JWH-047

JWH-047
Legal status
Legal status	DE: unscheduled; US: Schedule I;
Identifiers
	IUPAC name (1-Butyl-2-methyl-1H-indol-3-yl)(7-methyl-1-naphthalenyl)methanone;
CAS Number	316189-65-8 ;
ChemSpider	35303438;
UNII	8DQF9PUT4F;
Chemical and physical data
Formula	C25H25NO
Molar mass	355.481 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCn1c(c(c2c1cccc2)C(=O)c3cccc4c3cc(cc4)C)C;
	InChI InChI=1S/C25H25NO/c1-4-5-15-26-18(3)24(21-10-6-7-12-23(21)26)25(27)20-11-8-9-19-14-13-17(2)16-22(19)20/h6-14,16H,4-5,15H2,1-3H3; Key:RQWLYQGWFKBOIY-UHFFFAOYSA-N;

JWH-047 is a selective cannabinoid ligand that binds to both CB₁ and CB₂. It has a bindining affinity of K_i = 0.9 nM for the CB₂ subtype, and more than 65 times selectivity over the CB₁.^[2]

In the United States, all CB₁ receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-047 are Schedule I Controlled Substances.^[3]

References

^ "Stoffe gem. Anlagen zum BtMG". Retrieved 2024-11-23.
^ Aung MM, Griffin G, Huffman JW, Wu MJ, Keel C, Yang B, Showalter VM, Abood ME, Martin BR (2000). "Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding". Drug and Alcohol Dependence. 60 (2): 133–40. doi:10.1016/S0376-8716(99)00152-0. PMID 10940540.
^ 21 U.S.C. § 812: Schedules of controlled substances

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[1] "Stoffe gem. Anlagen zum BtMG". Retrieved 2024-11-23.

[Aung_2000-2] Aung MM, Griffin G, Huffman JW, Wu MJ, Keel C, Yang B, Showalter VM, Abood ME, Martin BR (2000). "Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding". Drug and Alcohol Dependence. 60 (2): 133–40. doi:10.1016/S0376-8716(99)00152-0. PMID 10940540.

[3] 21 U.S.C. § 812: Schedules of controlled substances

[2]

[1]

[3]

Legal status

Legal status	DE: unscheduled^[1] US: Schedule I
Identifiers
IUPAC name (1-Butyl-2-methyl-1H-indol-3-yl)(7-methyl-1-naphthalenyl)methanone
CAS Number	316189-65-8^Y
ChemSpider	35303438
UNII	8DQF9PUT4F
Chemical and physical data
Formula	C₂₅H₂₅NO
Molar mass	355.481 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCn1c(c(c2c1cccc2)C(=O)c3cccc4c3cc(cc4)C)C
InChI InChI=1S/C25H25NO/c1-4-5-15-26-18(3)24(21-10-6-7-12-23(21)26)25(27)20-11-8-9-19-14-13-17(2)16-22(19)20/h6-14,16H,4-5,15H2,1-3H3 Key:RQWLYQGWFKBOIY-UHFFFAOYSA-N

JWH-047

See also

References