5-(2-ethoxy-5-{2-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]acetyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 166149
• Molecular Formular: C23H30N6O3
• Molecular Mass: 438.5227
• Monoisotopic Mass: 438.23793885
• SMILES: [nH]1c(nc2c(c1=O)n(nc2CCC)C)c1c(ccc(c1)C(=O)CN1CCNCC1)OCC
• Canonical SMILES: CCCc1nn(c2c1nc([nH]c2=O)c1cc(ccc1OCC)C(=O)CN1CCNCC1)C
• InChI: InChI=1S/C23H30N6O3/c1-4-6-17-20-21(28(3)27-17)23(31)26-22(25-20)16-13-15(7-8-19(16)32-5-2)18(30)14-29-11-9-24-10-12-29/h7-8,13,24H,4-6,9-12,14H2,1-3H3,(H,25,26,31)
• InChIKey: WEOQBTNHLQVMQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-ethoxy-5-{2-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]acetyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-(2-ethoxy-5-{2-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]acetyl}phenyl)-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 5-[2-Ethoxy-5-(1-piperazinyl-d8-acetyl)phenyl]-1,4-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one Dihydrochloride; N-Desethyl Acetildenafil-d8 Dihydrochloride

Database IDs

• PubChem SID: 162260282
• PubChem CID: 46781124

CALCULATED PROPERTIES

• Acid pKa: 10.9282875
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.723864
• LogD (pH = 7.4): -0.34363633
• Log P: 1.2687087
• Molar Refractivity: 136.4597 cm^3
• Polarizability: 46.389988 Å^3
• Polar Surface Area: 100.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (hot)
• Apperance: Off-White Solid
• Melting Point: 196-199°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D288822

A labelled pyrazolopyrimidinone derivative as cGMP phosphodiesterase inhibitor.

REFERENCES

• Hucker, H., et al.: Drug Metab. Dispos., 1, 721 (1973)
• Tulshian, D., et al.: J. Med. Chem., 36, 1210 (1973)
• Brogden, R., et al.: Drugs, 16, 97 (1973)
• Korinek, V., et al.: Science, 275, 1784 (1973)
• Blaya, C., et al.: Eur. J. Pharmacol., 354, 99 (1998