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3-Bromo-4-hydroxypyridine

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3-Bromo-4-hydroxypyridine Basic information

Product Name:
3-Bromo-4-hydroxypyridine
Synonyms:
  • 3-BROMO-4-HYDROXYPYRIDINE
  • 3-BROMO-4-PYRIDINOL
  • 4-HYDROXY-3-BROMOPYRIDINE
  • 3-BROMO-4-HYDROXYPYRIDINE 97%
  • 3-Bromopyridin-4-ol
  • Synthesis of 3-bromopyridin-4-ol
  • 4-Pyridinol, 3-bromo-
  • 3-Bromo-4-hydroxypyridine,97%
CAS:
36953-41-0
MF:
C5H4BrNO
MW:
174
Product Categories:
  • Pyridine
  • Pyridines
Mol File:
36953-41-0.mol
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3-Bromo-4-hydroxypyridine Chemical Properties

Melting point:
225-230℃
Boiling point:
338.2±22.0 °C(Predicted)
Density 
1.788±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder
pka
3.71±0.18(Predicted)
color 
light yellow
CAS DataBase Reference
36953-41-0(CAS DataBase Reference)
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Safety Information

HS Code 
2933399990
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3-Bromo-4-hydroxypyridine Usage And Synthesis

Uses

3-Bromo-4-hydroxypyridine is a pyrrole that can be used in cancer treatment. It inhibits the growth of cancer cells by binding to MKN-45 on the cell surface, thereby preventing it from binding to other proteins and triggering cell proliferation.

Synthesis

3-Bromo-4-hydroxypyridine is synthesized from 3-bromo-5 hydroxypyridine by reacting it with ammonia or methylamine.
Concentrated sulfuric acid (85.0mL) and the 3-bromo-4-aminopyridine (113.0g, 0.65mol) were added successively to the distilled water (550.0mL) at 0°C, and then NaNO2 (63.1g, 0.91mol) aqueous solution (130.0mL) was added drop-wise to maintain the temperature between 0 and 5°C. After stirring at r. t. for 1h, the reaction mixture was heated at 95°C for a further 0.5h. Upon cooling to below 0°C, the mixture was alkalized to pH 6 with saturated sodium hydroxide solution, washed with ethyl acetate (200mL×3) and brine (200mL), dried over anhydrous Na2SO4, filtered and concentrated to yield 3-Bromo-4-hydroxypyridine as a yellow solid (75.1g, 66.2percent).

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