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

• ChemBase ID: 159952
• Molecular Formular: C9H10ClNO3
• Molecular Mass: 215.6336
• Monoisotopic Mass: 215.03492087
• SMILES: c1(cc(c(cc1C(=O)O)Cl)N)OCC
• Canonical SMILES: CCOc1cc(N)c(cc1C(=O)O)Cl
• InChI: InChI=1S/C9H10ClNO3/c1-2-14-8-4-7(11)6(10)3-5(8)9(12)13/h3-4H,2,11H2,1H3,(H,12,13)
• InChIKey: XWGYOMHQGQZRLC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-chloro-2-(^2H₅)ethoxybenzoic acid
• IUPAC Traditional name: 4-amino-5-chloro-2-(^2H₅)ethoxybenzoic acid
• Synonyms: 2-Ethoxy-4-amino-5-chlorobenzoic Acid-d5; 4-Amino-5-chloro-2-ethoxybenzoic Acid-d5; 4-Amino-5-chloro-2-ethoxybenzoic Acid-d5

Database IDs

• PubChem SID: 162254087
• PubChem CID: 71313181

CALCULATED PROPERTIES

• Acid pKa: 4.2194324
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.30284595
• LogD (pH = 7.4): -1.416393
• Log P: 1.6050842
• Molar Refractivity: 54.0312 cm^3
• Polarizability: 20.119883 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Light Pink Solid

DETAILS

Toronto Research Chemicals - A603587

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)