3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoic acid

• ChemBase ID: 169138
• Molecular Formular: C13H7F3INO2
• Molecular Mass: 393.0998596
• Monoisotopic Mass: 392.94736113
• SMILES: c1cc(c(c(c1C(=O)O)Nc1ccc(cc1F)I)F)F
• Canonical SMILES: Ic1ccc(c(c1)F)Nc1c(ccc(c1F)F)C(=O)O
• InChI: InChI=1S/C13H7F3INO2/c14-8-3-2-7(13(19)20)12(11(8)16)18-10-4-1-6(17)5-9(10)15/h1-5,18H,(H,19,20)
• InChIKey: REMYZOSCCVDLDL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoic acid
• IUPAC Traditional name: 3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoic acid
• Synonyms: 3,4-Difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoic Acid; 3,4-Difluoro-2-(2-fluoro-4-iodophenylamino)benzoic Acid; 2-(2-Fluoro-4-iodoanilino)-3,4-difluorobenzoic Acid; 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid

Database IDs

• CAS Number: 391211-97-5
• MDL Number: MFCD08690072
• PubChem SID: 162263270
• PubChem CID: 22025663

CALCULATED PROPERTIES

• Acid pKa: 3.5358593
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.7706306
• LogD (pH = 7.4): 2.3634417
• Log P: 5.7278047
• Molar Refractivity: 75.8121 cm^3
• Polarizability: 28.090775 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 189-191°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - F591960

Intermediate in the preparation of MEK inhibitors.

REFERENCES

• Butler, L., et al.: Cancer Res. 60, 5165 (2000)
• Wallace, E., et al.: J. Med. Chem., 49, 441 (2000)