2-{[2-chloro(6-2H)phenyl]formamido}(2H2)acetic acid

• ChemBase ID: 164303
• Molecular Formular: C9H8ClNO3
• Molecular Mass: 213.61772
• Monoisotopic Mass: 213.0192708
• SMILES: c1ccc(c(c1)C(=O)NCC(=O)O)Cl
• Canonical SMILES: OC(=O)CNC(=O)c1ccccc1Cl
• InChI: InChI=1S/C9H8ClNO3/c10-7-4-2-1-3-6(7)9(14)11-5-8(12)13/h1-4H,5H2,(H,11,14)(H,12,13)
• InChIKey: GVHWTQYNZUNGIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-chloro(6-^2H)phenyl]formamido}(^2H₂)acetic acid
• IUPAC Traditional name: {[2-chloro(6-^2H)phenyl]formamido}(^2H₂)acetic acid
• Synonyms: (2-Chlorobenzoylamino)acetic Acid-d3; N-(2-Chlorobenzoyl)glycine-d3; N-(o-Chlorobenzoyl)glycine-d3; o-Chlorobenzoylglycine-d3; o-Chlorohippuric Acid-d3; 2-Chloro Hippuric Acid-d3

Database IDs

• PubChem SID: 162258438
• PubChem CID: 71314737

CALCULATED PROPERTIES

• Acid pKa: 3.1981173
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.149476
• LogD (pH = 7.4): -2.3161845
• Log P: 1.1295902
• Molar Refractivity: 50.9225 cm^3
• Polarizability: 19.371227 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 178-180°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C366547

2-Chlorohippuric Acid is an N-benzoyl derivative with anticonvulsant and cardiotonic activity. 2-Chlorohippuric Acid is a metabolite of Isoprophenamine and Ticlopidine (T438325).

REFERENCES

• Kazaryan, S.A. et al.: Pharm. Chem. J., 35, 485 (2001)
• Tuong, A. et al.: Eur. J. Drug Metab. Pharmacokin., 6, 91 (2001)
• Tatsumi, K. et al.: Chem. Pharmac. Bull., 18, 1254 (2001)