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CHEBI:77788 - temafloxacin
| ChEBI ID | CHEBI:77788 |
| ChEBI Name | temafloxacin |
| Stars | |
| 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 Temafloxacin was briefly used (either as the free base or as the hydrochloride salt) as an antibacterial drug but was withdrawn worldwide in 1992 following reports of serious side effects, including severe hypoglycaemia, haemolytic anaemia, liver and kidney dysfunction, anaphylaxis, and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. |
| Last Modified | 22 February 2017 |
| Submitter | Gareth Owen |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | 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. 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. |
| Applications: | antiinfective agent A substance used in the prophylaxis or therapy of infectious diseases. antibacterial drug A drug used to treat or prevent bacterial infections. |
| ChEBI Ontology |
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| Outgoing Relation(s) |
| 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 |
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| rac-1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid |
| INNs | Source |
|---|---|
| temafloxacin | WHO MedNet |
| témafloxacine | WHO MedNet |
| temafloxacino | WHO MedNet |
| temafloxacinum | WHO MedNet |
| Synonyms | Source |
|---|---|
| (±)-1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | ChEBI |
| A 62254 | ChemIDplus |
| rac-temafloxacin | ChEBI |
| T 1258 | ChemIDplus |
| (±)-temafloxacin | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| DB01405 | DrugBank |
| EP131839 | Patent |
| Temafloxacin | Wikipedia |
| US4730000 | Patent |
| Registry Numbers | Sources |
|---|---|
| Reaxys:4301726 | Reaxys |
| CAS:108319-06-8 | ChemIDplus |
| Citations |
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