(E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide Chemical Properties

Melting point:

126 °C

Boiling point:

590.6±50.0 °C(Predicted)

Density 

1.100±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO.

form 

powder

pka

10.30±0.36(Predicted)

color 

white to beige

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.

CAS DataBase Reference

168835-82-3

Safety Information

HS Code 

2926.90.4801

(E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide Usage And Synthesis

Description

SU-1498 (168835-82-3) is a potent, reversible, selective inhibitor of VEGFR-2, also known as Flk-1 (IC50 = 700 nM). Inhibition of VEGFR-2 blocks angiogenesis in both in vitro and in vivo models. Cell permeable.

Uses

SU 1498 is an inhibitor of VEGF receptor kinase.

Definition

ChEBI: SU1498 is a monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2E)-2-cyano-3-[4-hydroxy-3,5-di(propan-2-yl)phenyl]prop-2-enoic acid with the amino group of 3-phenylpropylamine. It has a role as a vascular endothelial growth factor receptor antagonist. It is an enamide, a member of phenols, a nitrile, a monocarboxylic acid amide and a secondary carboxamide.

Biochem/physiol Actions

SU1498 is a potent and selective inhibitor of the VEGFR2 receptor kinase, Flk-1 with an IC50 value of 700 nM. SU1498 is a very weak inhibitor of PDGFR-kinase, EGFR-kinase and HER-2 kinase with IC50 values > 50 μM. SU1498 has been used to study the role of VEGFR2 (Flk-1) in a variety of biological activities including angiogenesis, tumor growth inhibition, and stem cell proliferation.

References

1) Cho et al. (2005), Retinoic acid and erythropoietin maintain alveolar development in mice treated with an angiogenesis inhibitor; Am. J. Respir. Cell Mol. Biol., 33 622 2) Wang et al. (2002), Interplay between integrins and FLK-1 in shear stress-induced signaling; Am. J. Physiol. Cell Physiol., 283 C1540 3) Strawn et al. (1996), FLK-1 as a target for tumor growth inhibition; Cancer Res., 56 3540

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