4-(2-ethoxybenzamido)-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

• ChemBase ID: 168311
• Molecular Formular: C17H22N4O3
• Molecular Mass: 330.38158
• Monoisotopic Mass: 330.16919058
• SMILES: C(=O)(c1ccccc1OCC)Nc1c(nn(c1C(=O)N)C)CCC
• Canonical SMILES: CCCc1nn(c(c1NC(=O)c1ccccc1OCC)C(=O)N)C
• InChI: InChI=1S/C17H22N4O3/c1-4-8-12-14(15(16(18)22)21(3)20-12)19-17(23)11-9-6-7-10-13(11)24-5-2/h6-7,9-10H,4-5,8H2,1-3H3,(H2,18,22)(H,19,23)
• InChIKey: UAFIHVRUICMADE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-ethoxybenzamido)-1-methyl-3-propyl-1H-pyrazole-5-carboxamide
• IUPAC Traditional name: 4-(2-ethoxybenzamido)-2-methyl-5-propylpyrazole-3-carboxamide
• Synonyms: 4-[(2-Ethoxybenzoyl)amino]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide; 4-(2-Ethoxybenzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide

Database IDs

• CAS Number: 139756-03-9
• PubChem SID: 162262443
• PubChem CID: 850135

CALCULATED PROPERTIES

• Acid pKa: 9.931807
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3891973
• LogD (pH = 7.4): 2.3880246
• Log P: 2.3892434
• Molar Refractivity: 104.482 cm^3
• Polarizability: 34.185036 Å^3
• Polar Surface Area: 99.24 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E891000

An impurity of Sildenafil (S435000) (impurity C).

REFERENCES

• Golankiewicz, B., et al.: J. Med. Chem., 38, 3558 (1995)
• Boyle, C., et al.: Bioorg. Med. Chem. Lett., 15, 2365 (1995)