1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide

• ChemBase ID: 173934
• Molecular Formular: C8H12N4O3
• Molecular Mass: 212.20588
• Monoisotopic Mass: 212.09094026
• SMILES: c1(c(c(nn1C)CCC)[N+](=O)[O-])C(=O)N
• Canonical SMILES: CCCc1nn(c(c1[N+](=O)[O-])C(=O)N)C
• InChI: InChI=1S/C8H12N4O3/c1-3-4-5-6(12(14)15)7(8(9)13)11(2)10-5/h3-4H2,1-2H3,(H2,9,13)
• InChIKey: BMLPAJIEDKJHSB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide
• IUPAC Traditional name: 2-methyl-4-nitro-5-propylpyrazole-3-carboxamide
• Synonyms: 1-Methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide; 1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide

Database IDs

• CAS Number: 139756-01-7
• PubChem SID: 164229844
• PubChem CID: 2754492

CALCULATED PROPERTIES

• Acid pKa: 11.744788
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.38820335
• LogD (pH = 7.4): 0.38822365
• Log P: 0.38820615
• Molar Refractivity: 65.0614 cm^3
• Polarizability: 19.230871 Å^3
• Polar Surface Area: 106.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M320535

Intermediate in the production of Sildenafil.

REFERENCES

• Terrett, N., et al.: Bioorg. Med. Chem. Lett., 6, 1819 (1996)