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CHEBI:4537 - difloxacin

ChEBI IDCHEBI:4537
ChEBI Namedifloxacin
Stars
DefinitionA quinolone that is pefloxacin in which the ethyl group at position 1 of the quinolone has been replaced by a p-fluorophenyl group.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.
Last Modified24 March 2016
DownloadsMolfile
FormulaC21H19F2N3O3
Net Charge0
Average Mass399.397
Monoisotopic Mass399.13945
SMILESCN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3-c2ccc(F)cc2)CC1
InChIInChI=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)
InChIKeyNOCJXYPHIIZEHN-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Mycoplasma genitalium (ncbitaxon:2097) - PubMed (22817898) Inhibits topoisomerase II/DNA gyrase and topoisomerase IV
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
Mycoplasma genitalium metabolite  Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
antibacterial drug  A drug used to treat or prevent bacterial infections.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
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  Source
difloxacineWHO MedNet
difloxacinWHO MedNet
difloxacinoWHO MedNet
difloxacinumWHO MedNet
Synonym  Source
6-fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acidChemIDplus
Manual XrefsDatabases
C11234KEGG COMPOUND
D07828KEGG DRUG
DifloxacinWikipedia
EP131839Patent
US4730000Patent
1841VSDB
Registry NumbersSources
Reaxys:5835542Reaxys
CAS:98106-17-3KEGG COMPOUND
CAS:98106-17-3ChemIDplus
Citations