CHEBI:4537 - difloxacin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name difloxacin
ChEBI ID CHEBI:4537
Definition A quinolone that is pefloxacin in which the ethyl group at position 1 of the quinolone has been replaced by a p-fluorophenyl group.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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C21H19F2N3O3
Net Charge 0
Average Mass 399.391
Monoisotopic Mass 399.139
InChI InChI=1S/C21H19F2N3O3/c1-24-6-8-25(9-7-24)19-11-18-15(10-17(19)23)20(27)16(21(28)29)12-26(18)14-4-2-13(22)3-5-14/h2-5,10-12H,6-9H2,1H3,(H,28,29)
InChIKey NOCJXYPHIIZEHN-UHFFFAOYSA-N
SMILES C12=C(C(C(C(O)=O)=CN1C3=CC=C(C=C3)F)=O)C=C(F)C(=C2)N4CCN(CC4)C
Metabolite of Species Details
Mycoplasma genitalium (NCBI:txid2097) Inhibits topoisomerase II/DNA gyrase and topoisomerase IV See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via quinolone antibiotic )
(via heterocyclic antibiotic )
(via fluoroquinolone antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing difloxacin (CHEBI:4537) has role Mycoplasma genitalium metabolite (CHEBI:131604)
difloxacin (CHEBI:4537) has role antibacterial drug (CHEBI:36047)
difloxacin (CHEBI:4537) is a N-alkylpiperazine (CHEBI:46845)
difloxacin (CHEBI:4537) is a N-arylpiperazine (CHEBI:46848)
difloxacin (CHEBI:4537) is a fluoroquinolone antibiotic (CHEBI:87211)
difloxacin (CHEBI:4537) is a monocarboxylic acid (CHEBI:25384)
difloxacin (CHEBI:4537) is a monofluorobenzenes (CHEBI:83575)
difloxacin (CHEBI:4537) is a quinolone (CHEBI:23765)
difloxacin (CHEBI:4537) is a quinolone antibiotic (CHEBI:86324)
IUPAC Name
6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
INNs Sources
difloxacin WHO MedNet
difloxacine WHO MedNet
difloxacino WHO MedNet
difloxacinum WHO MedNet
Synonym Source
6-fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid ChemIDplus
Manual Xrefs Databases
1841 VSDB
C11234 KEGG COMPOUND
D07828 KEGG DRUG
Difloxacin Wikipedia
EP131839 Patent
US4730000 Patent
View more database links
Registry Numbers Types Sources
5835542 Reaxys Registry Number Reaxys
98106-17-3 CAS Registry Number KEGG COMPOUND
98106-17-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19751946 PubMed citation Europe PMC
22751072 PubMed citation Europe PMC
23742101 PubMed citation Europe PMC
23962048 PubMed citation Europe PMC
25229385 PubMed citation Europe PMC
3800345 PubMed citation Europe PMC
Last Modified
24 March 2016