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A8003

Allopurinol

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

Synonym(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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About This Item

Empirical Formula (Hill Notation):
C5H4N4O
CAS Number:
315-30-0
Molecular Weight:
136.11
NACRES:
NA.77
PubChem Substance ID:
24278141
UNSPSC Code:
12352202
EC Number:
206-250-9
MDL number:
MFCD00599413
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Product Name

Allopurinol, xanthine oxidase inhibitor

biological source

synthetic (organic)

Quality Level

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)

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

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H317

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

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

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX5681
MKCV7617
MKCW5113
MKCV0752
MKCS5502

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H Kubo et al.
The Journal of clinical investigation, 97(11), 2680-2684 (1996-06-01)
Mice with chronic granulomatous disease (X-CGD mice) generated by mutating the X-linked gene for a subunit of NADPH oxidase have been analyzed for their ability to respond to intravenous injection of purified cobra venom factor (CVF). This agent in wild-type
Andreas Haryono et al.
The Kobe journal of medical sciences, 64(3), E107-E114 (2019-01-23)
Hyperuricemia contributed to endothelial dysfunction, activation of the RAS system, increased oxidative stress and maladaptive immune system response. M1 and M2 macrophages were known to contribute to the onset of renal fibrosis. This study aimed to look at the effect
Nitrate partially inhibits lipopolysaccharide-induced inflammation by maintaining mitochondrial function.
Yang Yang et al.
The Journal of international medical research, 48(2), 300060520902605-300060520902605 (2020-02-12)
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