Methyl (2E)-3-(2,5-dihydroxyphenyl)acrylate

Names

[ Name ]:
Methyl (2E)-3-(2,5-dihydroxyphenyl)acrylate

[Synonym ]:
2-Propenoic acid, 3-(2,5-dihydroxyphenyl)-, methyl ester, (2E)-
Methyl (2E)-3-(2,5-dihydroxyphenyl)acrylate
MFCD00132932
methyl (E)-3-(2,5-dihydroxyphenyl)prop-2-enoate

Biological Activity

[Description]:

Methyl 2,5-dihydroxycinnamate is an erbstatin analog and a stable, potent inhibitor of EGFR kinase activity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> JAK/STAT Signaling >> EGFR

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

[References]

[1]. Umezawa K, et al. Inhibition of epidermal growth factor-induced DNA synthesis by tyrosine kinase inhibitors. FEBS Lett. 1990 Jan 29;260(2):198-200.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
400.7±35.0 °C at 760 mmHg

[ Melting Point ]:
178-180°C

[ Molecular Formula ]:
C₁₀H₁₀O₄

[ Molecular Weight ]:
194.184

[ Flash Point ]:
163.3±19.4 °C

[ Exact Mass ]:
194.057907

[ PSA ]:
66.76000

[ LogP ]:
1.51

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.629

[ Storage condition ]:
−20°C

[ Water Solubility ]:
0.1 M NaOH: soluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P301 + P312 + P330-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R23/24/25

[ Safety Phrases ]:
S22-S26-S36-S45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

Direct inhibition of the hexose transporter GLUT1 by tyrosine kinase inhibitors.

Biochemistry 40(3) , 777-90, (2001)

The facilitative hexose transporter GLUT1 is a multifunctional protein that transports hexoses and dehydroascorbic acid, the oxidized form of vitamin C, and interacts with several molecules structural...

Mechanism of topoisomerase II inhibition by staurosporine and other protein kinase inhibitors.

J. Biol. Chem. 271(42) , 26418-23, (1996)

Topoisomerase II is an essential enzyme for proliferation of eukaryotic cells. It is also a target for many antineoplastic drugs that promote stabilization of covalent complexes between topoisomerase ...

Signal pathways that transduce growth factor-stimulated mitogenesis in bone cells.

Bone 23(1) , 17-26, (1998)

This investigation examined which signal pathways are of relevance in growth factor-stimulated bone cell mitogenesis. Platelet-derived growth factor (PDGF) and insulin-like growth factor-II (IGF-II) w...

Related Compounds

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