7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 53630
• Molecular Formular: C12H9ClFNO3
• Molecular Mass: 269.6561632
• Monoisotopic Mass: 269.02549905
• SMILES: c1(c(=O)c2c(n(c1)CC)cc(c(c2)F)Cl)C(=O)O
• Canonical SMILES: CCn1cc(C(=O)O)c(=O)c2c1cc(Cl)c(c2)F
• InChI: InChI=1S/C12H9ClFNO3/c1-2-15-5-7(12(17)18)11(16)6-3-9(14)8(13)4-10(6)15/h3-5H,2H2,1H3,(H,17,18)
• InChIKey: WNNSMMJBBOPPOT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 7-chloro-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• Synonyms: 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid; 7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid; 1-Ethyl-1,4-dihydro-4-oxo-6-fluoro-7-chloro-3-quinolinecarboxylic Acid; 7-Chloro-1,4-dihydro-1-ethyl-6-fluoro-4-oxo-3-quinolinecarboxylic Acid; 7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid; 7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid, 90%; 1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid; 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; 7-氯-1-乙基-6-氟-1,4-二氢-4-羰基喹啉-3-羧酸

Database IDs

• CAS Number: 68077-26-9
• MDL Number: MFCD00792459
• PubChem SID: 162058393
• PubChem CID: 483169

CALCULATED PROPERTIES

• Acid pKa: 5.6683865
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2517998
• LogD (pH = 7.4): 0.7439258
• Log P: 2.47666
• Molar Refractivity: 65.0976 cm^3
• Polarizability: 23.853315 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 279-281°C; ca 245°C dec.

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - C366045

Norfloxacin intermediate.

REFERENCES

• Piganeau, N., et al.: J. Mol. Biol., 312, 1177 (2001)
• Rameshkumar, N., et al.: Eur. J. Med. Chem., 38, 1001 (2001)
• You, Q., et al.: J. Med. Chem., 52, 5649 (2001)