5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 177126
• Molecular Formular: C21H28N6O4S
• Molecular Mass: 460.54982
• Monoisotopic Mass: 460.18927441
• SMILES: C1CN(CCN1S(=O)(=O)c1ccc(c(c1)c1nc2c(c(=O)[nH]1)[nH]nc2CCC)OCC)C
• Canonical SMILES: CCCc1n[nH]c2c1nc([nH]c2=O)c1cc(ccc1OCC)S(=O)(=O)N1CCN(CC1)C
• InChI: InChI=1S/C21H28N6O4S/c1-4-6-16-18-19(25-24-16)21(28)23-20(22-18)15-13-14(7-8-17(15)31-5-2)32(29,30)27-11-9-26(3)10-12-27/h7-8,13H,4-6,9-12H2,1-3H3,(H,24,25)(H,22,23,28)
• InChIKey: ZLJVUHMTFSCAGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-[2-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)phenyl]-3-propyl-1H,6H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 1-[[3-(4,7-Dihydroxy-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methyl-piperazine; Desmethylsildenafil; Pyrazole N-Demethyl Sildenafil

Database IDs

• CAS Number: 139755-95-6
• PubChem SID: 164233036
• PubChem CID: 10072962

CALCULATED PROPERTIES

• Acid pKa: 8.742143
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.617286
• LogD (pH = 7.4): 1.1932496
• Log P: 1.2279139
• Molar Refractivity: 124.6579 cm^3
• Polarizability: 46.537983 Å^3
• Polar Surface Area: 119.99 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 225-227°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P842800

A novel pyrazolopyrimidine derivative, useful as cardiovascular agent.

REFERENCES

• Hucker, H., et al.: Drug Metab. Disp., 1, 721 (1973)
• Brogden, R., et al.: Drugs, 16, 97 (1973)
• Tulshian, D., et al.: J. Med. Chem., 36, 1210 (1973)