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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 KeyNFBAXHOPROOJAW-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
Pharmacology
IndicationFor the treatment of pulmonary embolism, cardiomyopathy, atrial fibrillation and flutter, cerebral embolism, mural thrombosis, and thrombophili. Also used for anticoagulant prophylaxis.
Structured Indications Not Available
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.
TargetKindPharmacological actionActionsOrganismUniProt ID
Vitamin K epoxide reductase complex subunit 1Proteinyes
inhibitor
HumanQ9BQB6 details
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
Interactions
Drug Interactions
DrugInteractionDrug group
AbciximabAbciximab may increase the anticoagulant activities of Phenindione.Approved
AceclofenacAceclofenac may increase the anticoagulant activities of Phenindione.Approved
AcenocoumarolPhenindione may increase the anticoagulant activities of Acenocoumarol.Approved
AcetaminophenAcetaminophen may increase the anticoagulant activities of Phenindione.Approved
AcetohexamideAcetohexamide may increase the anticoagulant activities of Phenindione.Withdrawn
AcetovanilloneAcetovanillone may increase the anticoagulant activities of Phenindione.Investigational
Acetylsalicylic acidAcetylsalicylic acid may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
AdapaleneAdapalene may increase the anticoagulant activities of Phenindione.Approved
AllopurinolAllopurinol may increase the anticoagulant activities of Phenindione.Approved
AllylestrenolThe therapeutic efficacy of Phenindione can be decreased when used in combination with Allylestrenol.Approved
AlprostadilAlprostadil may increase the anticoagulant activities of Phenindione.Approved, Investigational
AlteplaseAlteplase may increase the anticoagulant activities of Phenindione.Approved
AltrenogestThe therapeutic efficacy of Phenindione can be decreased when used in combination with Altrenogest.Vet Approved
ALX-0081ALX-0081 may increase the anticoagulant activities of Phenindione.Investigational
AmdinocillinAmdinocillin may increase the anticoagulant activities of Phenindione.Withdrawn
AmineptineAmineptine may increase the anticoagulant activities of Phenindione.Illicit, Withdrawn
Aminosalicylic AcidAminosalicylic Acid may increase the anticoagulant activities of Phenindione.Approved
AmiodaroneAmiodarone may increase the anticoagulant activities of Phenindione.Approved, Investigational
AmitriptylineAmitriptyline may increase the anticoagulant activities of Phenindione.Approved
AmobarbitalThe metabolism of Phenindione can be increased when combined with Amobarbital.Approved, Illicit
AmoxicillinAmoxicillin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
AmpicillinAmpicillin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
AnagrelideAnagrelide may increase the anticoagulant activities of Phenindione.Approved
AncrodPhenindione may increase the anticoagulant activities of Ancrod.Investigational
AnisodamineAnisodamine may increase the anticoagulant activities of Phenindione.Investigational
AnistreplaseAnistreplase may increase the anticoagulant activities of Phenindione.Approved
AntipyrineAntipyrine may increase the anticoagulant activities of Phenindione.Approved
Antithrombin III humanPhenindione may increase the anticoagulant activities of Antithrombin III human.Approved
ApixabanApixaban may increase the anticoagulant activities of Phenindione.Approved
ApremilastApremilast may increase the anticoagulant activities of Phenindione.Approved, Investigational
AprotininThe therapeutic efficacy of Phenindione can be decreased when used in combination with Aprotinin.Approved, Withdrawn
ArdeparinArdeparin may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
ArgatrobanArgatroban may increase the anticoagulant activities of Phenindione.Approved, Investigational
AstaxanthinAstaxanthin may increase the anticoagulant activities of Phenindione.Investigational
AtorvastatinAtorvastatin may increase the anticoagulant activities of Phenindione.Approved
AzapropazoneAzapropazone may increase the anticoagulant activities of Phenindione.Withdrawn
AzathioprineAzathioprine may decrease the anticoagulant activities of Phenindione.Approved
AzelastineAzelastine may increase the anticoagulant activities of Phenindione.Approved
AzidocillinAzidocillin may increase the anticoagulant activities of Phenindione.Approved
AzithromycinThe serum concentration of Phenindione can be increased when it is combined with Azithromycin.Approved
AzlocillinAzlocillin may increase the anticoagulant activities of Phenindione.Approved
BacampicillinBacampicillin may increase the anticoagulant activities of Phenindione.Approved
BalsalazideBalsalazide may increase the anticoagulant activities of Phenindione.Approved, Investigational
BarbexacloneThe metabolism of Phenindione can be increased when combined with Barbexaclone.Experimental
BarbitalThe metabolism of Phenindione can be increased when combined with Barbital.Illicit
BatroxobinBatroxobin may increase the anticoagulant activities of Phenindione.Experimental
BazedoxifeneBazedoxifene may decrease the anticoagulant activities of Phenindione.Approved, Investigational
BecaplerminBecaplermin may increase the anticoagulant activities of Phenindione.Approved, Investigational
BemiparinBemiparin may increase the anticoagulant activities of Phenindione.Approved
BenoxaprofenBenoxaprofen may increase the anticoagulant activities of Phenindione.Withdrawn
Benzathine benzylpenicillinBenzathine benzylpenicillin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
BenzylpenicillinBenzylpenicillin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
Benzylpenicillin PotassiumBenzylpenicillin Potassium may increase the anticoagulant activities of Phenindione.Approved
Benzylpenicilloyl PolylysineBenzylpenicilloyl Polylysine may increase the anticoagulant activities of Phenindione.Approved
BeraprostBeraprost may increase the anticoagulant activities of Phenindione.Investigational
Betulinic AcidBetulinic Acid may increase the anticoagulant activities of Phenindione.Investigational
BezafibrateBezafibrate may increase the anticoagulant activities of Phenindione.Approved
BicalutamideThe serum concentration of Phenindione can be increased when it is combined with Bicalutamide.Approved
BivalirudinBivalirudin may increase the anticoagulant activities of Phenindione.Approved, Investigational
BosentanThe metabolism of Phenindione can be increased when combined with Bosentan.Approved, Investigational
BromfenacBromfenac may increase the anticoagulant activities of Phenindione.Approved
BucillamineBucillamine may increase the anticoagulant activities of Phenindione.Investigational
ButylphthalideButylphthalide may increase the anticoagulant activities of Phenindione.Investigational
CangrelorCangrelor may increase the anticoagulant activities of Phenindione.Approved
CapecitabineThe serum concentration of Phenindione can be increased when it is combined with Capecitabine.Approved, Investigational
CarbamazepineThe serum concentration of Phenindione can be decreased when it is combined with Carbamazepine.Approved, Investigational
CarbenicillinCarbenicillin may increase the anticoagulant activities of Phenindione.Approved
CarbimazoleCarbimazole may decrease the anticoagulant activities of Phenindione.Approved
CarbomycinThe serum concentration of Phenindione can be increased when it is combined with Carbomycin.Vet Approved
CarindacillinCarindacillin may increase the anticoagulant activities of Phenindione.Approved
CarprofenCarprofen may increase the anticoagulant activities of Phenindione.Approved, Vet Approved, Withdrawn
CastanospermineCastanospermine may increase the anticoagulant activities of Phenindione.Experimental
CefacetrileCefacetrile may increase the anticoagulant activities of Phenindione.Approved
CefaclorCefaclor may increase the anticoagulant activities of Phenindione.Approved
CefadroxilCefadroxil may increase the anticoagulant activities of Phenindione.Approved, Vet Approved, Withdrawn
CefalotinCefalotin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
CefamandoleCefamandole may increase the anticoagulant activities of Phenindione.Approved
CefapirinCefapirin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
CefazolinCefazolin may increase the anticoagulant activities of Phenindione.Approved
CefiximeCefixime may increase the anticoagulant activities of Phenindione.Approved
CefmenoximeCefmenoxime may increase the anticoagulant activities of Phenindione.Approved
CefmetazoleCefmetazole may increase the anticoagulant activities of Phenindione.Approved
CefminoxCefminox may increase the anticoagulant activities of Phenindione.Approved
CefonicidCefonicid may increase the anticoagulant activities of Phenindione.Approved
CefoperazoneCefoperazone may increase the anticoagulant activities of Phenindione.Approved
CeforanideCeforanide may increase the anticoagulant activities of Phenindione.Approved
CefotaximeCefotaxime may increase the anticoagulant activities of Phenindione.Approved
CefotetanCefotetan may increase the anticoagulant activities of Phenindione.Approved
CefotiamCefotiam may increase the anticoagulant activities of Phenindione.Approved
CefoxitinCefoxitin may increase the anticoagulant activities of Phenindione.Approved
CefpodoximeCefpodoxime may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
CefradineCefradine may increase the anticoagulant activities of Phenindione.Approved
CefroxadineCefroxadine may increase the anticoagulant activities of Phenindione.Approved
CeftazidimeCeftazidime may increase the anticoagulant activities of Phenindione.Approved
CeftizoximeCeftizoxime may increase the anticoagulant activities of Phenindione.Approved
CeftriaxoneCeftriaxone may increase the anticoagulant activities of Phenindione.Approved
CefuroximeCefuroxime may increase the anticoagulant activities of Phenindione.Approved
CelecoxibCelecoxib may increase the anticoagulant activities of Phenindione.Approved, Investigational
CephalexinCephalexin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
CephaloglycinCephaloglycin may increase the anticoagulant activities of Phenindione.Approved
CephaloridineCephaloridine may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
CerivastatinCerivastatin may increase the anticoagulant activities of Phenindione.Withdrawn
CertoparinPhenindione may increase the anticoagulant activities of Certoparin.Approved
Chloral hydrateThe serum concentration of Phenindione can be increased when it is combined with Chloral hydrate.Approved, Illicit, Vet Approved
ChloramphenicolChloramphenicol may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
ChloroquineChloroquine may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
ChlorotrianiseneChlorotrianisene may decrease the anticoagulant activities of Phenindione.Withdrawn
ChlorpropamideChlorpropamide may increase the anticoagulant activities of Phenindione.Approved
ChlortetracyclineChlortetracycline may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
CholestyramineCholestyramine can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
CilostazolCilostazol may increase the anticoagulant activities of Phenindione.Approved
CimetidineCimetidine may increase the anticoagulant activities of Phenindione.Approved
CinoxacinCinoxacin may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
CiprofibrateCiprofibrate may increase the anticoagulant activities of Phenindione.Approved
CiprofloxacinCiprofloxacin may increase the anticoagulant activities of Phenindione.Approved, Investigational
CitalopramCitalopram may increase the anticoagulant activities of Phenindione.Approved
Citric AcidPhenindione may increase the anticoagulant activities of Citric Acid.Nutraceutical, Vet Approved
ClarithromycinThe serum concentration of Phenindione can be increased when it is combined with Clarithromycin.Approved
ClofibrateClofibrate may increase the anticoagulant activities of Phenindione.Approved
ClomipramineClomipramine may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
ClonixinClonixin may increase the anticoagulant activities of Phenindione.Approved
ClopidogrelClopidogrel may increase the anticoagulant activities of Phenindione.Approved, Nutraceutical
CloxacillinCloxacillin may decrease the anticoagulant activities of Phenindione.Approved, Vet Approved
Coenzyme Q10Coenzyme Q10 may decrease the anticoagulant activities of Phenindione.Experimental
ColesevelamColesevelam can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
ColestipolColestipol can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
CollagenaseThe risk or severity of adverse effects can be increased when Phenindione is combined with Collagenase.Approved
Conjugated Equine EstrogensConjugated Equine Estrogens may decrease the anticoagulant activities of Phenindione.Approved
CranberryCranberry may increase the anticoagulant activities of Phenindione.Approved
CurcuminCurcumin may increase the anticoagulant activities of Phenindione.Investigational
CyclacillinCyclacillin may increase the anticoagulant activities of Phenindione.Approved
CyclobenzaprineCyclobenzaprine may increase the anticoagulant activities of Phenindione.Approved
D-LimoneneD-Limonene may increase the anticoagulant activities of Phenindione.Investigational
Dabigatran etexilateDabigatran etexilate may increase the anticoagulant activities of Phenindione.Approved
DalteparinPhenindione may increase the anticoagulant activities of Dalteparin.Approved
DanaparoidPhenindione may increase the anticoagulant activities of Danaparoid.Approved, Withdrawn
DapoxetineDapoxetine may increase the anticoagulant activities of Phenindione.Investigational
DasatinibDasatinib may increase the anticoagulant activities of Phenindione.Approved, Investigational
DeferasiroxThe risk or severity of adverse effects can be increased when Phenindione is combined with Deferasirox.Approved, Investigational
DefibrotideDefibrotide may increase the anticoagulant activities of Phenindione.Approved, Investigational
DemeclocyclineDemeclocycline may increase the anticoagulant activities of Phenindione.Approved
Deoxycholic AcidThe risk or severity of adverse effects can be increased when Phenindione is combined with Deoxycholic Acid.Approved
dersalazinedersalazine may increase the anticoagulant activities of Phenindione.Investigational
DesipramineDesipramine may increase the anticoagulant activities of Phenindione.Approved
DesirudinPhenindione may increase the anticoagulant activities of Desirudin.Approved
DesmoteplaseDesmoteplase may increase the anticoagulant activities of Phenindione.Investigational
DesogestrelDesogestrel may decrease the anticoagulant activities of Phenindione.Approved
DesvenlafaxineThe risk or severity of adverse effects can be increased when Desvenlafaxine is combined with Phenindione.Approved
DexmethylphenidateThe serum concentration of Phenindione can be increased when it is combined with Dexmethylphenidate.Approved
DextranPhenindione may increase the anticoagulant activities of Dextran.Approved, Vet Approved
Dextran 40Phenindione may increase the anticoagulant activities of Dextran 40.Approved
Dextran 70Phenindione may increase the anticoagulant activities of Dextran 70.Approved
Dextran 75Phenindione may increase the anticoagulant activities of Dextran 75.Approved
DiclofenacDiclofenac may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
DicloxacillinDicloxacillin may decrease the anticoagulant activities of Phenindione.Approved, Vet Approved
DicoumarolDicoumarol may increase the anticoagulant activities of Phenindione.Approved
DienestrolDienestrol may decrease the anticoagulant activities of Phenindione.Approved
DienogestDienogest may decrease the anticoagulant activities of Phenindione.Approved
DiethylstilbestrolDiethylstilbestrol may decrease the anticoagulant activities of Phenindione.Approved
DiflunisalDiflunisal may increase the anticoagulant activities of Phenindione.Approved
DihydrotestosteroneDihydrotestosterone may increase the anticoagulant activities of Phenindione.Illicit
DipyridamoleDipyridamole may increase the anticoagulant activities of Phenindione.Approved
DisulfiramThe serum concentration of Phenindione can be increased when it is combined with Disulfiram.Approved
DitazoleDitazole may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
DosulepinDosulepin may increase the anticoagulant activities of Phenindione.Approved
DoxepinDoxepin may increase the anticoagulant activities of Phenindione.Approved
DoxycyclineDoxycycline may increase the anticoagulant activities of Phenindione.Approved, Investigational, Vet Approved
DronedaroneThe serum concentration of Phenindione can be increased when it is combined with Dronedarone.Approved
DrospirenoneDrospirenone may decrease the anticoagulant activities of Phenindione.Approved
Drotrecogin alfaDrotrecogin alfa may increase the anticoagulant activities of Phenindione.Approved, Investigational, Withdrawn
DroxicamDroxicam may increase the anticoagulant activities of Phenindione.Approved
DuloxetineDuloxetine may increase the anticoagulant activities of Phenindione.Approved
DuvelisibDuvelisib may increase the anticoagulant activities of Phenindione.Investigational
DydrogesteroneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Dydrogesterone.Approved, Withdrawn
E6201E6201 may increase the anticoagulant activities of Phenindione.Investigational
EbselenEbselen may increase the anticoagulant activities of Phenindione.Investigational
EconazoleThe serum concentration of Phenindione can be increased when it is combined with Econazole.Approved
Edetic AcidPhenindione may increase the anticoagulant activities of Edetic Acid.Approved, Vet Approved
EdoxabanEdoxaban may increase the anticoagulant activities of Phenindione.Approved
EfavirenzThe serum concentration of Phenindione can be decreased when it is combined with Efavirenz.Approved, Investigational
EnoxacinEnoxacin may increase the anticoagulant activities of Phenindione.Approved
EnoxaparinPhenindione may increase the anticoagulant activities of Enoxaparin.Approved
EpinastineEpinastine may increase the anticoagulant activities of Phenindione.Approved, Investigational
EpirizoleEpirizole may increase the anticoagulant activities of Phenindione.Approved
eplivanserineeplivanserine may increase the anticoagulant activities of Phenindione.Investigational
EpoprostenolEpoprostenol may increase the anticoagulant activities of Phenindione.Approved
EptifibatideEptifibatide may increase the anticoagulant activities of Phenindione.Approved, Investigational
ErythromycinThe serum concentration of Phenindione can be increased when it is combined with Erythromycin.Approved, Vet Approved
EscitalopramEscitalopram may increase the anticoagulant activities of Phenindione.Approved, Investigational
EsmirtazapineEsmirtazapine may increase the anticoagulant activities of Phenindione.Investigational
EsomeprazoleThe serum concentration of Phenindione can be increased when it is combined with Esomeprazole.Approved, Investigational
EstradiolEstradiol may decrease the anticoagulant activities of Phenindione.Approved, Investigational, Vet Approved
EstramustineEstramustine may decrease the anticoagulant activities of Phenindione.Approved
EstriolEstriol may decrease the anticoagulant activities of Phenindione.Approved, Vet Approved
Estrogens, esterifiedEstrogens, esterified may decrease the anticoagulant activities of Phenindione.Approved
EstroneEstrone may decrease the anticoagulant activities of Phenindione.Approved
Estrone sulfateEstrone sulfate may decrease the anticoagulant activities of Phenindione.Approved
Etacrynic acidThe serum concentration of Phenindione can be increased when it is combined with Etacrynic acid.Approved
EtanerceptEtanercept may increase the anticoagulant activities of Phenindione.Approved, Investigational
EthanolThe serum concentration of Phenindione can be decreased when it is combined with Ethanol.Approved
Ethinyl EstradiolEthinyl Estradiol may decrease the anticoagulant activities of Phenindione.Approved
EthotoinEthotoin may increase the anticoagulant activities of Phenindione.Approved
Ethyl biscoumacetatePhenindione may increase the anticoagulant activities of Ethyl biscoumacetate.Withdrawn
Ethynodiol diacetateEthynodiol diacetate may decrease the anticoagulant activities of Phenindione.Approved
EtodolacEtodolac may increase the anticoagulant activities of Phenindione.Approved, Investigational, Vet Approved
EtofenamateEtofenamate may increase the anticoagulant activities of Phenindione.Approved
EtofibrateEtofibrate may increase the anticoagulant activities of Phenindione.Approved
EtonogestrelEtonogestrel may decrease the anticoagulant activities of Phenindione.Approved, Investigational
EtoperidoneEtoperidone may increase the anticoagulant activities of Phenindione.Approved
EtoposideEtoposide may increase the anticoagulant activities of Phenindione.Approved
EtoricoxibEtoricoxib may increase the anticoagulant activities of Phenindione.Approved, Investigational
Evening primrose oilEvening primrose oil may increase the anticoagulant activities of Phenindione.Approved
ExenatideExenatide may increase the anticoagulant activities of Phenindione.Approved, Investigational
exisulindexisulind may increase the anticoagulant activities of Phenindione.Investigational
FenbufenFenbufen may increase the anticoagulant activities of Phenindione.Approved
FenofibrateFenofibrate may increase the anticoagulant activities of Phenindione.Approved
FenoprofenFenoprofen may increase the anticoagulant activities of Phenindione.Approved
FibrinolysinFibrinolysin may increase the anticoagulant activities of Phenindione.Approved
FleroxacinFleroxacin may increase the anticoagulant activities of Phenindione.Approved
FloctafenineFloctafenine may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
FlucloxacillinFlucloxacillin may decrease the anticoagulant activities of Phenindione.Approved
FluconazoleThe serum concentration of Phenindione can be increased when it is combined with Fluconazole.Approved
FluindionePhenindione may increase the anticoagulant activities of Fluindione.Investigational
FlumequineFlumequine may increase the anticoagulant activities of Phenindione.Withdrawn
FlunixinFlunixin may increase the anticoagulant activities of Phenindione.Vet Approved
FluorouracilThe serum concentration of Phenindione can be increased when it is combined with Fluorouracil.Approved
FluoxetineFluoxetine may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
FluoxymesteroneFluoxymesterone may increase the anticoagulant activities of Phenindione.Approved, Illicit
FlurbiprofenFlurbiprofen may increase the anticoagulant activities of Phenindione.Approved, Investigational
FluvastatinFluvastatin may increase the anticoagulant activities of Phenindione.Approved
FluvoxamineFluvoxamine may increase the anticoagulant activities of Phenindione.Approved, Investigational
FondaparinuxPhenindione may increase the anticoagulant activities of Fondaparinux.Investigational
Fondaparinux sodiumPhenindione may increase the anticoagulant activities of Fondaparinux sodium.Approved, Investigational
FosphenytoinFosphenytoin may increase the anticoagulant activities of Phenindione.Approved
Fusidic AcidThe serum concentration of Phenindione can be increased when it is combined with Fusidic Acid.Approved
GabexatePhenindione may increase the anticoagulant activities of Gabexate.Investigational
GarenoxacinGarenoxacin may increase the anticoagulant activities of Phenindione.Investigational
GatifloxacinGatifloxacin may increase the anticoagulant activities of Phenindione.Approved, Investigational
GefitinibGefitinib may increase the anticoagulant activities of Phenindione.Approved, Investigational
GemfibrozilGemfibrozil may increase the anticoagulant activities of Phenindione.Approved
GemifloxacinGemifloxacin may increase the anticoagulant activities of Phenindione.Approved, Investigational
GenisteinGenistein may decrease the anticoagulant activities of Phenindione.Investigational
GestodeneGestodene may decrease the anticoagulant activities of Phenindione.Approved
GestrinoneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Gestrinone.Approved
Ginkgo bilobaThe risk or severity of adverse effects can be increased when Ginkgo biloba is combined with Phenindione.Approved, Nutraceutical
GlibornurideGlibornuride may increase the anticoagulant activities of Phenindione.Withdrawn
GliclazideGliclazide may increase the anticoagulant activities of Phenindione.Approved
GlimepirideGlimepiride may increase the anticoagulant activities of Phenindione.Approved
GlipizideGlipizide may increase the anticoagulant activities of Phenindione.Approved
GliquidoneGliquidone may increase the anticoagulant activities of Phenindione.Approved
GlisoxepideGlisoxepide may increase the anticoagulant activities of Phenindione.Approved
Glucagon recombinantGlucagon recombinant may increase the anticoagulant activities of Phenindione.Approved
GlutethimideThe metabolism of Phenindione can be increased when combined with Glutethimide.Approved, Illicit
GlyburideGlyburide may increase the anticoagulant activities of Phenindione.Approved
GrepafloxacinGrepafloxacin may increase the anticoagulant activities of Phenindione.Withdrawn
GriseofulvinThe serum concentration of Phenindione can be decreased when it is combined with Griseofulvin.Approved, Vet Approved
HeminHemin may increase the anticoagulant activities of Phenindione.Approved
HeparinPhenindione may increase the anticoagulant activities of Heparin.Approved, Investigational
HexestrolHexestrol may decrease the anticoagulant activities of Phenindione.Withdrawn
HexobarbitalThe metabolism of Phenindione can be increased when combined with Hexobarbital.Approved
HigenamineHigenamine may increase the anticoagulant activities of Phenindione.Investigational
HirulogPhenindione may increase the anticoagulant activities of Hirulog.Experimental
HMPL-004HMPL-004 may increase the anticoagulant activities of Phenindione.Investigational
Hydroxyprogesterone caproateThe therapeutic efficacy of Phenindione can be decreased when used in combination with Hydroxyprogesterone caproate.Approved
Ibritumomab tiuxetanThe risk or severity of adverse effects can be increased when Phenindione is combined with Ibritumomab tiuxetan.Approved
IbrutinibThe risk or severity of adverse effects can be increased when Ibrutinib is combined with Phenindione.Approved
IbudilastIbudilast may increase the anticoagulant activities of Phenindione.Approved, Investigational
IbuprofenIbuprofen may increase the anticoagulant activities of Phenindione.Approved
IbuproxamIbuproxam may increase the anticoagulant activities of Phenindione.Withdrawn
IcatibantIcatibant may increase the anticoagulant activities of Phenindione.Approved
Icosapent ethylIcosapent ethyl may increase the anticoagulant activities of Phenindione.Approved, Nutraceutical
idraparinuxPhenindione may increase the anticoagulant activities of idraparinux.Investigational
IfenprodilIfenprodil may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
IfosfamideIfosfamide may increase the anticoagulant activities of Phenindione.Approved
IloprostIloprost may increase the anticoagulant activities of Phenindione.Approved, Investigational
ImipramineImipramine may increase the anticoagulant activities of Phenindione.Approved
IndalpineIndalpine may increase the anticoagulant activities of Phenindione.Investigational, Withdrawn
IndobufenIndobufen may increase the anticoagulant activities of Phenindione.Investigational
IndomethacinIndomethacin may increase the anticoagulant activities of Phenindione.Approved, Investigational
IndoprofenIndoprofen may increase the anticoagulant activities of Phenindione.Withdrawn
IsoxicamIsoxicam may increase the anticoagulant activities of Phenindione.Withdrawn
ItraconazoleThe serum concentration of Phenindione can be increased when it is combined with Itraconazole.Approved, Investigational
IvermectinIvermectin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
JosamycinThe serum concentration of Phenindione can be increased when it is combined with Josamycin.Approved
Kct 0809Kct 0809 may increase the anticoagulant activities of Phenindione.Investigational
KebuzoneKebuzone may increase the anticoagulant activities of Phenindione.Experimental
KetanserinKetanserin may increase the anticoagulant activities of Phenindione.Investigational
KetoconazoleThe serum concentration of Phenindione can be increased when it is combined with Ketoconazole.Approved, Investigational
KetoprofenKetoprofen may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
KetorolacKetorolac may increase the anticoagulant activities of Phenindione.Approved
KitasamycinThe serum concentration of Phenindione can be increased when it is combined with Kitasamycin.Experimental
L-CarnitineL-Carnitine may increase the anticoagulant activities of Phenindione.Approved
LansoprazoleThe serum concentration of Phenindione can be increased when it is combined with Lansoprazole.Approved, Investigational
LeflunomideLeflunomide may increase the anticoagulant activities of Phenindione.Approved, Investigational
LepirudinLepirudin may increase the anticoagulant activities of Phenindione.Approved
LevofloxacinLevofloxacin may increase the anticoagulant activities of Phenindione.Approved, Investigational
LevomilnacipranThe risk or severity of adverse effects can be increased when Levomilnacipran is combined with Phenindione.Approved
LevonorgestrelLevonorgestrel may decrease the anticoagulant activities of Phenindione.Approved, Investigational
LevothyroxineLevothyroxine may increase the anticoagulant activities of Phenindione.Approved
LimaprostThe risk or severity of adverse effects can be increased when Limaprost is combined with Phenindione.Approved
LiothyronineLiothyronine may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
LiotrixLiotrix may increase the anticoagulant activities of Phenindione.Approved
LisofyllineLisofylline may increase the anticoagulant activities of Phenindione.Investigational
LixisenatideLixisenatide can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
LomefloxacinLomefloxacin may increase the anticoagulant activities of Phenindione.Approved
LornoxicamLornoxicam may increase the anticoagulant activities of Phenindione.Approved
LovastatinLovastatin may increase the anticoagulant activities of Phenindione.Approved, Investigational
LoxoprofenLoxoprofen may increase the anticoagulant activities of Phenindione.Approved
LumiracoxibLumiracoxib may increase the anticoagulant activities of Phenindione.Approved, Investigational
LynestrenolLynestrenol may decrease the anticoagulant activities of Phenindione.Investigational
Magnesium salicylateMagnesium salicylate may increase the anticoagulant activities of Phenindione.Approved
MasoprocolMasoprocol may increase the anticoagulant activities of Phenindione.Approved
Meclofenamic acidMeclofenamic acid may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
MedrogestoneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Medrogestone.Approved
Medroxyprogesterone acetateMedroxyprogesterone acetate may decrease the anticoagulant activities of Phenindione.Approved, Investigational
Mefenamic acidMefenamic acid may increase the anticoagulant activities of Phenindione.Approved
Megestrol acetateThe therapeutic efficacy of Phenindione can be decreased when used in combination with Megestrol acetate.Approved, Vet Approved
MeloxicamMeloxicam may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
MercaptopurineMercaptopurine may decrease the anticoagulant activities of Phenindione.Approved
MesalazineMesalazine may increase the anticoagulant activities of Phenindione.Approved
MestranolMestranol may decrease the anticoagulant activities of Phenindione.Approved
MetamizoleMetamizole may increase the anticoagulant activities of Phenindione.Withdrawn
MethallenestrilMethallenestril may decrease the anticoagulant activities of Phenindione.Experimental
MethimazoleMethimazole may decrease the anticoagulant activities of Phenindione.Approved
MethohexitalThe metabolism of Phenindione can be increased when combined with Methohexital.Approved
MethylphenidateThe serum concentration of Phenindione can be increased when it is combined with Methylphenidate.Approved, Investigational
MethylphenobarbitalThe metabolism of Phenindione can be increased when combined with Methylphenobarbital.Approved
MethyltestosteroneMethyltestosterone may increase the anticoagulant activities of Phenindione.Approved
MeticillinMeticillin may increase the anticoagulant activities of Phenindione.Approved
MetronidazoleThe serum concentration of Phenindione can be increased when it is combined with Metronidazole.Approved
MevastatinMevastatin may increase the anticoagulant activities of Phenindione.Experimental
MezlocillinMezlocillin may increase the anticoagulant activities of Phenindione.Approved
MiconazoleThe serum concentration of Phenindione can be increased when it is combined with Miconazole.Approved, Investigational, Vet Approved
MilnacipranThe risk or severity of adverse effects can be increased when Milnacipran is combined with Phenindione.Approved
MilrinoneMilrinone may increase the anticoagulant activities of Phenindione.Approved
MinocyclineMinocycline may increase the anticoagulant activities of Phenindione.Approved, Investigational
MirtazapineMirtazapine may increase the anticoagulant activities of Phenindione.Approved
MizoribineMizoribine may increase the anticoagulant activities of Phenindione.Investigational
MoxifloxacinMoxifloxacin may increase the anticoagulant activities of Phenindione.Approved, Investigational
Mycophenolate mofetilMycophenolate mofetil may increase the anticoagulant activities of Phenindione.Approved, Investigational
Mycophenolic acidMycophenolic acid may increase the anticoagulant activities of Phenindione.Approved
NabumetoneNabumetone may increase the anticoagulant activities of Phenindione.Approved
NadroparinPhenindione may increase the anticoagulant activities of Nadroparin.Approved
NafamostatNafamostat may increase the anticoagulant activities of Phenindione.Investigational
NafcillinNafcillin may decrease the anticoagulant activities of Phenindione.Approved
NaftifineNaftifine may increase the anticoagulant activities of Phenindione.Approved
NaftopidilNaftopidil may increase the anticoagulant activities of Phenindione.Investigational
Nalidixic AcidNalidixic Acid may increase the anticoagulant activities of Phenindione.Approved
NaproxenNaproxen may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
NCX 4016NCX 4016 may increase the anticoagulant activities of Phenindione.Investigational
NefazodoneNefazodone may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
NemonoxacinNemonoxacin may increase the anticoagulant activities of Phenindione.Investigational
NeomycinNeomycin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
NepafenacNepafenac may increase the anticoagulant activities of Phenindione.Approved
Niflumic AcidNiflumic Acid may increase the anticoagulant activities of Phenindione.Approved
NimesulideNimesulide may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
NintedanibThe risk or severity of adverse effects can be increased when Phenindione is combined with Nintedanib.Approved
NitroaspirinNitroaspirin may increase the anticoagulant activities of Phenindione.Investigational
NomegestrolThe therapeutic efficacy of Phenindione can be decreased when used in combination with Nomegestrol.Approved
NorelgestrominNorelgestromin may decrease the anticoagulant activities of Phenindione.Approved
NorethisteroneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Norethisterone.Approved
NorfloxacinNorfloxacin may increase the anticoagulant activities of Phenindione.Approved
NorgestimateNorgestimate may decrease the anticoagulant activities of Phenindione.Approved
NorgestrelNorgestrel may decrease the anticoagulant activities of Phenindione.Approved
NortriptylineNortriptyline may increase the anticoagulant activities of Phenindione.Approved
ObinutuzumabThe risk or severity of adverse effects can be increased when Phenindione is combined with Obinutuzumab.Approved
OfloxacinOfloxacin may increase the anticoagulant activities of Phenindione.Approved
OleandomycinThe serum concentration of Phenindione can be increased when it is combined with Oleandomycin.Vet Approved
OlopatadineOlopatadine may increase the anticoagulant activities of Phenindione.Approved
OlsalazineOlsalazine may increase the anticoagulant activities of Phenindione.Approved
Omacetaxine mepesuccinateThe risk or severity of adverse effects can be increased when Phenindione is combined with Omacetaxine mepesuccinate.Approved
Omega-3 fatty acidsOmega-3 fatty acids may increase the anticoagulant activities of Phenindione.Approved
OmeprazoleThe serum concentration of Phenindione can be increased when it is combined with Omeprazole.Approved, Investigational, Vet Approved
OpipramolOpipramol may increase the anticoagulant activities of Phenindione.Investigational
OrgoteinOrgotein may increase the anticoagulant activities of Phenindione.Vet Approved
OritavancinThe serum concentration of Phenindione can be increased when it is combined with Oritavancin.Approved, Investigational
OtamixabanPhenindione may increase the anticoagulant activities of Otamixaban.Investigational
OxacillinOxacillin may increase the anticoagulant activities of Phenindione.Approved
OxandroloneOxandrolone may increase the anticoagulant activities of Phenindione.Approved, Investigational
OxaprozinOxaprozin may increase the anticoagulant activities of Phenindione.Approved
OxymetholoneOxymetholone may increase the anticoagulant activities of Phenindione.Approved, Illicit
OxyphenbutazoneOxyphenbutazone may increase the anticoagulant activities of Phenindione.Withdrawn
OxytetracyclineOxytetracycline may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
ParecoxibParecoxib may increase the anticoagulant activities of Phenindione.Approved
ParnaparinParnaparin may increase the anticoagulant activities of Phenindione.Approved
ParoxetineParoxetine may increase the anticoagulant activities of Phenindione.Approved, Investigational
PazufloxacinPazufloxacin may increase the anticoagulant activities of Phenindione.Investigational
PefloxacinPefloxacin may increase the anticoagulant activities of Phenindione.Approved
PentobarbitalThe metabolism of Phenindione can be increased when combined with Pentobarbital.Approved, Vet Approved
Pentosan PolysulfatePentosan Polysulfate may increase the anticoagulant activities of Phenindione.Approved
PentoxifyllinePentoxifylline may increase the anticoagulant activities of Phenindione.Approved, Investigational
PhenobarbitalThe metabolism of Phenindione can be increased when combined with Phenobarbital.Approved
PhenoxymethylpenicillinPhenoxymethylpenicillin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
PhenprocoumonPhenindione may increase the anticoagulant activities of Phenprocoumon.Approved
PhenylbutazonePhenylbutazone may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
PhenytoinPhenytoin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
PhylloquinonePhylloquinone may decrease the anticoagulant activities of Phenindione.Approved
PimecrolimusPimecrolimus may increase the anticoagulant activities of Phenindione.Approved, Investigational
PiperacillinPiperacillin may increase the anticoagulant activities of Phenindione.Approved
PirfenidonePirfenidone may increase the anticoagulant activities of Phenindione.Investigational
PiroxicamPiroxicam may increase the anticoagulant activities of Phenindione.Approved, Investigational
PitavastatinPitavastatin may increase the anticoagulant activities of Phenindione.Approved
PivampicillinPivampicillin may increase the anticoagulant activities of Phenindione.Approved
PivmecillinamPivmecillinam may increase the anticoagulant activities of Phenindione.Approved
PlasminPlasmin may increase the anticoagulant activities of Phenindione.Investigational
Polyestradiol phosphatePolyestradiol phosphate may decrease the anticoagulant activities of Phenindione.Approved
PosaconazoleThe serum concentration of Phenindione can be increased when it is combined with Posaconazole.Approved, Investigational, Vet Approved
PrasugrelPrasugrel may increase the anticoagulant activities of Phenindione.Approved
PravastatinPravastatin may increase the anticoagulant activities of Phenindione.Approved
PrimidoneThe metabolism of Phenindione can be increased when combined with Primidone.Approved, Vet Approved
Procaine benzylpenicillinProcaine benzylpenicillin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
ProgesteroneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Progesterone.Approved, Vet Approved
PromestrienePromestriene may decrease the anticoagulant activities of Phenindione.Investigational
PropacetamolPropacetamol may increase the anticoagulant activities of Phenindione.Approved
PropafenoneThe serum concentration of Phenindione can be increased when it is combined with Propafenone.Approved
PropylthiouracilPropylthiouracil may decrease the anticoagulant activities of Phenindione.Approved
Protein CPhenindione may increase the anticoagulant activities of Protein C.Approved
Protein S humanPhenindione may increase the anticoagulant activities of Protein S human.Approved
ProtocatechualdehydePhenindione may increase the anticoagulant activities of Protocatechualdehyde.Approved
ProtriptylineProtriptyline may increase the anticoagulant activities of Phenindione.Approved
PrulifloxacinPrulifloxacin may increase the anticoagulant activities of Phenindione.Investigational
PTC299PTC299 may increase the anticoagulant activities of Phenindione.Investigational
QuinestrolQuinestrol may decrease the anticoagulant activities of Phenindione.Approved
QuinidineQuinidine may increase the anticoagulant activities of Phenindione.Approved
QuinineQuinine may increase the anticoagulant activities of Phenindione.Approved
RamatrobanRamatroban may increase the anticoagulant activities of Phenindione.Investigational
ResveratrolResveratrol may increase the anticoagulant activities of Phenindione.Experimental, Investigational
ReteplaseReteplase may increase the anticoagulant activities of Phenindione.Approved
ReviparinPhenindione may increase the anticoagulant activities of Reviparin.Approved
RidogrelRidogrel may increase the anticoagulant activities of Phenindione.Approved
RifabutinThe metabolism of Phenindione can be increased when combined with Rifabutin.Approved
RifampicinThe metabolism of Phenindione can be increased when combined with Rifampicin.Approved
RifapentineThe metabolism of Phenindione can be increased when combined with Rifapentine.Approved
RivaroxabanPhenindione may increase the anticoagulant activities of Rivaroxaban.Approved
RofecoxibRofecoxib may increase the anticoagulant activities of Phenindione.Investigational, Withdrawn
RosiglitazoneRosiglitazone may increase the anticoagulant activities of Phenindione.Approved, Investigational
RosoxacinRosoxacin may increase the anticoagulant activities of Phenindione.Approved
RosuvastatinRosuvastatin may increase the anticoagulant activities of Phenindione.Approved
S EquolS Equol may decrease the anticoagulant activities of Phenindione.Investigational
SalicylamideSalicylamide may increase the anticoagulant activities of Phenindione.Approved
Salicylic acidSalicylic acid may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
SalsalateSalsalate may increase the anticoagulant activities of Phenindione.Approved
SCH-530348SCH-530348 may increase the anticoagulant activities of Phenindione.Investigational
SecobarbitalThe metabolism of Phenindione can be increased when combined with Secobarbital.Approved, Vet Approved
SecoisolariciresinolSecoisolariciresinol may decrease the anticoagulant activities of Phenindione.Investigational
SelexipagSelexipag may increase the anticoagulant activities of Phenindione.Approved
SeratrodastSeratrodast may increase the anticoagulant activities of Phenindione.Approved, Investigational
SertralineSertraline may increase the anticoagulant activities of Phenindione.Approved
SevofluraneSevoflurane may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
SimvastatinSimvastatin may increase the anticoagulant activities of Phenindione.Approved
SolithromycinThe serum concentration of Phenindione can be increased when it is combined with Solithromycin.Investigational
SparfloxacinSparfloxacin may increase the anticoagulant activities of Phenindione.Approved
SRT501SRT501 may increase the anticoagulant activities of Phenindione.Investigational
St. John's WortThe metabolism of Phenindione can be increased when combined with St. John's Wort.Nutraceutical
StanozololStanozolol may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
StreptokinaseStreptokinase may increase the anticoagulant activities of Phenindione.Approved
SucralfateSucralfate may decrease the anticoagulant activities of Phenindione.Approved
SugammadexSugammadex may increase the anticoagulant activities of Phenindione.Approved
SulbactamSulbactam may increase the anticoagulant activities of Phenindione.Approved
SulfadiazineSulfadiazine may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
SulfamethoxazoleSulfamethoxazole may increase the anticoagulant activities of Phenindione.Approved
SulfasalazineSulfasalazine may increase the anticoagulant activities of Phenindione.Approved
SulfinpyrazoneThe metabolism of Phenindione can be decreased when combined with Sulfinpyrazone.Approved
SulfisoxazoleSulfisoxazole may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
SulindacSulindac may increase the anticoagulant activities of Phenindione.Approved
SulodexidePhenindione may increase the anticoagulant activities of Sulodexide.Approved, Investigational
SultamicillinSultamicillin may increase the anticoagulant activities of Phenindione.Investigational
SuprofenSuprofen may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
Synthetic Conjugated Estrogens, ASynthetic Conjugated Estrogens, A may decrease the anticoagulant activities of Phenindione.Approved
Synthetic Conjugated Estrogens, BSynthetic Conjugated Estrogens, B may decrease the anticoagulant activities of Phenindione.Approved
TamoxifenThe serum concentration of Phenindione can be increased when it is combined with Tamoxifen.Approved
TazobactamTazobactam may increase the anticoagulant activities of Phenindione.Approved
TegafurThe serum concentration of Phenindione can be increased when it is combined with Tegafur.Approved
TelithromycinThe serum concentration of Phenindione can be increased when it is combined with Telithromycin.Approved
TemafloxacinTemafloxacin may increase the anticoagulant activities of Phenindione.Withdrawn
TenecteplaseTenecteplase may increase the anticoagulant activities of Phenindione.Approved
TenoxicamTenoxicam may increase the anticoagulant activities of Phenindione.Approved
TepoxalinTepoxalin may increase the anticoagulant activities of Phenindione.Vet Approved
TeriflunomideTeriflunomide may increase the anticoagulant activities of Phenindione.Approved
TesmilifeneTesmilifene may increase the anticoagulant activities of Phenindione.Investigational
TestosteroneTestosterone may increase the anticoagulant activities of Phenindione.Approved, Investigational
TetracyclineTetracycline may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
ThiamylalThe metabolism of Phenindione can be increased when combined with Thiamylal.Approved, Vet Approved
ThiopentalThe metabolism of Phenindione can be increased when combined with Thiopental.Approved, Vet Approved
Thyroid, porcineThyroid, porcine may increase the anticoagulant activities of Phenindione.Approved
TianeptineTianeptine may increase the anticoagulant activities of Phenindione.Approved
Tiaprofenic acidTiaprofenic acid may increase the anticoagulant activities of Phenindione.Approved
TiboloneTibolone may increase the anticoagulant activities of Phenindione.Approved
TicagrelorTicagrelor may increase the anticoagulant activities of Phenindione.Approved
TicarcillinTicarcillin may increase the anticoagulant activities of Phenindione.Approved, Vet Approved
TiclopidineTiclopidine may increase the anticoagulant activities of Phenindione.Approved
TinoridineTinoridine may increase the anticoagulant activities of Phenindione.Investigational
TinzaparinTinzaparin may increase the anticoagulant activities of Phenindione.Approved
TipranavirTipranavir may increase the anticoagulant activities of Phenindione.Approved, Investigational
TirofibanTirofiban may increase the anticoagulant activities of Phenindione.Approved
TolazamideTolazamide may increase the anticoagulant activities of Phenindione.Approved
TolbutamideTolbutamide may increase the anticoagulant activities of Phenindione.Approved
Tolfenamic AcidTolfenamic Acid may increase the anticoagulant activities of Phenindione.Approved
TolmetinTolmetin may increase the anticoagulant activities of Phenindione.Approved
ToremifeneToremifene may increase the anticoagulant activities of Phenindione.Approved, Investigational
TositumomabThe risk or severity of adverse effects can be increased when Phenindione is combined with Tositumomab.Approved
TramadolTramadol may increase the anticoagulant activities of Phenindione.Approved, Investigational
TranilastTranilast may increase the anticoagulant activities of Phenindione.Approved, Investigational
TrapidilTrapidil may increase the anticoagulant activities of Phenindione.Approved
TreprostinilTreprostinil may increase the anticoagulant activities of Phenindione.Approved, Investigational
TriflusalTriflusal may increase the anticoagulant activities of Phenindione.Approved
TrimipramineTrimipramine may increase the anticoagulant activities of Phenindione.Approved
Trisalicylate-cholineTrisalicylate-choline may increase the anticoagulant activities of Phenindione.Approved
TroleandomycinThe serum concentration of Phenindione can be increased when it is combined with Troleandomycin.Approved
TrovafloxacinTrovafloxacin may increase the anticoagulant activities of Phenindione.Approved, Withdrawn
TylosinThe serum concentration of Phenindione can be increased when it is combined with Tylosin.Vet Approved
UrokinaseUrokinase may increase the anticoagulant activities of Phenindione.Approved, Investigational, Withdrawn
ValdecoxibValdecoxib may increase the anticoagulant activities of Phenindione.Investigational, Withdrawn
VenlafaxineThe risk or severity of adverse effects can be increased when Venlafaxine is combined with Phenindione.Approved
Vitamin EVitamin E may increase the anticoagulant activities of Phenindione.Approved, Nutraceutical, Vet Approved
VorapaxarThe risk or severity of adverse effects can be increased when Vorapaxar is combined with Phenindione.Approved
VoriconazoleThe serum concentration of Phenindione can be increased when it is combined with Voriconazole.Approved, Investigational
VorinostatVorinostat may increase the anticoagulant activities of Phenindione.Approved, Investigational
WarfarinPhenindione may increase the anticoagulant activities of Warfarin.Approved
XimelagatranPhenindione may increase the anticoagulant activities of Ximelagatran.Approved, Investigational, Withdrawn
Ym150Phenindione may increase the anticoagulant activities of Ym150.Investigational
ZafirlukastThe serum concentration of Phenindione can be increased when it is combined with Zafirlukast.Approved, Investigational
ZaltoprofenZaltoprofen may increase the anticoagulant activities of Phenindione.Approved
ZeranolZeranol may decrease the anticoagulant activities of Phenindione.Vet Approved
ZileutonZileuton may increase the anticoagulant activities of Phenindione.Approved, Investigational, Withdrawn
ZimelidineZimelidine may increase the anticoagulant activities of Phenindione.Withdrawn
ZomepiracZomepirac may increase the anticoagulant activities of Phenindione.Withdrawn
Food InteractionsNot 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)
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
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

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 ]
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23