JWH-171

JWH-171
	File:JWH-171.png
Gene therapy
Clinical data
Physiological data
Legal status
Legal status	In general: legal;
Pharmacokinetic data
Identifiers
	IUPAC name 1-([(1E)-3-pentylinden-1-ylidine]methyl)naphthalene;
Chemical and physical data
Formula	C25H24
Molar mass	324.457 g/mol
3D model (JSmol)	Interactive image;
	SMILES CCCCCc(c3)c1ccccc1c3=Cc2cccc4ccccc24;

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]

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References

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

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[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

[1]

[2]

JWH-171

References

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