2-[(2-chlorophenyl)formamido]acetic acid

• ChemBase ID: 164302
• 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-chlorophenyl)formamido]acetic acid
• IUPAC Traditional name: [(2-chlorophenyl)formamido]acetic acid
• Synonyms: (2-Chlorobenzoylamino)acetic Acid; N-(2-Chlorobenzoyl)glycine; N-(o-Chlorobenzoyl)glycine; o-Chlorobenzoylglycine; o-Chlorohippuric Acid; 2-Chloro Hippuric Acid; (2-Chloro-benzoylamino)-acetic acid

Database IDs

• CAS Number: 16555-60-5
• MDL Number: MFCD00457852
• PubChem SID: 162258437
• PubChem CID: 177756

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: 19.365604 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: 179-181°C; 182 - 184°C
• Hydrophobicity(logP): 0.738

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - C366545

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)