4-(carboxymethyl)-2-ethoxybenzoic acid

• ChemBase ID: 163731
• Molecular Formular: C11H12O5
• Molecular Mass: 224.20998
• Monoisotopic Mass: 224.06847348
• SMILES: OC(=O)Cc1cc(c(cc1)C(=O)O)OCC
• Canonical SMILES: CCOc1cc(ccc1C(=O)O)CC(=O)O
• InChI: InChI=1S/C11H12O5/c1-2-16-9-5-7(6-10(12)13)3-4-8(9)11(14)15/h3-5H,2,6H2,1H3,(H,12,13)(H,14,15)
• InChIKey: PRZWZRNYTRQDLH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(carboxymethyl)-2-ethoxybenzoic acid
• IUPAC Traditional name: 4-(carboxymethyl)-2-ethoxybenzoic acid
• Synonyms: 4-Carboxy-3-ethoxybenzeneacetic Acid; Repaglinide Impurity; (4-Carboxy-3-ethoxy)phenyl Acetic Acid (Repaglinide Impurity)

Database IDs

• CAS Number: 220438-80-2
• PubChem SID: 162257866
• PubChem CID: 15289162

CALCULATED PROPERTIES

• Acid pKa: 3.3432024
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.852643
• LogD (pH = 7.4): -4.901858
• Log P: 1.4677137
• Molar Refractivity: 55.8336 cm^3
• Polarizability: 21.303617 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 140-142°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C177960

Repaglinide impurity.

REFERENCES

• Owens, D., et al.: Eur. J. Clin. Invest., 29, 30 (1999)
• Wolffenbuttel, B., et al.: Neth. J. Med., 55, 229 (1999)