(3,4,5-Trihydroxybenzylidene)malononitrile

Names

[ Name ]:
(3,4,5-Trihydroxybenzylidene)malononitrile

[Synonym ]:
(3,4,5-trihydroxybenzylidene)propanedinitrile
tyrphostin A-25
Propanedinitrile, 2-[(3,4,5-trihydroxyphenyl)methylene]-
TYROPHOSTIN A25
TYRPHOSTIN 25
(3,4,5-Trihydroxybenzylidene)malononitrile

Biological Activity

[Description]:

Tyrphostin 25 (AG82) is a specific inhibitor of the EGFR tyrosine kinase. Tyrphostin 25 is also a GPR35 agonist with an IC50 of 0.94 µM and an EC50 of 5.3 µM[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> JAK/STAT Signaling >> EGFR

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

Research Areas >> Inflammation/Immunology

[Target]

EGFR tyrosine kinase[1] IC50: 0.94 µM (GPR35)[2] EC50: 5.3 µM (GPR35)[2]

[References]

[1]. Klemke RL, et al. Receptor tyrosine kinase signaling required for integrin alpha v beta 5-directed cell motility but not adhesion on vitronectin. J Cell Biol. 1994 Nov;127(3):859-66.

[2]. Deng H, et al. Tyrphostin analogs are GPR35 agonists. FEBS Lett. 2011 Jun 23;585(12):1957-62.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
500.8±50.0 °C at 760 mmHg

[ Melting Point ]:
-220ºC dec.

[ Molecular Formula ]:
C₁₀H₆N₂O₃

[ Molecular Weight ]:
202.17

[ Flash Point ]:
256.7±30.1 °C

[ Exact Mass ]:
202.037842

[ PSA ]:
108.27000

[ LogP ]:
0.55

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.743

[ Storage condition ]:
2-8°C

[ Stability ]:
Light Sensitive

[ Water Solubility ]:
DMSO: >50 mg/mL, clear, yellow to orange

Safety Information

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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