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CB-13

From Wikipedia, the free encyclopedia
CB-13
Legal status
Legal status
Identifiers
  • Naphthalen-1-yl-(4-pentyloxynaphthalen-1-yl)methanone
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H24O2
Molar mass368.476g·mol−1
3D model (JSmol)
  • c13ccccc1cccc3C(=O)c4ccc(OCCCCC)c2ccccc24
  • InChI=1S/C26H24O2/c1-2-3-8-18-28-25-17-16-24(21-13-6-7-14-22(21)25)26(27)23-15-9-11-19-10-4-5-12-20(19)23/h4-7,9-17H,2-3,8,18H2,1H3
  • Key:RSUMDJRTAFBISX-UHFFFAOYSA-N
(verify)

CB-13(CRA13,SAB-378)[1]is acannabinoiddrug, which acts as a potentagonistat both theCB1andCB2receptors, but has poorblood–brain barrierpenetration, and so produces only peripheral effects at low doses, with symptoms of central effects such ascatalepsyonly appearing at much higher dose ranges. It hasantihyperalgesicproperties in animal studies,[2]and has progressed to preliminary human trials.[3]

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As of October 2015 CB-13 is a controlled substance in China.[4]

CB-13 is a Schedule I controlled substance in North Dakota.[5]

See also

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References

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  1. ^Cluny NL, Keenan CM, Duncan M, Fox A, Lutz B, Sharkey KA (September 2010). "Naphthalen-1-yl-(4-pentyloxynaphthalen-1-yl)methanone (SAB378), a peripherally restricted cannabinoid CB1/CB2 receptor agonist, inhibits gastrointestinal motility but has no effect on experimental colitis in mice".The Journal of Pharmacology and Experimental Therapeutics.334(3): 973–980.doi:10.1124/jpet.110.169946.PMID20571060.S2CID9198992.
  2. ^Dziadulewicz EK, Bevan SJ, Brain CT, Coote PR, Culshaw AJ, Davis AJ, et al. (August 2007). "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.50(16): 3851–3856.doi:10.1021/jm070317a.PMID17630726.
  3. ^Gardin A, Kucher K, Kiese B, Appel-Dingemanse S (April 2009). "Cannabinoid receptor agonist 13, a novel cannabinoid agonist: first in human pharmacokinetics and safety".Drug Metabolism and Disposition.37(4): 827–833.doi:10.1124/dmd.108.024000.PMID19144772.S2CID15150118.
  4. ^"Quan vu ấn phát 《 phi dược dụng loại ma túy dược phẩm hòa tinh thần dược phẩm liệt quản bạn pháp 》 đích thông tri"[Notice on Printing and Distributing the "Measures for the Scheduling of Non-Pharmaceutical Narcotic Drugs and Psychotropic Substances" ] (in Chinese). China Food and Drug Administration. 27 September 2015. Archived fromthe originalon 1 October 2015.Retrieved1 October2015.
  5. ^"Schedule 1"(PDF).Sixty-eighth Legislative Assembly of North Dakota.3 January 2023.