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HomeProduct name list(E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

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

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

What is (E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide?

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.

The Uses of (E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

SU 1498 is an inhibitor of VEGF receptor kinase.

What are the applications of Application

SU 1498 is selective inhibitor of the receptor tyrosine kinase VEGF receptor 2

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

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

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.
pka 10.30±0.36(Predicted)
form  powder
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 for (E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for (E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

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