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Mu-opioid receptor agonists
14-Cinnamoyloxycodeinone
Другие языки:

    14-Cinnamoyloxycodeinone

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    14-Cinnamoyloxycodeinone
    14-cinnamoyloxycodeinone2DCSD.svg
    1,4-cinnamoyloxycodeinone 3D BS.png
    Identifiers
    • 7,8-didehydro-4,5α-epoxy-14-cinnamoyl-3-methoxy-17-methylmorphinan-6-one
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    Chemical and physical data
    Formula C27H25NO5
    Molar mass 443.499 g·mol−1
    3D model (JSmol)
    • CN1CC[C@]23[C@@H]4C(=O)C=C[C@]2([C@H]1CC5=C3C(=C(C=C5)OC)O4)OC(=O)/C=C/C6=CC=CC=C6
    • InChI=1S/C27H25NO5/c1-28-15-14-26-23-18-9-10-20(31-2)24(23)32-25(26)19(29)12-13-27(26,21(28)16-18)33-22(30)11-8-17-6-4-3-5-7-17/h3-13,21,25H,14-16H2,1-2H3/b11-8+/t21-,25+,26+,27-/m1/s1 checkY
    • Key:BWZTYCFJIMYOHI-JKGZCERPSA-N checkY
      (verify)

    14-Cinnamoyloxycodeinone is the most potent example in a series of opiate analgesic drugs discovered in the 1960s, with > ×100 times the potency of morphine. It is a derivative of hydroxycodeinone, being the 14-cinnamate ester. In another paper, Buckett assigns the potency as 177 with a range (depending on animal and test) of ×101 - ×310. It may be of interest to researchers that the allyl group in this compound and in allylprodine overlay very closely.

    See also


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