JWH-424

JWH-424
Legal status
Legal status	CA: Schedule II; DE: NpSG (Industrial and scientific use only); UK: Class B; US: Schedule I;
Identifiers
	IUPAC name 1-Pentyl-3-(8-bromo-1-naphthoyl)indole;
JSmol)	Interactive image;
	SMILES c4cccc1c4n(CCCCC)cc1C(=O)c(c2c3Br)cccc2ccc3;
	InChI InChI=1S/C24H22BrNO/c1-2-3-6-15-26-16-20(18-11-4-5-14-22(18)26)24(27)19-12-7-9-17-10-8-13-21(25)23(17)19/h4-5,7-14,16H,2-3,6,15H2,1H3; Key:QXZYVJRMQVOOEQ-UHFFFAOYSA-N;
	(verify)

JWH-424 is a drug from the

naphthoylindole family, which acts as a cannabinoid agonist at both the CB₁ and CB₂ receptors, but with moderate selectivity for CB₂, having a K_i of 5.44nM at CB₂ vs 20.9 nM at CB₁. The heavier 8-iodo analogue is even more CB₂ selective, with its 2-methyl derivative having 40 times selectivity for CB₂. However the 1-propyl homologues in this series showed much lower affinity at both receptors, reflecting a generally reduced affinity for the 8-substituted naphthoylindoles overall.^[1]

In the United States, all CB₁ receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-424 are

Schedule I Controlled Substances.^[2]

References

PMID 22341572
.

^ 21 U.S.C. § 812: Schedules of controlled substances

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Retrieved from "https://en.wikipedia.org/w/index.php?title=JWH-424&oldid=1132890509"

[pmid22341572-1] PMID 22341572
.

[2] 21 U.S.C. § 812: Schedules of controlled substances

[1]

[2]

See also

References