| Identification | More | [Name]
4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE | [CAS]
2465-59-0 | [Synonyms]
4,6-DIHYDROXYPYRAZOLE(3,4D)PYRIMIDINE
4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE
OXIPURINOL
OXYPURINOL
1H-Pyrazolo[3,4-d]pyrimidin-4,6-diol
Oxoallopurinol
1H-PYRAZOLO[3,4-D]PYRIMIDINE-4,6(5H,7H)-DIONE
4,6-DIHYDROXYPYRAZOLO[3,4-D]PYRIMIDINE 99%
1H-pyrazolo[3,4-d]pyrimidine-4,6-diol
4,6-DIOXO-1,3A-DIHYDRO-PYRAZOLO[3,4-D]-PYRIMIDINE
4,6-Dihydroxypyrazolo[3,4-d]pyrimidine, 98+%
4,6-Dihydroxypyrazolo3,4-düpyrimidine, 98%
4,6-Dihydroxypyrazolo3,4-düpyrimidine, 98+%
Alloxanthine
BW-55-5
NSC-76239
4,6-Dihydroxy-1H-pyrazolo[3,4-d]pyrimidine, 98+%
4,6-Dihydropyrazolo Pyrimidine | [EINECS(EC#)]
219-570-9 | [Molecular Formula]
C5H4N4O2 | [MDL Number]
MFCD00056934 | [Molecular Weight]
152.11 | [MOL File]
2465-59-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Off White Solid | [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. | [form ]
Powder | [pka]
pKa 7.7 (Uncertain) | [color ]
Light yellow | [BRN ]
139956 | [Stability:]
Hygroscoipic | [InChI]
InChI=1S/C5H4N4O2/c10-4-2-1-6-9-3(2)7-5(11)8-4/h1H,(H3,6,7,8,9,10,11) | [InChIKey]
HXNFUBHNUDHIGC-UHFFFAOYSA-N | [SMILES]
C1(=O)NC(=O)C2C=NNC=2N1 | [CAS DataBase Reference]
2465-59-0(CAS DataBase Reference) | [EPA Substance Registry System]
Oxypurinol (2465-59-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Off White Solid | [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]
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]
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. |
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