JWH-081

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JWH-081
JWH-081.svg
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
Molecular mass 371.47 g/mol
  • CCCCCn3c1ccccc1c(c3)C(=O)c4c2ccccc2c(OC)cc4
  • InChI=1S/C25H25NO2/c1-3-4-9-16-26-17-22(19-11-7-8-13-23(19)26)25(27)21-14-15-24(28-2)20-12-6-5-10-18(20)21/h5-8,10-15,17H,3-4,9,16H2,1-2H3
  • Key:UBMPKJKGUQDHRM-UHFFFAOYSA-N
  (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 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. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  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. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.

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