7-Bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol Chemical Properties

Boiling point:

463.6±35.0 °C(Predicted)

Density 

1.720±0.06 g/cm3(Predicted)

storage temp. 

Store at RT

solubility 

DMSO: ≥20mg/mL

form 

solid

pka

7.26±0.40(Predicted)

color 

White to off-white

Safety Information

Hazard Codes 

T

Risk Statements 

25-36

Safety Statements 

26-45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HazardClass 

6.1

7-Bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol Usage And Synthesis

Uses

WAY 200070 is an aryl diphenolic azole and a selective ERβ agonist. This compound is suitable for estrogen receptor signaling research.

Biological Activity

WAY-200070 is a selective estrogen receptor agonist with IC50 of 2.3 nM.

Synthesis

Step e) Route for the synthesis of 7-bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol a) The operation was as follows: boron tribromide (1M, 89.9 mL, 89.8 mmol) was added dropwise to a mixture of 7-bromo-5-methoxy-2-(4-methoxyphenyl)-1,3-benzoxazolol (10.0 g, 29.94 mmol) in suspension at -70 °C with dichloromethane (50 mL) in suspension. The reaction mixture was gradually warmed up to room temperature, during which the suspension transformed into a black solution. After continuous stirring of the reaction mixture for 2 days at room temperature, it was slowly poured into pre-cooled (0 °C) ether (1000 mL). Subsequently, methanol (200 mL) was slowly added to the above mixture over a period of 20 minutes. The mixture was poured into water (1.5 L) and the organic layer was separated, washed three times with water and dried with anhydrous magnesium sulfate. After concentration by evaporation, the product was crystallized from a mixed solvent of acetone/ether/hexane to give an off-white solid product (8.4 g, 92% yield, melting point 298-299 °C); mass spectrometry analysis showed m/e 306 (M + H)+.

in vivo