JWH-048

{{Short description|Chemical compound}}

{{Drugbox

| IUPAC_name = (1-Pentyl-2-methyl-1H-indol-3-yl)(7-methyl-1-naphthalenyl)methanone

| image = JWH-048.png

| width = 150

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| legal_US = Schedule I

| legal_DE = unscheduled{{cite web | title=Stoffe gem. Anlagen zum BtMG | url=https://www.bfarm.de/SharedDocs/Downloads/DE/Bundesopiumstelle/Betaeubungsmittel/BtM-Stoffe.xls?__blob=publicationFile | access-date=2024-11-23}}

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| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 316189-66-9

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| UNII = ZLS6Q88UQ8

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| PubChem = 11280135

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| ChemSpiderID = 9455134

| C=26 | H=27 | N=1 | O=1

| smiles = CCCCCN1C(=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=C3C=C(C=C4)C)C

| StdInChI = 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

| StdInChIKey = HSGMJSSWGKDWNA-UHFFFAOYSA-N

}}

JWH-048 is a selective cannabinoid ligand, with a bindining affinity of K_i = 0.5 ± 0.1 nM for the CB₂ subtype, and more than 22 times selectivity over the CB₁.{{cite journal |vauthors=Aung MM, Griffin G, Huffman JW, Wu MJ, Keel C, Yang B, Showalter VM, Abood ME, Martin BR | title = Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding | journal = Drug and Alcohol Dependence | volume = 60 | issue = 2 | pages = 133–40 | year = 2000 | pmid = 10940540| doi = 10.1016/S0376-8716(99)00152-0 }}

In the United States, all CB₁ receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-048 are Schedule I Controlled Substances.{{UnitedStatesCode2|21|812|Schedules of controlled substances}}