1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 165276
• Molecular Formular: C13H8F3NO3
• Molecular Mass: 283.2027296
• Monoisotopic Mass: 283.04562778
• SMILES: c1(c(cc2c(c1F)n(cc(c2=O)C(=O)O)C1CC1)F)F
• Canonical SMILES: Fc1cc2c(=O)c(cn(c2c(c1F)F)C1CC1)C(=O)O
• InChI: InChI=1S/C13H8F3NO3/c14-8-3-6-11(10(16)9(8)15)17(5-1-2-5)4-7(12(6)18)13(19)20/h3-5H,1-2H2,(H,19,20)
• InChIKey: NMASXYCNDJMMFR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-6,7,8-trifluoro-4-oxoquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid; 1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid; 1-Cyclopropyl-1,4-dihydro-6,7,8-trifluoro-4-oxoquinoline-3-carboxylic Acid

Database IDs

• CAS Number: 94695-52-0
• PubChem SID: 162259409
• PubChem CID: 535414

CALCULATED PROPERTIES

• Acid pKa: 5.4605994
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.9457393
• LogD (pH = 7.4): 0.33343062
• Log P: 2.2667758
• Molar Refractivity: 63.1882 cm^3
• Polarizability: 22.642864 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - C988790

Intermediate in the preparation of Moxifloxacin derivatives.

REFERENCES

• Hu, X., et al.: J. Med. Chem., 46, 3655 (2003)
• Ikee, Y., et al.: Chem. Pharm. Bull., 56, 346 (2003)
• Chai, Y., et al.: Bioorg. Med. Chem. Lett., 20, 5195 (2003)