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A8003

Allopurinol

Name: Allopurinol
Brand: SIGMA

synthetic (organic), ≥99% (TLC), xanthine oxidase inhibitor, powder

Synonyme(s) :

1H-Pyrazolo(3,4-d)pyrimidin-4-ol, 4-Hydroxypyrazolo(3,4-d)pyrimidine, 4-Hydroxypyrazolo[3,4-d]pyrimidine, HPP

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A propos de cet article

Formule empirique (notation de Hill) :

C₅H₄N₄O

Numéro CAS:

315-30-0

Poids moléculaire :

136.11

NACRES:

NA.77

PubChem Substance ID:

24278141

UNSPSC Code:

12352202

EC Number:

206-250-9

MDL number:

MFCD00599413

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Propriétés

Nom du produit

Allopurinol, xanthine oxidase inhibitor

biological source

synthetic (organic)

Quality Segment

200

assay

≥99% (TLC)

form

powder

mp

>300 °C (lit.)

solubility

1 M NaOH: soluble 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

storage temp.

room temp

SMILES string

O=C1NC=Nc2[nH]ncc12

InChI

1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)

InChI key

OFCNXPDARWKPPY-UHFFFAOYSA-N

Gene Information

human ... XDH(7498)

Description

Application

Allopurinol has been used:

to decrease the uric acid levels and study its effect on renal injury and inflammation in mice
as a xanthine oxidase inhibitor to test panton-valentine leukocidin (PVL) neutrophil extracellular traps (NETosis) dependence on different enzymes, channels, or organelles using human polymorphonuclear cells (hPMNs)
as a reference standard to study the inhibitory effect of olive leaf components on xanthine oxidase in vitro

Allopurinol is suitable for:

intravenous injection in mice for inhibition of xanthine oxidase
use as an inhibitor of xanthine oxidase
use as a positive control in xanthine oxidase inhibition assay
use in the preparation of University of Wisconsin solution for osmotic stabilization to enhance the density differences between islets and acinar fragments during porcine islet purification

Biochem/physiol Actions

Allopurinol is a purine analog that inhibits certain enzymes involved in purine metabolism. It is known to reduce the synthesis of uric acid in the body. Allopurinol mediated inhibition of xanthine oxidase exhibits anti-inflammatory effects on atherosclerosis, acute lung injury, and congestive heart failure.

Inhibitor of xanthine oxidase and de novo pyrimidine biosynthesis. A classical agent in treatment of hyperuricemia and gout.

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pictograms

GHS06

signalword

Danger

hcodes

H301,H317

pcodes

P261 - P264 - P272 - P280 - P301 + P310 - P302 + P352

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c