JWH-424

JWH-424
JWH-424.svg
Legal status
Legal status
Identifiers
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H22BrNO
Molar mass420.350 g·mol−1
3D model (JSmol)
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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 Ki 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][2]

In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-424 are Schedule I Controlled Substances.[3]

See also[edit]

References[edit]

  1. ^ Valerie Smith, John Huffman, Jenny Wiley and Billy Martin. EFFECTS OF HALOGEN SUBSTITUENTS UPON CB1 AND CB2 RECEPTOR AFFINITIES IN THE SERIES OF N-ALKYL-3-(8-HALO-1-NAPTHOYL)INDOLES. (2007) 17th Annual Symposium on the Cannabinoids, Burlington, Vermont, International Cannabinoid Research Society, Page 72.
  2. ^ John W. Huffman, et al. STRUCTURE-ACTIVITY RELATIONSHIPS AT THE CB1 AND CB2 RECEPTORS FOR 1-ALKYL-3-(1-NAPHTHOYL-4 AND 8-HALOGEN SUBSTITUTED) INDOLES (2009) 19th Annual Symposium on the Cannabinoids, Burlington, Vermont, International Cannabinoid Research Society, Page 2.
  3. ^ 21 U.S.C. § 812: Schedules of controlled substances