JWH-081

JWH-081
Systematic (IUPAC) name
4-methoxynaphthalen- 1-yl- (1-pentylindol- 3-yl)methanone
Clinical data
Legal status
Identifiers
CAS Number 210179-46-7 YesY
PubChem CID 10547208
ChemSpider 8722599
Chemical data
Formula C25H25NO2
Molar mass 371.47 g/mol
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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 approximately 10x the affinity at CB2.[3] It was discovered by and named after Dr. John W. Huffman.

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

Legal Status

As of October 2015 JWH-081 is a controlled substance in China.[5]

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. Retrieved 12 June 2011.
  2. Aung MM, et al. Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding. Drug and Alcohol Dependence 2000; 60:133-140.
  3. Huffman JW, et al. Structure–activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists. Bioorganic and Medicinal Chemistry. 2005; 13:89-112.
  4. Hye Jin Cha, Yeon-Hee Seong, Min-Ji Song, Ho-Sang Jeong, Jisoon Shin, Jaesuk Yun, Kyoungmoon Han, Young-Hoon Kim, Hoil Kang, Hyoung Soo Kim (November 2015). "Neurotoxicity of Synthetic Cannabinoids JWH-081 and JWH-210". Biomolecules & Therapeutics 23 (6): 597–603. doi:10.4062/biomolther.2015.057. PMC 4624077. PMID 26535086.
  5. "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. Retrieved 1 October 2015.
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