1H,4H,5H,6H,7H-pyrazolo[3,4-d]pyrimidine-4,6-dione

• ChemBase ID: 104467
• Molecular Formular: C5H4N4O2
• Molecular Mass: 152.11086
• Monoisotopic Mass: 152.03342539
• SMILES: O=c1[nH]c(=O)c2c([nH]nc2)[nH]1
• Canonical SMILES: O=c1[nH]c(=O)c2c([nH]1)[nH]nc2
• InChI: InChI=1S/C5H4N4O2/c10-4-2-1-6-9-3(2)7-5(11)8-4/h1H,(H3,6,7,8,9,10,11)
• InChIKey: HXNFUBHNUDHIGC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H,4H,5H,6H,7H-pyrazolo[3,4-d]pyrimidine-4,6-dione
• IUPAC Traditional name: alloxanthine; oxipurinol
• Synonyms: Oxypurinol; OXYPURINOL

Database IDs

• CAS Number: 2465-59-0
• EC Number: 219-570-9
• MDL Number: MFCD00056934
• PubChem SID: 24898041; 162091665
• PubChem CID: 4644

CALCULATED PROPERTIES

• Acid pKa: 9.628651
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.20960908
• LogD (pH = 7.4): -0.21208173
• Log P: -0.20957743
• Molar Refractivity: 36.7168 cm^3
• Polarizability: 12.511864 Å^3
• Polar Surface Area: 86.88 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: >98%; ≥98% (HPLC)

DETAILS

MP Biomedicals - 02156028

Purity: >98%

Sigma Aldrich - O4502

Biochem/physiol Actions
An allopurinol metabolite.

Sigma Aldrich - O6881

Biochem/physiol Actions
An allopurinol metabolite.
Application
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.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. O6881.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.