difloxacin (CHEBI:4537)

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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Definition	A quinolone that is pefloxacin in which the ethyl group at position 1 of the quinolone has been replaced by a p-fluorophenyl group.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.

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Formula

C21H19F2N3O3

Net Charge

Average Mass

399.391

Monoisotopic Mass

399.13945

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.

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

Synonym	Source
6-fluoro-1-(4-fluorophenyl)-7-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid	ChemIDplus

Last Modified

24 March 2016