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Chemical compound
JWH-048
Legal status
(1-Pentyl-2-methyl-1H -indol-3-yl)(7-methyl-1-naphthalenyl)methanone
CAS Number
PubChem
CID
ChemSpider
UNII
Formula C 26 H 27 N O
Molar mass 369.508 g·mol−1 3D model (
JSmol )
CCCCCN1C(=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=C3C=C(C=C4)C)C
InChI=1S/C26H27NO/c1-4-5-8-16-27-19(3)25(22-11-6-7-13-24(22)27)26(28)21-12-9-10-20-15-14-18(2)17-23(20)21/h6-7,9-15,17H,4-5,8,16H2,1-3H3
Key:HSGMJSSWGKDWNA-UHFFFAOYSA-N
JWH-048 is a selective
cannabinoid ligand, with a bindining affinity of Ki = 0.5 ± 0.1 nM for the
CB2 subtype, and more than 22 times selectivity over the
CB1 .
[1]
In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-048 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
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Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols
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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
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Anticannabinoids (antagonists/inverse agonists/antibodies)