ChemicalBook--->CAS DataBase List--->1467093-03-3

1467093-03-3

    1467093-03-3 Structure

    1467093-03-3 Structure
    IdentificationBack Directory
    [Name]

    N-(5-(3-(7-(3-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-5-yl)pyridin-3-yl)-3-methylbutanamide
    [CAS]

    1467093-03-3
    [Synonyms]

    CPD1633
    SM04690
    SM-04690;SM 04690;SM04690
    N-(5-(3-(7-(3-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-5-yl)pyridin-3-yl)-3-methylbutanamide
    Butanamide, N-[5-[3-[7-(3-fluorophenyl)-3H-imidazo[4,5-c]pyridin-2-yl]-1H-indazol-5-yl]-3-pyridinyl]-3-methyl-
    [Molecular Formula]

    C29H24FN7O
    [MDL Number]

    MFCD30489411
    [MOL File]

    1467093-03-3.mol
    [Molecular Weight]

    505.55
    Chemical PropertiesBack Directory
    [density ]

    1.365±0.06 g/cm3(Predicted)
    [storage temp. ]

    Sealed in dry,2-8°C
    [solubility ]

    DMSO:27.5(Max Conc. mg/mL);54.4(Max Conc. mM)
    [form ]

    Solid
    [pka]

    7.75±0.40(Predicted)
    [color ]

    Light yellow to gray
    [InChIKey]

    AQDWDWAYVBQMAM-UHFFFAOYSA-N
    [SMILES]

    C(NC1=CC(C2C=CC3=C(C=2)C(C2=NC4C(C5=CC=CC(F)=C5)=CN=CC=4N2)=NN3)=CN=C1)(=O)CC(C)C
    Hazard InformationBack Directory
    [Uses]

    Adavivint is an intra-articular potential disease-modifying osteoarthritis drug.
    [Biological Activity]

    Adavivint (SM04690) is a potent canonical Wnt signaling pathway inhibitor with EC50 of 19.5 nM for TCF/LEF reporter gene. It was more potent than other known Wnt inhibitors in multiple cellular experiments.
    [in vitro]

    Treatment of bone marrow-derived human mesenchymal stem cells (CD29+, CD44+ CD166+ CD105+ CD45-) with SM04690 induced a concentration-dependent decrease in Wnt pathway gene expression (ASCL1, LEF1, TCF7L2, TCF7 , C-262 MYC and AXIN2). Selective activation of Wnt signaling pathway with Wnt3a or GSK3β inhibitor CHIR-99021, in IEC6 (intestinal stem cells sensitive to Wnt activation), M04690 can inhibit the expression of AXIN2 and LGR5; in hMSCs, inhibit the expression of AXIN2, TCF7 and LEF1 Express. It has minimal effects on non-canonical Wnt signaling and BMP signaling. In vitro, SM04690 protects chondrocytes from metabolic breakdown.

    [in vivo]

    Intra-articular injection of Adavivint promotes cartilage growth and improves joint health in a rat model of knee osteoarthritis. In vivo, it reduces cartilage breakdown.

    [target]

    TargetValue
    Wnt
    ()
    [storage]

    Store at -20°C
    Spectrum DetailBack Directory
    [Spectrum Detail]

    Adavivint(1467093-03-3)1HNMR
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