6-amino-2,3-difluorobenzoic acid

• ChemBase ID: 167389
• Molecular Formular: C7H5F2NO2
• Molecular Mass: 173.1169064
• Monoisotopic Mass: 173.02883485
• SMILES: c1(ccc(c(c1F)C(=O)O)N)F
• Canonical SMILES: OC(=O)c1c(N)ccc(c1F)F
• InChI: InChI=1S/C7H5F2NO2/c8-3-1-2-4(10)5(6(3)9)7(11)12/h1-2H,10H2,(H,11,12)
• InChIKey: CKPWBLHHQXCINB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2,3-difluorobenzoic acid
• IUPAC Traditional name: 6-amino-2,3-difluorobenzoic acid
• Synonyms: 6-Amino-2,3-difluorobenzoic Acid; 5,6-Difluoro Anthranilic Acid; 2,3-DIFLUORO-6-AMINOBENZOIC ACID

Database IDs

• CAS Number: 442134-72-7
• PubChem SID: 162261522
• PubChem CID: 19612034

CALCULATED PROPERTIES

• Acid pKa: 3.7530751
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.13860354
• LogD (pH = 7.4): -1.5978746
• Log P: 1.7373066
• Molar Refractivity: 38.4474 cm^3
• Polarizability: 13.445626 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - D445550

5,6-Difluoroanthranilic acid is used in the preparation of 2-[[2-(phenylamino)-1H-pyrrolo[2,3-d]pyrimidin-4-yl]amino]benzamide derivatives as inhibitors of IGF-1R and IR receptor tyrosine kinase as anticancer agents.

REFERENCES

• Rubinstein, E., et al.: Chemotherapy, 47, 3 (2001)
• Grohs, P., et al.: Antimicrob. Agents Chemother., 47, 3542 (2001)