Chemistry:5F-MDMB-PICA

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Short description: Chemical compound
5F-MDMB-PICA
5F-MDMB-PICA.svg
Clinical data
Other names5F-MDMB-2201; 5-Fluoro MDMB-PICA
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC21H29FN2O3
Molar mass376.472 g·mol−1
3D model (JSmol)

5F-MDMB-PICA (MDMB-5F-PICA[1]) is a designer drug and synthetic cannabinoid.[2][3][4][5][6] In 2018, it was the fifth-most common synthetic cannabinoid identified in drugs seized by the [[Drug Enforcement Administration.[7]

5F-MDMB-PICA is a potent agonist of both the CB1 receptor and the CB2 receptor with EC50 values of 0.45 nM and 7.4 nM, respectively.[8]

In the United States, 5F-MDMB-PICA was temporarily emergency scheduled by the DEA in 2019.[9] In December 2019, the UNODC announced scheduling recommendations placing 5F-MDMB-PICA into Schedule II.[10] In the United States 5F-MDMB-PICA was made a permanent Schedule I Controlled Substance nationwide on April 7, 2022.[11]

References

  1. Pulver, Benedikt; Fischmann, Svenja; Gallegos, Ana; Christie, Rachel (March 2023). "EMCDDA framework and practical guidance for naming synthetic cannabinoids". Drug Testing and Analysis 15 (3): 255–276. doi:10.1002/dta.3403. 
  2. Identification of a new tert-leucinate class synthetic cannabinoid in powder and "spice-like" herbal incenses: <nowiki>Methyl 2-journal = Forensic Science International. 273. April 2017. pp. 45–52. doi:10.1016/j.forsciint.2017.01.023. PMID 28214755. https://biblio.ugent.be/publication/8542830. 
  3. "Detection of the recently emerged synthetic cannabinoid 5F-MDMB-PICA in 'legal high' products and human urine samples". Drug Testing and Analysis 10 (1): 196–205. January 2018. doi:10.1002/dta.2201. PMID 28371476. 
  4. "Methyl (S)-2-(1-7 (5-fluoropentyl)-1H-indole-3-carboxamido)-3,3-dimethylbutanoate (5F-MDMB-PICA) intoxication in a child with identification of two new metabolites (ultra-high-performance liquid chromatography-tandem mass spectrometry)". Forensic Toxicology 41 (1): 47–58. January 2023. doi:10.1007/s11419-022-00629-7. PMID 36652054. 
  5. "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. 
  6. "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. 
  7. "Emerging Threat Report: Annual 2018". Special Testing and Research Laboratory, Drug Enforcement Administration. https://ndews.umd.edu/sites/ndews.umd.edu/files/Emerging-Threat-Report-2018-Annual.pdf. 
  8. "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. September 2016. doi:10.1021/acschemneuro.6b00137. PMID 27421060. 
  9. "Schedules of Controlled Substances: Temporary Placement of 5F-EDMB-PINACA, 5F-MDMB-PICA, FUB-AKB48, 5F-CUMYL-PINACA, and FUB-144 into Schedule I". Federal Register. 2019-04-16. https://www.federalregister.gov/documents/2019/04/16/2019-07460/schedules-of-controlled-substances-temporary-placement-of-5f-edmb-pinaca-5f-mdmb-pica-fub-akb48. 
  10. "December 2019 – WHO: World Health Organization recommends 12 NPS for scheduling". https://www.unodc.org/LSS/Announcement/Details/021820a0-8746-42a4-9ee3-47ce50b30ca3. 
  11. "Schedules of Controlled Substances: Placement of 5F-EDMB-PINACA, 5FMDMB-PICA, FUB-AKB48, 5F-CUMYLPINACA, and FUB-144 in Schedule I". Federal Register 87 (67). 2022-04-07. https://www.govinfo.gov/content/pkg/FR-2022-04-07/pdf/2022-07320.pdf. 

Further reading