An antagonist of VEGFR3 (FLT4)
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MAZ51

Item No. 16168

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[4-(dimethylamino)-1-naphthalenyl]methylene]-1,3-dihydro-2H-indol-2-one
CAS Number
163655-37-6
Molecular Formula
C21H18N2O
Formula Weight
314.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.2 mg/mlDMSO: 1 mg/ml
λmax
210, 260, 405 nm
SMILES
CN(C)C1=C(C=CC=C2)C2=C(/C=C3C(NC4=C/3C=CC=C4)=O)C=C1
InChi Code
InChI=1S/C21H18N2O/c1-23(2)20-12-11-14(15-7-3-4-9-17(15)20)13-18-16-8-5-6-10-19(16)22-21(18)24/h3-13H,1-2H3,(H,22,24)/b18-13+
InChi Key
VFCXONOPGCDDBQ-QGOAFFKASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $54

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    5 mg

    $132

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    10 mg

    $209

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    25 mg

    $458

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    Product Description

    The VEGF receptors (VEGFRs) mediate signaling leading to angiogenesis, with VEGFR3 (FLT4), activated by VEGF isoforms VEGFC and VEGFD, primarily expressed on lymphatic endothelial cells and directing lymphangiogenesis.1 MAZ51 is an indolinone that selectively antagonizes the activation of VEGFR3 by VEGFC (IC50 = 1 µM) without blocking VEGFC-mediated stimulation of VEGFR2.2 It does not inhibit ligand-induced autophosphorylation of EGFR, IGF-1R, or PDGFRβ.3 By preventing VEGFR3 activation, MAZ51 interferes with an autocrine loop involving the induced expression of the ligand VEGFC as well as VEGFA.4 It reduces proliferation and induces apoptosis in a variety of cancer cells in vitro and suppresses tumor growth in vivo.3 MAZ51 is used to study the role of VEGFR3 in endothelial and cancer cell function and survival.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Manley, P.W., Bold, G., Brüggen, J., et al. Advances in the structural biology, design and clinical development of VEGF-R kinase inhibitors for the treatment of angiogenesis. Biochim. Biophys. Acta 1697(1-2), 17-27 (2004).

    2. Kirkin, V., Mazitschek, R., Krishnan, J., et al. Characterization of indolinones which preferentially inhibit VEGF-C- and VEGF-D-induced activation of VEGFR-3 rather than VEGFR-2. Eur. J. Biochem. 268(21), 5530-5540 (2001).

    3. Kirkin, V., Thiele, W., Baumann, P., et al. MAZ51, an indolinone that inhibits endothelial cell and tumor cell growth in vitro, suppresses tumor growth in vivo. Int. J. Cancer 112(6), 986-993 (2004).

    4. Matsuura, M., Onimaru, M., Yonemitsu, Y., et al. Autocrine loop between vascular endothelial growth factor (VEGF)-C and VEGF receptor-3 positively regulates tumor-associated lymphangiogenesis in oral squamoid cancer cells. Am. J. Pathol. 175(4), 1709-1721 (2009).

    5. Park, J.H., Shin, Y.J., Riew, T.R., et al. The Indolinone MAZ51 Induces Cell Rounding and G2/M Cell Cycle Arrest in Glioma Cells without the Inhibition of VEGFR-3 Phosphorylation: Involvement of the RhoA and Akt/GSK3ß Signaling Pathways. PLoS One 9(9), 1-9 (2014).

    6. Breslin, J.W., Yuan, S.Y., and Wu, M.H. VEGF-C alters barrier function of cultured lymphatic endothelial cells through a VEGFR-3-dependent mechanism. Lymphat. Res. Biol. 5(2), 105-113 (2007).