3-(2-methylpropyl)-4-nitro-1H-pyrazole-5-carboxylic acid

• ChemBase ID: 120831
• Molecular Formular: C8H11N3O4
• Molecular Mass: 213.19064
• Monoisotopic Mass: 213.07495585
• SMILES: c1(c([nH]nc1CC(C)C)C(=O)O)[N+](=O)[O-]
• Canonical SMILES: CC(Cc1n[nH]c(c1[N+](=O)[O-])C(=O)O)C
• InChI: InChI=1S/C8H11N3O4/c1-4(2)3-5-7(11(14)15)6(8(12)13)10-9-5/h4H,3H2,1-2H3,(H,9,10)(H,12,13)
• InChIKey: GWHMCRICRIJFNS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-methylpropyl)-4-nitro-1H-pyrazole-5-carboxylic acid
• IUPAC Traditional name: 5-(2-methylpropyl)-4-nitro-2H-pyrazole-3-carboxylic acid
• Synonyms: 3-isobutyl-4-nitro-1H-pyrazole-5-carboxylic acid; 5-(2-Methylpropyl)-4-nitro-1H-pyrazole-3-carboxylic Acid; 5-Isobutyl-4-nitro-1H-pyrazole-3-carboxylic Acid

Database IDs

• CAS Number: 222729-55-7
• PubChem SID: 162215184
• PubChem CID: 10965851

CALCULATED PROPERTIES

• Acid pKa: 3.7159884
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.42418912
• LogD (pH = 7.4): -1.9079283
• Log P: 1.3584918
• Molar Refractivity: 52.5718 cm^3
• Polarizability: 18.84632 Å^3
• Polar Surface Area: 111.8 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I780625

An intermediate in the synthesis of Sildenafil citrate impurity (I780620).

REFERENCES

• Soderling, S., et al.: J. Biol. Chem., 273, 15553 (1998)