Oxipurinol

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Structural formula
Structure of Oxipurinol
General
Non-proprietary name Oxipurinol
other names
  • 1,2-dihydropyrazolo [4,3- e ] pyrimidine-4,6-dione ( IUPAC )
  • Alloxanthin
Molecular formula C 5 H 4 N 4 O 2
Brief description

colorless, needle-shaped crystals

External identifiers / databases
CAS number 2465-59-0
EC number 219-570-9
ECHA InfoCard 100.017.792
PubChem 4644
ChemSpider 4483
DrugBank DB05262
Wikidata Q410588
properties
Molar mass 152.11 g mol −1
Physical state

firmly

Melting point

> 320 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning

danger

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Oxipurinol is a chemical compound from the group of pyrazoles . The substance acts in the metabolism by inhibiting the formation of uric acid . Excessively high uric acid levels can lead to the development of kidney and urinary stones and gout .

Oxipurinol is the main active metabolite of the drug allopurinol , but is not used as a drug itself.

Mechanism of action

Oxipurinol inhibits the enzyme xanthine oxidase , which oxidizes xanthine , an intermediate product in purine breakdown, to uric acid. As a result, more xanthine and hypoxanthine are excreted in the urine , causing the uric acid level in the blood and urine to drop.

Oxypurinol is excreted renally unchanged .

Individual evidence

  1. ^ A b Elvira A. Falco, George H. Hitchings: Studies on Condensed Pyrimidine Systems. XV. Some pyrazolo [3,4-d] pyrimidines . In: Journal of the American Chemical Society . tape 78 , no. 13 , 1956, pp. 3143–3145 , doi : 10.1021 / ja01594a046 .
  2. a b Oxipurinol data sheet from Sigma-Aldrich , accessed on June 24, 2011 ( PDF ).