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Identification
NameTemafloxacin
Accession NumberDB01405
TypeSmall Molecule
GroupsWithdrawn
DescriptionTemafloxacin is a fluoroquinolone antibiotic drug which was withdrawn from sale in the U.S. shortly after its approval in 1992 because of serious adverse reactions resulting in three deaths. [Wikipedia]
Structure
Thumb
Synonyms
Temafloxacina
Temafloxacine
Temafloxacinum
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
OmnifloxNot Available
Brand mixturesNot Available
Salts
Name/CASStructureProperties
Temafloxacin hydrochloride
Thumb
  • InChI Key: QKDHBVNJCZBTMR-UHFFFAOYNA-N
  • Monoisotopic Mass: 417.130026072
  • Average Mass: 417.3811
DBSALT000794
Categories
UNII1WZ12GTT67
CAS number108319-06-8
WeightAverage: 417.3811
Monoisotopic: 417.130026072
Chemical FormulaC21H18F3N3O3
InChI KeyQKDHBVNJCZBTMR-UHFFFAOYSA-N
InChI
InChI=1S/C21H18F3N3O3/c1-11-9-26(5-4-25-11)19-8-18-13(7-16(19)24)20(28)14(21(29)30)10-27(18)17-3-2-12(22)6-15(17)23/h2-3,6-8,10-11,25H,4-5,9H2,1H3,(H,29,30)
IUPAC Name
1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
SMILES
CC1CN(CCN1)C1=C(F)C=C2C(=O)C(=CN(C2=C1)C1=C(F)C=C(F)C=C1)C(O)=O
Pharmacology
IndicationFor the treatment of lower respiratory tract infections, genital and urinary infections like prostatitis, and skin infections.
Structured Indications Not Available
PharmacodynamicsTemafloxacin (marketed by Abbott Laboratories as Omniflox), is a fluoroquinolone antibiotic drug which was withdrawn from sale in the U.S. shortly after its approval in 1992 because of serious adverse reactions resulting in three deaths. Flouroquinolones such as lomefloxacin possess excellent activity against gram-negative aerobic bacteria such as E.coli and Neisseria gonorrhoea as well as gram-positive bacteria including S. pneumoniae and Staphylococcus aureus. They also posses effective activity against shigella, salmonella, campylobacter, gonococcal organisms, and multi drug resistant pseudomonas and enterobacter.
Mechanism of actionThe bactericidal action of temafloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.
TargetKindPharmacological actionActionsOrganismUniProt ID
DNA gyrase subunit AProteinyes
inhibitor
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)P43700 details
DNA topoisomerase 4 subunit AProteinyes
inhibitor
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)P43702 details
Related Articles
AbsorptionStudies in healthy volunteers indicate that the average bioavailability of temafloxacin exceeds 90%, with little intersubject variability.
Volume of distributionNot Available
Protein bindingNot Available
Metabolism

Hepatic.

Route of eliminationNot Available
Half lifeApproximately 8 hours in patients with normal renal function.
ClearanceNot Available
ToxicitySevere adverse reactions, including allergic reactions and hemolytic anemia, developed in about fifty patients during the first four months of its use, leading to three patient deaths
Affected organisms
  • Enteric bacteria and other eubacteria
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
16-BromoepiandrosteroneThe risk or severity of adverse effects can be increased when 16-Bromoepiandrosterone is combined with Temafloxacin.Investigational
19-norandrostenedioneThe risk or severity of adverse effects can be increased when 19-norandrostenedione is combined with Temafloxacin.Experimental, Illicit
4-AndrostenedioneThe risk or severity of adverse effects can be increased when 4-Androstenedione is combined with Temafloxacin.Experimental, Illicit
5-androstenedioneThe risk or severity of adverse effects can be increased when 5-androstenedione is combined with Temafloxacin.Experimental, Illicit
AbirateroneThe serum concentration of Temafloxacin can be increased when it is combined with Abiraterone.Approved
AcarboseTemafloxacin may increase the hypoglycemic activities of Acarbose.Approved, Investigational
AceclofenacAceclofenac may increase the neuroexcitatory activities of Temafloxacin.Approved
AcenocoumarolTemafloxacin may increase the anticoagulant activities of Acenocoumarol.Approved
AcetovanilloneAcetovanillone may increase the neuroexcitatory activities of Temafloxacin.Investigational
AcetyldigitoxinAcetyldigitoxin may decrease the cardiotoxic activities of Temafloxacin.Approved
Acetylsalicylic acidAcetylsalicylic acid may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
AdapaleneAdapalene may increase the neuroexcitatory activities of Temafloxacin.Approved
AlbiglutideTemafloxacin may increase the hypoglycemic activities of Albiglutide.Approved
AlclometasoneThe risk or severity of adverse effects can be increased when Alclometasone is combined with Temafloxacin.Approved
AldosteroneThe risk or severity of adverse effects can be increased when Aldosterone is combined with Temafloxacin.Experimental
AlogliptinTemafloxacin may increase the hypoglycemic activities of Alogliptin.Approved
Aluminum hydroxideAluminum hydroxide can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Aluminum phosphateAluminum phosphate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Ambroxol acefyllinateThe metabolism of Ambroxol acefyllinate can be decreased when combined with Temafloxacin.Experimental
AmcinonideThe risk or severity of adverse effects can be increased when Amcinonide is combined with Temafloxacin.Approved
AminophyllineThe metabolism of Aminophylline can be decreased when combined with Temafloxacin.Approved
AnecortaveThe risk or severity of adverse effects can be increased when Anecortave is combined with Temafloxacin.Investigational
AnisodamineAnisodamine may increase the neuroexcitatory activities of Temafloxacin.Investigational
AntipyrineAntipyrine may increase the neuroexcitatory activities of Temafloxacin.Approved
AnvirzelAnvirzel may decrease the cardiotoxic activities of Temafloxacin.Investigational
ApremilastApremilast may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
AzapropazoneAzapropazone may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
AzelastineAzelastine may increase the neuroexcitatory activities of Temafloxacin.Approved
AzithromycinThe metabolism of Temafloxacin can be decreased when combined with Azithromycin.Approved
BalsalazideBalsalazide may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
BcgThe therapeutic efficacy of Bcg can be decreased when used in combination with Temafloxacin.Investigational
BeclomethasoneThe risk or severity of adverse effects can be increased when Beclomethasone is combined with Temafloxacin.Investigational
Beclomethasone dipropionateThe risk or severity of adverse effects can be increased when Beclomethasone dipropionate is combined with Temafloxacin.Approved, Investigational
BenoxaprofenBenoxaprofen may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
BetamethasoneThe risk or severity of adverse effects can be increased when Betamethasone is combined with Temafloxacin.Approved, Vet Approved
Betulinic AcidBetulinic Acid may increase the neuroexcitatory activities of Temafloxacin.Investigational
BevacizumabBevacizumab may increase the cardiotoxic activities of Temafloxacin.Approved, Investigational
Bismuth SubcitrateBismuth Subcitrate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
BortezomibThe metabolism of Temafloxacin can be decreased when combined with Bortezomib.Approved, Investigational
BromfenacBromfenac may increase the neuroexcitatory activities of Temafloxacin.Approved
BromocriptineTemafloxacin may increase the hypoglycemic activities of Bromocriptine.Approved, Investigational
BucillamineBucillamine may increase the neuroexcitatory activities of Temafloxacin.Investigational
BudesonideThe risk or severity of adverse effects can be increased when Budesonide is combined with Temafloxacin.Approved
CabazitaxelThe risk or severity of adverse effects can be increased when Cabazitaxel is combined with Temafloxacin.Approved
CaffeineThe metabolism of Temafloxacin can be decreased when combined with Caffeine.Approved
CalciumCalcium can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Nutraceutical
Calcium AcetateCalcium Acetate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Calcium carbonateCalcium carbonate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Calcium ChlorideCalcium Chloride can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Calcium citrateCalcium citrate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Calcium glubionateCalcium glubionate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Calcium GluceptateCalcium Gluceptate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Calcium gluconateCalcium gluconate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved, Vet Approved
CanagliflozinTemafloxacin may increase the hypoglycemic activities of Canagliflozin.Approved
CarbamazepineThe metabolism of Temafloxacin can be increased when combined with Carbamazepine.Approved, Investigational
CarprofenCarprofen may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved, Withdrawn
CastanospermineCastanospermine may increase the neuroexcitatory activities of Temafloxacin.Experimental
CelecoxibCelecoxib may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
ChloroquineChloroquine may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
ChlorpropamideTemafloxacin may increase the hypoglycemic activities of Chlorpropamide.Approved
CiclesonideThe risk or severity of adverse effects can be increased when Ciclesonide is combined with Temafloxacin.Approved, Investigational
CitalopramThe metabolism of Temafloxacin can be decreased when combined with Citalopram.Approved
ClobetasolThe risk or severity of adverse effects can be increased when Clobetasol is combined with Temafloxacin.Investigational
Clobetasol propionateThe risk or severity of adverse effects can be increased when Clobetasol propionate is combined with Temafloxacin.Approved
ClocortoloneThe risk or severity of adverse effects can be increased when Clocortolone is combined with Temafloxacin.Approved
ClonixinClonixin may increase the neuroexcitatory activities of Temafloxacin.Approved
ClotrimazoleThe metabolism of Temafloxacin can be decreased when combined with Clotrimazole.Approved, Vet Approved
Cortisone acetateThe risk or severity of adverse effects can be increased when Cortisone acetate is combined with Temafloxacin.Approved
CurcuminCurcumin may increase the neuroexcitatory activities of Temafloxacin.Investigational
CyclophosphamideCyclophosphamide may increase the cardiotoxic activities of Temafloxacin.Approved, Investigational
Cyproterone acetateThe serum concentration of Temafloxacin can be decreased when it is combined with Cyproterone acetate.Approved, Investigational
D-LimoneneD-Limonene may increase the neuroexcitatory activities of Temafloxacin.Investigational
DapagliflozinTemafloxacin may increase the hypoglycemic activities of Dapagliflozin.Approved
DeferasiroxThe serum concentration of Temafloxacin can be increased when it is combined with Deferasirox.Approved, Investigational
dehydroepiandrosterone sulfateThe risk or severity of adverse effects can be increased when dehydroepiandrosterone sulfate is combined with Temafloxacin.Investigational
DeslanosideDeslanoside may decrease the cardiotoxic activities of Temafloxacin.Approved
DesoximetasoneThe risk or severity of adverse effects can be increased when Desoximetasone is combined with Temafloxacin.Approved
Desoxycorticosterone acetateThe risk or severity of adverse effects can be increased when Desoxycorticosterone acetate is combined with Temafloxacin.Approved
Desoxycorticosterone PivalateThe risk or severity of adverse effects can be increased when Desoxycorticosterone Pivalate is combined with Temafloxacin.Experimental, Vet Approved
DexamethasoneThe risk or severity of adverse effects can be increased when Dexamethasone is combined with Temafloxacin.Approved, Investigational, Vet Approved
Dexamethasone isonicotinateThe risk or severity of adverse effects can be increased when Dexamethasone isonicotinate is combined with Temafloxacin.Vet Approved
DiclofenacDiclofenac may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
DicoumarolTemafloxacin may increase the anticoagulant activities of Dicoumarol.Approved
DidanosineThe serum concentration of Didanosine can be decreased when it is combined with Temafloxacin.Approved
DiflorasoneThe risk or severity of adverse effects can be increased when Diflorasone is combined with Temafloxacin.Approved
DiflunisalDiflunisal may increase the neuroexcitatory activities of Temafloxacin.Approved
DifluocortoloneThe risk or severity of adverse effects can be increased when Difluocortolone is combined with Temafloxacin.Approved
DifluprednateThe risk or severity of adverse effects can be increased when Difluprednate is combined with Temafloxacin.Approved
DigitoxinDigitoxin may decrease the cardiotoxic activities of Temafloxacin.Approved
DigoxinDigoxin may decrease the cardiotoxic activities of Temafloxacin.Approved
DisopyramideTemafloxacin may increase the hypoglycemic activities of Disopyramide.Approved
DocetaxelThe risk or severity of adverse effects can be increased when Docetaxel is combined with Temafloxacin.Approved, Investigational
DroxicamDroxicam may increase the neuroexcitatory activities of Temafloxacin.Approved
DulaglutideTemafloxacin may increase the hypoglycemic activities of Dulaglutide.Approved
DuvelisibDuvelisib may increase the neuroexcitatory activities of Temafloxacin.Investigational
DyphyllineThe metabolism of Dyphylline can be decreased when combined with Temafloxacin.Approved
E6201E6201 may increase the neuroexcitatory activities of Temafloxacin.Investigational
EbselenEbselen may increase the neuroexcitatory activities of Temafloxacin.Investigational
EmpagliflozinTemafloxacin may increase the hypoglycemic activities of Empagliflozin.Approved
EpirizoleEpirizole may increase the neuroexcitatory activities of Temafloxacin.Approved
EquileninThe risk or severity of adverse effects can be increased when Equilenin is combined with Temafloxacin.Experimental
EquilinThe risk or severity of adverse effects can be increased when Equilin is combined with Temafloxacin.Approved
EstroneThe risk or severity of adverse effects can be increased when Estrone is combined with Temafloxacin.Approved
Estrone sulfateThe risk or severity of adverse effects can be increased when Estrone sulfate is combined with Temafloxacin.Approved
EtanerceptEtanercept may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
Ethyl biscoumacetateTemafloxacin may increase the anticoagulant activities of Ethyl biscoumacetate.Withdrawn
EtodolacEtodolac may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational, Vet Approved
EtofenamateEtofenamate may increase the neuroexcitatory activities of Temafloxacin.Approved
EtoricoxibEtoricoxib may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
Evening primrose oilEvening primrose oil may increase the neuroexcitatory activities of Temafloxacin.Approved
ExenatideTemafloxacin may increase the hypoglycemic activities of Exenatide.Approved, Investigational
exisulindexisulind may increase the neuroexcitatory activities of Temafloxacin.Investigational
FenbufenFenbufen may increase the neuroexcitatory activities of Temafloxacin.Approved
FenoprofenFenoprofen may increase the neuroexcitatory activities of Temafloxacin.Approved
Ferric CarboxymaltoseThe serum concentration of Temafloxacin can be decreased when it is combined with Ferric Carboxymaltose.Approved
Ferric CitrateThe serum concentration of Temafloxacin can be decreased when it is combined with Ferric Citrate.Approved
Ferric pyrophosphateThe serum concentration of Temafloxacin can be decreased when it is combined with Ferric pyrophosphate.Approved
FloctafenineFloctafenine may increase the neuroexcitatory activities of Temafloxacin.Approved, Withdrawn
fluasteroneThe risk or severity of adverse effects can be increased when fluasterone is combined with Temafloxacin.Investigational
FludrocortisoneThe risk or severity of adverse effects can be increased when Fludrocortisone is combined with Temafloxacin.Approved
FluindioneTemafloxacin may increase the anticoagulant activities of Fluindione.Investigational
FlumethasoneThe risk or severity of adverse effects can be increased when Flumethasone is combined with Temafloxacin.Approved, Vet Approved
FlunisolideThe risk or severity of adverse effects can be increased when Flunisolide is combined with Temafloxacin.Approved, Investigational
FlunixinFlunixin may increase the neuroexcitatory activities of Temafloxacin.Vet Approved
Fluocinolone AcetonideThe risk or severity of adverse effects can be increased when Fluocinolone Acetonide is combined with Temafloxacin.Approved, Investigational, Vet Approved
FluocinonideThe risk or severity of adverse effects can be increased when Fluocinonide is combined with Temafloxacin.Approved, Investigational
FluocortoloneThe risk or severity of adverse effects can be increased when Fluocortolone is combined with Temafloxacin.Approved, Withdrawn
FluorometholoneThe risk or severity of adverse effects can be increased when Fluorometholone is combined with Temafloxacin.Approved
FluprednideneThe risk or severity of adverse effects can be increased when Fluprednidene is combined with Temafloxacin.Approved, Withdrawn
FluprednisoloneThe risk or severity of adverse effects can be increased when Fluprednisolone is combined with Temafloxacin.Approved
FlurandrenolideThe risk or severity of adverse effects can be increased when Flurandrenolide is combined with Temafloxacin.Approved
FlurbiprofenFlurbiprofen may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
Fluticasone furoateThe risk or severity of adverse effects can be increased when Fluticasone furoate is combined with Temafloxacin.Approved
Fluticasone PropionateThe risk or severity of adverse effects can be increased when Fluticasone Propionate is combined with Temafloxacin.Approved
FluvoxamineThe metabolism of Temafloxacin can be decreased when combined with Fluvoxamine.Approved, Investigational
FormestaneThe risk or severity of adverse effects can be increased when Formestane is combined with Temafloxacin.Approved, Investigational, Withdrawn
GliclazideTemafloxacin may increase the hypoglycemic activities of Gliclazide.Approved
GlimepirideTemafloxacin may increase the hypoglycemic activities of Glimepiride.Approved
GlipizideTemafloxacin may increase the hypoglycemic activities of Glipizide.Approved
GlyburideTemafloxacin may increase the hypoglycemic activities of Glyburide.Approved
HE3286The risk or severity of adverse effects can be increased when HE3286 is combined with Temafloxacin.Investigational
HigenamineHigenamine may increase the neuroexcitatory activities of Temafloxacin.Investigational
HMPL-004HMPL-004 may increase the neuroexcitatory activities of Temafloxacin.Investigational
HydrocortisoneThe risk or severity of adverse effects can be increased when Hydrocortisone is combined with Temafloxacin.Approved, Vet Approved
IbuprofenIbuprofen may increase the neuroexcitatory activities of Temafloxacin.Approved
IbuproxamIbuproxam may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
IcatibantIcatibant may increase the neuroexcitatory activities of Temafloxacin.Approved
IndomethacinIndomethacin may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
IndoprofenIndoprofen may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
Insulin AspartTemafloxacin may increase the hypoglycemic activities of Insulin Aspart.Approved
Insulin DetemirTemafloxacin may increase the hypoglycemic activities of Insulin Detemir.Approved
Insulin GlargineTemafloxacin may increase the hypoglycemic activities of Insulin Glargine.Approved
Insulin GlulisineTemafloxacin may increase the hypoglycemic activities of Insulin Glulisine.Approved
Insulin HumanTemafloxacin may increase the hypoglycemic activities of Insulin Human.Approved, Investigational
Insulin LisproTemafloxacin may increase the hypoglycemic activities of Insulin Lispro.Approved
IronThe serum concentration of Temafloxacin can be decreased when it is combined with Iron.Approved
Iron DextranThe serum concentration of Temafloxacin can be decreased when it is combined with Iron Dextran.Approved, Vet Approved
Iron saccharateThe serum concentration of Temafloxacin can be decreased when it is combined with Iron saccharate.Approved
IsoxicamIsoxicam may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
IstaroximeThe risk or severity of adverse effects can be increased when Istaroxime is combined with Temafloxacin.Investigational
KebuzoneKebuzone may increase the neuroexcitatory activities of Temafloxacin.Experimental
KetoprofenKetoprofen may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
KetorolacKetorolac may increase the neuroexcitatory activities of Temafloxacin.Approved
LanreotideTemafloxacin may increase the hypoglycemic activities of Lanreotide.Approved
Lanthanum carbonateThe serum concentration of Temafloxacin can be decreased when it is combined with Lanthanum carbonate.Approved
LeflunomideLeflunomide may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
LidocaineThe metabolism of Temafloxacin can be decreased when combined with Lidocaine.Approved, Vet Approved
LiraglutideTemafloxacin may increase the hypoglycemic activities of Liraglutide.Approved
LisofyllineLisofylline may increase the neuroexcitatory activities of Temafloxacin.Investigational
LornoxicamLornoxicam may increase the neuroexcitatory activities of Temafloxacin.Approved
LoxoprofenLoxoprofen may increase the neuroexcitatory activities of Temafloxacin.Approved
LumiracoxibLumiracoxib may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
MagaldrateMagaldrate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Withdrawn
Magnesium carbonateMagnesium carbonate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Magnesium hydroxideMagnesium hydroxide can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Magnesium oxideMagnesium oxide can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Magnesium salicylateThe serum concentration of Temafloxacin can be decreased when it is combined with Magnesium salicylate.Approved
Magnesium SulfateThe serum concentration of Temafloxacin can be decreased when it is combined with Magnesium Sulfate.Approved, Vet Approved
Magnesium TrisilicateMagnesium Trisilicate can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
MasoprocolMasoprocol may increase the neuroexcitatory activities of Temafloxacin.Approved
ME-609The risk or severity of adverse effects can be increased when ME-609 is combined with Temafloxacin.Investigational
MecaserminTemafloxacin may increase the hypoglycemic activities of Mecasermin.Approved, Investigational
Meclofenamic acidMeclofenamic acid may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
MedrysoneThe risk or severity of adverse effects can be increased when Medrysone is combined with Temafloxacin.Approved
Mefenamic acidMefenamic acid may increase the neuroexcitatory activities of Temafloxacin.Approved
MelengestrolThe risk or severity of adverse effects can be increased when Melengestrol is combined with Temafloxacin.Vet Approved
MeloxicamMeloxicam may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
MesalazineMesalazine may increase the neuroexcitatory activities of Temafloxacin.Approved
MetamizoleMetamizole may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
MetforminTemafloxacin may increase the hypoglycemic activities of Metformin.Approved
MethylprednisoloneThe risk or severity of adverse effects can be increased when Methylprednisolone is combined with Temafloxacin.Approved, Vet Approved
MexiletineThe metabolism of Temafloxacin can be decreased when combined with Mexiletine.Approved
MifepristoneTemafloxacin may increase the hypoglycemic activities of Mifepristone.Approved, Investigational
MiglitolTemafloxacin may increase the hypoglycemic activities of Miglitol.Approved
MizoribineMizoribine may increase the neuroexcitatory activities of Temafloxacin.Investigational
MometasoneThe risk or severity of adverse effects can be increased when Mometasone is combined with Temafloxacin.Approved, Vet Approved
Mycophenolate mofetilMycophenolate mofetil may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
Mycophenolic acidThe serum concentration of Mycophenolic acid can be decreased when it is combined with Temafloxacin.Approved
NabumetoneNabumetone may increase the neuroexcitatory activities of Temafloxacin.Approved
NafamostatNafamostat may increase the neuroexcitatory activities of Temafloxacin.Investigational
NaftifineNaftifine may increase the neuroexcitatory activities of Temafloxacin.Approved
NaproxenNaproxen may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
NateglinideTemafloxacin may increase the hypoglycemic activities of Nateglinide.Approved, Investigational
NCX 1022The risk or severity of adverse effects can be increased when NCX 1022 is combined with Temafloxacin.Investigational
NCX 4016NCX 4016 may increase the neuroexcitatory activities of Temafloxacin.Investigational
NepafenacNepafenac may increase the neuroexcitatory activities of Temafloxacin.Approved
NevirapineThe metabolism of Temafloxacin can be decreased when combined with Nevirapine.Approved
Niflumic AcidNiflumic Acid may increase the neuroexcitatory activities of Temafloxacin.Approved
NimesulideNimesulide may increase the neuroexcitatory activities of Temafloxacin.Approved, Withdrawn
NitroaspirinNitroaspirin may increase the neuroexcitatory activities of Temafloxacin.Investigational
OctreotideTemafloxacin may increase the hypoglycemic activities of Octreotide.Approved, Investigational
Oleoyl estroneThe risk or severity of adverse effects can be increased when Oleoyl estrone is combined with Temafloxacin.Investigational
OlopatadineOlopatadine may increase the neuroexcitatory activities of Temafloxacin.Approved
OlsalazineOlsalazine may increase the neuroexcitatory activities of Temafloxacin.Approved
OrgoteinOrgotein may increase the neuroexcitatory activities of Temafloxacin.Vet Approved
OsimertinibThe serum concentration of Temafloxacin can be decreased when it is combined with Osimertinib.Approved
OuabainOuabain may decrease the cardiotoxic activities of Temafloxacin.Approved
OxaprozinOxaprozin may increase the neuroexcitatory activities of Temafloxacin.Approved
OxyphenbutazoneOxyphenbutazone may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
PaclitaxelThe risk or severity of adverse effects can be increased when Paclitaxel is combined with Temafloxacin.Approved, Vet Approved
ParamethasoneThe risk or severity of adverse effects can be increased when Paramethasone is combined with Temafloxacin.Approved
ParecoxibParecoxib may increase the neuroexcitatory activities of Temafloxacin.Approved
PasireotideTemafloxacin may increase the hypoglycemic activities of Pasireotide.Approved
Peginterferon alfa-2bThe serum concentration of Temafloxacin can be increased when it is combined with Peginterferon alfa-2b.Approved
PentamidineTemafloxacin may increase the hypoglycemic activities of Pentamidine.Approved
PhenindioneTemafloxacin may increase the anticoagulant activities of Phenindione.Approved
PhenobarbitalThe metabolism of Temafloxacin can be increased when combined with Phenobarbital.Approved
PhenprocoumonTemafloxacin may increase the anticoagulant activities of Phenprocoumon.Approved
PhenylbutazonePhenylbutazone may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
Picosulfuric acidThe therapeutic efficacy of Picosulfuric acid can be decreased when used in combination with Temafloxacin.Approved
PimecrolimusPimecrolimus may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
PioglitazoneTemafloxacin may increase the hypoglycemic activities of Pioglitazone.Approved, Investigational
PirfenidonePirfenidone may increase the neuroexcitatory activities of Temafloxacin.Investigational
PiroxicamPiroxicam may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
PramlintideTemafloxacin may increase the hypoglycemic activities of Pramlintide.Approved, Investigational
PrasteroneThe risk or severity of adverse effects can be increased when Prasterone is combined with Temafloxacin.Approved, Nutraceutical
PrednicarbateThe risk or severity of adverse effects can be increased when Prednicarbate is combined with Temafloxacin.Approved
PrednisoloneThe risk or severity of adverse effects can be increased when Prednisolone is combined with Temafloxacin.Approved, Vet Approved
PrednisoneThe risk or severity of adverse effects can be increased when Prednisone is combined with Temafloxacin.Approved, Vet Approved
PregnenoloneThe risk or severity of adverse effects can be increased when Pregnenolone is combined with Temafloxacin.Experimental
PrimidoneThe metabolism of Temafloxacin can be increased when combined with Primidone.Approved, Vet Approved
ProbenecidThe serum concentration of Temafloxacin can be increased when it is combined with Probenecid.Approved
PropacetamolPropacetamol may increase the neuroexcitatory activities of Temafloxacin.Approved
PTC299PTC299 may increase the neuroexcitatory activities of Temafloxacin.Investigational
QuinaprilThe serum concentration of Temafloxacin can be decreased when it is combined with Quinapril.Approved, Investigational
QuinineTemafloxacin may increase the hypoglycemic activities of Quinine.Approved
RepaglinideTemafloxacin may increase the hypoglycemic activities of Repaglinide.Approved, Investigational
ResveratrolResveratrol may increase the neuroexcitatory activities of Temafloxacin.Experimental, Investigational
RifampicinThe metabolism of Temafloxacin can be increased when combined with Rifampicin.Approved
RimexoloneThe risk or severity of adverse effects can be increased when Rimexolone is combined with Temafloxacin.Approved
RofecoxibRofecoxib may increase the neuroexcitatory activities of Temafloxacin.Investigational, Withdrawn
RopiniroleThe metabolism of Temafloxacin can be decreased when combined with Ropinirole.Approved, Investigational
RosiglitazoneTemafloxacin may increase the hypoglycemic activities of Rosiglitazone.Approved, Investigational
SalicylamideSalicylamide may increase the neuroexcitatory activities of Temafloxacin.Approved
Salicylic acidSalicylic acid may increase the neuroexcitatory activities of Temafloxacin.Approved, Vet Approved
SalsalateSalsalate may increase the neuroexcitatory activities of Temafloxacin.Approved
SaxagliptinTemafloxacin may increase the hypoglycemic activities of Saxagliptin.Approved
SeratrodastSeratrodast may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
SevelamerSevelamer can cause a decrease in the absorption of Temafloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
SimeprevirThe metabolism of Temafloxacin can be decreased when combined with Simeprevir.Approved
SitagliptinTemafloxacin may increase the hypoglycemic activities of Sitagliptin.Approved, Investigational
SRT501SRT501 may increase the neuroexcitatory activities of Temafloxacin.Investigational
Strontium ranelateThe serum concentration of Temafloxacin can be decreased when it is combined with Strontium ranelate.Approved
SucralfateThe serum concentration of Temafloxacin can be decreased when it is combined with Sucralfate.Approved
SulfadiazineTemafloxacin may increase the hypoglycemic activities of Sulfadiazine.Approved, Vet Approved
SulfamethoxazoleTemafloxacin may increase the hypoglycemic activities of Sulfamethoxazole.Approved
SulfasalazineSulfasalazine may increase the neuroexcitatory activities of Temafloxacin.Approved
SulfisoxazoleTemafloxacin may increase the hypoglycemic activities of Sulfisoxazole.Approved, Vet Approved
SulindacSulindac may increase the neuroexcitatory activities of Temafloxacin.Approved
SunitinibTemafloxacin may increase the hypoglycemic activities of Sunitinib.Approved, Investigational
SuprofenSuprofen may increase the neuroexcitatory activities of Temafloxacin.Approved, Withdrawn
TenofovirThe metabolism of Temafloxacin can be decreased when combined with Tenofovir.Approved, Investigational
TenoxicamTenoxicam may increase the neuroexcitatory activities of Temafloxacin.Approved
TepoxalinTepoxalin may increase the neuroexcitatory activities of Temafloxacin.Vet Approved
TeriflunomideThe serum concentration of Temafloxacin can be decreased when it is combined with Teriflunomide.Approved
TheophyllineThe metabolism of Theophylline can be decreased when combined with Temafloxacin.Approved
Tiaprofenic acidTiaprofenic acid may increase the neuroexcitatory activities of Temafloxacin.Approved
TiclopidineThe metabolism of Temafloxacin can be decreased when combined with Ticlopidine.Approved
TinoridineTinoridine may increase the neuroexcitatory activities of Temafloxacin.Investigational
TixocortolThe risk or severity of adverse effects can be increased when Tixocortol is combined with Temafloxacin.Approved
TolazamideTemafloxacin may increase the hypoglycemic activities of Tolazamide.Approved
TolbutamideTemafloxacin may increase the hypoglycemic activities of Tolbutamide.Approved
Tolfenamic AcidTolfenamic Acid may increase the neuroexcitatory activities of Temafloxacin.Approved
TolmetinTolmetin may increase the neuroexcitatory activities of Temafloxacin.Approved
TranilastTranilast may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational
TrastuzumabTrastuzumab may increase the cardiotoxic activities of Temafloxacin.Approved, Investigational
TriamcinoloneThe risk or severity of adverse effects can be increased when Triamcinolone is combined with Temafloxacin.Approved, Vet Approved
Trisalicylate-cholineTrisalicylate-choline may increase the neuroexcitatory activities of Temafloxacin.Approved
ValdecoxibValdecoxib may increase the neuroexcitatory activities of Temafloxacin.Investigational, Withdrawn
VareniclineThe serum concentration of Varenicline can be increased when it is combined with Temafloxacin.Approved, Investigational
VemurafenibThe serum concentration of Temafloxacin can be increased when it is combined with Vemurafenib.Approved
WarfarinTemafloxacin may increase the anticoagulant activities of Warfarin.Approved
ZaltoprofenZaltoprofen may increase the neuroexcitatory activities of Temafloxacin.Approved
ZileutonZileuton may increase the neuroexcitatory activities of Temafloxacin.Approved, Investigational, Withdrawn
ZomepiracZomepirac may increase the neuroexcitatory activities of Temafloxacin.Withdrawn
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesJ01MA05
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9914
Blood Brain Barrier-0.9863
Caco-2 permeable-0.7526
P-glycoprotein substrateSubstrate0.8741
P-glycoprotein inhibitor INon-inhibitor0.8985
P-glycoprotein inhibitor IINon-inhibitor0.9081
Renal organic cation transporterNon-inhibitor0.7441
CYP450 2C9 substrateNon-substrate0.8128
CYP450 2D6 substrateNon-substrate0.9072
CYP450 3A4 substrateNon-substrate0.7309
CYP450 1A2 substrateNon-inhibitor0.8664
CYP450 2C9 inhibitorNon-inhibitor0.9304
CYP450 2D6 inhibitorNon-inhibitor0.9413
CYP450 2C19 inhibitorNon-inhibitor0.9048
CYP450 3A4 inhibitorNon-inhibitor0.8858
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6993
Ames testAMES toxic0.9067
CarcinogenicityNon-carcinogens0.8318
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.0973 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8332
hERG inhibition (predictor II)Non-inhibitor0.7289
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
logP-0.20BIOBYTE (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.0144 mg/mLALOGPS
logP0.94ALOGPS
logP1.08ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)5.6ChemAxon
pKa (Strongest Basic)8.76ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.88 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity104.53 m3·mol-1ChemAxon
Polarizability39.7 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassPhenylquinolines
Direct ParentPhenylquinolines
Alternative Parents
Substituents
  • Phenylquinoline
  • Quinoline-3-carboxylic acid
  • N-arylpiperazine
  • Fluoroquinolone
  • Dihydroquinolone
  • Aminoquinoline
  • Dihydroquinoline
  • Pyridine carboxylic acid or derivatives
  • Pyridine carboxylic acid
  • Dialkylarylamine
  • Halobenzene
  • Fluorobenzene
  • Benzenoid
  • Pyridine
  • Piperazine
  • 1,4-diazinane
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl fluoride
  • Heteroaromatic compound
  • Vinylogous amide
  • Tertiary amine
  • Azacycle
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Secondary aliphatic amine
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action
yes
Actions
inhibitor
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
DNA gyrase negatively supercoils closed circular double-stranded DNA in an ATP-dependent manner and also catalyzes the interconversion of other topological isomers of double-stranded DNA rings, including catenanes and knotted rings.
Gene Name:
gyrA
Uniprot ID:
P43700
Molecular Weight:
97817.145 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Frank KE, Devasthale PV, Gentry EJ, Ravikumar VT, Keschavarz-Shokri A, Mitscher LA, Nilius A, Shen LL, Shawar R, Baker WR: A simple, inexpensive apparatus for performance of preparative scale solution phase multiple parallel synthesis of drug analogs. II. Biological evaluation of a retrospective library of quinolone antiinfective agents. Comb Chem High Throughput Screen. 1998 Jun;1(2):89-99. [PubMed:10500768 ]
  4. Nakanishi N, Yoshida S, Wakebe H, Inoue M, Yamaguchi T, Mitsuhashi S: Mechanisms of clinical resistance to fluoroquinolones in Staphylococcus aureus. Antimicrob Agents Chemother. 1991 Dec;35(12):2562-7. [PubMed:1667255 ]
  5. Nakanishi N, Yoshida S, Wakebe H, Inoue M, Mitsuhashi S: Mechanisms of clinical resistance to fluoroquinolones in Enterococcus faecalis. Antimicrob Agents Chemother. 1991 Jun;35(6):1053-9. [PubMed:1656852 ]
  6. Appelbaum PC: Mechanisms and frequency of resistance to temafloxacin. Am J Med. 1991 Dec 30;91(6A):27S-30S. [PubMed:1662892 ]
Kind
Protein
Organism
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action
yes
Actions
inhibitor
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
Topoisomerase IV is essential for chromosome segregation. It relaxes supercoiled DNA. Performs the decatenation events required during the replication of a circular DNA molecule.
Gene Name:
parC
Uniprot ID:
P43702
Molecular Weight:
83366.24 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Nakanishi N, Yoshida S, Wakebe H, Inoue M, Yamaguchi T, Mitsuhashi S: Mechanisms of clinical resistance to fluoroquinolones in Staphylococcus aureus. Antimicrob Agents Chemother. 1991 Dec;35(12):2562-7. [PubMed:1667255 ]
  4. Nakanishi N, Yoshida S, Wakebe H, Inoue M, Mitsuhashi S: Mechanisms of clinical resistance to fluoroquinolones in Enterococcus faecalis. Antimicrob Agents Chemother. 1991 Jun;35(6):1053-9. [PubMed:1656852 ]
  5. Appelbaum PC: Mechanisms and frequency of resistance to temafloxacin. Am J Med. 1991 Dec 30;91(6A):27S-30S. [PubMed:1662892 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N...
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular Weight:
58293.76 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
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Drug created on July 13, 2007 14:27 / Updated on August 17, 2016 12:23