5F-CUMYL-PINACA

5F-CUMYL-PINACA
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
Formula C22H26FN3O
Molar mass 367.5 g/mol
3D model (JSmol)

5F-CUMYL-PINACA (also known as SGT-25 and sometimes sold in e-cigarette form as C-Liquid)[1] is an indazole-3-carboxamide based synthetic cannabinoid.[2] 5F-CUMYL-PINACA acts as a potent agonist for the cannabinoid receptors, with the original patent claiming approximately 4x selectivity for CB1, having an EC50 of <0.1 nM for human CB1 receptors and 0.37nM for human CB2 receptors.[3] In more recent assays using different techniques, 5F-CUMYL-PINACA was variously found to have an EC50 of 0.43nM at CB1 and 11.3nM at CB2, suggesting a somewhat higher CB1 selectivity of 26x,[4] or alternatively 15.1nM at CB1 and 34.8nM at CB2 with only 2.3x selectivity, however these figures cannot be directly compared due to the different assay techniques used in each case.[5]

Sweden's public health agency suggested classifying 5F-CUMYL-PINACA as a hazardous substance on November 10, 2014.[6]

See also

References

  1. Verena Angerer; Bjoern Moosmann; Florian Franz; Volker Auwärter (2015). "5F-cumyl-PINACA in 'e-liquids' for electronic cigarettes – A new type of synthetic cannabinoid in a trendy product" (PDF). Institute of Forensic Medicine, Forensic Toxicology, Medical Center – University of Freiburg, Germany.
  2. "5F-CUMYL-PINACA". Cayman Chemical. Retrieved 11 July 2015.
  3. Bowden; et al. (11 April 2013). "Patent WO 2014167530 - Cannabinoid compounds". New Zealand Patent application 623626. Retrieved 11 July 2015.
  4. Longworth M, Banister SD, Boyd R, Kevin RC, Connor M, McGregor IS, Kassiou M. Pharmacology of Cumyl-Carboxamide Synthetic Cannabinoid New Psychoactive Substances (NPS) CUMYL-BICA, CUMYL-PICA, CUMYL-5F-PICA, CUMYL-5F-PINACA, and Their Analogues. ACS Chem Neurosci. 2017 Aug 11. doi:10.1021/acschemneuro.7b00267 PMID 28792725}
  5. Asada A, Doi T, Tagami T, Takeda A, Satsuki Y, Kawaguchi M, Nakamura A, Sawabe Y. Cannabimimetic activities of cumyl carboxamide-type synthetic cannabinoids. Forensic Toxicol. 2017. doi:10.1007/s11419-017-0374-9
  6. "Cannabinoider föreslås bli klassade som hälsofarlig vara" [Cannabinoids suggested classified as health endangering substance] (in Swedish). Public Health Agency of Sweden. 10 November 2014. Retrieved 11 July 2015.
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