CHEBI:77788 - temafloxacin

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ChEBI Name temafloxacin
ChEBI ID CHEBI:77788
Definition A racemate comprising equimolar amounts of (R)- and (S)-temafloxacin. Both enantiomers both exhibit similar pharmacological profiles. Temafloxacin was briefly used (either as the free base or as the hydrochloride salt) as an antibacterial drug but was withdrawn worldwide in 1992 following reports of serious side effects, including severe hypoglycaemia, haemolytic anaemia, liver and kidney dysfunction, anaphylaxis, and death.
Stars This entity has been manually annotated by the ChEBI Team.
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Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via fluoroquinolone antibiotic )
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing temafloxacin (CHEBI:77788) has part (R)-temafloxacin (CHEBI:77794)
temafloxacin (CHEBI:77788) has part (S)-temafloxacin (CHEBI:77795)
temafloxacin (CHEBI:77788) has role antibacterial drug (CHEBI:36047)
temafloxacin (CHEBI:77788) has role antiinfective agent (CHEBI:35441)
temafloxacin (CHEBI:77788) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
temafloxacin (CHEBI:77788) is a fluoroquinolone antibiotic (CHEBI:87211)
temafloxacin (CHEBI:77788) is a racemate (CHEBI:60911)
IUPAC Name
rac-1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
INNs Sources
temafloxacin WHO MedNet
témafloxacine WHO MedNet
temafloxacino WHO MedNet
temafloxacinum WHO MedNet
Synonyms Sources
(±)-1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ChEBI
(±)-temafloxacin ChEBI
A 62254 ChemIDplus
rac-temafloxacin ChEBI
T 1258 ChemIDplus
Database Links Databases
DB01405 DrugBank
EP131839 Patent
Temafloxacin Wikipedia
US4730000 Patent
View more database links
Registry Numbers Types Sources
108319-06-8 CAS Registry Number ChemIDplus
4301726 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1318680 PubMed citation Europe PMC
1319872 PubMed citation Europe PMC
1662889 PubMed citation Europe PMC
1662893 PubMed citation Europe PMC
1662895 PubMed citation Europe PMC
1666497 PubMed citation Europe PMC
1846917 PubMed citation Europe PMC
Last Modified
22 February 2017