1H-pyrazolo[3,4-d]pyrimidin-4-ol

• ChemBase ID: 64897
• Molecular Formular: C5H4N4O
• Molecular Mass: 136.11146
• Monoisotopic Mass: 136.03851077
• SMILES: n1cnc2[nH]ncc2c1O
• Canonical SMILES: Oc1ncnc2c1cn[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-pyrazolo[3,4-d]pyrimidin-4-ol; 2H-pyrazolo[3,4-d]pyrimidin-4-ol
• IUPAC Traditional name: allopurinol; @allopurinol
• Brand Name: Lopurin, Zyloprim
• Synonyms: 1H-Pyrazolo[3,4-d]pyrimidin-4-ol; Allopurinol; 1,5-Dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one; 4-Hydroxy-1H-pyrazolo[3,4-d]pyrimidine; 4-Hydroxypyrazolo-[3,4-d]-pyrimidine; ALLOPURINOL; 1H-Pyrazolo(3,4-d)pyrimidin-4-ol; 4-Hydroxypyrazolo(3,4-d)pyrimidine; 4-Hydroxypyrazolo[3,4-d]pyrimidine; HPP; allo PURINOL; 4-羟基吡唑并[3,4-d]嘧啶

Database IDs

• CAS Number: 315-30-0; 916980-04-6
• EC Number: 206-250-9
• MDL Number: MFCD00599413
• PubChem SID: 162030636
• PubChem CID: 2094
• CHEBI ID: 40279
• ATC CODE: M04AA01
• CHEMBL: 1467
• Chemspider ID: 2010
• DrugBank ID: DB00437
• KEGG ID: D00224
• Unique Ingredient Identifier: 63CZ7GJN5I
• Wikipedia Title: Allopurinol
• Medline Plus: a682673

CALCULATED PROPERTIES

• Acid pKa: 8.46939
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.030686699
• LogD (pH = 7.4): -0.0034703538
• Log P: 0.03115159
• Molar Refractivity: 34.9844 cm^3
• Polarizability: 12.851651 Å^3
• Polar Surface Area: 74.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: > 300°C; >300°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: UR0785000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 25-43; R:25
• Safety Statements: 24-36/37-45; S:28-36/37/39-45-53
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: false; 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H317
• GHS Precautionary statements: P261-P301+P310-P302+P352-P321-P405-P501A

Pharmacology Properties

• Admin Routes: tablet (100, 300 mg)
• Bioavailability: 78±20%
• Half Life: 2 h (oxypurinol 18-30 h)
• Metabolism: hepatic (80% oxypurinol, 10% allopurinol ribosides)
• Protein Bound: Negligible
• Legal Status: Rx-only (US)
• Pregnancy Category: C(USA)

Product Information

• Purity: 95%; 98%

DETAILS

MP Biomedicals - 02190150

Inhibitor of Xanthine Oxidase; also inhibits de novo pyrimidine biosynthesis

MP Biomedicals - 05215558

MP Biomedicals Rare Chemical collection