MAZ51

Names

[ Name ]:
MAZ51

[Synonym ]:
2H-Indol-2-one, 3-[[4-(dimethylamino)-1-naphthalenyl]methylene]-1,3-dihydro-, (3Z)-
MFCD04036983
3-(4-dimethylamino-naphthalen-1-ylmethylene)-1,3-dihydro-indol-2-one
(3Z)-3-{[4-(Dimethylamino)-1-naphthyl]methylene}-1,3-dihydro-2H-indol-2-one
3-(4-Dimethylaminonaphthalen-1-ylmethylene)-1,3-dihydroindol-2-one

Biological Activity

[Description]:

MAZ51 is a selective inhibitor of VEGFR-3 (Flt-4) tyrosine kinase. MAZ51 inhibits VEGF-C-induced activation of VEGFR-3 without blocking VEGF-C-mediated stimulation of VEGFR2. MAZ51 had no effect on ligand-induced autophosphorylation of EGFR, IGF-1R and PDGFRβ. MAZ51 blocks proliferation and induces apoptosis in a wide variety of tumor cells. Antitumor activity[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> VEGFR

[Target]

VEGFR3

[In Vitro]

MAZ51 (2.5-10 μM; 24 hours) blocks proliferation and induces apoptosis in a wide variety of tumor cells[2]. MAZ51 (0.5-50 μM; 25 minutes) has no effect on ligand-induced autophosphorylation of EGFR, IGF-1R and PDGFRβ in A431 cells, HEK-293 cells, and PAE cells, respectively[2]. Cell Proliferation Assay[2] Cell Line: MT450, 1AS, ASM, G, AT6.1, MTLN3, MTLY, NM-081 cells Concentration: 2.5, 10 μM Incubation Time: 24 hours Result: Induced apoptosis in a wide variety of tumor cells. Apoptosis Analysis[2] Cell Line: MT450, 1AS, ASM, G, AT6.1, MTLN3, MTLY, NM-081 cells Concentration: 2.5, 10 μM Incubation Time: 24 hours Result: Blocked proliferation in a wide variety of tumor cells.

[In Vivo]

MAZ51 (8 mg/kg; i.p.; daily for 15 day) significantly suppresses the growth of MT450 tumors[2]. Animal Model: Wistar Furth rats (bearing MT450 cells)[1] Dosage: 8 mg/kg Administration: Intraperitoneal injection; daily for 15 day Result: Significantly suppressed the growth of MT450 tumors.

[References]

[1]. Kirkin V, 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. 2001 Nov;268(21):5530-40.

[2]. Kirkin V, et al. MAZ51, an indolinone that inhibits endothelial cell and tumor cell growth in vitro, suppresses tumor growth in vivo. Int J Cancer. 2004 Dec 20;112(6):986-93.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
553.9±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₁H₁₈N₂O

[ Molecular Weight ]:
314.380

[ Flash Point ]:
288.8±30.1 °C

[ Exact Mass ]:
314.141907

[ PSA ]:
32.34000

[ LogP ]:
5.15

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.729

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xn: Harmful;N: Dangerous for the environment;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S26

[ RIDADR ]:
UN 3077 9/PG 3

[ HS Code ]:
2933790090

Customs

[ HS Code ]: 2933790090

[ Summary ]:
2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%