JWH-171

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JWH-171
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Systematic (IUPAC) name
1-([(1E)-3-pentylinden-1-ylidine]methyl)naphthalene
Legal status
Legal status
  • Legal
Chemical data
Formula C25H24
Molar mass 324.457 g/mol[[Script error: No such module "String".]]
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JWH-171 is an analgesic drug which acts as a cannabinoid receptor agonist. Its binding affinity at the CB1 receptor is only 51nM, making it slightly less potent than THC itself,[1] however JWH-171 is particularly notable in that it is a hydrocarbon containing no heteroatoms. This demonstrates that reasonably high-affinity cannabinoid binding and agonist effects can be produced by compounds with no hydrogen bonding capacity at all, relying merely on Van der Waals interactions to bind to the receptor.[2] It was discovered by, and named after, Dr. John W. Huffman.

References

  1. Huffman JW, Padgett LW. Recent Developments in the Medicinal Chemistry of Cannabimimetic Indoles, Pyrroles and Indenes. Current Medicinal Chemistry, 2005; 12: 1395-1411.
  2. Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168, p 269. Springer. ISBN 3-540-22565-X