2-methyl-1H-imidazole-4-carboxylic acid

• ChemBase ID: 173826
• Molecular Formular: C5H6N2O2
• Molecular Mass: 126.11334
• Monoisotopic Mass: 126.04292744
• SMILES: n1cc([nH]c1C)C(=O)O
• Canonical SMILES: Cc1ncc([nH]1)C(=O)O
• InChI: InChI=1S/C5H6N2O2/c1-3-6-2-4(7-3)5(8)9/h2H,1H3,(H,6,7)(H,8,9)
• InChIKey: DTUIYOVMTFYCBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-1H-imidazole-4-carboxylic acid; 2-methyl-1H-imidazole-5-carboxylic acid
• IUPAC Traditional name: 2-methyl-1H-imidazole-4-carboxylic acid; 2-methyl-3H-imidazole-4-carboxylic acid
• Synonyms: 2-methyl-1H-imidazole-4-carboxylic acid; 2-Methyl-4-imidazolecarboxylic Acid; 2-Methyl-1H-Imidazole-4-carboxylic Acid; 2-Methyl-4-carboxyimidazole; NSC 109147; 2-Methyl-1H-imidazole-5-carboxylic Acid

Database IDs

• CAS Number: 1457-58-5
• MDL Number: MFCD00233363; MFCD00234110
• PubChem SID: 164229736
• PubChem CID: 73824

CALCULATED PROPERTIES

• Acid pKa: 1.2064427
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.7507823
• LogD (pH = 7.4): -1.9478048
• Log P: -1.7472029
• Molar Refractivity: 30.5872 cm^3
• Polarizability: 11.342569 Å^3
• Polar Surface Area: 65.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 239 - 241°C
• Hydrophobicity(logP): 0.616

Product Information

• Purity: 95%; 95+%; 97%; 98%

DETAILS

Toronto Research Chemicals - M313010

An intermediate for the preparation of heteroaryl oxadiazole derivative useful for the treatment of hyperproliferative and angiogenesis disorders.

REFERENCES

• Barnard, E.A., et al.: Pharmacol. Rev., 50, 291 (1998)
• Johnston, G.A.R., et al.: Curr. Pharm. Des., 11, 1867 (1998)