5-(2-ethoxy-5-nitrophenyl)-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 175208
• Molecular Formular: C17H19N5O4
• Molecular Mass: 357.36386
• Monoisotopic Mass: 357.14370411
• SMILES: c1(ccc(c(c1)c1[nH]c2c(c(=O)n1)n(nc2CCC)C)OCC)[N+](=O)[O-]
• Canonical SMILES: CCCc1nn(c2c1[nH]c(nc2=O)c1cc(ccc1OCC)[N+](=O)[O-])C
• InChI: InChI=1S/C17H19N5O4/c1-4-6-12-14-15(21(3)20-12)17(23)19-16(18-14)11-9-10(22(24)25)7-8-13(11)26-5-2/h7-9H,4-6H2,1-3H3,(H,18,19,23)
• InChIKey: JMINGHHRIRWKPP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-ethoxy-5-nitrophenyl)-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-(2-ethoxy-5-nitrophenyl)-1-methyl-3-propyl-4H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 5-(2-Ethoxy-5-nitrophenyl)-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one; Nitrodenafil

Database IDs

• CAS Number: 147676-99-1
• PubChem SID: 164231118
• PubChem CID: 21250792

CALCULATED PROPERTIES

• Acid pKa: 7.215091
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.9008093
• LogD (pH = 7.4): 2.5373518
• Log P: 2.9086826
• Molar Refractivity: 108.7638 cm^3
• Polarizability: 35.105263 Å^3
• Polar Surface Area: 114.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N493770

Nitrodenafil is a related compound of Sildenafil (S435000) as phosphodiesterase inhibitor.

REFERENCES

• Mamytbekova, A., et al.: Neoplasma, 33, 417 (1986)
• Drees, et al.: Cancer Res., 53, 3058 (1986)
• Raeburn., et al.: J. Pharmacol. Exp. Ther., 267, 1147 (1986)