5-(5-acetyl-2-ethoxyphenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 169603
• Molecular Formular: C19H22N4O3
• Molecular Mass: 354.40298
• Monoisotopic Mass: 354.16919058
• SMILES: c1(ccc(c(c1)c1nc2c(c(=O)[nH]1)n(nc2CCC)C)OCC)C(=O)C
• Canonical SMILES: CCCc1nn(c2c1nc([nH]c2=O)c1cc(ccc1OCC)C(=O)C)C
• InChI: InChI=1S/C19H22N4O3/c1-5-7-14-16-17(23(4)22-14)19(25)21-18(20-16)13-10-12(11(3)24)8-9-15(13)26-6-2/h8-10H,5-7H2,1-4H3,(H,20,21,25)
• InChIKey: YJBDHZKAVGNHET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(5-acetyl-2-ethoxyphenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-(5-acetyl-2-ethoxyphenyl)-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 5-(5-Acetyl-2-ethoxyphenyl)-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one; 5-(5-Acetyl-2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one; Gendenafil

Database IDs

• CAS Number: 147676-66-2
• PubChem SID: 162263735
• PubChem CID: 21250674

CALCULATED PROPERTIES

• Acid pKa: 9.024422
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.00862
• LogD (pH = 7.4): 1.9997175
• Log P: 2.008735
• Molar Refractivity: 112.2753 cm^3
• Polarizability: 36.708725 Å^3
• Polar Surface Area: 85.58 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Light Beige Solid
• Melting Point: 190-193°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - G349960

Sildenafil analog found in dietary supplements

REFERENCES

• Gratz, S., et al.: J. Pharm. Biomed. Anal., 36, 525 (2004)
• Lin, M., et al.: J. Food Drug Anal., 14, 260 (2004)