5-(2-ethoxy-5-{[4-(2H5)ethylpiperazin-1-yl]sulfonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 169941
• Molecular Formular: C23H32N6O4S
• Molecular Mass: 488.60298
• Monoisotopic Mass: 488.22057453
• SMILES: C1CN(CCN1S(=O)(=O)c1ccc(c(c1)c1nc2c(c(=O)[nH]1)n(nc2CCC)C)OCC)CC
• Canonical SMILES: CCOc1ccc(cc1c1[nH]c(=O)c2c(n1)c(CCC)nn2C)S(=O)(=O)N1CCN(CC1)CC
• InChI: InChI=1S/C23H32N6O4S/c1-5-8-18-20-21(27(4)26-18)23(30)25-22(24-20)17-15-16(9-10-19(17)33-7-3)34(31,32)29-13-11-28(6-2)12-14-29/h9-10,15H,5-8,11-14H2,1-4H3,(H,24,25,30)
• InChIKey: MJEXYQIZUOHDGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-ethoxy-5-{[4-(^2H₅)ethylpiperazin-1-yl]sulfonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-{2-ethoxy-5-[4-(^2H₅)ethylpiperazin-1-ylsulfonyl]phenyl}-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 5-[2-Ethoxy-5-[(4-(ethyl-d5)-1-piperazinyl)sulfonyl]phenyl]-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one; Homo Sildenafil-d5

Database IDs

• PubChem SID: 162264073
• PubChem CID: 71317230

CALCULATED PROPERTIES

• Acid pKa: 8.982331
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.91844904
• LogD (pH = 7.4): 1.6710963
• Log P: 1.708398
• Molar Refractivity: 144.6225 cm^3
• Polarizability: 50.125225 Å^3
• Polar Surface Area: 109.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 193-195°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H615152

A new labelled analogue of Sildenafil (S435000).

REFERENCES

• Koh, H., et al.: Drug Saf., 23, 351 (2000)
• Daraghmeh, N., et al.: J. Pharm. Biomed. Anal., 25, 483 (2000)
• Tseng, M., et al.: J. Food Drug Anal., 10, 112 (2000)
• Gratz, S., et al.: J. Pharm. Biomed. Anal., 36, 525 (2000)