2-(2-ethoxyphenyl)-5-methyl-7-propyl-1H,4H-imidazo[4,3-f][1,2,4]triazin-4-one

• ChemBase ID: 168370
• Molecular Formular: C17H20N4O2
• Molecular Mass: 312.3663
• Monoisotopic Mass: 312.1586259
• SMILES: c1cccc(c1OCC)c1nc(=O)c2n([nH]1)c(nc2C)CCC
• Canonical SMILES: CCCc1nc(c2n1[nH]c(nc2=O)c1ccccc1OCC)C
• InChI: InChI=1S/C17H20N4O2/c1-4-8-14-18-11(3)15-17(22)19-16(20-21(14)15)12-9-6-7-10-13(12)23-5-2/h6-7,9-10H,4-5,8H2,1-3H3,(H,19,20,22)
• InChIKey: YRRWQMBIMZMVDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-ethoxyphenyl)-5-methyl-7-propyl-1H,4H-imidazo[4,3-f][1,2,4]triazin-4-one
• IUPAC Traditional name: 2-(2-ethoxyphenyl)-5-methyl-7-propyl-1H-imidazo[4,3-f][1,2,4]triazin-4-one
• Synonyms: 2-(2-Ethoxyphenyl)-5-methyl-7-propyl-imidazo[5,1-f][1,2,4]triazin-4(1H)-one; 2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Database IDs

• CAS Number: 224789-21-3
• PubChem SID: 162262502
• PubChem CID: 9966536

CALCULATED PROPERTIES

• Acid pKa: 8.326096
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.1703408
• LogD (pH = 7.4): 2.126872
• Log P: 2.17115
• Molar Refractivity: 99.9597 cm^3
• Polarizability: 33.173313 Å^3
• Polar Surface Area: 68.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 141-144°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E892745

Vardenafil intermediate.

REFERENCES

• Ignarro, L., et al.: Biochem. Biophys. Res. Commun., 170, 843 (1990)
• Emmerson, B., et al.: Eng. J. Med., 334, 445 (1990)
• Ahn, H., et al.: J. Med. Chem., 40, 2196 (1990)