Structure via PubChem · Public domain (PubChem)
oxypurinol
Sign in to saveAlso known as 6-hydroxy allopurinol, DHPP, metabolite of allopurinol, 1H,4H,5H,6H,7H-pyrazolo[3,4-d]pyrimidine-4,6-dione, 1H-pyrazolo[3,4-d]pyrimidine-4,6-diol, 1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione, alloxanthin, alloxanthine
Oxipurinol (INN, or oxypurinol USAN) is an inhibitor of xanthine oxidase. It is an active metabolite of allopurinol and it is cleared renally. In cases of renal disease, this metabolite will accumulate to toxic levels. By inhibiting xanthine oxidase, it reduces uric acid production. High serum uric acid levels may result in gout, kidney stones, and other medical conditions.
In the Vinony graph
Vinony's link graph records 211 inbound references to oxypurinol, and connects out to adenosine receptor, diquafosol and copper.
It is catalogued under topics including ECHA InfoCard ID from Wikidata, Human drug metabolites and Pyrazolopyrimidines.
Vinony links it to 15 Wikipedia language editions.
Chemical data
- Formula
- C5H4N4O2
- Molecular weight
- 152.11 g/mol
- IUPAC name
- 1,2-dihydropyrazolo[3,4-d]pyrimidine-4,6-dione
- SMILES
- C1=C2C(=NC(=O)NC2=O)NN1
- InChIKey
- HXNFUBHNUDHIGC-UHFFFAOYSA-N
- XLogP
- -0.9
- Polar surface area
- 82.6 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- congestive heart failure, sickle cell anemia
via ChEMBL · EBI
Research
716 papers- Oxypurinol protects renal ischemia/reperfusion injury via heme oxygenase-1 induction.Frontiers in medicine · 2023
- An allopurinol adherence tool using plasma oxypurinol concentrations.British journal of clinical pharmacology · 2023
- Clinical pharmacokinetics and pharmacodynamics of allopurinol and oxypurinol.Clinical pharmacokinetics · 2007
- Allopurinol and oxypurinol differ in their strength and mechanisms of inhibition of xanthine oxidoreductase.The Journal of biological chemistry · 2023
- Oxipurinol: alloxanthine, Oxyprim, oxypurinol.Drugs in R&D · 2004
via PubMed
Wikidata facts
Show 4 more facts
- canonical SMILES
- C1=C2C(=NC(=O)NC2=O)NN1
- found in taxon
- Styela plicata
- chemical formula
- C₅H₄N₄O₂
- subject has role
- enzyme inhibitor
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Oxipurinol (INN, or oxypurinol USAN) is an inhibitor of xanthine oxidase. It is an active metabolite of allopurinol and it is cleared renally. In cases of renal disease, this metabolite will accumulate to toxic levels. By inhibiting xanthine oxidase, it reduces uric acid production. High serum uric acid levels may result in gout, kidney stones, and other medical conditions.
==References==
Excerpted from Wikipedia’s “oxypurinol” article, available under the CC BY-SA 4.0 licence.