5-(2-ethoxy-5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidine-7-thione

• ChemBase ID: 171368
• Molecular Formular: C23H32N6O4S2
• Molecular Mass: 520.66798
• Monoisotopic Mass: 520.19264553
• SMILES: C1CN(CCN1S(=O)(=O)c1ccc(c(c1)c1nc2c(c(=S)[nH]1)n(nc2CCC)C)OCC)CCO
• Canonical SMILES: CCCc1nn(c2c1nc([nH]c2=S)c1cc(ccc1OCC)S(=O)(=O)N1CCN(CC1)CCO)C
• InChI: InChI=1S/C23H32N6O4S2/c1-4-6-18-20-21(27(3)26-18)23(34)25-22(24-20)17-15-16(7-8-19(17)33-5-2)35(31,32)29-11-9-28(10-12-29)13-14-30/h7-8,15,30H,4-6,9-14H2,1-3H3,(H,24,25,34)
• InChIKey: XZVSAQIQEGFWQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-ethoxy-5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidine-7-thione
• IUPAC Traditional name: 5-{2-ethoxy-5-[4-(2-hydroxyethyl)piperazin-1-ylsulfonyl]phenyl}-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidine-7-thione
• Synonyms: 5-[2-Ethoxy-5-[[4-(2-hydroxyethyl)-1-piperazinyl]sulfonyl]phenyl]-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidine-7-thione; 4-[[3-(4,7-Dihydro-1-methyl-3-propyl-7-thioxo-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-1-piperazineethanol; Hydroxythiohomo Sildenafil

Database IDs

• CAS Number: 479073-82-0
• PubChem SID: 164227278
• PubChem CID: 9936526

CALCULATED PROPERTIES

• Acid pKa: 11.505429
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.0527631
• LogD (pH = 7.4): 1.53971
• Log P: 1.5513575
• Molar Refractivity: 154.1571 cm^3
• Polarizability: 54.095955 Å^3
• Polar Surface Area: 112.29 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 174-177°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H963150

Sildenafil thiono analog, a novel pyrazolopyrimidinethione with PDE5 inhibiting properties.