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

• ChemBase ID: 170073
• Molecular Formular: C25H34N6O4
• Molecular Mass: 482.57526
• Monoisotopic Mass: 482.2641536
• SMILES: n1c([nH]c2c(c1=O)n(nc2CCC)C)c1cc(ccc1OCC)C(=O)CN1CCN(CC1)CCO
• Canonical SMILES: CCCc1nn(c2c1[nH]c(nc2=O)c1cc(ccc1OCC)C(=O)CN1CCN(CC1)CCO)C
• InChI: InChI=1S/C25H34N6O4/c1-4-6-19-22-23(29(3)28-19)25(34)27-24(26-22)18-15-17(7-8-21(18)35-5-2)20(33)16-31-11-9-30(10-12-31)13-14-32/h7-8,15,32H,4-6,9-14,16H2,1-3H3,(H,26,27,34)
• InChIKey: RZVZQPAGIOECPK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 147676-56-0
• PubChem SID: 164225983
• PubChem CID: 29949821

CALCULATED PROPERTIES

• Acid pKa: 7.548732
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 0.01590857
• LogD (pH = 7.4): 1.130493
• Log P: 1.1103779
• Molar Refractivity: 147.6133 cm^3
• Polarizability: 50.911167 Å^3
• Polar Surface Area: 112.29 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 129-132°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H739940

A Sildenafil (S435000) analog found in herbal dietary supplements, enhances male sexual function

REFERENCES

• Hou, P., et al.: Food Addit. Contam., 23, 870 (2006)
• Reepmeyer, J., et al.: J. Pharm. Biomed. Anal., 44, 887 (2006)
• Park, H., et al.: Food Addit. Contam., 24, 122 (2006)