From Wikipedia, the free encyclopedia
Chemical compound
JWH-047
Legal status
(1-Butyl-2-methyl-1H -indol-3-yl)(7-methyl-1-naphthalenyl)methanone
CAS Number
ChemSpider
UNII
Formula C 25 H 25 N O
Molar mass 355.481 g·mol−1 3D model (
JSmol )
CCCCn1c(c(c2c1cccc2)C(=O)c3cccc4c3cc(cc4)C)C
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 Ki = 0.9 nM for the CB2 subtype, and more than 65 times selectivity over the CB1 .
[1]
In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-047 are
Schedule I Controlled Substances .
[2]
See also
References
^ 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
Phytocannabinoids (
comparison )
Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols Cannabitriols Cannabivarins Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Miscellaneous cannabinoids Active metabolites
Endocannabinoids
Synthetic cannabinoid receptor agonists / neocannabinoids
Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols
Eicosanoids
Hydrocarbons Indazole carboxamides Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles
Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Pyrrolobenzoxazines Quinolinyl esters Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Tetramethylcyclo- propylindoles Others
Allosteric
CBR Tooltip Cannabinoid receptor
ligands
Endocannabinoid enhancers (inactivation inhibitors)
Anticannabinoids (antagonists/inverse agonists/antibodies)