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Enadoline
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    Enadoline

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    Enadoline
    Enadoline2d.png
    Enadoline 3D BS.png
    Clinical data
    ATC code
    • none
    Identifiers
    • 2-(1-Benzofuran-4-yl)-N-methyl-N-[(5R,7S,8S)-7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl]acetamide
    CAS Number
    PubChem CID
    IUPHAR/BPS
    ChemSpider
    UNII
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C24H32N2O3
    Molar mass 396.531 g·mol−1
    3D model (JSmol)
    • O=C(Cc1cccc2occc12)N(C)C1CCC2(CCCO2)CC1N1CCCC1
    • InChI=1S/C24H32N2O3/c1-25(23(27)16-18-6-4-7-22-19(18)9-15-28-22)20-8-11-24(10-5-14-29-24)17-21(20)26-12-2-3-13-26/h4,6-7,9,15,20-21H,2-3,5,8,10-14,16-17H2,1H3/t20-,21-,24-/m0/s1 checkY
    • Key:JMBYBVLCYODBJQ-HFMPRLQTSA-N checkY
      (verify)

    Enadoline is a drug which acts as a highly selective κ-opioid agonist.

    In human studies, it produced visual distortions and feelings of dissociation, reminiscent of the effects of salvinorin A.

    It was studied as a potential analgesic, but abandoned because of the dose-limiting effects of dysphoria, which could be expected from a κ-opioid agonist. There was mention of its potential in treating comatose head injury or stroke victims, where that type of side effect would be immaterial.

    Potency

    When enadoline was first reported in 1990, it was "the most potent κ-selective analgesic ever reported ... 25 times more potent than morphine and 17 times more potent than U-62066".

    See also


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