2-(2-ethoxy-5-{[4-(2H5)ethylpiperazin-1-yl]sulfonyl}phenyl)-5-methyl-7-propyl-3H,4H-imidazo[4,3-f][1,2,4]triazin-4-one

• ChemBase ID: 179461
• Molecular Formular: C23H32N6O4S
• Molecular Mass: 488.60298
• Monoisotopic Mass: 488.22057453
• SMILES: C1CN(CCN1S(=O)(=O)c1ccc(c(c1)c1nn2c(c(=O)[nH]1)c(nc2CCC)C)OCC)CC
• Canonical SMILES: CCOc1ccc(cc1c1[nH]c(=O)c2n(n1)c(CCC)nc2C)S(=O)(=O)N1CCN(CC1)CC
• InChI: InChI=1S/C23H32N6O4S/c1-5-8-20-24-16(4)21-23(30)25-22(26-29(20)21)18-15-17(9-10-19(18)33-7-3)34(31,32)28-13-11-27(6-2)12-14-28/h9-10,15H,5-8,11-14H2,1-4H3,(H,25,26,30)
• InChIKey: SECKRCOLJRRGGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-ethoxy-5-{[4-(^2H₅)ethylpiperazin-1-yl]sulfonyl}phenyl)-5-methyl-7-propyl-3H,4H-imidazo[4,3-f][1,2,4]triazin-4-one
• IUPAC Traditional name: 2-{2-ethoxy-5-[4-(^2H₅)ethylpiperazin-1-ylsulfonyl]phenyl}-5-methyl-7-propyl-3H-imidazo[4,3-f][1,2,4]triazin-4-one
• Synonyms: Nuviva-d5; Vardenafil-d5; 1-[[3-(1,4-Dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-(ethyl-d5)-piperazine; Levitra-d5

Database IDs

• CAS Number: 1189685-70-8
• PubChem SID: 164235371
• PubChem CID: 49849896

CALCULATED PROPERTIES

• Acid pKa: 8.996414
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.3222461
• LogD (pH = 7.4): 1.0718623
• Log P: 1.1085637
• Molar Refractivity: 132.2948 cm^3
• Polarizability: 50.140568 Å^3
• Polar Surface Area: 109.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 185-187°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - V098002

A labelled selective phosphodiesterase type 5 (PDE5) inhibitor.

REFERENCES

• Bischoff, E., et al.: J. Urol., 165, 1316 (2001)
• Kim, N.N., et al.: Life Sci., 69, 2249 (2001)
• Kendirci, M., et al.: Expert Opin. Pharmacother., 5, 923 (2001)