CP 47,497 or(C7)-CP 47,497 is acannabinoid receptor agonist drug, developed byPfizer in the 1980s.[1] It hasanalgesic effects and is used in scientific research. It is a potent CB1 agonist with aKd of 2.1 nM.[2][3][4]
On the 19th of January 2009, the University of Freiburg in Germany announced that ananalog of CP 47,497 is the main active ingredient in the herbal "incense" productSpice, specifically the 1,1-dimethyloctylhomologue of CP 47,497. Both the dimethylheptyl and dimethyloctyl homologues were detected in different batches, with considerable variation in the concentration present in different samples that were analysed. The weaker dimethylhexyl and dimethylnonyl homologues were not found in any batches of smoking blends tested, but have been legally scheduled alongside the others in some jurisdictions, to forestall any potential use for this purpose.[5][6][7] The 1,1-dimethyloctyl homologue of CP 47,497 is several times more potent than the parent compound,[8] which is somewhat unexpected as the 1,1-dimethylheptyl is the most potent substituent in classical cannabinoid compounds such asHU-210.[9] The unapproved use of these compounds in herbal smoking blends has led to a resurgence in legitimate scientific research into their use,[10] and consequently the C8 homologue of CP 47,497 has been assigned a proper name,cannabicyclohexanol.[11]
On 22 January 2009, CP 47,497 was added to the German controlled drug schedules ("Betäubungsmittelgesetz"),[12] along with its dimethylhexyl, dimethyloctyl and dimethylnonyl homologues.[13]
^Weissman A, Milne GM, Melvin LS (November 1982). "Cannabimimetic activity from CP-47,497, a derivative of 3-phenylcyclohexanol".The Journal of Pharmacology and Experimental Therapeutics.223 (2):516–23.doi:10.1016/S0022-3565(25)33364-1.PMID6290642.
^Shim JY, Welsh WJ, Howlett AC (2003). "Homology model of the CB1 cannabinoid receptor: sites critical for nonclassical cannabinoid agonist interaction".Biopolymers.71 (2):169–89.doi:10.1002/bip.10424.PMID12767117.S2CID7909397.
^Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168. Springer.ISBN3-540-22565-X
^Little PJ, Compton DR, Johnson MR, Melvin LS, Martin BR (December 1988). "Pharmacology and stereoselectivity of structurally novel cannabinoids in mice".The Journal of Pharmacology and Experimental Therapeutics.247 (3):1046–51.doi:10.1016/S0022-3565(25)13256-4.PMID2849657.
^"Warnung vor Räuchermischungen" [Warning for smoke mixtures].Bundesamt für Sicherheit im Gesundheitswesen (Federal Office of Health Safety) (in German). 16 September 2009.
^Auwärter V, Dresen S, Weinmann W, Müller M, Pütz M, Ferreirós N (May 2009). "'Spice' and other herbal blends: harmless incense or cannabinoid designer drugs?".Journal of Mass Spectrometry.44 (5):832–7.Bibcode:2009JMSp...44..832A.doi:10.1002/jms.1558.PMID19189348.
^Compton DR, Johnson MR, Melvin LS, Martin BR (January 1992). "Pharmacological profile of a series of bicyclic cannabinoid analogs: classification as cannabimimetic agents".The Journal of Pharmacology and Experimental Therapeutics.260 (1):201–9.doi:10.1016/S0022-3565(25)11216-0.PMID1309872.
^Martin BR, Compton DR, Thomas BF, Prescott WR, Little PJ, Razdan RK, Johnson MR, Melvin LS, Mechoulam R, Ward SJ (November 1991). "Behavioral, biochemical, and molecular modeling evaluations of cannabinoid analogs".Pharmacology, Biochemistry, and Behavior.40 (3):471–8.doi:10.1016/0091-3057(91)90349-7.PMID1666911.S2CID19386120.
^Uchiyama N, Kikura-Hanajiri R, Matsumoto N, Huang ZL, Goda Y, Urade Y (February 2012). "Effects of synthetic cannabinoids on electroencephalogram power spectra in rats".Forensic Science International.215 (1–3):179–83.doi:10.1016/j.forsciint.2011.05.005.PMID21640532.
^Uchiyama N, Kikura-Hanajiri R, Ogata J, Goda Y (May 2010). "Chemical analysis of synthetic cannabinoids as designer drugs in herbal products".Forensic Science International.198 (1–3):31–8.doi:10.1016/j.forsciint.2010.01.004.PMID20117892.
