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

• ChemBase ID: 173909
• Molecular Formular: C8H12N4O3
• Molecular Mass: 212.20588
• Monoisotopic Mass: 212.09094026
• SMILES: c1(c(C(=O)N)nn(c1CCC)C)[N+](=O)[O-]
• Canonical SMILES: CCCc1n(C)nc(c1[N+](=O)[O-])C(=O)N
• InChI: InChI=1S/C8H12N4O3/c1-3-4-5-7(12(14)15)6(8(9)13)10-11(5)2/h3-4H2,1-2H3,(H2,9,13)
• InChIKey: NCCQVNCBOLIFEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 247583-72-8
• PubChem SID: 164229819
• PubChem CID: 11031142

CALCULATED PROPERTIES

• Acid pKa: 10.605025
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.744236
• LogD (pH = 7.4): 0.74447465
• Log P: 0.7442331
• Molar Refractivity: 65.2672 cm^3
• Polarizability: 19.233847 Å^3
• Polar Surface Area: 106.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Dimethyl Sulfoxide; Methanol
• Apperance: Beige Solid

DETAILS

Toronto Research Chemicals - M320330

Intermediate in the preparation of Iso Viagra and pyrazolopyrimidinone cGMP PDE5 inhibitors for the treatment of sexual dysfunction.

REFERENCES

• El-Abadelah, M. et al.; J. Heterocyclic Chem. 39, 1055 (2002)