|Chemical and physical data|
|Molar mass||367.5 g/mol g·mol−1|
|3D model (JSmol)|
5F-CUMYL-PINACA (also known as SGT-25 and sometimes sold in e-cigarette form as C-Liquid) is an indazole-3-carboxamide based synthetic cannabinoid. 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. 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, 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.
Sweden's public health agency suggested classifying 5F-CUMYL-PINACA as a hazardous substance on November 10, 2014.
- 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. 37 (1): 186–196. doi:10.1007/s11419-018-0451-8. ISSN 1860-8965. PMC 6315005. PMID 30636986.
- "5-fluoro CUMYL-PINACA (CRM)". Cayman Chemical. Retrieved 22 November 2018.
- Bowden; et al. (11 April 2013). "Patent WO 2014167530 - Cannabinoid compounds". New Zealand Patent application 623626. Retrieved 22 November 2018.
- 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.
- 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.
- "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.