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
• 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

Properties

• 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)

Description

Application

Allopurinol has been used:

• to decrease the uric acid levels and study its effect on renal injury and inflammation in mice[1]
• 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)[2]
• as a reference standard to study the inhibitory effect of olive leaf components on xanthine oxidase in vitro[3]

Allopurinol is suitable for:

• intravenous injection in mice for inhibition of xanthine oxidase[4][5]
• use as an inhibitor of xanthine oxidase[6]
• use as a positive control in xanthine oxidase inhibition assay[7]
• 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[8]

Biochem/physiol Actions

Allopurinol is a purine analog that inhibits certain enzymes involved in purine metabolism.[3] 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.[1]

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

Safety Information

• 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
• 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