5-hydroxyuracil

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Structural formula
Structure of 5-hydroxyuracil
General
Surname 5-hydroxyuracil
other names
  • 1,3-diazinane-2,4,5-trione
  • 2,4,5 (3 H ) -pyrimidinetrione
  • 5-OHU
  • 2,4,5-trihydroxypyrimidine
  • Isobarbituric acid
Molecular formula C 4 H 4 N 2 O 3
Brief description

beige solid

External identifiers / databases
CAS number 496-76-4
EC number 207-829-9
ECHA InfoCard 100.007.119
PubChem 73268
ChemSpider 66014
Wikidata Q21099624
properties
Molar mass 128.09 g mol −1
Physical state

firmly

Melting point

> 300 ° C

solubility

little in DMSO and methanol

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 280-302 + 352-304 + 340-312-332 + 313-337 + 313
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

5-Hydroxyuracil is a heterocyclic organic compound with a pyrimidine backbone. It is a derivative of the nucleobase uracil with an additional hydroxyl group in position 5.

Extraction and presentation

Both 5-hydroxyuracil and 5-hydroxyuridine can be prepared from the corresponding 5-bromopyrimidines ( 5-bromouracil ) by mild basic hydrolysis .

Individual evidence

  1. a b c d e data sheet 2,4,5-trihydroxypyrimidine, 98% from AlfaAesar, accessed on March 9, 2019 ( PDF )(JavaScript required) .
  2. Erich Schiller: Free Radicals and Inhalation Pathology Respiratory System, Mononuclear Phagocyte System, Hypoxia and Reoxygenation, Pneumoconioses, and Other Granulomatoses Cancer . Springer Science & Business Media, 2004, ISBN 978-3-540-00201-7 , pp. 710 ( limited preview in Google Book search).
  3. ^ GP Ellis, GB West: Progress in Medicinal Chemistry . Butterworth-Heinemann, 2011, ISBN 978-0-08-086256-9 , pp. 62 ( limited preview in Google Book search).