4-chloro-1H-pyrazolo[3,4-d]pyrimidine

• ChemBase ID: 54934
• Molecular Formular: C5H3ClN4
• Molecular Mass: 154.55712
• Monoisotopic Mass: 154.0046238
• SMILES: c1nc2c(c(n1)Cl)cn[nH]2
• Canonical SMILES: Clc1ncnc2c1cn[nH]2
• InChI: InChI=1S/C5H3ClN4/c6-4-3-1-9-10-5(3)8-2-7-4/h1-2H,(H,7,8,9,10)
• InChIKey: YMXQUFUYCADCFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-1H-pyrazolo[3,4-d]pyrimidine
• IUPAC Traditional name: 4-chloro-1H-pyrazolo[3,4-d]pyrimidine
• Synonyms: 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine 97%; 4-Chloropyrazolo[3,4-d]pyrimidine; NSC 4937; 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine

Database IDs

• CAS Number: 5399-92-8
• MDL Number: MFCD03030404
• PubChem SID: 162059697
• PubChem CID: 221095

CALCULATED PROPERTIES

• Acid pKa: 8.836417
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.5568293
• LogD (pH = 7.4): 0.54820985
• Log P: 0.56448126
• Molar Refractivity: 38.5561 cm^3
• Polarizability: 14.200207 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: >300 °C; >350°C
• Partition Coefficient: 0.96153
• Hydrophobicity(logP): 0.233

Safety Information

• Storage Condition: Refrigerator; Store under N2
• Storage Warning: Harmful/Irritant/Keep Cold; IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; >97%; 95%; 95+%; 97%

DETAILS

Toronto Research Chemicals - C379915

Has a SK channel blocker effect.

REFERENCES

• Scenone, S., et al.: Bioorg. Med. Chem. Lett., 14, 2511 (2004)
• Wunder, F., et al.: Mol. Pharmacol., 68, 1755 (2004)
• Carraro, F., et al.: J. Med. Chem., 49, 1549 (2004)
• Holla, B.S., et al.: Bioorg. Med. Chem., 14, 2040 (2006)