5-chloro-4-acetamido-2-(2H5)ethoxybenzoic acid

• ChemBase ID: 159088
• Molecular Formular: C11H12ClNO4
• Molecular Mass: 257.67028
• Monoisotopic Mass: 257.04548555
• SMILES: c1(cc(c(cc1C(=O)O)Cl)NC(=O)C)OCC
• Canonical SMILES: CCOc1cc(NC(=O)C)c(cc1C(=O)O)Cl
• InChI: InChI=1S/C11H12ClNO4/c1-3-17-10-5-9(13-6(2)14)8(12)4-7(10)11(15)16/h4-5H,3H2,1-2H3,(H,13,14)(H,15,16)
• InChIKey: ICNWZXFWTBMBKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-4-acetamido-2-(^2H₅)ethoxybenzoic acid
• IUPAC Traditional name: 5-chloro-4-acetamido-2-(^2H₅)ethoxybenzoic acid
• Synonyms: Methyl 4-acetamido-5-chloro-2-ethoxybenzoate-d5; 4-Acetamido-5-chloro-2-ethoxy-benzoic Acid Methyl Ester-d5

Database IDs

• PubChem SID: 162253223
• PubChem CID: 71312791

CALCULATED PROPERTIES

• Acid pKa: 3.6319952
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.19276288
• LogD (pH = 7.4): -1.659886
• Log P: 1.6717205
• Molar Refractivity: 64.1938 cm^3
• Polarizability: 23.902863 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: CDCl3
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A168147

Used in the preparation of selective 5-HT4 receptor agonist.

REFERENCES

• Yatera, S., et al.: Japan. Pharmacol. Ther., 21, 21 (1993)
• Ruth, M., et al.: Aliment Pharmacol. Ther., 12, 35 (1993)