JWH-184

JWH-184
Legal status
Legal status	UK: Class B; US: Schedule I;
Identifiers
	IUPAC name 3-[(4-Methyl-1-naphthalenyl)methyl]-1-pentyl-1H-indole;
CAS Number	619294-37-0;
ChemSpider	35303439;
UNII	QKU9P2ZGM5;
Chemical and physical data
Formula	C25H27N
Molar mass	341.498 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCn1cc(c2c1cccc2)Cc3ccc(c4c3cccc4)C;
	InChI InChI=1S/C25H27N/c1-3-4-9-16-26-18-21(24-12-7-8-13-25(24)26)17-20-15-14-19(2)22-10-5-6-11-23(20)22/h5-8,10-15,18H,3-4,9,16-17H2,1-2H3; Key:FSOLXFPDIJJWBM-UHFFFAOYSA-N;

JWH-184 is a synthetic cannabinoid receptor ligand from the naphthylmethylindole family. It is the carbonyl-reduced derivative of related compound JWH-122. The binding affinity of JWH-184 for the CB₁ receptor is reported as K_i = 23 ± 6 nM.^[1]

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In the United States, all CB₁ receptor agonists of the 3-(1-naphthylmethane)indole class such as JWH-184 are Schedule I Controlled Substances.^[2]

[1]
Huffman JW, Mabon R, Wu MJ, Lu J, Hart R, Hurst DP, et al. (February 2003). "3-Indolyl-1-naphthylmethanes: new cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB(1) cannabinoid receptor". Bioorganic & Medicinal Chemistry. 11 (4): 539–49. doi:10.1016/s0968-0896(02)00451-0. PMID 12538019. S2CID 29107765.
[2]
21 U.S.C. § 812: Schedules of controlled substances

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[Huffman_2003-1] [1]
Huffman JW, Mabon R, Wu MJ, Lu J, Hart R, Hurst DP, et al. (February 2003). "3-Indolyl-1-naphthylmethanes: new cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB(1) cannabinoid receptor". Bioorganic & Medicinal Chemistry. 11 (4): 539–49. doi:10.1016/s0968-0896(02)00451-0. PMID 12538019. S2CID 29107765.

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

[1]

[2]

JWH-184

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Legal status

Legal status	UK: Class B US: Schedule I
Identifiers
IUPAC name 3-[(4-Methyl-1-naphthalenyl)methyl]-1-pentyl-1H-indole
CAS Number	619294-37-0
ChemSpider	35303439
UNII	QKU9P2ZGM5
Chemical and physical data
Formula	C₂₅H₂₇N
Molar mass	341.498 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCn1cc(c2c1cccc2)Cc3ccc(c4c3cccc4)C
InChI InChI=1S/C25H27N/c1-3-4-9-16-26-18-21(24-12-7-8-13-25(24)26)17-20-15-14-19(2)22-10-5-6-11-23(20)22/h5-8,10-15,18H,3-4,9,16-17H2,1-2H3 Key:FSOLXFPDIJJWBM-UHFFFAOYSA-N