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Key Documents

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O6881

Sigma-Aldrich

Oxypurinol

≥98% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C5H4N4O2
Número de CAS:
2465-59-0
Peso molecular:
152.11
EC Number:
219-570-9
MDL number:
MFCD00056934
UNSPSC Code:
41106305
PubChem Substance ID:
24898041
NACRES:
NA.51

Quality Level

200

assay

≥98% (HPLC)

form

powder

solubility

1 M NaOH: 49.00-51.00 mg/mL, clear to slightly hazy, colorless to yellow (heated NaOH)

SMILES string

O=C1NC(=O)c2cn[nH]c2N1

InChI

1S/C5H4N4O2/c10-4-2-1-6-9-3(2)7-5(11)8-4/h1H,(H3,6,7,8,9,10,11)

InChI key

HXNFUBHNUDHIGC-UHFFFAOYSA-N

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Application

Oxypurinol has been used as a xanthine oxidase inhibitor, to evaluate its effects on hepatocellular carcinoma cell proliferation. It has also been used as a xanthine inhibitor to elucidate its contribution in the induction of hpv16 late gene expression.
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.

Biochem/physiol Actions

Oxypurinol has the ability to stimulate osteoblast differentiation and enhance the formation of bone. It is used to treat gout and hyperuricemia. Oxypurinol is considered as a strong antioxidant. It can prevent the actions of xanthine oxidase (XO) in osteoblasts.
An allopurinol metabolite.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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Sigma-Aldrich

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Paolo Puddu et al.
Journal of cardiology, 59(3), 235-242 (2012-03-09)
Uric acid is the end product of purine metabolism. Its immediate precursor, xanthine, is converted to uric acid by an enzymatic reaction involving xanthine oxidoreductase. Uric acid has been formerly considered a major antioxidant in human plasma with possible beneficial
L K Stamp et al.
Clinical pharmacology and therapeutics, 90(3), 392-398 (2011-07-29)
The treatment of gout requires a lowering of serum urate (SU) levels, and allopurinol is the drug that is most commonly used for this purpose. The objectives of this study were to define the relationships between allopurinol dose on the
Jochen Springer et al.
International journal of cancer, 131(9), 2187-2196 (2012-02-18)
Cachexia is a common co-morbidity in cancer occurring in up to 80% of patients depending on the type of cancer. Uric acid (UA), the end-product of the purine metabolism, is elevated in cachexia due to tissue wasting and upregulated xanthine
Adenosine causes read-through into the late region of the HPV16 genome in a guanosine-dependent manner
Yu H, et al.
Virology, 521(9), 1-19 (2018)
Jan B Derks et al.
Pediatric research, 68(5), 374-380 (2010-07-09)
In complicated labor, neonatal outcome may depend not only on the extent of fetal asphyxia and acidosis but also on the effects on the fetal cardiovascular system of reactive oxygen species (ROS) generated during the ischemia-reperfusion (I/R) associated with repeated
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