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

• ChemBase ID: 178544
• Molecular Formular: C23H32N6O3S2
• Molecular Mass: 504.66858
• Monoisotopic Mass: 504.19773091
• SMILES: C1CN(CCN1S(=O)(=O)c1ccc(c(c1)c1nc2c(c(=S)[nH]1)n(nc2CCC)C)OCC)CC
• Canonical SMILES: CCOc1ccc(cc1c1[nH]c(=S)c2c(n1)c(CCC)nn2C)S(=O)(=O)N1CCN(CC1)CC
• InChI: InChI=1S/C23H32N6O3S2/c1-5-8-18-20-21(27(4)26-18)23(33)25-22(24-20)17-15-16(9-10-19(17)32-7-3)34(30,31)29-13-11-28(6-2)12-14-29/h9-10,15H,5-8,11-14H2,1-4H3,(H,24,25,33)
• InChIKey: BGPSRMUUQQTZFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 479073-80-8
• PubChem SID: 164234454
• PubChem CID: 10207456

CALCULATED PROPERTIES

• Acid pKa: 11.505466
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.807251
• LogD (pH = 7.4): 2.5707562
• Log P: 2.5982676
• Molar Refractivity: 152.6134 cm^3
• Polarizability: 53.45441 Å^3
• Polar Surface Area: 92.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 178-180°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T344470

A Sildenafil (S435000) analog, found in health supplements for enhancing male sexual function.

REFERENCES

• Zou, P., et al.: J. Pharm. Biomed. Anal., 47, 279 (2008)
• Venhuis, B., et al.: J. Pharm. Biomed. Anal., 46, 814 (2008)