You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on DrugBank.
Identification
NamePhenindione
Accession NumberDB00498  (APRD00166)
TypeSmall Molecule
GroupsApproved
DescriptionAn indandione that has been used as an anticoagulant. Phenindione has actions similar to warfarin, but it is now rarely employed because of its higher incidence of severe adverse effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p234)
Structure
Thumb
Synonyms
2-Phenyl-1,3-diketohydrindene
2-Phenyl-1,3-indandione
2-Phenyl-1,3(2H)-indenedione
Fenindiona
Fenindione
Phenindion
Phénindione
Phenindionum
PID
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
DindevanSigma
FenindionSouriree
PhenindioneGoldshield
SoluthrombineCooper
Brand mixturesNot Available
SaltsNot Available
Categories
UNII5M7Y6274ZE
CAS number83-12-5
WeightAverage: 222.2387
Monoisotopic: 222.068079564
Chemical FormulaC15H10O2
InChI KeyInChIKey=NFBAXHOPROOJAW-UHFFFAOYSA-N
InChI
InChI=1S/C15H10O2/c16-14-11-8-4-5-9-12(11)15(17)13(14)10-6-2-1-3-7-10/h1-9,13H
IUPAC Name
2-phenyl-2,3-dihydro-1H-indene-1,3-dione
SMILES
O=C1C(C(=O)C2=CC=CC=C12)C1=CC=CC=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as indanones. These are compounds containing an indane ring bearing a ketone group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassIndanes
Sub ClassIndanones
Direct ParentIndanones
Alternative Parents
Substituents
  • Indanone
  • Indanedione
  • Aryl alkyl ketone
  • Aryl ketone
  • 1,3-diketone
  • 1,3-dicarbonyl compound
  • Monocyclic benzene moiety
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Pharmacology
IndicationFor the treatment of pulmonary embolism, cardiomyopathy, atrial fibrillation and flutter, cerebral embolism, mural thrombosis, and thrombophili. Also used for anticoagulant prophylaxis.
PharmacodynamicsPhenindione thins the blood by antagonizing vitamin K which is required for the production of clotting factors in the liver. Anticoagulants such as Phenindione have no direct effect on an established thrombus, nor do they reverse ischemic tissue damage (damage caused by an inadequate blood supply to an organ or part of the body). However, once a thrombus has occurred, the goal of anticoagulant treatment is to prevent further extension of the formed clot and prevent secondary thromboembolic complications which may result in serious and possibly fatal sequelae. Phenindione has actions similar to warfarin, but it is now rarely employed because of its higer incidence of severe adverse effects.
Mechanism of actionPhenindione inhibits vitamin K reductase, resulting in depletion of the reduced form of vitamin K (vitamin KH2). As vitamin K is a cofactor for the carboxylation of glutamate residues on the N-terminal regions of vitamin K-dependent proteins, this limits the gamma-carboxylation and subsequent activation of the vitamin K-dependent coagulant proteins. The synthesis of vitamin K-dependent coagulation factors II, VII, IX, and X and anticoagulant proteins C and S is inhibited. Depression of three of the four vitamin K-dependent coagulation factors (factors II, VII, and X) results in decreased prothrombin levels and a decrease in the amount of thrombin generated and bound to fibrin. This reduces the thrombogenicity of clots.
Related Articles
AbsorptionAbsorbed slowly from the gastrointestinal tract.
Volume of distributionNot Available
Protein binding88%
Metabolism

Hepatic.

Route of eliminationNot Available
Half life5-10 hours
ClearanceNot Available
ToxicityOral, mouse: LD50 = 175 mg/kg; Oral, rat: LD50 = 163 mg/kg.
Affected organisms
  • Humans and other mammals
Pathways
PathwayCategorySMPDB ID
Phenindione Action PathwayDrug actionSMP00655
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9816
Caco-2 permeable+0.7697
P-glycoprotein substrateNon-substrate0.7593
P-glycoprotein inhibitor INon-inhibitor0.5461
P-glycoprotein inhibitor IINon-inhibitor0.8381
Renal organic cation transporterNon-inhibitor0.833
CYP450 2C9 substrateNon-substrate0.8036
CYP450 2D6 substrateNon-substrate0.9024
CYP450 3A4 substrateNon-substrate0.6947
CYP450 1A2 substrateInhibitor0.9013
CYP450 2C9 inhibitorNon-inhibitor0.5714
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.7715
CYP450 3A4 inhibitorNon-inhibitor0.9141
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.598
Ames testAMES toxic0.7125
CarcinogenicityNon-carcinogens0.88
BiodegradationNot ready biodegradable0.8033
Rat acute toxicity3.1041 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9414
hERG inhibition (predictor II)Non-inhibitor0.9008
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Sanofi aventis us llc
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point150 °CPhysProp
water solubility27 mg/L (at 20 °C)Not Available
logP2.90HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.023 mg/mLALOGPS
logP3.1ALOGPS
logP2.88ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)4.88ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity65.23 m3·mol-1ChemAxon
Polarizability23.24 Å3ChemAxon
Number of Rings3ChemAxon
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
MSMass Spectrum (Electron Ionization)splash10-00di-4690000000-3b0da30c88d7d0ecf339View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
References
Synthesis ReferenceNot Available
General References
  1. Link [Link]
External Links
ATC CodesB01AA02
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSDownload (62.6 KB)
Interactions
Drug Interactions
Drug
AbciximabAbciximab may increase the anticoagulant activities of Phenindione.
AceclofenacAceclofenac may increase the anticoagulant activities of Phenindione.
AcenocoumarolPhenindione may increase the anticoagulant activities of Acenocoumarol.
AcetaminophenAcetaminophen may increase the anticoagulant activities of Phenindione.
AcetohexamideAcetohexamide may increase the anticoagulant activities of Phenindione.
Acetylsalicylic acidAcetylsalicylic acid may increase the anticoagulant activities of Phenindione.
AdapaleneAdapalene may increase the anticoagulant activities of Phenindione.
AllopurinolAllopurinol may increase the anticoagulant activities of Phenindione.
AllylestrenolThe therapeutic efficacy of Phenindione can be decreased when used in combination with Allylestrenol.
AlprostadilAlprostadil may increase the anticoagulant activities of Phenindione.
AlteplaseAlteplase may increase the anticoagulant activities of Phenindione.
AltrenogestThe therapeutic efficacy of Phenindione can be decreased when used in combination with Altrenogest.
ALX-0081ALX-0081 may increase the anticoagulant activities of Phenindione.
AmdinocillinAmdinocillin may increase the anticoagulant activities of Phenindione.
AmineptineAmineptine may increase the anticoagulant activities of Phenindione.
Aminosalicylic AcidAminosalicylic Acid may increase the anticoagulant activities of Phenindione.
AmiodaroneAmiodarone may increase the anticoagulant activities of Phenindione.
AmitriptylineAmitriptyline may increase the anticoagulant activities of Phenindione.
AmobarbitalThe metabolism of Phenindione can be increased when combined with Amobarbital.
AmoxapineAmoxapine may increase the anticoagulant activities of Phenindione.
AmoxicillinAmoxicillin may increase the anticoagulant activities of Phenindione.
AmpicillinAmpicillin may increase the anticoagulant activities of Phenindione.
AnagrelideAnagrelide may increase the anticoagulant activities of Phenindione.
AncrodPhenindione may increase the anticoagulant activities of Ancrod.
AnistreplaseAnistreplase may increase the anticoagulant activities of Phenindione.
AntipyrineAntipyrine may increase the anticoagulant activities of Phenindione.
Antithrombin III humanPhenindione may increase the anticoagulant activities of Antithrombin III human.
ApixabanApixaban may increase the anticoagulant activities of Phenindione.
ApremilastApremilast may increase the anticoagulant activities of Phenindione.
AprotininThe therapeutic efficacy of Phenindione can be decreased when used in combination with Aprotinin.
ArdeparinArdeparin may increase the anticoagulant activities of Phenindione.
ArgatrobanArgatroban may increase the anticoagulant activities of Phenindione.
AstaxanthinAstaxanthin may increase the anticoagulant activities of Phenindione.
AtorvastatinAtorvastatin may increase the anticoagulant activities of Phenindione.
AzapropazoneAzapropazone may increase the anticoagulant activities of Phenindione.
AzathioprineAzathioprine may decrease the anticoagulant activities of Phenindione.
AzelastineAzelastine may increase the anticoagulant activities of Phenindione.
AzlocillinAzlocillin may increase the anticoagulant activities of Phenindione.
BalsalazideBalsalazide may increase the anticoagulant activities of Phenindione.
BarbitalThe metabolism of Phenindione can be increased when combined with Barbital.
BatroxobinBatroxobin may increase the anticoagulant activities of Phenindione.
BazedoxifeneBazedoxifene may decrease the anticoagulant activities of Phenindione.
BecaplerminBecaplermin may increase the anticoagulant activities of Phenindione.
BemiparinBemiparin may increase the anticoagulant activities of Phenindione.
BenoxaprofenBenoxaprofen may increase the anticoagulant activities of Phenindione.
Benzathine benzylpenicillinBenzathine benzylpenicillin may increase the anticoagulant activities of Phenindione.
BenzylpenicillinBenzylpenicillin may increase the anticoagulant activities of Phenindione.
Benzylpenicillin PotassiumBenzylpenicillin Potassium may increase the anticoagulant activities of Phenindione.
BeraprostBeraprost may increase the anticoagulant activities of Phenindione.
BezafibrateBezafibrate may increase the anticoagulant activities of Phenindione.
BicalutamideThe serum concentration of Phenindione can be increased when it is combined with Bicalutamide.
BivalirudinBivalirudin may increase the anticoagulant activities of Phenindione.
BosentanThe metabolism of Phenindione can be increased when combined with Bosentan.
BromfenacBromfenac may increase the anticoagulant activities of Phenindione.
CangrelorCangrelor may increase the anticoagulant activities of Phenindione.
CapecitabineThe serum concentration of Phenindione can be increased when it is combined with Capecitabine.
CarbamazepineThe serum concentration of Phenindione can be decreased when it is combined with Carbamazepine.
CarbenicillinCarbenicillin may increase the anticoagulant activities of Phenindione.
CarbimazoleCarbimazole may decrease the anticoagulant activities of Phenindione.
CarprofenCarprofen may increase the anticoagulant activities of Phenindione.
CastanospermineCastanospermine may increase the anticoagulant activities of Phenindione.
CefacetrileCefacetrile may increase the anticoagulant activities of Phenindione.
CefaclorCefaclor may increase the anticoagulant activities of Phenindione.
CefadroxilCefadroxil may increase the anticoagulant activities of Phenindione.
CefalotinCefalotin may increase the anticoagulant activities of Phenindione.
CefamandoleCefamandole may increase the anticoagulant activities of Phenindione.
CefapirinCefapirin may increase the anticoagulant activities of Phenindione.
CefazolinCefazolin may increase the anticoagulant activities of Phenindione.
CefiximeCefixime may increase the anticoagulant activities of Phenindione.
CefmenoximeCefmenoxime may increase the anticoagulant activities of Phenindione.
CefmetazoleCefmetazole may increase the anticoagulant activities of Phenindione.
CefonicidCefonicid may increase the anticoagulant activities of Phenindione.
CefoperazoneCefoperazone may increase the anticoagulant activities of Phenindione.
CefotaximeCefotaxime may increase the anticoagulant activities of Phenindione.
CefotetanCefotetan may increase the anticoagulant activities of Phenindione.
CefotiamCefotiam may increase the anticoagulant activities of Phenindione.
CefoxitinCefoxitin may increase the anticoagulant activities of Phenindione.
CefradineCefradine may increase the anticoagulant activities of Phenindione.
CeftazidimeCeftazidime may increase the anticoagulant activities of Phenindione.
CeftizoximeCeftizoxime may increase the anticoagulant activities of Phenindione.
CeftriaxoneCeftriaxone may increase the anticoagulant activities of Phenindione.
CefuroximeCefuroxime may increase the anticoagulant activities of Phenindione.
CelecoxibCelecoxib may increase the anticoagulant activities of Phenindione.
CephalexinCephalexin may increase the anticoagulant activities of Phenindione.
CephaloglycinCephaloglycin may increase the anticoagulant activities of Phenindione.
CephaloridineCephaloridine may increase the anticoagulant activities of Phenindione.
CerivastatinCerivastatin may increase the anticoagulant activities of Phenindione.
CertoparinPhenindione may increase the anticoagulant activities of Certoparin.
Chloral hydrateThe serum concentration of Phenindione can be increased when it is combined with Chloral hydrate.
ChloramphenicolChloramphenicol may increase the anticoagulant activities of Phenindione.
ChloroquineChloroquine may increase the anticoagulant activities of Phenindione.
ChlorotrianiseneChlorotrianisene may decrease the anticoagulant activities of Phenindione.
ChlorpropamideChlorpropamide may increase the anticoagulant activities of Phenindione.
CholestyramineCholestyramine can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.
CilostazolCilostazol may increase the anticoagulant activities of Phenindione.
CimetidineCimetidine may increase the anticoagulant activities of Phenindione.
CiprofibrateCiprofibrate may increase the anticoagulant activities of Phenindione.
CitalopramCitalopram may increase the anticoagulant activities of Phenindione.
Citric AcidPhenindione may increase the anticoagulant activities of Citric Acid.
ClofibrateClofibrate may increase the anticoagulant activities of Phenindione.
ClomipramineClomipramine may increase the anticoagulant activities of Phenindione.
ClonixinClonixin may increase the anticoagulant activities of Phenindione.
ClopidogrelClopidogrel may increase the anticoagulant activities of Phenindione.
CloxacillinCloxacillin may decrease the anticoagulant activities of Phenindione.
Coenzyme Q10Coenzyme Q10 may increase the anticoagulant activities of Phenindione.
ColesevelamColesevelam can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.
ColestipolColestipol can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.
CollagenaseThe risk or severity of adverse effects can be increased when Phenindione is combined with Collagenase.
Conjugated Equine EstrogensConjugated Equine Estrogens may decrease the anticoagulant activities of Phenindione.
CranberryCranberry may increase the anticoagulant activities of Phenindione.
CyclacillinCyclacillin may increase the anticoagulant activities of Phenindione.
CyclobenzaprineCyclobenzaprine may increase the anticoagulant activities of Phenindione.
D-LimoneneD-Limonene may increase the anticoagulant activities of Phenindione.
Dabigatran etexilateDabigatran etexilate may increase the anticoagulant activities of Phenindione.
DalteparinPhenindione may increase the anticoagulant activities of Dalteparin.
DanaparoidPhenindione may increase the anticoagulant activities of Danaparoid.
DapoxetineDapoxetine may increase the anticoagulant activities of Phenindione.
DasatinibDasatinib may increase the anticoagulant activities of Phenindione.
DeferasiroxThe risk or severity of adverse effects can be increased when Phenindione is combined with Deferasirox.
DefibrotideDefibrotide may increase the anticoagulant activities of Phenindione.
Deoxycholic AcidThe risk or severity of adverse effects can be increased when Phenindione is combined with Deoxycholic Acid.
DesipramineDesipramine may increase the anticoagulant activities of Phenindione.
DesirudinPhenindione may increase the anticoagulant activities of Desirudin.
DesmoteplaseDesmoteplase may increase the anticoagulant activities of Phenindione.
DesogestrelThe therapeutic efficacy of Phenindione can be decreased when used in combination with Desogestrel.
DesvenlafaxineThe risk or severity of adverse effects can be increased when Desvenlafaxine is combined with Phenindione.
DexmethylphenidateThe serum concentration of Phenindione can be increased when it is combined with Dexmethylphenidate.
DextranPhenindione may increase the anticoagulant activities of Dextran.
Dextran 40Phenindione may increase the anticoagulant activities of Dextran 40.
Dextran 70Phenindione may increase the anticoagulant activities of Dextran 70.
Dextran 75Phenindione may increase the anticoagulant activities of Dextran 75.
DiclofenacDiclofenac may increase the anticoagulant activities of Phenindione.
DicloxacillinDicloxacillin may decrease the anticoagulant activities of Phenindione.
DicoumarolDicoumarol may increase the anticoagulant activities of Phenindione.
DienestrolDienestrol may decrease the anticoagulant activities of Phenindione.
DienogestThe therapeutic efficacy of Phenindione can be decreased when used in combination with Dienogest.
DiethylstilbestrolDiethylstilbestrol may decrease the anticoagulant activities of Phenindione.
DiflunisalDiflunisal may increase the anticoagulant activities of Phenindione.
DihydrotestosteroneDihydrotestosterone may increase the anticoagulant activities of Phenindione.
DipyridamoleDipyridamole may increase the anticoagulant activities of Phenindione.
DisulfiramThe serum concentration of Phenindione can be increased when it is combined with Disulfiram.
DitazoleDitazole may increase the anticoagulant activities of Phenindione.
DosulepinDosulepin may increase the anticoagulant activities of Phenindione.
DoxepinDoxepin may increase the anticoagulant activities of Phenindione.
DronedaroneThe serum concentration of Phenindione can be increased when it is combined with Dronedarone.
DrospirenoneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Drospirenone.
Drotrecogin alfaDrotrecogin alfa may increase the anticoagulant activities of Phenindione.
DroxicamDroxicam may increase the anticoagulant activities of Phenindione.
DydrogesteroneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Dydrogesterone.
EconazoleThe serum concentration of Phenindione can be increased when it is combined with Econazole.
Edetic AcidPhenindione may increase the anticoagulant activities of Edetic Acid.
EdoxabanEdoxaban may increase the anticoagulant activities of Phenindione.
EfavirenzThe serum concentration of Phenindione can be decreased when it is combined with Efavirenz.
EnoxaparinPhenindione may increase the anticoagulant activities of Enoxaparin.
EpinastineEpinastine may increase the anticoagulant activities of Phenindione.
EpirizoleEpirizole may increase the anticoagulant activities of Phenindione.
EpoprostenolEpoprostenol may increase the anticoagulant activities of Phenindione.
EpoprostenolThe risk or severity of adverse effects can be increased when Phenindione is combined with Epoprostenol.
EptifibatideEptifibatide may increase the anticoagulant activities of Phenindione.
ErythromycinThe serum concentration of Phenindione can be increased when it is combined with Erythromycin.
EscitalopramEscitalopram may increase the anticoagulant activities of Phenindione.
EsmirtazapineEsmirtazapine may increase the anticoagulant activities of Phenindione.
EsomeprazoleThe serum concentration of Phenindione can be increased when it is combined with Esomeprazole.
EstradiolEstradiol may decrease the anticoagulant activities of Phenindione.
EstriolEstriol may decrease the anticoagulant activities of Phenindione.
EstroneEstrone may decrease the anticoagulant activities of Phenindione.
Etacrynic acidThe serum concentration of Phenindione can be increased when it is combined with Etacrynic acid.
EtanerceptEtanercept may increase the anticoagulant activities of Phenindione.
EthanolThe serum concentration of Phenindione can be decreased when it is combined with Ethanol.
Ethinyl EstradiolEthinyl Estradiol may decrease the anticoagulant activities of Phenindione.
EthotoinEthotoin may increase the anticoagulant activities of Phenindione.
Ethyl biscoumacetatePhenindione may increase the anticoagulant activities of Ethyl biscoumacetate.
EtodolacEtodolac may increase the anticoagulant activities of Phenindione.
EtofenamateEtofenamate may increase the anticoagulant activities of Phenindione.
EtofibrateEtofibrate may increase the anticoagulant activities of Phenindione.
EtonogestrelThe therapeutic efficacy of Phenindione can be decreased when used in combination with Etonogestrel.
EtoperidoneEtoperidone may increase the anticoagulant activities of Phenindione.
EtoposideEtoposide may increase the anticoagulant activities of Phenindione.
EtoricoxibEtoricoxib may increase the anticoagulant activities of Phenindione.
Evening primrose oilEvening primrose oil may increase the anticoagulant activities of Phenindione.
ExenatideExenatide may increase the anticoagulant activities of Phenindione.
exisulindexisulind may increase the anticoagulant activities of Phenindione.
FenbufenFenbufen may increase the anticoagulant activities of Phenindione.
FenfluramineFenfluramine may increase the anticoagulant activities of Phenindione.
FenofibrateFenofibrate may increase the anticoagulant activities of Phenindione.
FenoprofenFenoprofen may increase the anticoagulant activities of Phenindione.
FibrinolysinFibrinolysin may increase the anticoagulant activities of Phenindione.
FloctafenineFloctafenine may increase the anticoagulant activities of Phenindione.
FlucloxacillinFlucloxacillin may increase the anticoagulant activities of Phenindione.
FluconazoleThe serum concentration of Phenindione can be increased when it is combined with Fluconazole.
FlunixinFlunixin may increase the anticoagulant activities of Phenindione.
FluorouracilThe serum concentration of Phenindione can be increased when it is combined with Fluorouracil.
FluoxetineFluoxetine may increase the anticoagulant activities of Phenindione.
FluoxymesteroneFluoxymesterone may increase the anticoagulant activities of Phenindione.
FlurbiprofenFlurbiprofen may increase the anticoagulant activities of Phenindione.
FluvastatinFluvastatin may increase the anticoagulant activities of Phenindione.
FluvoxamineFluvoxamine may increase the anticoagulant activities of Phenindione.
Fondaparinux sodiumPhenindione may increase the anticoagulant activities of Fondaparinux sodium.
FosphenytoinFosphenytoin may increase the anticoagulant activities of Phenindione.
Fusidic AcidThe serum concentration of Phenindione can be increased when it is combined with Fusidic Acid.
GefitinibGefitinib may increase the anticoagulant activities of Phenindione.
GemfibrozilGemfibrozil may increase the anticoagulant activities of Phenindione.
GenisteinGenistein may decrease the anticoagulant activities of Phenindione.
GestodeneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Gestodene.
Ginkgo bilobaThe risk or severity of adverse effects can be increased when Ginkgo biloba is combined with Phenindione.
GlibornurideGlibornuride may increase the anticoagulant activities of Phenindione.
GliclazideGliclazide may increase the anticoagulant activities of Phenindione.
GlimepirideGlimepiride may increase the anticoagulant activities of Phenindione.
GlipizideGlipizide may increase the anticoagulant activities of Phenindione.
GliquidoneGliquidone may increase the anticoagulant activities of Phenindione.
GlisoxepideGlisoxepide may increase the anticoagulant activities of Phenindione.
Glucagon recombinantGlucagon recombinant may increase the anticoagulant activities of Phenindione.
GlutethimideThe metabolism of Phenindione can be increased when combined with Glutethimide.
GlyburideGlyburide may increase the anticoagulant activities of Phenindione.
GriseofulvinThe serum concentration of Phenindione can be decreased when it is combined with Griseofulvin.
HeminHemin may increase the anticoagulant activities of Phenindione.
HeparinPhenindione may increase the anticoagulant activities of Heparin.
HexestrolHexestrol may decrease the anticoagulant activities of Phenindione.
HexobarbitalThe metabolism of Phenindione can be increased when combined with Hexobarbital.
HirulogPhenindione may increase the anticoagulant activities of Hirulog.
HMPL-004HMPL-004 may increase the anticoagulant activities of Phenindione.
Hydroxyprogesterone caproateThe therapeutic efficacy of Phenindione can be decreased when used in combination with Hydroxyprogesterone caproate.
Ibritumomab tiuxetanThe risk or severity of adverse effects can be increased when Phenindione is combined with Ibritumomab tiuxetan.
IbrutinibThe risk or severity of adverse effects can be increased when Ibrutinib is combined with Phenindione.
IbudilastIbudilast may increase the anticoagulant activities of Phenindione.
IbuprofenIbuprofen may increase the anticoagulant activities of Phenindione.
IbuproxamIbuproxam may increase the anticoagulant activities of Phenindione.
IcatibantIcatibant may increase the anticoagulant activities of Phenindione.
Icosapent ethylIcosapent ethyl may increase the anticoagulant activities of Phenindione.
IfenprodilIfenprodil may increase the anticoagulant activities of Phenindione.
IfosfamideIfosfamide may increase the anticoagulant activities of Phenindione.
IloprostIloprost may increase the anticoagulant activities of Phenindione.
IloprostThe risk or severity of adverse effects can be increased when Phenindione is combined with Iloprost.
ImipramineImipramine may increase the anticoagulant activities of Phenindione.
IndalpineIndalpine may increase the anticoagulant activities of Phenindione.
IndomethacinIndomethacin may increase the anticoagulant activities of Phenindione.
IndoprofenIndoprofen may increase the anticoagulant activities of Phenindione.
IsoxicamIsoxicam may increase the anticoagulant activities of Phenindione.
ItraconazoleThe serum concentration of Phenindione can be increased when it is combined with Itraconazole.
IvermectinIvermectin may increase the anticoagulant activities of Phenindione.
KebuzoneKebuzone may increase the anticoagulant activities of Phenindione.
KetoconazoleThe serum concentration of Phenindione can be increased when it is combined with Ketoconazole.
KetoprofenKetoprofen may increase the anticoagulant activities of Phenindione.
KetorolacKetorolac may increase the anticoagulant activities of Phenindione.
L-CarnitineL-Carnitine may increase the anticoagulant activities of Phenindione.
LansoprazoleThe serum concentration of Phenindione can be increased when it is combined with Lansoprazole.
LeflunomideLeflunomide may increase the anticoagulant activities of Phenindione.
LepirudinLepirudin may increase the anticoagulant activities of Phenindione.
LevomilnacipranThe risk or severity of adverse effects can be increased when Levomilnacipran is combined with Phenindione.
LevonorgestrelThe therapeutic efficacy of Phenindione can be decreased when used in combination with Levonorgestrel.
LevothyroxineLevothyroxine may increase the anticoagulant activities of Phenindione.
LimaprostThe risk or severity of adverse effects can be increased when Limaprost is combined with Phenindione.
LiothyronineLiothyronine may increase the anticoagulant activities of Phenindione.
LiotrixLiotrix may increase the anticoagulant activities of Phenindione.
LixisenatideLixisenatide can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.
LornoxicamLornoxicam may increase the anticoagulant activities of Phenindione.
LovastatinLovastatin may increase the anticoagulant activities of Phenindione.
LoxoprofenLoxoprofen may increase the anticoagulant activities of Phenindione.
Lu AA21004Lu AA21004 may increase the anticoagulant activities of Phenindione.
LumiracoxibLumiracoxib may increase the anticoagulant activities of Phenindione.
Magnesium salicylateMagnesium salicylate may increase the anticoagulant activities of Phenindione.
MasoprocolMasoprocol may increase the anticoagulant activities of Phenindione.
Meclofenamic acidMeclofenamic acid may increase the anticoagulant activities of Phenindione.
MedrogestoneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Medrogestone.
Medroxyprogesterone acetateThe therapeutic efficacy of Phenindione can be decreased when used in combination with Medroxyprogesterone acetate.
Mefenamic acidMefenamic acid may increase the anticoagulant activities of Phenindione.
Megestrol acetateThe therapeutic efficacy of Phenindione can be decreased when used in combination with Megestrol acetate.
MeloxicamMeloxicam may increase the anticoagulant activities of Phenindione.
MercaptopurineMercaptopurine may decrease the anticoagulant activities of Phenindione.
MesalazineMesalazine may increase the anticoagulant activities of Phenindione.
MestranolMestranol may decrease the anticoagulant activities of Phenindione.
MetamizoleMetamizole may increase the anticoagulant activities of Phenindione.
MethimazoleMethimazole may decrease the anticoagulant activities of Phenindione.
MethohexitalThe metabolism of Phenindione can be increased when combined with Methohexital.
MethylphenidateThe serum concentration of Phenindione can be increased when it is combined with Methylphenidate.
MethylphenobarbitalThe metabolism of Phenindione can be increased when combined with Methylphenobarbital.
MethyltestosteroneMethyltestosterone may increase the anticoagulant activities of Phenindione.
MeticillinMeticillin may increase the anticoagulant activities of Phenindione.
MetronidazoleThe serum concentration of Phenindione can be increased when it is combined with Metronidazole.
MevastatinMevastatin may increase the anticoagulant activities of Phenindione.
MezlocillinMezlocillin may increase the anticoagulant activities of Phenindione.
MiconazoleThe serum concentration of Phenindione can be increased when it is combined with Miconazole.
MilnacipranThe risk or severity of adverse effects can be increased when Milnacipran is combined with Phenindione.
MilrinoneMilrinone may increase the anticoagulant activities of Phenindione.
MirtazapineMirtazapine may increase the anticoagulant activities of Phenindione.
Mycophenolate mofetilMycophenolate mofetil may increase the anticoagulant activities of Phenindione.
Mycophenolic acidMycophenolic acid may increase the anticoagulant activities of Phenindione.
NabumetoneNabumetone may increase the anticoagulant activities of Phenindione.
NadroparinPhenindione may increase the anticoagulant activities of Nadroparin.
NafcillinNafcillin may increase the anticoagulant activities of Phenindione.
NaftifineNaftifine may increase the anticoagulant activities of Phenindione.
NaproxenNaproxen may increase the anticoagulant activities of Phenindione.
NCX 4016NCX 4016 may increase the anticoagulant activities of Phenindione.
NeomycinNeomycin may increase the anticoagulant activities of Phenindione.
NepafenacNepafenac may increase the anticoagulant activities of Phenindione.
Niflumic AcidNiflumic Acid may increase the anticoagulant activities of Phenindione.
NimesulideNimesulide may increase the anticoagulant activities of Phenindione.
NintedanibThe risk or severity of adverse effects can be increased when Phenindione is combined with Nintedanib.
NorethisteroneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Norethisterone.
NortriptylineNortriptyline may increase the anticoagulant activities of Phenindione.
ObinutuzumabThe risk or severity of adverse effects can be increased when Phenindione is combined with Obinutuzumab.
OlanzapineOlanzapine may increase the anticoagulant activities of Phenindione.
OlopatadineOlopatadine may increase the anticoagulant activities of Phenindione.
OlsalazineOlsalazine may increase the anticoagulant activities of Phenindione.
Omacetaxine mepesuccinateThe risk or severity of adverse effects can be increased when Phenindione is combined with Omacetaxine mepesuccinate.
Omega-3 fatty acidsOmega-3 fatty acids may increase the anticoagulant activities of Phenindione.
OmeprazoleThe serum concentration of Phenindione can be increased when it is combined with Omeprazole.
OrgoteinOrgotein may increase the anticoagulant activities of Phenindione.
OritavancinThe serum concentration of Phenindione can be increased when it is combined with Oritavancin.
OtamixabanPhenindione may increase the anticoagulant activities of Otamixaban.
OxacillinOxacillin may increase the anticoagulant activities of Phenindione.
OxandroloneOxandrolone may increase the anticoagulant activities of Phenindione.
OxaprozinOxaprozin may increase the anticoagulant activities of Phenindione.
OxymetholoneOxymetholone may increase the anticoagulant activities of Phenindione.
OxyphenbutazoneOxyphenbutazone may increase the anticoagulant activities of Phenindione.
ParecoxibParecoxib may increase the anticoagulant activities of Phenindione.
ParnaparinParnaparin may increase the anticoagulant activities of Phenindione.
ParoxetineParoxetine may increase the anticoagulant activities of Phenindione.
PentobarbitalThe metabolism of Phenindione can be increased when combined with Pentobarbital.
Pentosan PolysulfatePentosan Polysulfate may increase the anticoagulant activities of Phenindione.
PentoxifyllinePentoxifylline may increase the anticoagulant activities of Phenindione.
PhenobarbitalThe metabolism of Phenindione can be increased when combined with Phenobarbital.
PhenoxymethylpenicillinPhenoxymethylpenicillin may increase the anticoagulant activities of Phenindione.
PhenprocoumonPhenindione may increase the anticoagulant activities of Phenprocoumon.
PhenylbutazonePhenylbutazone may increase the anticoagulant activities of Phenindione.
PhenytoinPhenytoin may increase the anticoagulant activities of Phenindione.
PhylloquinonePhylloquinone may decrease the anticoagulant activities of Phenindione.
PimecrolimusPimecrolimus may increase the anticoagulant activities of Phenindione.
PiperacillinPiperacillin may increase the anticoagulant activities of Phenindione.
PirfenidonePirfenidone may increase the anticoagulant activities of Phenindione.
PiroxicamPiroxicam may increase the anticoagulant activities of Phenindione.
PitavastatinPitavastatin may increase the anticoagulant activities of Phenindione.
PivampicillinPivampicillin may increase the anticoagulant activities of Phenindione.
PivmecillinamPivmecillinam may increase the anticoagulant activities of Phenindione.
PlasminPlasmin may increase the anticoagulant activities of Phenindione.
Polyestradiol phosphatePolyestradiol phosphate may decrease the anticoagulant activities of Phenindione.
PosaconazoleThe serum concentration of Phenindione can be increased when it is combined with Posaconazole.
PrasugrelPrasugrel may increase the anticoagulant activities of Phenindione.
PravastatinPravastatin may increase the anticoagulant activities of Phenindione.
PrimidoneThe metabolism of Phenindione can be increased when combined with Primidone.
Procaine benzylpenicillinProcaine benzylpenicillin may increase the anticoagulant activities of Phenindione.
ProgesteroneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Progesterone.
PropacetamolPropacetamol may increase the anticoagulant activities of Phenindione.
PropafenoneThe serum concentration of Phenindione can be increased when it is combined with Propafenone.
PropylthiouracilPropylthiouracil may decrease the anticoagulant activities of Phenindione.
Protein CPhenindione may increase the anticoagulant activities of Protein C.
ProtocatechualdehydePhenindione may increase the anticoagulant activities of Protocatechualdehyde.
ProtriptylineProtriptyline may increase the anticoagulant activities of Phenindione.
PTC299PTC299 may increase the anticoagulant activities of Phenindione.
QuinestrolQuinestrol may decrease the anticoagulant activities of Phenindione.
QuinidineQuinidine may increase the anticoagulant activities of Phenindione.
QuinineQuinine may increase the anticoagulant activities of Phenindione.
ResveratrolResveratrol may increase the anticoagulant activities of Phenindione.
ReteplaseReteplase may increase the anticoagulant activities of Phenindione.
ReviparinPhenindione may increase the anticoagulant activities of Reviparin.
RidogrelRidogrel may increase the anticoagulant activities of Phenindione.
RivaroxabanPhenindione may increase the anticoagulant activities of Rivaroxaban.
RofecoxibRofecoxib may increase the anticoagulant activities of Phenindione.
RosiglitazoneRosiglitazone may increase the anticoagulant activities of Phenindione.
RosuvastatinRosuvastatin may increase the anticoagulant activities of Phenindione.
SalicylamideSalicylamide may increase the anticoagulant activities of Phenindione.
Salicylic acidSalicylic acid may increase the anticoagulant activities of Phenindione.
SalsalateSalsalate may increase the anticoagulant activities of Phenindione.
SCH-530348SCH-530348 may increase the anticoagulant activities of Phenindione.
SecobarbitalThe metabolism of Phenindione can be increased when combined with Secobarbital.
SelexipagSelexipag may increase the anticoagulant activities of Phenindione.
SeratrodastSeratrodast may increase the anticoagulant activities of Phenindione.
SertralineSertraline may increase the anticoagulant activities of Phenindione.
SevofluraneSevoflurane may increase the anticoagulant activities of Phenindione.
SimvastatinSimvastatin may increase the anticoagulant activities of Phenindione.
SRT501SRT501 may increase the anticoagulant activities of Phenindione.
St. John's WortThe metabolism of Phenindione can be increased when combined with St. John's Wort.
StanozololStanozolol may increase the anticoagulant activities of Phenindione.
StreptokinaseStreptokinase may increase the anticoagulant activities of Phenindione.
SucralfateSucralfate may decrease the anticoagulant activities of Phenindione.
SugammadexSugammadex may increase the anticoagulant activities of Phenindione.
SulbactamSulbactam may increase the anticoagulant activities of Phenindione.
SulfadiazineSulfadiazine may increase the anticoagulant activities of Phenindione.
SulfamethoxazoleSulfamethoxazole may increase the anticoagulant activities of Phenindione.
SulfasalazineSulfasalazine may increase the anticoagulant activities of Phenindione.
SulfinpyrazoneThe metabolism of Phenindione can be decreased when combined with Sulfinpyrazone.
SulfisoxazoleSulfisoxazole may increase the anticoagulant activities of Phenindione.
SulindacSulindac may increase the anticoagulant activities of Phenindione.
SulodexidePhenindione may increase the anticoagulant activities of Sulodexide.
SuprofenSuprofen may increase the anticoagulant activities of Phenindione.
Synthetic Conjugated Estrogens, ASynthetic Conjugated Estrogens, A may decrease the anticoagulant activities of Phenindione.
Synthetic Conjugated Estrogens, BSynthetic Conjugated Estrogens, B may decrease the anticoagulant activities of Phenindione.
TamoxifenThe serum concentration of Phenindione can be increased when it is combined with Tamoxifen.
TegafurThe serum concentration of Phenindione can be increased when it is combined with Tegafur.
TenecteplaseTenecteplase may increase the anticoagulant activities of Phenindione.
TenoxicamTenoxicam may increase the anticoagulant activities of Phenindione.
TepoxalinTepoxalin may increase the anticoagulant activities of Phenindione.
TeriflunomideTeriflunomide may increase the anticoagulant activities of Phenindione.
TesmilifeneTesmilifene may increase the anticoagulant activities of Phenindione.
TestosteroneTestosterone may increase the anticoagulant activities of Phenindione.
ThiamylalThe metabolism of Phenindione can be increased when combined with Thiamylal.
ThiopentalThe metabolism of Phenindione can be increased when combined with Thiopental.
Thyroid, porcineThyroid, porcine may increase the anticoagulant activities of Phenindione.
TianeptineTianeptine may increase the anticoagulant activities of Phenindione.
Tiaprofenic acidTiaprofenic acid may increase the anticoagulant activities of Phenindione.
TiboloneTibolone may increase the anticoagulant activities of Phenindione.
TicagrelorTicagrelor may increase the anticoagulant activities of Phenindione.
TicarcillinTicarcillin may increase the anticoagulant activities of Phenindione.
TiclopidineTiclopidine may increase the anticoagulant activities of Phenindione.
TinzaparinTinzaparin may increase the anticoagulant activities of Phenindione.
TipranavirTipranavir may increase the anticoagulant activities of Phenindione.
TirofibanTirofiban may increase the anticoagulant activities of Phenindione.
TolazamideTolazamide may increase the anticoagulant activities of Phenindione.
TolbutamideTolbutamide may increase the anticoagulant activities of Phenindione.
Tolfenamic AcidTolfenamic Acid may increase the anticoagulant activities of Phenindione.
TolmetinTolmetin may increase the anticoagulant activities of Phenindione.
ToremifeneToremifene may increase the anticoagulant activities of Phenindione.
TositumomabThe risk or severity of adverse effects can be increased when Phenindione is combined with Tositumomab.
TramadolTramadol may increase the anticoagulant activities of Phenindione.
TranilastTranilast may increase the anticoagulant activities of Phenindione.
TrapidilTrapidil may increase the anticoagulant activities of Phenindione.
TrazodoneTrazodone may increase the anticoagulant activities of Phenindione.
TreprostinilTreprostinil may increase the anticoagulant activities of Phenindione.
TreprostinilThe risk or severity of adverse effects can be increased when Phenindione is combined with Treprostinil.
TriflusalTriflusal may increase the anticoagulant activities of Phenindione.
TrimipramineTrimipramine may increase the anticoagulant activities of Phenindione.
Trisalicylate-cholineTrisalicylate-choline may increase the anticoagulant activities of Phenindione.
UrokinaseUrokinase may increase the anticoagulant activities of Phenindione.
ValdecoxibValdecoxib may increase the anticoagulant activities of Phenindione.
VenlafaxineThe risk or severity of adverse effects can be increased when Venlafaxine is combined with Phenindione.
VilazodoneVilazodone may increase the anticoagulant activities of Phenindione.
Vitamin EVitamin E may increase the anticoagulant activities of Phenindione.
VorapaxarThe risk or severity of adverse effects can be increased when Vorapaxar is combined with Phenindione.
VoriconazoleThe serum concentration of Phenindione can be increased when it is combined with Voriconazole.
VorinostatVorinostat may increase the anticoagulant activities of Phenindione.
VortioxetineVortioxetine may increase the anticoagulant activities of Phenindione.
WarfarinPhenindione may increase the anticoagulant activities of Warfarin.
XimelagatranPhenindione may increase the anticoagulant activities of Ximelagatran.
ZafirlukastThe serum concentration of Phenindione can be increased when it is combined with Zafirlukast.
ZaltoprofenZaltoprofen may increase the anticoagulant activities of Phenindione.
ZeranolZeranol may decrease the anticoagulant activities of Phenindione.
ZileutonZileuton may increase the anticoagulant activities of Phenindione.
ZimelidineZimelidine may increase the anticoagulant activities of Phenindione.
ZomepiracZomepirac may increase the anticoagulant activities of Phenindione.
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
inhibitor
General Function:
Vitamin-k-epoxide reductase (warfarin-sensitive) activity
Specific Function:
Involved in vitamin K metabolism. Catalytic subunit of the vitamin K epoxide reductase (VKOR) complex which reduces inactive vitamin K 2,3-epoxide to active vitamin K. Vitamin K is required for the gamma-carboxylation of various proteins, including clotting factors, and is required for normal blood coagulation, but also for normal bone development.
Gene Name:
VKORC1
Uniprot ID:
Q9BQB6
Molecular Weight:
18234.3 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. Mentre F, Pousset F, Comets E, Plaud B, Diquet B, Montalescot G, Ankri A, Mallet A, Lechat P: Population pharmacokinetic-pharmacodynamic analysis of fluindione in patients. Clin Pharmacol Ther. 1998 Jan;63(1):64-78. [PubMed:9465843 ]
  4. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Comments
comments powered by Disqus
Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23