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| Formula | C25H24 |
| Molar mass | 324.467 g·mol−1 |
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JWH-176 is ananalgesic drug which acts as acannabinoid receptor agonist. Itsbinding affinity at the CB1 receptor is 26.0 nM, making it more potent thanTHC itself,[1] however JWH-176 is particularly notable in that it is ahydrocarbon containing noheteroatoms. This demonstrates that reasonably high-affinitycannabinoid binding and agonist effects can be produced by compounds with nohydrogen bonding capacity at all, relying merely onVan der Waals and possibly hydrophobic interactions to bind to the receptor.[2] It was discovered by, and named after,John W. Huffman.
JWH-176 is the (E)-stereoisomer of 1-([3-pentylinden-1-ylidine]methyl)naphthalene, whereasJWH-171 is the mixture of the (E)- and (Z)-isomers.[3]
In the United States, CB1 receptor agonists of the 1-(1-naphthylmethylene)indene class such as JWH-176 and JWH-171 areSchedule I Controlled Substances.[4]
As of 23 December 2009, any compound structurally derived from 1–(1–naphthylmethyl)indene by substitution at the 3–position of the indene ring by an alkyl group is a Class B drug in the United Kingdom.[5]
