A8003

Allopurinol

xanthine oxidase inhibitor

• Synonym(s): 1H-Pyrazolo(3,4-d)pyrimidin-4-ol, 4-Hydroxypyrazolo(3,4-d)pyrimidine, 4-Hydroxypyrazolo[3,4-d]pyrimidine, HPP
• Empirical Formula (Hill Notation): C₅H₄N₄O
• CAS Number: 315-30-0
• Molecular Weight: 136.11
• EC Number: 206-250-9
• MDL number: MFCD00599413
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278141
• NACRES: NA.77

Properties

• 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)

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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301,H317
• Precautionary Statements: P261 - P264 - P272 - P280 - P301 + P310 - P302 + P352
• Hazard Classifications: Acute Tox. 3 Oral - Skin Sens. 1
• Storage Class Code: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves