution of 4F-MDMB-BINACA due to it being a positional isomer of 5F-AMB.[9]
The DEA has temporarily placed 4F-MDMB-BUTICA (the indole core analog of 4F-MDMB-BINACA) into Schedule I status starting on December 12th, 2023, for up to 2 years, during which it's possible the DEA could file for permanent scheduling within those 2 years. If the DEA does not file to permanent placement the temporary Schedule I order will expire on December 12th, 2025.[10]
North Dakota has placed 4F-MDMB-BINACA into Schedule I on 04/27/2023.[11]
See also
- 5F-MDMB-PINACA
- 5F-MDMB-PICA
- 5F-MMB-PINACA
- 5F-MPP-PICA
- AB-FUBINACA
- MDMB-BINACA
- MDMB-5'Br-BUTINACA
References
- ↑ "EMCDDA framework and practical guidance for naming synthetic cannabinoids". Drug Testing and Analysis 15 (3): 255–276. March 2023. doi:10.1002/dta.3403. PMID 36346325. https://www.euda.europa.eu/drugs-library/emcdda-framework-and-practical-guidance-naming-synthetic-cannabinoids_en.
- ↑ "4F-MDMB-BINACA: A New Synthetic Cannabinoid Widely Implicated in Forensic Casework". Journal of Forensic Sciences 64 (5): 1451–1461. September 2019. doi:10.1111/1556-4029.14101. PMID 31260580.
- ↑ "Fatal intoxication with new synthetic cannabinoids 5F-MDMB-PICA and 4F-MDMB-BINACA-parent compounds and metabolite identification in blood, urine and cerebrospinal fluid". Forensic Science, Medicine, and Pathology 18 (4): 393–402. December 2022. doi:10.1007/s12024-022-00492-3. PMID 35699867.
- ↑ "Going deeper into the toxicokinetics of synthetic cannabinoids: in vitro contribution of human carboxylesterases". Archives of Toxicology 96 (10): 2755–2766. October 2022. doi:10.1007/s00204-022-03332-z. PMID 35788413. Bibcode: 2022ArTox..96.2755W.
- ↑ "Synthesis and in Vitro Cannabinoid Receptor 1 Activity of Recently Detected Synthetic Cannabinoids 4F-MDMB-BICA, 5F-MPP-PICA, MMB-4en-PICA, CUMYL-CBMICA, ADB-BINACA, APP-BINACA, 4F-MDMB-BINACA, MDMB-4en-PINACA, A-CHMINACA, 5F-AB-P7AICA, 5F-MDMB-P7AICA, and 5F-AP7AICA". ACS Chemical Neuroscience 11 (24): 4434–4446. December 2020. doi:10.1021/acschemneuro.0c00644. PMID 33253529.
- ↑ "4F-MDMB-BINACA(4F-MDMB-BUTINACA)". https://www.deadiversion.usdoj.gov/drug_chem_info/4F-MDMB-BINACA.pdf.
- ↑ "News: December 2019 – WHO: World Health Organization recommends 12 NPS for scheduling". https://www.unodc.org/LSS/Announcement/Details/021820a0-8746-42a4-9ee3-47ce50b30ca3.
- ↑ "Analytical data for 4F-MDMB-BICA.". Hungarian Institute for Forensic Sciences.. 28 May 2020. https://www.policija.si/apps/nfl_response_web/0_Analytical_Reports_final/4F-MDMB-BICA-ID-HIFS-020.pdf.
- ↑ "Indictment: Gordon III F, Gilreath". In the United States District Court for the Northern District of Ohio Eastern Division. https://www.justice.gov/media/1126421/dl?inline=.
- ↑ "Schedules of Controlled Substances: Temporary Placement of MDMB-4en-PINACA, 4F-MDMB-BUTICA, ADB-4en-PINACA, CUMYL-PEGACLONE, 5F-EDMB-PICA, and MMB-FUBICA in Schedule I". 4 April 2023. https://www.federalregister.gov/documents/2023/04/04/2023-06893/schedules-of-controlled-substances-temporary-placement-of-mdmb-4en-pinaca-4f-mdmb-butica.
- ↑ "AN ACT to amend and reenact sections 19-03.1-05, 19-03.1-11, and 19-03.1-13 of the North Dakota Century Code, relating to the scheduling of controlled substances; and to declare an emergency.". Sixty-eighth Legislative Assembly of North Dakota in Regular Session. 3 January 2023. https://www.ndlegis.gov/prod/assembly/68-2023/regular/documents/23-8099-04000.pdf.
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