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HomeProduct name listOxipurinol

Oxipurinol

  • CAS NO.:2465-59-0
  • Empirical Formula: C5H4N4O2
  • Molecular Weight: 152.11
  • MDL number: MFCD00047205
  • EINECS: 219-570-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-18 11:31:00
Oxipurinol Structural

What is Oxipurinol?

Chemical properties

Off White Solid

The Uses of Oxipurinol

A metabolite of Allopurinol.

The Uses of Oxipurinol

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.

The Uses of Oxipurinol

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.

What are the applications of Application

Oxipurinol is a metabolite of allopurinol used as an inhibitor to study the specificity and kinetics of of xanthine oxidase(s)

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.

Properties of Oxipurinol

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 for Oxipurinol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Oxipurinol

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