Kanabicikloheksanol (CP 47,497 dimetiloktil homolog, (C8)-CP 47,497) je agonist kanabinoidnog receptora, koji je razvila kompanija Pfizer 1979. Univerzitet u Frajburgu (Nemačka) je 2009. objavio da je analog jedinjenja CP 47,497 glavni aktivni sastojak biljnog proizvoda sintetički kanabis, specifično 1,1-dimetiloktil homolog jedinjenja CP 47,497, koji je sad poznat kao kanabicikloheksanol.[5][6][7][8] 1,1-dimetiloktil homolog jedinjenja CP 47,497 je zapravo nekoliko puta potentniji od početnog jedinjenja,[9] što je donekle neočekivano jer je 1,1-dimetilheptil najpotentniji supstituent klasičnim kanabinoidnim jedinjenjima, poput HU-210.[10]
Kanabicikloheksanol
|
| (IUPAC) ime
|
| 2-[(1R,3S)-3-hidroksicikloheksil]- 5-(2-metilnonan-2-il)Fenol
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| Klinički podaci
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| Identifikatori
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| CAS broj
|
70434-92-3
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| ATC kod
|
nije dodeljen
|
| PubChem[1][2]
|
12788230
|
| ChemSpider[3]
|
26668381
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| Hemijski podaci
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| Formula
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C22H36O2
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| Mol. masa
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332,519 g/mol
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| SMILES
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eMolekuli & PubHem
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| InChI |
|---|
InChI=1S/C22H36O2/c1-4-5-6-7-8-14-22(2,3)18-12-13-20(21(24)16-18)17-10-9-11-19(23)15-17/h12-13,16-17,19,23-24H,4-11,14-15H2,1-3H3/t17-,19+/m1/s1  Y
Key: HNMJDLVMIUDJNH-MJGOQNOKSA-N Y |
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| Farmakoinformacioni podaci
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| Trudnoća
|
?
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| Pravni status
|
Ilegalan u Nemačkoj i Francuskoj, klasa B (UK), SAD: plan 1[4]
|
- ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
- ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
- ↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
- ↑ Cook, Morgan (28. 02. 2011.). „Synthetic marijuana illegal as of Tuesday”. North County Times (San Diego). Pristupljeno 28. 02. 2011.
- ↑ Hauptwirkstoff von „Spice“ identifiziert, University of Freiburg
- ↑ „Spice - weitere Analyseresultate“[mrtav link]
- ↑ 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. 2 February 2009. PMID 19189348
- ↑ 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. PMID 20117892.
- ↑ 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
- ↑ 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
