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JWH-164
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    JWH-164

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    JWH-164
    JWH-164.svg
    Legal status
    Legal status
    Identifiers
    • 7-Methoxynaphthalen-1-yl-(1-pentylindol-3-yl)methanone
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C25H25NO2
    Molar mass 371.480 g·mol−1
    3D model (JSmol)
    • CCCCCn(c4)c1ccccc1c4C(=O)c2cccc(cc3)c2cc3OC
    • InChI=1S/C25H25NO2/c1-3-4-7-15-26-17-23(20-10-5-6-12-24(20)26)25(27)21-11-8-9-18-13-14-19(28-2)16-22(18)21/h5-6,8-14,16-17H,3-4,7,15H2,1-2H3
    • Key:IJNSZBAEVYRFCH-UHFFFAOYSA-N
      (verify)

    JWH-164 is a synthetic cannabinoid receptor agonist from the naphthoylindole family. It has approximately equal affinity for the CB1 and CB2 receptors, with a Ki of 6.6 nM at CB1 and 6.9 nM at CB2. JWH-164 is a positional isomer of the related compound JWH-081, but with a methoxy group at the 7-position of the naphthyl ring, rather than the 4-position as in JWH-081. Its potency is intermediate between that of JWH-081 and its ring unsubstituted derivative JWH-018, demonstrating that substitution of the naphthyl 7-position can also result in increased cannabinoid receptor binding affinity.

    In the United States, all CB1 all receptor agonists of the 3-(1-naphthoyl)indole class, including JWH-164, are Schedule I Controlled Substances.


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