1H,4H,7H-pyrazolo[3,4-d]pyrimidin-4-one

• ChemBase ID: 159660
• Molecular Formular: C5H4N4O
• Molecular Mass: 136.11146
• Monoisotopic Mass: 136.03851077
• SMILES: n1c[nH]c2c(c1=O)cn[nH]2
• Canonical SMILES: O=c1nc[nH]c2c1cn[nH]2
• InChI: InChI=1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)
• InChIKey: OFCNXPDARWKPPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H,4H,7H-pyrazolo[3,4-d]pyrimidin-4-one
• IUPAC Traditional name: 1H,7H-pyrazolo[3,4-d]pyrimidin-4-one
• Synonyms: 1,5-Dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one; 4-Hydroxypyrazolo[3,4-d]pyrimidine; 4-Oxopyrazolo[3,4-d]pyrimidine; Adenock; Allopur; Caplenal; Cellidrin; NSC 101655; NSC 1390; Allopurinol

Database IDs

• CAS Number: 315-30-0
• PubChem SID: 162253795
• PubChem CID: 2094

CALCULATED PROPERTIES

• Acid pKa: 7.417864
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.36912712
• LogD (pH = 7.4): -0.6360974
• Log P: -0.3641724
• Molar Refractivity: 35.4067 cm^3
• Polarizability: 12.108451 Å^3
• Polar Surface Area: 70.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White to Off-White Solid
• Melting Point: >340°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A547300

Xanthine oxidase inhibitor; decreases uric acid production. Used in treatment of hyperuricemia and chronic gout. Antiurolithic.

REFERENCES

• Benezra, S.A., et al.: Anal. Profiles Drug Subs., 7, 1, (1978)
• Dalbeth, N., et al.: Rheumatology, 44, 1090 (1978)
• Dinarello, C., et al.: J. Exp. Med., 201, 1355 (1978)