Cannabicyclohexanol

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Cannabicyclohexanol
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Systematic (IUPAC) name
2-[(1R,3S)-3-hydroxycyclohexyl]- 5-(2-methylnonan-2-yl)phenol
Legal status
Legal status
  • Illegal in Germany and France, Class B (UK)
Identifiers
CAS Number 70434-92-3
PubChem CID 12788230
Chemical data
Formula C22H36O2
Molar mass 332.519 g/mol[[Script error: No such module "String".]]
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Cannabicyclohexanol (CP 47,497 dimethyloctyl homologue, (C8)-CP 47,497) is a cannabinoid receptor agonist drug, developed by Pfizer in 1979. On the 19th of January 2009, the University of Freiburg in Germany announced that an analog of CP 47,497 was the main active ingredient in the herbal "incense" product Spice, specifically the 1,1-dimethyloctyl homologue of CP 47,497, which is now known as cannabicyclohexanol.[1][2][3][4] The 1,1-dimethyloctyl homologue of CP 47,497 is in fact several times more potent than the parent compound,[5] which is somewhat unexpected as the 1,1-dimethylheptyl is the most potent substituent in classical cannabinoid compounds such as HU-210.[6]

References

  1. ↑ Hauptwirkstoff von „Spice“ identifiziert, University of Freiburg http://www.pr.uni-freiburg.de/pm/2009/pm.2009-01-19.19/
  2. ↑ Spice - weitere Analyseresultate http://www.basg.at/servlet/sls/Tornado/web/ages/content/4E5A4B86295BF5C0C125753E006A5E3C
  3. ↑ Auwärter V, Dresen S, Weinmann W, Müller M, Pütz M, Ferreirós N. 'Spice' and other herbal blends: harmless incense or cannabinoid designer drugs? Journal of Mass Spectrometry. 2009 Feb 2. PMID 19189348
  4. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  5. ↑ Compton DR, Johnson MR, Melvin LS, Martin BR. Pharmacological profile of a series of bicyclic cannabinoid analogs: classification as cannabimimetic agents. Journal of Pharmacology and Experimental Therapeutics. 1992 Jan;260(1):201-9. PMID 1309872
  6. ↑ Martin BR, Compton DR, Thomas BF, Prescott WR, Little PJ, Razdan RK, Johnson MR, Melvin LS, Mechoulam R, Ward SJ. Behavioral, biochemical, and molecular modeling evaluations of cannabinoid analogs. Pharmacology, Biochemistry and Behavior. 1991 Nov;40(3):471-8. PMID 1666911
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