Cannabis Ruderalis

CB-13
Identifiers
  • naphthalen-1-yl-(4-pentyloxynaphthalen-1-yl)methanone
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC26H24O2
Molar mass368.467 g/mol g·mol−1
3D model (JSmol)
  • c13ccccc1cccc3C(=O)c4ccc(OCCCCC)c2ccccc24

CB-13 is a cannabinoid drug, which acts as a potent agonist at both the CB1 and CB2 receptors, but has poor blood-brain barrier penetration, and so produces only peripheral effects at low doses, with symptoms of central effects such as catalepsy only appearing at much higher dose ranges. It has antihyperalgesic properties in animal studies,[1] and has progressed to preliminary human trials.[2]


References

  1. ^ Dziadulewicz EK, Bevan SJ, Brain CT, Coote PR, Culshaw AJ, Davis AJ, Edwards LJ, Fisher AJ, Fox AJ, Gentry C, Groarke A, Hart TW, Huber W, James IF, Kesingland A, La Vecchia L, Loong Y, Lyothier I, McNair K, O'Farrell C, Peacock M, Portmann R, Schopfer U, Yaqoob M, Zadrobilek J. Naphthalen-1-yl-(4-pentyloxynaphthalen-1-yl)methanone: a potent, orally bioavailable human CB1/CB2 dual agonist with antihyperalgesic properties and restricted central nervous system penetration. Journal of Medicinal Chemistry. 2007 Aug 9;50(16):3851-6. PMID 17630726
  2. ^ Gardin A, Kucher K, Kiese B, Appel-Dingemanse S (2009). "Cannabinoid receptor agonist 13, a novel cannabinoid agonist: first in human pharmacokinetics and safety". Drug Metabolism and Disposition: the Biological Fate of Chemicals. 37 (4): 827–33. doi:10.1124/dmd.108.024000. PMID 19144772. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)

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