JWH-171

Drugbox
IUPAC_name = 1-( [(1E)-3-pentylinden-1-ylidine] methyl)naphthalene


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C=25|H=24
molecular_weight = 324.457 g/mol
smiles = CCCCCc(c3)c1ccccc1c3=Cc2cccc4ccccc24
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legal_status = Legal
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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, [Huffman JW, Padgett LW. Recent Developments in the Medicinal Chemistry of Cannabimimetic Indoles, Pyrroles and Indenes. "Current Medicinal Chemistry", 2005; 12: 1395-1411.] 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. [Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168, p 269. Springer. ISBN 3-540-22565-X]

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