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

• ChemBase ID: 158960
• Molecular Formular: C25H34N6O3
• Molecular Mass: 466.57586
• Monoisotopic Mass: 466.26923898
• SMILES: [nH]1c(nc2c(c1=O)n(nc2CCC)C)c1c(ccc(c1)C(=O)CN1CCN(CC1)CC)OCC
• Canonical SMILES: CCOc1ccc(cc1c1[nH]c(=O)c2c(n1)c(CCC)nn2C)C(=O)CN1CCN(CC1)CC
• InChI: InChI=1S/C25H34N6O3/c1-5-8-19-22-23(29(4)28-19)25(33)27-24(26-22)18-15-17(9-10-21(18)34-7-3)20(32)16-31-13-11-30(6-2)12-14-31/h9-10,15H,5-8,11-14,16H2,1-4H3,(H,26,27,33)
• InChIKey: RRBRQNALHKQCAI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162253095
• PubChem CID: 46779907

CALCULATED PROPERTIES

• Acid pKa: 10.921761
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.11507888
• LogD (pH = 7.4): 1.7513441
• Log P: 2.104161
• Molar Refractivity: 146.503 cm^3
• Polarizability: 50.065464 Å^3
• Polar Surface Area: 92.06 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A161602

It is a designer drug which acts as a phosphodiesterase inhibitor. It is a structural analogue of Sidenafil (Viagra), which has been detected in numerous different brands of supposedly ”herbal” aphrodisiac products sold to boost libido and alleviate erect

REFERENCES

• Brock, G., et al.: Drugs Today, 36, 125 (2000)
• Rosen, R., et al.: Am. J. Cardiol., 92, 9 (2000)
• Shimizu-Albergine, M., et al.: J. Neurosci., 23, 6452 (2000)
• Venhuis, B.J., et al.: Forensic Sci. International., 177, 25 (2000)