Difloxacin
Basic information
- CAS
98106-17-3- Standard SMILES
CN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3-c2ccc(F)cc2)CC1- InChIKey
NOCJXYPHIIZEHN-UHFFFAOYSA-N- Molecular formula
- C21H19F2N3O3
- Average molar mass
- 399.4 g/mol
- Monoisotopic mass
- 399.1394478
Overview
Difloxacin is a quinolone that is pefloxacin in which the ethyl group at position 1 of the quinolone has been replaced by a p-fluorophenyl group. A broad-spectrum antibiotic effective against both Gram-positive and Gram-negative bacteria, it is used (usually as the monohydrochloride salt) for the treatment of bacterial infections in dogs. It has a role as a Mycoplasma genitalium metabolite and an antibacterial drug. It is a quinolone, a monocarboxylic acid, a N-alkylpiperazine, a N-arylpiperazine, a member of monofluorobenzenes, a quinolone antibiotic and a fluoroquinolone antibiotic.
Names & identifiers
- Preferred name
- Difloxacin
- IUPAC
- 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
- English name
- Difloxacin
- Molecular formula
- C21H19F2N3O3
- Molecular weight
- 399.39
Names & synonyms
Difloxacin98106-17-3DicuralDifloxacineDifloxacinoPulsaflox6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid5Z7OO9FNFDCHEBI:45376-Fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acidDTXSID5048348A-56619
Show more names
a56619Difloxacin USP/EP/BP-1-piperazinyl)-4-oxo-DIFLOXACINHCL/MESYLATEAcrylamide Impurity 32Difloxacin in Methanol/DMSODifloxacin Hydrochloride Salt3-quinolinecarboxylicacid,1,4-dihydro-6-fluoro-1-(4-fluorophenyl)-7-(4-methyl6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylicaci
1-FFMPOCRefChem:587447DTXCID00283231-(4-fluorophenyl)-6-fluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid6-fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-quinolone-3-carboxylic acidDifloxacinum6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidDifloxacin [INN]
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 64.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 672
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Antibiotics (Quinolones)
LogP1.17
Human DrugsPharmaceuticals
Collision Cross Section
210.4 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
192.3 Ų [M+H]+ [CCS Type: TW]
Physicochemical properties
- Melting point
- 279 · 279-282 °C(Solv: chloroform (67-66-3); ethanol (64-17-5))
- Boiling point
- 595.5 · 595.5±50.0 °C(Predicted)
- Density
- 1.409 · 1.409±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- 6.17 · 6.17±0.41(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06
- Hazard statements
- H301-H311-H314-H331
- Precautionary statements
- P260-P264-P270-P271-P280-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P403+P233-P405-P501
Chemistry & industry
Pharmacology
ATC CodeQJ - Antiinfectives for systemic use
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
DescriptionDifloxacin (INN) is a second-generation, synthetic fluoroquinolone antibiotic used in veterinary medicine,it has broad-spectrum, concentration dependent, bactericidal activity; however, its efficacy is not as good as enrofloxacin or pradofloxacin.
UsesDifloxacin is a fluoroquinolone antibacterial structurally related to norfloxacin.
Additional notes
DefinitionChEBI: A quinolone that is pefloxacin in which the ethyl group at position 1 of the quinolone has been replaced by a p-fluorophenyl group. A broad-spectrum antibiotic effective against both Gram-positive and Gram-negative bacteria, it is used (usuall as the monohydrochloride salt) for the treatment of bacterial infections in dogs.
Related reactions
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Compound notes
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