5-[5-(2-chloroacetyl)-2-ethoxyphenyl]-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase ID: 164249
• Molecular Formular: C19H21ClN4O3
• Molecular Mass: 388.84804
• Monoisotopic Mass: 388.13021823
• SMILES: O=C(c1ccc(c(c1)c1[nH]c2c(c(=O)n1)n(nc2CCC)C)OCC)CCl
• Canonical SMILES: CCCc1nn(c2c1[nH]c(nc2=O)c1cc(ccc1OCC)C(=O)CCl)C
• InChI: InChI=1S/C19H21ClN4O3/c1-4-6-13-16-17(24(3)23-13)19(26)22-18(21-16)12-9-11(14(25)10-20)7-8-15(12)27-5-2/h7-9H,4-6,10H2,1-3H3,(H,21,22,26)
• InChIKey: UOJGGFDIPKRVTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[5-(2-chloroacetyl)-2-ethoxyphenyl]-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC Traditional name: 5-[5-(2-chloroacetyl)-2-ethoxyphenyl]-1-methyl-3-propyl-4H-pyrazolo[4,3-d]pyrimidin-7-one
• Synonyms: 5-[5-(2-Chloroacetyl)-2-ethoxyphenyl]-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one; Chlorodenafil

Database IDs

• CAS Number: 1058653-74-9
• PubChem SID: 162258384
• PubChem CID: 71314725

CALCULATED PROPERTIES

• Acid pKa: 7.3826528
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.0583196
• LogD (pH = 7.4): 2.7758553
• Log P: 3.0636897
• Molar Refractivity: 116.5951 cm^3
• Polarizability: 38.776333 Å^3
• Polar Surface Area: 85.58 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C365535

Chlorodenafil is a related compound of Sildenafil (S435000) as phosphodiesterase inhibitor.

REFERENCES

• Childress, S., et al.: J. Pharm. Sci., 53, 577 (1964)
• Phillips, O., et al.: Can. J. Chem., 77, 216 (1964)