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NAPQI

Chemical Structure : NAPQI

CAS No.: 50700-49-7

NAPQI (N-Acetylimidoquinone)

Catalog No.: PC-70232Not For Human Use, Lab Use Only.

NAPQI (N-Acetylimidoquinone) is a toxic byproduct, iminoquinone metabolite of acetaminophen that covalently binds to the active site of macrophage migration inhibitory factor (MIF).

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    Biological Activity

    NAPQI (N-Acetylimidoquinone) is a toxic byproduct, iminoquinone metabolite of acetaminophen that covalently binds to the active site of macrophage migration inhibitory factor (MIF).
    NAPQI inhibits both the isomerase and the biological activities of MIF with IC50 of 40 uM.
    NAPQI significantly inhibits the ability of MIF to override the immunosuppressive effect of dexamethasone on endotoxin- (LPS) stimulated TNFα production by monocytes.

    Physicochemical Properties

    M.Wt 149.147
    Formula C8H7NO2
    Appearance Solid
    CAS No.
    Storage
    Solide Powder
    -20 °C 12 Months; 4°C 6 Months
    In Solvent
    -80 °C 6 Months; -20°C 6 Months
    Shipping
    Solubility

    10 mM in DMSO

    Chemical Name/SMILES

    N-(4-oxocyclohexa-2,5-dien-1-ylidene)acetamide

    References

    1. Senter PD, et al. Proc Natl Acad Sci U S A. 2002 Jan 8;99(1):144-9.

    2. Albano E, et al. Mol Pharmacol. 1985 Sep;28(3):306-11.

    3. Crichlow GV, et al. Biochemistry. 2009 Jan 13;48(1):132-9.

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