2-{[2,6-dichloro-3-(hydroxymethyl)phenyl]amino}(2H4)benzoic acid

• ChemBase ID: 170848
• Molecular Formular: C14H11Cl2NO3
• Molecular Mass: 312.14804
• Monoisotopic Mass: 311.01159858
• SMILES: N(c1c(ccc(c1Cl)CO)Cl)c1c(cccc1)C(=O)O
• Canonical SMILES: OCc1ccc(c(c1Cl)Nc1ccccc1C(=O)O)Cl
• InChI: InChI=1S/C14H11Cl2NO3/c15-10-6-5-8(7-18)12(16)13(10)17-11-4-2-1-3-9(11)14(19)20/h1-6,17-18H,7H2,(H,19,20)
• InChIKey: SMILHFIJFWZZIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2,6-dichloro-3-(hydroxymethyl)phenyl]amino}(^2H₄)benzoic acid
• IUPAC Traditional name: 2-{[2,6-dichloro-3-(hydroxymethyl)phenyl]amino}(^2H₄)benzoic acid
• Synonyms: 2-[[2,6-Dichloro-3-(hydroxymethyl)phenyl]amino]benzoic Acid-d4; 3-Hydroxymethyl Meclofenamic Acid-d4

Database IDs

• CAS Number: 1189663-45-3
• PubChem SID: 164226758
• PubChem CID: 46781830

CALCULATED PROPERTIES

• Acid pKa: 3.7848096
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.0946257
• LogD (pH = 7.4): 1.5422013
• Log P: 4.811494
• Molar Refractivity: 78.2259 cm^3
• Polarizability: 29.693058 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H947862

A labelled metabolite of Meclofenamic Acid.

REFERENCES

• Glazko, A.J., et al.: Curr. Therap. Res., 23, 22 (1978)
• Matsuki, Y., et al.: Chem. Pharm. Bull., 36, 1431 (1978)