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

• ChemBase ID: 171768
• Molecular Formular: C23H32N6O4S
• Molecular Mass: 488.60298
• Monoisotopic Mass: 488.22057453
• SMILES: C1N(CCN(C1)S(=O)(=O)c1ccc(c(c1)c1nc2c(c(=O)[nH]1)n(nc2CC(C)C)C)OCC)C
• Canonical SMILES: CCOc1ccc(cc1c1nc2c(CC(C)C)nn(c2c(=O)[nH]1)C)S(=O)(=O)N1CCN(CC1)C
• InChI: InChI=1S/C23H32N6O4S/c1-6-33-19-8-7-16(34(31,32)29-11-9-27(4)10-12-29)14-17(19)22-24-20-18(13-15(2)3)26-28(5)21(20)23(30)25-22/h7-8,14-15H,6,9-13H2,1-5H3,(H,24,25,30)
• InChIKey: MDDMCAQUTIFYAH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-(2-methylpropyl)-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-[2-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)phenyl]-1-methyl-3-(2-methylpropyl)-6H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 5-[2-Ethoxy-5-[(4-methyl-4-oxido-1-piperazinyl)sulfonyl]phenyl]-1,6-dihydro-1-methyl-3-(2-methylpropyl)-7H-pyrazolo[4,3-d]pyrimidin-7-one; Isobutyl Sildenafil

Database IDs

• PubChem SID: 164227678
• PubChem CID: 71749541

CALCULATED PROPERTIES

• Acid pKa: 8.981884
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.0281342
• LogD (pH = 7.4): 1.6121643
• Log P: 1.638609
• Molar Refractivity: 144.4225 cm^3
• Polarizability: 50.125187 Å^3
• Polar Surface Area: 109.13 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I780650

Isobutyl Sildenafil is an impurity of Sildenafil citrate (S435000), as analogue.

REFERENCES

• Terrett, N.K., et al.: Bio. Med. Chem. Lett., 6, 1819 (1996)
• Rotella, D.P., et al.: Drugs Fut., 26, 133 (1996)
• Kukreja, R.C., et al.: J. Mol. Cell. Cardio., 36,165 (1996)