2-[3-ethoxy-4-(ethoxycarbonyl)phenyl]acetic acid

• ChemBase ID: 76908
• Molecular Formular: C13H16O5
• Molecular Mass: 252.26314
• Monoisotopic Mass: 252.09977361
• SMILES: O=C(O)Cc1cc(c(cc1)C(=O)OCC)OCC
• Canonical SMILES: CCOc1cc(ccc1C(=O)OCC)CC(=O)O
• InChI: InChI=1S/C13H16O5/c1-3-17-11-7-9(8-12(14)15)5-6-10(11)13(16)18-4-2/h5-7H,3-4,8H2,1-2H3,(H,14,15)
• InChIKey: OTGSESBEJUHCES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-ethoxy-4-(ethoxycarbonyl)phenyl]acetic acid
• IUPAC Traditional name: [3-ethoxy-4-(ethoxycarbonyl)phenyl]acetic acid
• Synonyms: 3-Ethoxy-4-(ethoxycarbonyl)benzeneacetic Acid; [3-Ethoxy-4-(ethoxycarbonyl)phenyl]acetic Acid; 4-Ethoxycarbonyl-3-ethoxyphenylacetic Acid; 3-Ethoxy-4-(ethoxycarbonyl)phenylacetic acid; Ethyl 4-(carboxymethyl)-2-ethoxybenzoate

Database IDs

• CAS Number: 99469-99-5
• MDL Number: MFCD08704233
• PubChem SID: 162041807
• PubChem CID: 10131212

CALCULATED PROPERTIES

• Acid pKa: 3.6070917
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.28189948
• LogD (pH = 7.4): -1.170136
• Log P: 2.1704156
• Molar Refractivity: 65.3513 cm^3
• Polarizability: 25.196157 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Pale Yellow Solid
• Melting Point: 75-78°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - E890470

Repaglinide intermediate.

REFERENCES

• Wolfenbuttel, B., et al.: Eur. J. Clin. Pharmacol., 45, 113 (1993)
• Grell, W., et al.: J. Med. Chem., 41, 5219 (1993)
• Anon., et al.: Drugs Future, 24, 815 (1993)