4-amino-1H-pyrazolo[3,4-d]pyrimidine-6-thiol

• ChemBase ID: 75753
• Molecular Formular: C5H5N5S
• Molecular Mass: 167.1917
• Monoisotopic Mass: 167.02656619
• SMILES: n1cc2c(nc(nc2N)S)[nH]1
• Canonical SMILES: Sc1nc(N)c2c(n1)[nH]nc2
• InChI: InChI=1S/C5H5N5S/c6-3-2-1-7-10-4(2)9-5(11)8-3/h1H,(H4,6,7,8,9,10,11)
• InChIKey: YJMNLDSYAAJOPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1H-pyrazolo[3,4-d]pyrimidine-6-thiol
• IUPAC Traditional name: 4-amino-1H-pyrazolo[3,4-d]pyrimidine-6-thiol
• Synonyms: 4-Amino-1,7-dihydro-6H-pyrazolo[3,4-d]pyrimidine-6-thione; 4-Amino-6-mercapto-1H-pyrazolo[3,4-d]pyrimidine; 4-Amino-1,5-dihydro-6H-pyrazolo[3,4-d]pyrimidine-6-thione; 4-Amino-1H-Pyrazolo[3,4-d]pyrimidine-6-thiol; NSC 7790; 4-Amino-6-mercaptopyrazolo[3,4-d]pyrimidine; 4-氨基-6-巯基-1H-吡唑[3,4-d]嘧啶

Database IDs

• CAS Number: 23771-52-0
• EC Number: 245-872-5
• MDL Number: MFCD00005690
• Beilstein Number: 152193
• PubChem SID: 162040671
• PubChem CID: 1268262

CALCULATED PROPERTIES

• Acid pKa: 8.792606
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.2775539
• LogD (pH = 7.4): 0.26092792
• Log P: 0.27778417
• Molar Refractivity: 45.6597 cm^3
• Polarizability: 16.4269 Å^3
• Polar Surface Area: 80.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in DMSO (forms a clear yellow solution)
• Apperance: Light Yellow Powder
• Melting Point: >300°C; >300°C; >320°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant
• TSCA Listed: 否

Product Information

• Purity: 94%

DETAILS

Toronto Research Chemicals - A611900

Pyrazolo[3,4-d]pyrimidines have a close structural resemblance to the substrates for the enzyme xanthine oxidase, hypoxanthine (6-hydroxypurine) and xanthine (2,6-dihydroxypurine). These compounds are capable of binding to the enzyme and strongly inhibit

REFERENCES

• Massey, V., et al.: J. Biol. Chem., 245, 2837 (1970)
• Escribano, J., et al.: Biochem. J., 254, 829 (1988_,,,,,13) Van Hoorn, D; Eur J Pharmacol 2002, 451, 111,,14) Tamta, H; J Enzyme Inhibition Med Chem 2005, 20, 317