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Mu-opioid receptor agonists
Allylnorpethidine
Другие языки:

    Allylnorpethidine

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    Allylnorpethidine
    WIN-7681.svg
    Clinical data
    Other names Allylnorpethidine, WIN-7681
    ATC code
    • none
    Identifiers
    • Ethyl 4-phenyl-1-(prop-2-en-1-yl)piperidine-4-carboxylate
    CAS Number
    PubChem CID
    ChemSpider
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C17H23NO2
    Molar mass 273.376 g·mol−1
    3D model (JSmol)
    • O=C(OCC)C2(c1ccccc1)CCN(C\C=C)CC2
    • InChI=1S/C17H23NO2/c1-3-12-18-13-10-17(11-14-18,16(19)20-4-2)15-8-6-5-7-9-15/h3,5-9H,1,4,10-14H2,2H3 checkY
    • Key:YUNKDDDGCRLMAF-UHFFFAOYSA-N checkY
     ☒NcheckY (what is this?)  (verify)

    Allylnorpethidine (WIN-7681) is a 4-phenylpiperidine derivative that is related to the opioid analgesic drug pethidine (meperidine).

    Allylnorpethidine is an analogue of pethidine where the N-methyl group has been replaced by allyl. In many other opioid derivatives, placing an allyl substituent on the nitrogen instead of a methyl will reverse the normal opioid effects, to produce μ-opioid antagonists which among other things reverse the respiratory depression caused by opioid agonists such as morphine. This is not true with allylnorpethidine, as while it does partially reverse the respiratory depression produced by morphine it is actually an active analgesic and has no antagonistic properties when administered alone, so is instead a partial agonist.


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