5-{2-ethoxy-5-[2-(piperidin-1-yl)acetyl]phenyl}-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 176769
• Molecular Formular: C24H31N5O3
• Molecular Mass: 437.53464
• Monoisotopic Mass: 437.24268988
• SMILES: n1c([nH]c2c(c1=O)n(nc2CCC)C)c1cc(ccc1OCC)C(=O)CN1CCCCC1
• Canonical SMILES: CCCc1nn(c2c1[nH]c(nc2=O)c1cc(ccc1OCC)C(=O)CN1CCCCC1)C
• InChI: InChI=1S/C24H31N5O3/c1-4-9-18-21-22(28(3)27-18)24(31)26-23(25-21)17-14-16(10-11-20(17)32-5-2)19(30)15-29-12-7-6-8-13-29/h10-11,14H,4-9,12-13,15H2,1-3H3,(H,25,26,31)
• InChIKey: SOYQUYOYQKGWNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{2-ethoxy-5-[2-(piperidin-1-yl)acetyl]phenyl}-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-{2-ethoxy-5-[2-(piperidin-1-yl)acetyl]phenyl}-1-methyl-3-propyl-4H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 5-[2-Ethoxy-5-[2-(1-piperidinyl)acetyl]phenyl]-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one; 5-(2-Ethoxy-5-piperidinoacetylphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one; Piperiacetildenafil

Database IDs

• CAS Number: 147676-50-4
• PubChem SID: 164232679
• PubChem CID: 21250722

CALCULATED PROPERTIES

• Acid pKa: 7.3986115
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.6949356
• LogD (pH = 7.4): 2.9659488
• Log P: 3.0908847
• Molar Refractivity: 137.4129 cm^3
• Polarizability: 46.90596 Å^3
• Polar Surface Area: 88.82 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P481480

An intermediate in the preparation of pyrazolopyrimidinones used in male sexual enhancement formulas

REFERENCES

• Tseng, M., et al.: J. Food Drug Anal., 10, 112 (2002)
• Blount, M., et al.: Mol. Pharmacol., 66, 144 (2004)