Oxipurinol Chemical Properties

Melting point:

300 °C

Boiling point:

274.55°C (rough estimate)

Density 

1.637

refractive index 

1.8500 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in DMSO.

pka

pKa 7.7 (Uncertain)

form 

Powder

color 

Light yellow

BRN 

139956

Stability:

Hygroscoipic

CAS DataBase Reference

2465-59-0(CAS DataBase Reference)

EPA Substance Registry System

Oxypurinol (2465-59-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Oxipurinol Usage And Synthesis

Chemical Properties

Off White Solid

Uses

4,6-Dihydroxy-1H-pyrazolo[3,4-d]pyrimidine is an inhibitor to study the specificity and kinetics of xanthine oxidase. It is also used as an anti-inflammatory agent via inhibition of xanthine oxidase.

Uses

Oxypurinol, an allopurinol metabolite, is used as an inhibitor to study the specificity and kinetics of of xanthine oxidase(s). Oxypurinol is also used as an anti-inflammatory agent via inhibition of xanthine oxidase.

Uses

A metabolite of Allopurinol.

Definition

ChEBI: A pyrazolopyrimidine that is 4,5,6,7-tetrahydro-H-pyrazolo[3,4-d]pyrimidine substituted by oxo groups at positions 4 and 6.

Biological Activity

oxipurinol is a xanthine oxidoreductase inhibitor.xanthine oxidoreductase (xo), a complex molybdoflavoenzyme present in milk and many other tissues, has been studied for many years. xo is generally recognized as a critical enzyme in purine catabolism.

Biochem/physiol Actions

An allopurinol metabolite.

in vitro

allopurinol could be rapidly oxidized by xo to its active metabolite oxypurinol (both isosteres of hypoxanthine and xanthine, respectively), which also could inhibit xo. oxypurinol was identified as a noncompetitive inhibitor of xo; the formation of this compound was reported to be responsible for much of the pharmacological activity of allopurinol. moreover, both allopurinol and oxypurinol showed free radical scavenging effects in isolated hearts, and exerted cardioprotective effects despite no detectable xo activities [1].

in vivo

animal study found that in the vasculature of hypercholesterolemic rabbits, oxypurinol treatment led to a decrease in vascular free radical production [1].

References

[1] p. pacher, a. nivorozhkin and c. szabó. therapeutic effects of xanthine oxidase inhibitors: renaissance half a century after the discovery of allopurinol. pharmacological reviews 58(1), 87-114 (2006).
[2] day ro, graham gg, hicks m, mclachlan aj, stocker sl, williams km. clinical pharmacokinetics and pharmacodynamics of allopurinol and oxypurinol. clin pharmacokinet. 2007;46(8):623-44.

Oxipurinol(2465-59-0)Related Product Information

• Xanthine
• 8-Bromoguanosine
• 6-Mercaptopurine monohydrate
• 2-Thioxanthine
• 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine
• Guanine hydrochloride
• Guanine
• Purine
• Uric acid
• 6-Hydroxypurine
• Oxipurinol
• Allopurinol-d2
• Allopurinol
• ETHYL 5,7-DIHYDROXYPYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLATE
• Allopurinol Related CoMpound F
• ALLOPURINOL IMPURITY C
• Allopurinol Impurity 1
• 5-(forMylaMino)-1H-pyrazole-4-carboxaMide