Chemistry:JWH-081

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Short description: Chemical compound
JWH-081
JWH-081.svg
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC25H25NO2
Molar mass371.480 g·mol−1
3D model (JSmol)
  (verify)

JWH-081 is an analgesic chemical from the naphthoylindole family, which acts as a cannabinoid agonist at both the CB1 and CB2 receptors.[2] With a Ki of 1.2nM it is fairly selective for the CB1 subtype, its affinity at this subtype is measured at approximately 10x the affinity at CB2(12.4nM).[3] It was discovered by and named after John W. Huffman.

JWH-081 may be neurotoxic to animals when administered in high doses.[4]

Legal status

In the United States, JWH-081 is a Schedule I Controlled Substance.[5]

As of October 2015, JWH-081 is a controlled substance in China.[6]

See also

References

  1. "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii (Dz.U. 2011 nr 105 poz. 614)". Internetowy System Aktów Prawnych. http://isap.sejm.gov.pl/DetailsServlet?id=WDU20111050614. 
  2. "Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB(1) and CB(2) receptor binding". Drug and Alcohol Dependence 60 (2): 133–40. August 2000. doi:10.1016/s0376-8716(99)00152-0. PMID 10940540. 
  3. "Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB(1) and CB(2) receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB(2) receptor agonists". Bioorganic & Medicinal Chemistry 13 (1): 89–112. January 2005. doi:10.1016/j.bmc.2004.09.050. PMID 15582455. 
  4. "Neurotoxicity of Synthetic Cannabinoids JWH-081 and JWH-210". Biomolecules & Therapeutics 23 (6): 597–603. November 2015. doi:10.4062/biomolther.2015.057. PMID 26535086. 
  5. Controlled Substances listed by the DEA
  6. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. http://www.sfda.gov.cn/WS01/CL0056/130753.html.