5F-CUMYL-PINACA

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5F-CUMYL-PINACA
5F-CUMYL-PINACA.svg
Legal status
Legal status
Identifiers
CAS Number
  • 1400742-16-6
PubChem CID
  • 86274158
ChemSpider
  • 35228406
Chemical and physical data
Formula C22H26FN3O
Molar mass 367.5 g/mol
3D model (JSmol)
  • Interactive image

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]

Legal status

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

See also

References

  1. ^ Angerer, Verena; Franz, Florian; Moosmann, Bjoern; Bisel, Philippe; Auwärter, Volker (13 November 2018). "5F-Cumyl-PINACA in 'e-liquids' for electronic cigarettes: comprehensive characterization of a new type of synthetic cannabinoid in a trendy product including investigations on the in vitro and in vivo phase I metabolism of 5F-Cumyl-PINACA and its non-fluorinated analog Cumyl-PINACA". Forensic Toxicology. doi:10.1007/s11419-018-0451-8. ISSN 1860-8965.
  2. ^ "5-fluoro CUMYL-PINACA (CRM)". Cayman Chemical. Retrieved 22 November 2018.
  3. ^ Bowden; et al. (11 April 2013). "Patent WO 2014167530 - Cannabinoid compounds". New Zealand Patent application 623626. Retrieved 22 November 2018.
  4. ^ Longworth, Mitchell; Banister, Samuel D.; Boyd, Rochelle; Kevin, Richard C.; Connor, Mark; McGregor, Iain S.; Kassiou, Michael (11 August 2017). "Pharmacology of Cumyl-Carboxamide Synthetic Cannabinoid New Psychoactive Substances (NPS) CUMYL-BICA, CUMYL-PICA, CUMYL-5F-PICA, CUMYL-5F-PINACA, and Their Analogues". ACS Chemical Neuroscience. 8 (10): 2159–2167. doi:10.1021/acschemneuro.7b00267. ISSN 1948-7193. PMID 28792725.
  5. ^ Asada, Akiko; Doi, Takahiro; Tagami, Takaomi; Takeda, Akihiro; Satsuki, Yuka; Kawaguchi, Masami; Nakamura, Akihiko; Sawabe, Yoshiyuki (January 2018). "Cannabimimetic activities of cumyl carboxamide-type synthetic cannabinoids". Forensic Toxicology. 36 (1): 170–177. doi:10.1007/s11419-017-0374-9. ISSN 1860-8965.
  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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