| Iupac name | (4-Methyl-1-naphthalenyl)(2-methyl-1-pentyl-1H-indol-3-yl)methanone |
|---|---|
| Width | 150 |
| Legal ca | Schedule II |
| Legal de | NpSG |
| Legal uk | Class B |
| Legal us | Schedule I |
| Cas number | 548461-82-1 |
| Pubchem | 45267820 |
| Chemspiderid | 24627235 |
| Unii | AWD731Y25Z |
| C | 26 |
| H | 27 |
| N | 1 |
| O | 1 |
| Smiles | c4cccc1c4c(ccc1C)C(=O)c3c2ccccc2n(c3C)CCCCC |
| Stdinchi | 1S/C26H27NO/c1-4-5-10-17-27-19(3)25(23-13-8-9-14-24(23)27)26(28)22-16-15-18(2)20-11-6-7-12-21(20)22/h6-9,11-16H,4-5,10,17H2,1-3H3 |
| Stdinchikey | JTJAMXUOXJGSCW-UHFFFAOYSA-N |
JWH-149 is a synthetic cannabimimetic that was discovered by John W. Huffman. It is the N-pentyl analog of JWH-148. It is a potent but only moderately selective ligand for the CB2 receptor, with a binding affinity of Ki = 0.73 ± 0.03 nM at this subtype, and more than six times selectivity over the CB1 subtype.[1]
In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-149 are Schedule I Controlled Substances.[2]
See also
References
- ^ Huffman JW, Zengin G, Wu MJ, Lu J, Hynd G, Bushell K, Thompson AL, Bushell S, Tartal C, Hurst DP, Reggio PH, Selley DE, Cassidy MP, Wiley JL, Martin BR (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
- ^