6,7-difluoro-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 167455
• Molecular Formular: C16H8F3NO3
• Molecular Mass: 319.2348296
• Monoisotopic Mass: 319.04562778
• SMILES: c1(c(cc2c(c1)n(cc(c2=O)C(=O)O)c1ccc(cc1)F)F)F
• Canonical SMILES: Fc1ccc(cc1)n1cc(C(=O)O)c(=O)c2c1cc(F)c(c2)F
• InChI: InChI=1S/C16H8F3NO3/c17-8-1-3-9(4-2-8)20-7-11(16(22)23)15(21)10-5-12(18)13(19)6-14(10)20/h1-7H,(H,22,23)
• InChIKey: RWCWKPZDWFXAFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-difluoro-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 6,7-difluoro-1-(4-fluorophenyl)-4-oxoquinoline-3-carboxylic acid
• Synonyms: 6,7-Difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

Database IDs

• CAS Number: 103994-99-6
• PubChem SID: 162261588
• PubChem CID: 10448622

CALCULATED PROPERTIES

• Acid pKa: 5.650621
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2739763
• LogD (pH = 7.4): 1.7562044
• Log P: 3.5061026
• Molar Refractivity: 74.9313 cm^3
• Polarizability: 27.269876 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D446055

6,7-Difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid is an arylfluoroquinoline derivative used in the preparation of antibacterial agents.

REFERENCES

• Ziegler, C.B. et al.: J. Med. Chem., 33, 142 (1990)
• Schmidt, B. et al.:Monatsc. Chem., 140, 1221 (1990)