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

• ChemBase ID: 113398
• Molecular Formular: C8H12N2O2
• Molecular Mass: 168.19308
• Monoisotopic Mass: 168.08987763
• SMILES: c1([nH]nc(c1)CC(C)C)C(=O)O
• Canonical SMILES: CC(Cc1cc([nH]n1)C(=O)O)C
• InChI: InChI=1S/C8H12N2O2/c1-5(2)3-6-4-7(8(11)12)10-9-6/h4-5H,3H2,1-2H3,(H,9,10)(H,11,12)
• InChIKey: OCAWPZXEVMMJMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 890591-01-2; 92933-49-8
• MDL Number: MFCD02224143; MFCD08700606
• PubChem SID: 162098385
• PubChem CID: 654171

CALCULATED PROPERTIES

• Acid pKa: 3.5207024
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.57937133
• LogD (pH = 7.4): -1.9586341
• Log P: 1.2661645
• Molar Refractivity: 45.2471 cm^3
• Polarizability: 16.8 Å^3
• Polar Surface Area: 65.98 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: 1.711
• Hydrophobicity(logP): 2.264

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - I780630

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

REFERENCES

• Chen, P., et al.: J. Med, Chem., 47, 4517 (2004)