1-methyl-3-propyl-1H-pyrazole-5-carboxylic acid

• ChemBase ID: 30160
• Molecular Formular: C8H12N2O2
• Molecular Mass: 168.19308
• Monoisotopic Mass: 168.08987763
• SMILES: c1(n(nc(c1)CCC)C)C(=O)O
• Canonical SMILES: Cn1nc(cc1C(=O)O)CCC
• InChI: InChI=1S/C8H12N2O2/c1-3-4-6-5-7(8(11)12)10(2)9-6/h5H,3-4H2,1-2H3,(H,11,12)
• InChIKey: KOABFSONXOOIIH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-3-propyl-1H-pyrazole-5-carboxylic acid
• IUPAC Traditional name: 2-methyl-5-propylpyrazole-3-carboxylic acid
• Synonyms: 2-Methyl-5-propyl-2H-pyrazole-3-carboxylic acid; 1-Methyl-3-propylpyrazole-5-carboxylic Acid; 2-Methyl-5-propyl-2H-pyrazole-3-carboxylic Acid; 1-methyl-3-propyl-1H-pyrazole-5-carboxylic acid

Database IDs

• CAS Number: 139755-99-0
• MDL Number: MFCD02169703
• PubChem SID: 160993467
• PubChem CID: 587797

CALCULATED PROPERTIES

• Acid pKa: 3.3130045
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.94744915
• LogD (pH = 7.4): -2.1752248
• Log P: 1.1067439
• Molar Refractivity: 55.9145 cm^3
• Polarizability: 16.723305 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Brown Solid

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - M320655

Intermediate in the production of Sildenafil and respective analogs.

REFERENCES

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