Oxipurinol

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Oxipurinol
Names
Preferred IUPAC name
1H-pyrazolo[3,4-d]pyrimidine-4,6(2H,5H)-dione
Other names
2,5-Dihydro-1H-pyrazolo[3,4-d]pyrimidine-4,6-dione
Alloxanthine
Identifiers
3D model (JSmol)
139956
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.017.792 Edit this at Wikidata
EC Number
  • 219-570-9
KEGG
MeSH Oxypurinol
UNII
  • InChI=1S/C5H4N4O2/c10-4-2-1-6-9-3(2)7-5(11)8-4/h1H,(H3,6,7,8,9,10,11)
    Key: HXNFUBHNUDHIGC-UHFFFAOYSA-N
  • O=C1NC(=O)C2=CNNC2=N1
Properties
C5H4N4O2
Molar mass 152.11086
Appearance white crystals
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Oxipurinol (INN, or oxypurinol USAN) is an inhibitor of xanthine oxidase.[1] It is an active metabolite of allopurinol and it is cleared renally.[2] 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

  1. ^ Stocker, Sophie L; McLachlan, Andrew J; Savic, Radojka M; Kirkpatrick, Carl M; Graham, Garry G; Williams, Kenneth M; Day, Richard O (2012). "The pharmacokinetics of oxypurinol in people with gout". British Journal of Clinical Pharmacology. 74 (3): 477–489. doi:10.1111/j.1365-2125.2012.04207.x. PMC 3477349. PMID 22300439.
  2. ^ Elion, Gertrude B; Yü, Ts'ai-Fan; Gutman, Alexander B; Hitchings, George H (1968). "Renal clearance of oxipurinol, the chief metabolite of allopurinol". The American Journal of Medicine. 45 (1): 69–77. doi:10.1016/0002-9343(68)90008-9. PMID 5658870.