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JWH-120

Legal status
Legal status	US: Schedule I
Identifiers
IUPAC name (4-Methyl-1-naphthalenyl)(1-propyl-1H-indol-3-yl)methanone
CAS Number	824955-98-8
PubChem CID	11461586
ChemSpider	9636426
UNII	J6M7L6J6PN
ChEMBL	ChEMBL497811
CompTox Dashboard (EPA)	DTXSID20466689
Chemical and physical data
Formula	C23H21NO
Molar mass	327.427 g·mol
3D model (JSmol)	Interactive image
SMILES CCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=C(C4=CC=CC=C43)C
InChI InChI=1S/C23H21NO/c1-3-14-24-15-21(19-10-6-7-11-22(19)24)23(25)20-13-12-16(2)17-8-4-5-9-18(17)20/h4-13,15H,3,14H2,1-2H3 Key:DUBUGSKBMMXSOU-UHFFFAOYSA-N

JWH-120 is a synthetic cannabimimetic that was discovered by John W. Huffman. It is the N-propyl analog of JWH-122. It is a potent and selective ligand for the CB₂ receptor, but a weaker ligand for the CB₁ receptor. It has a binding affinity of K_i = 6.1 ± 0.7 nM at the CB₂ subtype and 173 times selectivity over the CB₁ subtype.

In the United States, all CB₁ receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-120 are Schedule I Controlled Substances.

See also

• JWH-122
• JWH-193
• JWH-210
• JWH-398

References

1. Huffman JW, Zengin G, Wu MJ, Lu J, Hynd G, Bushell K, et al. (January 2005). "Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB(1) and CB(2) receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB(2) receptor agonists". Bioorganic & Medicinal Chemistry. 13 (1): 89–112. doi:10.1016/j.bmc.2004.09.050. PMID 15582455.
2. 21 U.S.C. § 812: Schedules of controlled substances

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• JWH cannabinoids
• Naphthoylindoles
• CB1 receptor agonists
• CB2 receptor agonists