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JWH-185

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-185
Legal status
Legal status
Identifiers
  • 3-[(4-Methoxy-1-naphthalenyl)methyl]-1-pentyl-1H-indole
CAS Number
ChemSpider
UNII
Chemical and physical data
FormulaC25H27NO
Molar mass357.497 g·mol−1
3D model (JSmol)
  • CCCCCn1cc(c2c1cccc2)Cc3ccc(c4c3cccc4)OC
  • InChI=1S/C25H27NO/c1-3-4-9-16-26-18-20(22-11-7-8-13-24(22)26)17-19-14-15-25(27-2)23-12-6-5-10-21(19)23/h5-8,10-15,18H,3-4,9,16-17H2,1-2H3
  • Key:OTYBPWBZUDBUQS-UHFFFAOYSA-N

JWH-185 is a syntheticcannabinoid receptor ligand from thenaphthoylindole family. It is the carbonyl-reduced derivative of related compoundJWH-081. The binding affinity of JWH-185 for the CB1 receptor is reported as Ki = 17 ± 3 nM.[1]

In the United States, all CB1 receptor agonists of the 3-(1-naphthylmethane)indole class such as JWH-185 areSchedule I Controlled Substances.[2]

See also

[edit]

References

[edit]
  1. ^Huffman JW, Mabon R, Wu MJ, Lu J, Hart R, Hurst DP, Reggio PH, Wiley JL, Martin BR (2003). "3-Indolyl-1-naphthylmethanes: new cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB1 cannabinoid receptor".Bioorg. Med. Chem.11 (4):539–549.doi:10.1016/s0968-0896(02)00451-0.PMID 12538019.S2CID 29107765.
  2. ^21 U.S.C. § 812:Schedules of controlled substances
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