2-(Phenyl)-4-(3-hydroxy-4-chlorophenyl)-5-(4-pyridyl)-1H-imidazole Chemical Properties

Boiling point:

579.8±50.0 °C(Predicted)

Density 

1.335±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO:44.67(Max Conc. mg/mL);128.44(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);86.26(Max Conc. mM)
DMF:PBS (pH 7.2) (1:7):0.12(Max Conc. mg/mL);0.35(Max Conc. mM)
Ethanol:2.0(Max Conc. mg/mL);5.75(Max Conc. mM)

pka

8.09±0.10(Predicted)

form 

Powder

color 

Light yellow to yellow

InChI

1S/C20H14ClN3O/c21-16-7-6-15(12-17(16)25)19-18(13-8-10-22-11-9-13)23-20(24-19)14-4-2-1-3-5-14/h1-12,25H,(H,23,24)

InChIKey

WXJLXRNWMLWVFB-UHFFFAOYSA-N

SMILES

ClC(C(O)=C1)=CC=C1C(N=C(C2=CC=CC=C2)N3)=C3C4=CC=NC=C4

Safety Information

WGK Germany 

WGK 3

HS Code 

2933399990

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

2-(Phenyl)-4-(3-hydroxy-4-chlorophenyl)-5-(4-pyridyl)-1H-imidazole Usage And Synthesis

Uses

L-779450 is a potent and selective B-Raf kinase inhibitor with a Kd of 2.4 nM.

Definition

ChEBI: 2-chloro-5-(2-phenyl-5-pyridin-4-yl-1H-imidazol-4-yl)phenol is a member of imidazoles.

Biological Activity

Potent, ATP-competitive Raf kinase inhibitor (IC 50 = 10 nM) that displays > 7, > 30 and > 70-fold selectivity over p38 α , GSK3 β and Lck respectively. Suppresses DNA synthesis and induces apoptosis in cells that proliferate in response to Raf-1 and A-Raf but not B-Raf.

IC 50

B-Raf: 2.4 nM (Kd)

References

[1] Takle AK, et al. The identification of potent, selective and CNS penetrant furan-based inhibitors of B-Raf kinase. Bioorg Med Chem Lett. 2008 Aug 1;18(15):4373-6. DOI:10.1016/j.bmcl.2008.06.070
[2] Shelton JG, et al. Differential effects of kinase cascade inhibitors on neoplastic and cytokine-mediated cell proliferation. Leukemia. 2003 Sep;17(9):1765-82. DOI:10.1038/sj.leu.2403052
[3] Berger A, et al. RAF inhibition overcomes resistance to TRAIL-induced apoptosis in melanoma cells. J Invest Dermatol. 2014 Feb;134(2):430-440. DOI:10.1038/jid.2013.347

2-(Phenyl)-4-(3-hydroxy-4-chlorophenyl)-5-(4-pyridyl)-1H-imidazole(303727-31-3)Related Product Information

• 2-HYDROXYACETOPHENONE
• 3'-Hydroxyacetophenone
• 2'-Hydroxyacetophenone
• Dihydroxybenzoic acid