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IdentificationPharmacologyInteractionsReferencesTrialsEconomicsPropertiesSpectraTaxonomyPhenindione
Identification
- Name
- Phenindione
- Accession Number
- DB00498 (APRD00166)
- Type
- Small Molecule
- Groups
- Approved
- Description
An 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
Structure for DB00498 (Phenindione)
- Synonyms
- 2-Phenyl-1,3-diketohydrindene
- 2-Phenyl-1,3-indandione
- 2-Phenyl-1,3(2H)-indenedione
- Fenindiona
- Fenindione
- Phenindion
- Phénindione
- Phenindionum
- PID
- International/Other Brands
- Dindevan (Sigma) / Fenindion (Souriree) / Phenindione (Goldshield) / Soluthrombine (Cooper)
- Categories
- UNII
- 5M7Y6274ZE
- CAS number
- 83-12-5
- Weight
- Average: 222.2387
Monoisotopic: 222.068079564 - Chemical Formula
- C15H10O2
- InChI Key
- 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
Pharmacology
- Indication
For 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
- Pharmacodynamics
Phenindione 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 action
Phenindione 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.
Target Actions Organism AVitamin K epoxide reductase complex subunit 1 inhibitorHuman - Absorption
Absorbed slowly from the gastrointestinal tract.
- Volume of distribution
- Not Available
- Protein binding
88%
- Metabolism
Hepatic.
- Route of elimination
- Not Available
- Half life
5-10 hours
- Clearance
- Not Available
- Toxicity
Oral, mouse: LD50 = 175 mg/kg; Oral, rat: LD50 = 163 mg/kg.
- Affected organisms
- Humans and other mammals
- Pathways
Pathway Category Phenindione Action Pathway Drug action - Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
Drug Interaction Drug group Abciximab Abciximab may increase the anticoagulant activities of Phenindione. Approved Aceclofenac Aceclofenac may increase the anticoagulant activities of Phenindione. Approved Acemetacin Acemetacin may increase the anticoagulant activities of Phenindione. Experimental Acenocoumarol Phenindione may increase the anticoagulant activities of Acenocoumarol. Approved Acetaminophen Acetaminophen may increase the anticoagulant activities of Phenindione. Approved Acetohexamide Acetohexamide may increase the anticoagulant activities of Phenindione. Withdrawn Acetylsalicylic acid Acetylsalicylic acid may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Adapalene Adapalene may increase the anticoagulant activities of Phenindione. Approved Alaproclate Alaproclate may increase the anticoagulant activities of Phenindione. Experimental Alclofenac Alclofenac may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Allopurinol Allopurinol may increase the anticoagulant activities of Phenindione. Approved Allylestrenol The therapeutic efficacy of Phenindione can be decreased when used in combination with Allylestrenol. Approved Alminoprofen Alminoprofen may increase the anticoagulant activities of Phenindione. Experimental Aloxiprin Aloxiprin may increase the anticoagulant activities of Phenindione. Experimental Alprostadil Alprostadil may increase the anticoagulant activities of Phenindione. Approved, Investigational Alteplase Alteplase may increase the anticoagulant activities of Phenindione. Approved Altrenogest The therapeutic efficacy of Phenindione can be decreased when used in combination with Altrenogest. Vet Approved Aluminium clofibrate Aluminium clofibrate may increase the anticoagulant activities of Phenindione. Experimental ALX-0081 ALX-0081 may increase the anticoagulant activities of Phenindione. Investigational Amdinocillin Amdinocillin may increase the anticoagulant activities of Phenindione. Withdrawn Amineptine Amineptine may increase the anticoagulant activities of Phenindione. Illicit, Withdrawn Aminosalicylic Acid Aminosalicylic Acid may increase the anticoagulant activities of Phenindione. Approved Amiodarone Amiodarone may increase the anticoagulant activities of Phenindione. Approved, Investigational Amitriptyline Amitriptyline may increase the anticoagulant activities of Phenindione. Approved Amobarbital The metabolism of Phenindione can be increased when combined with Amobarbital. Approved, Illicit Amoxicillin Amoxicillin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Ampicillin Ampicillin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Anagrelide Anagrelide may increase the anticoagulant activities of Phenindione. Approved Ancrod Phenindione may increase the anticoagulant activities of Ancrod. Investigational Andrographolide Andrographolide may increase the anticoagulant activities of Phenindione. Investigational Anisodamine Anisodamine may increase the anticoagulant activities of Phenindione. Investigational Anistreplase Anistreplase may increase the anticoagulant activities of Phenindione. Approved Antipyrine Antipyrine may increase the anticoagulant activities of Phenindione. Approved Antithrombin III human Phenindione may increase the anticoagulant activities of Antithrombin III human. Approved Apixaban Apixaban may increase the anticoagulant activities of Phenindione. Approved Apocynin Apocynin may increase the anticoagulant activities of Phenindione. Investigational Apremilast Apremilast may increase the anticoagulant activities of Phenindione. Approved, Investigational Aprotinin The therapeutic efficacy of Phenindione can be decreased when used in combination with Aprotinin. Approved, Withdrawn Ardeparin Ardeparin may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Argatroban Argatroban may increase the anticoagulant activities of Phenindione. Approved, Investigational Aspoxicillin Aspoxicillin may increase the anticoagulant activities of Phenindione. Experimental Astaxanthin Astaxanthin may increase the anticoagulant activities of Phenindione. Investigational Atorvastatin Atorvastatin may increase the anticoagulant activities of Phenindione. Approved Azapropazone Azapropazone may increase the anticoagulant activities of Phenindione. Withdrawn Azathioprine Azathioprine may decrease the anticoagulant activities of Phenindione. Approved Azelastine Azelastine may increase the anticoagulant activities of Phenindione. Approved Azidocillin Azidocillin may increase the anticoagulant activities of Phenindione. Approved Azithromycin The serum concentration of Phenindione can be increased when it is combined with Azithromycin. Approved Azlocillin Azlocillin may increase the anticoagulant activities of Phenindione. Approved Bacampicillin Bacampicillin may increase the anticoagulant activities of Phenindione. Approved Balsalazide Balsalazide may increase the anticoagulant activities of Phenindione. Approved, Investigational Barbexaclone The metabolism of Phenindione can be increased when combined with Barbexaclone. Experimental Barbital The metabolism of Phenindione can be increased when combined with Barbital. Illicit Batroxobin Batroxobin may increase the anticoagulant activities of Phenindione. Experimental Becaplermin Becaplermin may increase the anticoagulant activities of Phenindione. Approved, Investigational Bemiparin Bemiparin may increase the anticoagulant activities of Phenindione. Approved Bendazac Bendazac may increase the anticoagulant activities of Phenindione. Experimental Benorilate Benorilate may increase the anticoagulant activities of Phenindione. Experimental Benoxaprofen Benoxaprofen may increase the anticoagulant activities of Phenindione. Withdrawn Benzathine benzylpenicillin Benzathine benzylpenicillin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Benzylpenicillin Benzylpenicillin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Benzylpenicilloyl Polylysine Benzylpenicilloyl Polylysine may increase the anticoagulant activities of Phenindione. Approved Beraprost Beraprost may increase the anticoagulant activities of Phenindione. Investigational Bevonium Bevonium may increase the anticoagulant activities of Phenindione. Experimental Bezafibrate Bezafibrate may increase the anticoagulant activities of Phenindione. Approved Bicalutamide The serum concentration of Phenindione can be increased when it is combined with Bicalutamide. Approved Bivalirudin Bivalirudin may increase the anticoagulant activities of Phenindione. Approved, Investigational Bosentan The metabolism of Phenindione can be increased when combined with Bosentan. Approved, Investigational Brinase Brinase may increase the anticoagulant activities of Phenindione. Experimental Bromfenac Bromfenac may increase the anticoagulant activities of Phenindione. Approved Bucillamine Bucillamine may increase the anticoagulant activities of Phenindione. Investigational Bufexamac Bufexamac may increase the anticoagulant activities of Phenindione. Experimental Buflomedil Buflomedil may increase the anticoagulant activities of Phenindione. Experimental Bumadizone Bumadizone may increase the anticoagulant activities of Phenindione. Experimental Butylphthalide Butylphthalide may increase the anticoagulant activities of Phenindione. Investigational Cangrelor Cangrelor may increase the anticoagulant activities of Phenindione. Approved Capecitabine The serum concentration of Phenindione can be increased when it is combined with Capecitabine. Approved, Investigational Carbamazepine The serum concentration of Phenindione can be decreased when it is combined with Carbamazepine. Approved, Investigational Carbaspirin calcium Carbaspirin calcium may increase the anticoagulant activities of Phenindione. Experimental Carbenicillin Carbenicillin may increase the anticoagulant activities of Phenindione. Approved Carbenicillin indanyl Carbenicillin indanyl may increase the anticoagulant activities of Phenindione. Approved Carbimazole Carbimazole may decrease the anticoagulant activities of Phenindione. Approved Carbomycin The serum concentration of Phenindione can be increased when it is combined with Carbomycin. Vet Approved Carbutamide Carbutamide may increase the anticoagulant activities of Phenindione. Experimental Carfecillin Carfecillin may increase the anticoagulant activities of Phenindione. Experimental Carprofen Carprofen may increase the anticoagulant activities of Phenindione. Approved, Vet Approved, Withdrawn Castanospermine Castanospermine may increase the anticoagulant activities of Phenindione. Experimental Cefacetrile Cefacetrile may increase the anticoagulant activities of Phenindione. Approved Cefaclor Cefaclor may increase the anticoagulant activities of Phenindione. Approved Cefadroxil Cefadroxil may increase the anticoagulant activities of Phenindione. Approved, Vet Approved, Withdrawn Cefalotin Cefalotin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Cefamandole Cefamandole may increase the anticoagulant activities of Phenindione. Approved Cefapirin Cefapirin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Cefatrizine Cefatrizine may increase the anticoagulant activities of Phenindione. Experimental Cefazedone Cefazedone may increase the anticoagulant activities of Phenindione. Experimental Cefazolin Cefazolin may increase the anticoagulant activities of Phenindione. Approved Cefbuperazone Cefbuperazone may increase the anticoagulant activities of Phenindione. Experimental Cefetamet Cefetamet may increase the anticoagulant activities of Phenindione. Experimental Cefixime Cefixime may increase the anticoagulant activities of Phenindione. Approved Cefmenoxime Cefmenoxime may increase the anticoagulant activities of Phenindione. Approved Cefmetazole Cefmetazole may increase the anticoagulant activities of Phenindione. Approved Cefminox Cefminox may increase the anticoagulant activities of Phenindione. Approved Cefodizime Cefodizime may increase the anticoagulant activities of Phenindione. Experimental Cefonicid Cefonicid may increase the anticoagulant activities of Phenindione. Approved Cefoperazone Cefoperazone may increase the anticoagulant activities of Phenindione. Approved Ceforanide Ceforanide may increase the anticoagulant activities of Phenindione. Approved Cefotaxime Cefotaxime may increase the anticoagulant activities of Phenindione. Approved Cefotetan Cefotetan may increase the anticoagulant activities of Phenindione. Approved Cefotiam Cefotiam may increase the anticoagulant activities of Phenindione. Approved Cefoxitin Cefoxitin may increase the anticoagulant activities of Phenindione. Approved Cefpodoxime Cefpodoxime may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Cefradine Cefradine may increase the anticoagulant activities of Phenindione. Approved Cefroxadine Cefroxadine may increase the anticoagulant activities of Phenindione. Withdrawn Cefsulodin Cefsulodin may increase the anticoagulant activities of Phenindione. Experimental Ceftazidime Ceftazidime may increase the anticoagulant activities of Phenindione. Approved Ceftezole Ceftezole may increase the anticoagulant activities of Phenindione. Experimental Ceftizoxime Ceftizoxime may increase the anticoagulant activities of Phenindione. Approved Ceftriaxone Ceftriaxone may increase the anticoagulant activities of Phenindione. Approved Cefuroxime Cefuroxime may increase the anticoagulant activities of Phenindione. Approved Celecoxib Celecoxib may increase the anticoagulant activities of Phenindione. Approved, Investigational Cephalexin Cephalexin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Cephaloglycin Cephaloglycin may increase the anticoagulant activities of Phenindione. Approved Cephaloridine Cephaloridine may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Cerivastatin Cerivastatin may increase the anticoagulant activities of Phenindione. Withdrawn Certoparin Phenindione may increase the anticoagulant activities of Certoparin. Approved Chloral hydrate The serum concentration of Phenindione can be increased when it is combined with Chloral hydrate. Approved, Illicit, Vet Approved Chloramphenicol Chloramphenicol may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Chloroquine Chloroquine may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Chlorotrianisene Chlorotrianisene may decrease the anticoagulant activities of Phenindione. Withdrawn Chlorpropamide Chlorpropamide may increase the anticoagulant activities of Phenindione. Approved Chlortetracycline Chlortetracycline may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Cholestyramine Cholestyramine can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy. Approved Choline magnesium trisalicylate Choline magnesium trisalicylate may increase the anticoagulant activities of Phenindione. Approved Cilostazol Cilostazol may increase the anticoagulant activities of Phenindione. Approved Cimetidine Cimetidine may increase the anticoagulant activities of Phenindione. Approved Cinoxacin Cinoxacin may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Ciprofibrate Ciprofibrate may increase the anticoagulant activities of Phenindione. Approved Citalopram Citalopram may increase the anticoagulant activities of Phenindione. Approved Citric Acid Phenindione may increase the anticoagulant activities of Citric Acid. Nutraceutical, Vet Approved Clarithromycin The serum concentration of Phenindione can be increased when it is combined with Clarithromycin. Approved Clofibrate Clofibrate may increase the anticoagulant activities of Phenindione. Approved Clofibride Clofibride may increase the anticoagulant activities of Phenindione. Experimental Clomipramine Clomipramine may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Clonixin Clonixin may increase the anticoagulant activities of Phenindione. Approved Clopidogrel Clopidogrel may increase the anticoagulant activities of Phenindione. Approved, Nutraceutical Cloricromen Cloricromen may increase the anticoagulant activities of Phenindione. Experimental Clorindione Clorindione may increase the anticoagulant activities of Phenindione. Experimental Cloxacillin Cloxacillin may decrease the anticoagulant activities of Phenindione. Approved, Vet Approved Colesevelam Colesevelam can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy. Approved Colestipol Colestipol can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy. Approved Collagenase clostridium histolyticum The risk or severity of adverse effects can be increased when Phenindione is combined with Collagenase clostridium histolyticum. Approved, Investigational Conjugated estrogens Conjugated estrogens may decrease the anticoagulant activities of Phenindione. Approved Cranberry Cranberry may increase the anticoagulant activities of Phenindione. Approved Curcumin Curcumin may increase the anticoagulant activities of Phenindione. Investigational Cyclacillin Cyclacillin may increase the anticoagulant activities of Phenindione. Approved Cyclobenzaprine Cyclobenzaprine may increase the anticoagulant activities of Phenindione. Approved D-Limonene D-Limonene may increase the anticoagulant activities of Phenindione. Investigational Daidzein Daidzein may decrease the anticoagulant activities of Phenindione. Experimental Dalteparin Phenindione may increase the anticoagulant activities of Dalteparin. Approved Danaparoid Phenindione may increase the anticoagulant activities of Danaparoid. Approved, Withdrawn Dapoxetine Dapoxetine may increase the anticoagulant activities of Phenindione. Investigational Darexaban Phenindione may increase the anticoagulant activities of Darexaban. Investigational Dasatinib Dasatinib may increase the anticoagulant activities of Phenindione. Approved, Investigational Deferasirox The risk or severity of adverse effects can be increased when Phenindione is combined with Deferasirox. Approved, Investigational Defibrotide Defibrotide may increase the anticoagulant activities of Phenindione. Approved, Investigational Demeclocycline Demeclocycline may increase the anticoagulant activities of Phenindione. Approved Demegestone The therapeutic efficacy of Phenindione can be decreased when used in combination with Demegestone. Experimental Deoxycholic Acid The risk or severity of adverse effects can be increased when Phenindione is combined with Deoxycholic Acid. Approved dersalazine dersalazine may increase the anticoagulant activities of Phenindione. Investigational Desipramine Desipramine may increase the anticoagulant activities of Phenindione. Approved Desirudin Phenindione may increase the anticoagulant activities of Desirudin. Approved Desmoteplase Desmoteplase may increase the anticoagulant activities of Phenindione. Investigational Desogestrel Desogestrel may decrease the anticoagulant activities of Phenindione. Approved Desvenlafaxine The risk or severity of adverse effects can be increased when Desvenlafaxine is combined with Phenindione. Approved Dexmethylphenidate The serum concentration of Phenindione can be increased when it is combined with Dexmethylphenidate. Approved Dextran Phenindione may increase the anticoagulant activities of Dextran. Approved, Vet Approved Dextran 40 Phenindione may increase the anticoagulant activities of Dextran 40. Approved Dextran 70 Phenindione may increase the anticoagulant activities of Dextran 70. Approved Dextran 75 Phenindione may increase the anticoagulant activities of Dextran 75. Approved Dibenzepin Dibenzepin may increase the anticoagulant activities of Phenindione. Experimental Diclofenac Diclofenac may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Dicloxacillin Dicloxacillin may decrease the anticoagulant activities of Phenindione. Approved, Vet Approved Dicoumarol Dicoumarol may increase the anticoagulant activities of Phenindione. Approved Dienestrol Dienestrol may decrease the anticoagulant activities of Phenindione. Approved Dienogest Dienogest may decrease the anticoagulant activities of Phenindione. Approved Diethylstilbestrol Diethylstilbestrol may decrease the anticoagulant activities of Phenindione. Approved Difenpiramide Difenpiramide may increase the anticoagulant activities of Phenindione. Experimental Diflunisal Diflunisal may increase the anticoagulant activities of Phenindione. Approved Dihydrotestosterone Dihydrotestosterone may increase the anticoagulant activities of Phenindione. Illicit Diphenadione Diphenadione may increase the anticoagulant activities of Phenindione. Experimental Dipyridamole Dipyridamole may increase the anticoagulant activities of Phenindione. Approved Disulfiram The serum concentration of Phenindione can be increased when it is combined with Disulfiram. Approved Ditazole Ditazole may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Dosulepin Dosulepin may increase the anticoagulant activities of Phenindione. Approved Doxepin Doxepin may increase the anticoagulant activities of Phenindione. Approved Doxycycline Doxycycline may increase the anticoagulant activities of Phenindione. Approved, Investigational, Vet Approved Dronedarone The serum concentration of Phenindione can be increased when it is combined with Dronedarone. Approved Drospirenone Drospirenone may decrease the anticoagulant activities of Phenindione. Approved Drotrecogin alfa Drotrecogin alfa may increase the anticoagulant activities of Phenindione. Approved, Investigational, Withdrawn Droxicam Droxicam may increase the anticoagulant activities of Phenindione. Approved Duloxetine Duloxetine may increase the anticoagulant activities of Phenindione. Approved Duvelisib Duvelisib may increase the anticoagulant activities of Phenindione. Investigational Dydrogesterone The therapeutic efficacy of Phenindione can be decreased when used in combination with Dydrogesterone. Approved, Withdrawn E-6201 E-6201 may increase the anticoagulant activities of Phenindione. Investigational Econazole The serum concentration of Phenindione can be increased when it is combined with Econazole. Approved Edetic Acid Phenindione may increase the anticoagulant activities of Edetic Acid. Approved, Vet Approved Edoxaban Edoxaban may increase the anticoagulant activities of Phenindione. Approved Efavirenz The serum concentration of Phenindione can be decreased when it is combined with Efavirenz. Approved, Investigational Enoxacin Enoxacin may increase the anticoagulant activities of Phenindione. Approved Enoxaparin Phenindione may increase the anticoagulant activities of Enoxaparin. Approved Epicillin Epicillin may increase the anticoagulant activities of Phenindione. Experimental Epimestrol Epimestrol may decrease the anticoagulant activities of Phenindione. Experimental Epinastine Epinastine may increase the anticoagulant activities of Phenindione. Approved, Investigational Epirizole Epirizole may increase the anticoagulant activities of Phenindione. Approved Eplivanserin Eplivanserin may increase the anticoagulant activities of Phenindione. Investigational eplivanserine eplivanserine may increase the anticoagulant activities of Phenindione. Investigational Epoprostenol Epoprostenol may increase the anticoagulant activities of Phenindione. Approved Eptifibatide Eptifibatide may increase the anticoagulant activities of Phenindione. Approved, Investigational Equol Equol may decrease the anticoagulant activities of Phenindione. Investigational Escitalopram Escitalopram may increase the anticoagulant activities of Phenindione. Approved, Investigational Esmirtazapine Esmirtazapine may increase the anticoagulant activities of Phenindione. Investigational Esomeprazole The serum concentration of Phenindione can be increased when it is combined with Esomeprazole. Approved, Investigational Estradiol Estradiol may decrease the anticoagulant activities of Phenindione. Approved, Investigational, Vet Approved Estramustine Estramustine may decrease the anticoagulant activities of Phenindione. Approved Estriol Estriol may decrease the anticoagulant activities of Phenindione. Approved, Vet Approved Estrogens, esterified Estrogens, esterified may decrease the anticoagulant activities of Phenindione. Approved Estrone Estrone may decrease the anticoagulant activities of Phenindione. Approved Estrone sulfate Estrone sulfate may decrease the anticoagulant activities of Phenindione. Approved Etacrynic acid The serum concentration of Phenindione can be increased when it is combined with Etacrynic acid. Approved Etanercept Etanercept may increase the anticoagulant activities of Phenindione. Approved, Investigational Ethanol The serum concentration of Phenindione can be decreased when it is combined with Ethanol. Approved Ethenzamide Ethenzamide may increase the anticoagulant activities of Phenindione. Experimental Ethinyl Estradiol Ethinyl Estradiol may decrease the anticoagulant activities of Phenindione. Approved Ethotoin Ethotoin may increase the anticoagulant activities of Phenindione. Approved Ethyl biscoumacetate Phenindione may increase the anticoagulant activities of Ethyl biscoumacetate. Withdrawn Ethynodiol diacetate Ethynodiol diacetate may decrease the anticoagulant activities of Phenindione. Approved Etodolac Etodolac may increase the anticoagulant activities of Phenindione. Approved, Investigational, Vet Approved Etofenamate Etofenamate may increase the anticoagulant activities of Phenindione. Approved Etofibrate Etofibrate may increase the anticoagulant activities of Phenindione. Approved Etonogestrel Etonogestrel may decrease the anticoagulant activities of Phenindione. Approved, Investigational Etoperidone Etoperidone may increase the anticoagulant activities of Phenindione. Approved Etoposide Etoposide may increase the anticoagulant activities of Phenindione. Approved Etoricoxib Etoricoxib may increase the anticoagulant activities of Phenindione. Approved, Investigational Evening primrose oil Evening primrose oil may increase the anticoagulant activities of Phenindione. Approved Exenatide Exenatide may increase the anticoagulant activities of Phenindione. Approved, Investigational exisulind exisulind may increase the anticoagulant activities of Phenindione. Investigational Felbinac Felbinac may increase the anticoagulant activities of Phenindione. Experimental Fenbufen Fenbufen may increase the anticoagulant activities of Phenindione. Approved Fenofibrate Fenofibrate may increase the anticoagulant activities of Phenindione. Approved Fenofibric acid Fenofibric acid may increase the anticoagulant activities of Phenindione. Approved Fenoprofen Fenoprofen may increase the anticoagulant activities of Phenindione. Approved Fentiazac Fentiazac may increase the anticoagulant activities of Phenindione. Experimental Feprazone Feprazone may increase the anticoagulant activities of Phenindione. Experimental Ferulic acid Ferulic acid may increase the anticoagulant activities of Phenindione. Experimental Fibrinolysin Fibrinolysin may increase the anticoagulant activities of Phenindione. Investigational Fleroxacin Fleroxacin may increase the anticoagulant activities of Phenindione. Approved Floctafenine Floctafenine may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Flucloxacillin Flucloxacillin may decrease the anticoagulant activities of Phenindione. Approved Fluconazole The serum concentration of Phenindione can be increased when it is combined with Fluconazole. Approved Fluindione Phenindione may increase the anticoagulant activities of Fluindione. Investigational Flumequine Flumequine may increase the anticoagulant activities of Phenindione. Withdrawn Flunixin Flunixin may increase the anticoagulant activities of Phenindione. Vet Approved Flunoxaprofen Flunoxaprofen may increase the anticoagulant activities of Phenindione. Experimental Fluorouracil The serum concentration of Phenindione can be increased when it is combined with Fluorouracil. Approved Fluoxetine Fluoxetine may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Fluoxymesterone Fluoxymesterone may increase the anticoagulant activities of Phenindione. Approved, Illicit Flurbiprofen Flurbiprofen may increase the anticoagulant activities of Phenindione. Approved, Investigational Fluvastatin Fluvastatin may increase the anticoagulant activities of Phenindione. Approved Fluvoxamine Fluvoxamine may increase the anticoagulant activities of Phenindione. Approved, Investigational Fondaparinux Phenindione may increase the anticoagulant activities of Fondaparinux. Investigational Fondaparinux sodium Phenindione may increase the anticoagulant activities of Fondaparinux sodium. Approved, Investigational Fosphenytoin Fosphenytoin may increase the anticoagulant activities of Phenindione. Approved Fusidic Acid The serum concentration of Phenindione can be increased when it is combined with Fusidic Acid. Approved Gabexate Phenindione may increase the anticoagulant activities of Gabexate. Investigational Garenoxacin Garenoxacin may increase the anticoagulant activities of Phenindione. Investigational Gatifloxacin Gatifloxacin may increase the anticoagulant activities of Phenindione. Approved, Investigational Gefitinib Gefitinib may increase the anticoagulant activities of Phenindione. Approved, Investigational Gemfibrozil Gemfibrozil may increase the anticoagulant activities of Phenindione. Approved Gemifloxacin Gemifloxacin may increase the anticoagulant activities of Phenindione. Approved, Investigational Genistein Genistein may decrease the anticoagulant activities of Phenindione. Investigational Gestodene Gestodene may decrease the anticoagulant activities of Phenindione. Approved Gestonorone The therapeutic efficacy of Phenindione can be decreased when used in combination with Gestonorone. Experimental Gestrinone The therapeutic efficacy of Phenindione can be decreased when used in combination with Gestrinone. Approved Ginkgo biloba The risk or severity of adverse effects can be increased when Ginkgo biloba is combined with Phenindione. Approved, Nutraceutical Glibornuride Glibornuride may increase the anticoagulant activities of Phenindione. Withdrawn Gliclazide Gliclazide may increase the anticoagulant activities of Phenindione. Approved Glipizide Glipizide may increase the anticoagulant activities of Phenindione. Approved Gliquidone Gliquidone may increase the anticoagulant activities of Phenindione. Approved Glisoxepide Glisoxepide may increase the anticoagulant activities of Phenindione. Approved GLPG-0492 GLPG-0492 may increase the anticoagulant activities of Phenindione. Investigational Glucagon recombinant Glucagon recombinant may increase the anticoagulant activities of Phenindione. Approved Glutethimide The metabolism of Phenindione can be increased when combined with Glutethimide. Approved, Illicit Glyburide Glyburide may increase the anticoagulant activities of Phenindione. Approved Grepafloxacin Grepafloxacin may increase the anticoagulant activities of Phenindione. Withdrawn Griseofulvin The serum concentration of Phenindione can be decreased when it is combined with Griseofulvin. Approved, Vet Approved Guacetisal Guacetisal may increase the anticoagulant activities of Phenindione. Experimental Hemin Hemin may increase the anticoagulant activities of Phenindione. Approved Hemoglobin crosfumaril Hemoglobin crosfumaril may increase the anticoagulant activities of Phenindione. Experimental Heparin Phenindione may increase the anticoagulant activities of Heparin. Approved, Investigational Hexestrol Hexestrol may decrease the anticoagulant activities of Phenindione. Withdrawn Hexobarbital The metabolism of Phenindione can be increased when combined with Hexobarbital. Approved Higenamine Higenamine may increase the anticoagulant activities of Phenindione. Investigational Hydroxyprogesterone caproate The therapeutic efficacy of Phenindione can be decreased when used in combination with Hydroxyprogesterone caproate. Approved Hydroxytyrosol Hydroxytyrosol may increase the anticoagulant activities of Phenindione. Investigational Ibritumomab tiuxetan The risk or severity of adverse effects can be increased when Phenindione is combined with Ibritumomab tiuxetan. Approved Ibrutinib The risk or severity of adverse effects can be increased when Ibrutinib is combined with Phenindione. Approved Ibudilast Ibudilast may increase the anticoagulant activities of Phenindione. Approved, Investigational Ibuprofen Ibuprofen may increase the anticoagulant activities of Phenindione. Approved Ibuproxam Ibuproxam may increase the anticoagulant activities of Phenindione. Withdrawn Icatibant Icatibant may increase the anticoagulant activities of Phenindione. Approved Icosapent ethyl Icosapent ethyl may increase the anticoagulant activities of Phenindione. Approved, Nutraceutical Idraparinux Phenindione may increase the anticoagulant activities of Idraparinux. Investigational Ifenprodil Ifenprodil may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Ifetroban Ifetroban may increase the anticoagulant activities of Phenindione. Investigational Ifosfamide Ifosfamide may increase the anticoagulant activities of Phenindione. Approved Iloprost Iloprost may increase the anticoagulant activities of Phenindione. Approved, Investigational Imidazole salicylate Imidazole salicylate may increase the anticoagulant activities of Phenindione. Experimental Imipramine Imipramine may increase the anticoagulant activities of Phenindione. Approved Indalpine Indalpine may increase the anticoagulant activities of Phenindione. Investigational, Withdrawn Indobufen Indobufen may increase the anticoagulant activities of Phenindione. Investigational Indomethacin Indomethacin may increase the anticoagulant activities of Phenindione. Approved, Investigational Indoprofen Indoprofen may increase the anticoagulant activities of Phenindione. Withdrawn Iprindole Iprindole may increase the anticoagulant activities of Phenindione. Experimental Isoxicam Isoxicam may increase the anticoagulant activities of Phenindione. Withdrawn Itraconazole The serum concentration of Phenindione can be increased when it is combined with Itraconazole. Approved, Investigational Ivermectin Ivermectin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Josamycin The serum concentration of Phenindione can be increased when it is combined with Josamycin. Approved Kebuzone Kebuzone may increase the anticoagulant activities of Phenindione. Experimental Ketanserin Ketanserin may increase the anticoagulant activities of Phenindione. Investigational Ketoconazole The serum concentration of Phenindione can be increased when it is combined with Ketoconazole. Approved, Investigational Ketoprofen Ketoprofen may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Ketorolac Ketorolac may increase the anticoagulant activities of Phenindione. Approved Kitasamycin The serum concentration of Phenindione can be increased when it is combined with Kitasamycin. Experimental L-Carnitine L-Carnitine may increase the anticoagulant activities of Phenindione. Approved Lansoprazole The serum concentration of Phenindione can be increased when it is combined with Lansoprazole. Approved, Investigational Leflunomide Leflunomide may increase the anticoagulant activities of Phenindione. Approved, Investigational Lepirudin Lepirudin may increase the anticoagulant activities of Phenindione. Approved Letaxaban Phenindione may increase the anticoagulant activities of Letaxaban. Investigational Levofloxacin Levofloxacin may increase the anticoagulant activities of Phenindione. Approved, Investigational Levomilnacipran The risk or severity of adverse effects can be increased when Levomilnacipran is combined with Phenindione. Approved Levonorgestrel Levonorgestrel may decrease the anticoagulant activities of Phenindione. Approved, Investigational Levothyroxine Levothyroxine may increase the anticoagulant activities of Phenindione. Approved Limaprost The risk or severity of adverse effects can be increased when Limaprost is combined with Phenindione. Approved Linsidomine Linsidomine may increase the anticoagulant activities of Phenindione. Experimental Liothyronine Liothyronine may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Liotrix Liotrix may increase the anticoagulant activities of Phenindione. Approved Lisofylline Lisofylline may increase the anticoagulant activities of Phenindione. Investigational Lixisenatide Lixisenatide can cause a decrease in the absorption of Phenindione resulting in a reduced serum concentration and potentially a decrease in efficacy. Approved Lofepramine Lofepramine may increase the anticoagulant activities of Phenindione. Experimental Lonazolac Lonazolac may increase the anticoagulant activities of Phenindione. Experimental Lornoxicam Lornoxicam may increase the anticoagulant activities of Phenindione. Approved Lovastatin Lovastatin may increase the anticoagulant activities of Phenindione. Approved, Investigational Loxoprofen Loxoprofen may increase the anticoagulant activities of Phenindione. Approved Lumiracoxib Lumiracoxib may increase the anticoagulant activities of Phenindione. Approved, Investigational Lynestrenol Lynestrenol may decrease the anticoagulant activities of Phenindione. Investigational Magnesium salicylate Magnesium salicylate may increase the anticoagulant activities of Phenindione. Approved Masoprocol Masoprocol may increase the anticoagulant activities of Phenindione. Approved Meclofenamic acid Meclofenamic acid may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Medrogestone The therapeutic efficacy of Phenindione can be decreased when used in combination with Medrogestone. Approved Medroxyprogesterone acetate Medroxyprogesterone acetate may decrease the anticoagulant activities of Phenindione. Approved, Investigational Mefenamic acid Mefenamic acid may increase the anticoagulant activities of Phenindione. Approved Melagatran Phenindione may increase the anticoagulant activities of Melagatran. Experimental Meloxicam Meloxicam may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Mercaptopurine Mercaptopurine may decrease the anticoagulant activities of Phenindione. Approved Mesalazine Mesalazine may increase the anticoagulant activities of Phenindione. Approved Mesterolone Mesterolone may increase the anticoagulant activities of Phenindione. Experimental Mestranol Mestranol may decrease the anticoagulant activities of Phenindione. Approved Metahexamide Metahexamide may increase the anticoagulant activities of Phenindione. Experimental Metamizole Metamizole may increase the anticoagulant activities of Phenindione. Withdrawn Metampicillin Metampicillin may increase the anticoagulant activities of Phenindione. Experimental Methallenestril Methallenestril may decrease the anticoagulant activities of Phenindione. Experimental Methimazole Methimazole may decrease the anticoagulant activities of Phenindione. Approved Methohexital The metabolism of Phenindione can be increased when combined with Methohexital. Approved Methylestrenolone The therapeutic efficacy of Phenindione can be decreased when used in combination with Methylestrenolone. Experimental Methylphenidate The serum concentration of Phenindione can be increased when it is combined with Methylphenidate. Approved, Investigational Methylphenobarbital The metabolism of Phenindione can be increased when combined with Methylphenobarbital. Approved Methyltestosterone Methyltestosterone may increase the anticoagulant activities of Phenindione. Approved Methylthiouracil Methylthiouracil may decrease the anticoagulant activities of Phenindione. Experimental Meticillin Meticillin may increase the anticoagulant activities of Phenindione. Approved Metronidazole The serum concentration of Phenindione can be increased when it is combined with Metronidazole. Approved Mevastatin Mevastatin may increase the anticoagulant activities of Phenindione. Experimental Mezlocillin Mezlocillin may increase the anticoagulant activities of Phenindione. Approved Miconazole The serum concentration of Phenindione can be increased when it is combined with Miconazole. Approved, Investigational, Vet Approved Milnacipran The risk or severity of adverse effects can be increased when Milnacipran is combined with Phenindione. Approved Milrinone Milrinone may increase the anticoagulant activities of Phenindione. Approved Minocycline Minocycline may increase the anticoagulant activities of Phenindione. Approved, Investigational Mirtazapine Mirtazapine may increase the anticoagulant activities of Phenindione. Approved Mizoribine Mizoribine may increase the anticoagulant activities of Phenindione. Investigational Mofebutazone Mofebutazone may increase the anticoagulant activities of Phenindione. Experimental Moxestrol Moxestrol may decrease the anticoagulant activities of Phenindione. Experimental Mycophenolate mofetil Mycophenolate mofetil may increase the anticoagulant activities of Phenindione. Approved, Investigational Mycophenolic acid Mycophenolic acid may increase the anticoagulant activities of Phenindione. Approved Nabumetone Nabumetone may increase the anticoagulant activities of Phenindione. Approved Nadroparin Phenindione may increase the anticoagulant activities of Nadroparin. Approved Nafamostat Nafamostat may increase the anticoagulant activities of Phenindione. Approved, Investigational Nafcillin Nafcillin may decrease the anticoagulant activities of Phenindione. Approved Naftifine Naftifine may increase the anticoagulant activities of Phenindione. Approved Naftopidil Naftopidil may increase the anticoagulant activities of Phenindione. Investigational Nalidixic Acid Nalidixic Acid may increase the anticoagulant activities of Phenindione. Approved Nandrolone Nandrolone may increase the anticoagulant activities of Phenindione. Experimental Naproxen Naproxen may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Nefazodone Nefazodone may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Nemonoxacin Nemonoxacin may increase the anticoagulant activities of Phenindione. Investigational Neomycin Neomycin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Nepafenac Nepafenac may increase the anticoagulant activities of Phenindione. Approved Nifenazone Nifenazone may increase the anticoagulant activities of Phenindione. Experimental Niflumic Acid Niflumic Acid may increase the anticoagulant activities of Phenindione. Approved Nimesulide Nimesulide may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Nintedanib The risk or severity of adverse effects can be increased when Phenindione is combined with Nintedanib. Approved Nitroaspirin Nitroaspirin may increase the anticoagulant activities of Phenindione. Investigational Nomegestrol The therapeutic efficacy of Phenindione can be decreased when used in combination with Nomegestrol. Approved Norelgestromin Norelgestromin may decrease the anticoagulant activities of Phenindione. Approved Norethisterone The therapeutic efficacy of Phenindione can be decreased when used in combination with Norethisterone. Approved Norfloxacin Norfloxacin may increase the anticoagulant activities of Phenindione. Approved Norgestimate Norgestimate may decrease the anticoagulant activities of Phenindione. Approved Norgestrel Norgestrel may decrease the anticoagulant activities of Phenindione. Approved Norgestrienone The therapeutic efficacy of Phenindione can be decreased when used in combination with Norgestrienone. Experimental Nortriptyline Nortriptyline may increase the anticoagulant activities of Phenindione. Approved Obinutuzumab The risk or severity of adverse effects can be increased when Phenindione is combined with Obinutuzumab. Approved Oleandomycin The serum concentration of Phenindione can be increased when it is combined with Oleandomycin. Vet Approved Olopatadine Olopatadine may increase the anticoagulant activities of Phenindione. Approved Olsalazine Olsalazine may increase the anticoagulant activities of Phenindione. Approved Omacetaxine mepesuccinate The risk or severity of adverse effects can be increased when Phenindione is combined with Omacetaxine mepesuccinate. Approved Omega-3 fatty acids Omega-3 fatty acids may increase the anticoagulant activities of Phenindione. Approved, Nutraceutical Omeprazole The serum concentration of Phenindione can be increased when it is combined with Omeprazole. Approved, Investigational, Vet Approved Opipramol Opipramol may increase the anticoagulant activities of Phenindione. Investigational Orgotein Orgotein may increase the anticoagulant activities of Phenindione. Vet Approved Oritavancin The serum concentration of Phenindione can be increased when it is combined with Oritavancin. Approved, Investigational Otamixaban Phenindione may increase the anticoagulant activities of Otamixaban. Investigational Oxacillin Oxacillin may increase the anticoagulant activities of Phenindione. Approved Oxandrolone Oxandrolone may increase the anticoagulant activities of Phenindione. Approved, Investigational Oxaprozin Oxaprozin may increase the anticoagulant activities of Phenindione. Approved Oxolinic acid Oxolinic acid may increase the anticoagulant activities of Phenindione. Experimental Oxymetholone Oxymetholone may increase the anticoagulant activities of Phenindione. Approved, Illicit Oxyphenbutazone Oxyphenbutazone may increase the anticoagulant activities of Phenindione. Withdrawn Ozagrel Ozagrel may increase the anticoagulant activities of Phenindione. Investigational Parecoxib Parecoxib may increase the anticoagulant activities of Phenindione. Approved Parnaparin Parnaparin may increase the anticoagulant activities of Phenindione. Approved Paroxetine Paroxetine may increase the anticoagulant activities of Phenindione. Approved, Investigational Parthenolide Parthenolide may increase the anticoagulant activities of Phenindione. Investigational Pazufloxacin Pazufloxacin may increase the anticoagulant activities of Phenindione. Investigational Pefloxacin Pefloxacin may increase the anticoagulant activities of Phenindione. Approved Penamecillin Penamecillin may increase the anticoagulant activities of Phenindione. Experimental Penimepicycline Penimepicycline may increase the anticoagulant activities of Phenindione. Experimental Pentobarbital The metabolism of Phenindione can be increased when combined with Pentobarbital. Approved, Vet Approved Pentosan Polysulfate Pentosan Polysulfate may increase the anticoagulant activities of Phenindione. Approved Pentoxifylline Pentoxifylline may increase the anticoagulant activities of Phenindione. Approved, Investigational Phenobarbital The metabolism of Phenindione can be increased when combined with Phenobarbital. Approved Phenoxymethylpenicillin Phenoxymethylpenicillin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Phenprocoumon Phenindione may increase the anticoagulant activities of Phenprocoumon. Approved Phenylbutazone Phenylbutazone may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Phenytoin Phenytoin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Phylloquinone Phylloquinone may decrease the anticoagulant activities of Phenindione. Approved Picotamide Picotamide may increase the anticoagulant activities of Phenindione. Experimental Pimecrolimus Pimecrolimus may increase the anticoagulant activities of Phenindione. Approved, Investigational Pipemidic acid Pipemidic acid may increase the anticoagulant activities of Phenindione. Experimental Piperacillin Piperacillin may increase the anticoagulant activities of Phenindione. Approved Pirfenidone Pirfenidone may increase the anticoagulant activities of Phenindione. Investigational Piromidic acid Piromidic acid may increase the anticoagulant activities of Phenindione. Experimental Piroxicam Piroxicam may increase the anticoagulant activities of Phenindione. Approved, Investigational Pirprofen Pirprofen may increase the anticoagulant activities of Phenindione. Experimental Pitavastatin Pitavastatin may increase the anticoagulant activities of Phenindione. Approved Pivampicillin Pivampicillin may increase the anticoagulant activities of Phenindione. Approved Pivmecillinam Pivmecillinam may increase the anticoagulant activities of Phenindione. Approved Polyestradiol phosphate Polyestradiol phosphate may decrease the anticoagulant activities of Phenindione. Approved Posaconazole The serum concentration of Phenindione can be increased when it is combined with Posaconazole. Approved, Investigational, Vet Approved Pranoprofen Pranoprofen may increase the anticoagulant activities of Phenindione. Experimental Prasugrel Prasugrel may increase the anticoagulant activities of Phenindione. Approved Pravastatin Pravastatin may increase the anticoagulant activities of Phenindione. Approved Primidone The metabolism of Phenindione can be increased when combined with Primidone. Approved, Vet Approved Procaine benzylpenicillin Procaine benzylpenicillin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Progesterone The therapeutic efficacy of Phenindione can be decreased when used in combination with Progesterone. Approved, Vet Approved Proglumetacin Proglumetacin may increase the anticoagulant activities of Phenindione. Experimental Promegestone The therapeutic efficacy of Phenindione can be decreased when used in combination with Promegestone. Experimental Promestriene Promestriene may decrease the anticoagulant activities of Phenindione. Investigational Propacetamol Propacetamol may increase the anticoagulant activities of Phenindione. Approved Propafenone The serum concentration of Phenindione can be increased when it is combined with Propafenone. Approved Propicillin Propicillin may increase the anticoagulant activities of Phenindione. Experimental Propylthiouracil Propylthiouracil may decrease the anticoagulant activities of Phenindione. Approved Propyphenazone Propyphenazone may increase the anticoagulant activities of Phenindione. Experimental Proquazone Proquazone may increase the anticoagulant activities of Phenindione. Experimental Protein C Phenindione may increase the anticoagulant activities of Protein C. Approved Protein S human Phenindione may increase the anticoagulant activities of Protein S human. Approved Protocatechualdehyde Phenindione may increase the anticoagulant activities of Protocatechualdehyde. Approved Protriptyline Protriptyline may increase the anticoagulant activities of Phenindione. Approved Prulifloxacin Prulifloxacin may increase the anticoagulant activities of Phenindione. Investigational PTC299 PTC299 may increase the anticoagulant activities of Phenindione. Investigational Quinestrol Quinestrol may decrease the anticoagulant activities of Phenindione. Approved Quinidine Quinidine may increase the anticoagulant activities of Phenindione. Approved Quinine Quinine may increase the anticoagulant activities of Phenindione. Approved Ramatroban Ramatroban may increase the anticoagulant activities of Phenindione. Investigational Resveratrol Resveratrol may increase the anticoagulant activities of Phenindione. Experimental, Investigational Reteplase Reteplase may increase the anticoagulant activities of Phenindione. Approved Reviparin Phenindione may increase the anticoagulant activities of Reviparin. Approved Ridogrel Ridogrel may increase the anticoagulant activities of Phenindione. Approved Rifabutin The metabolism of Phenindione can be increased when combined with Rifabutin. Approved Rifampicin The metabolism of Phenindione can be increased when combined with Rifampicin. Approved Rifapentine The metabolism of Phenindione can be increased when combined with Rifapentine. Approved Rivaroxaban Phenindione may increase the anticoagulant activities of Rivaroxaban. Approved Rofecoxib Rofecoxib may increase the anticoagulant activities of Phenindione. Investigational, Withdrawn Ronifibrate Ronifibrate may increase the anticoagulant activities of Phenindione. Experimental Rosiglitazone Rosiglitazone may increase the anticoagulant activities of Phenindione. Approved, Investigational Rosoxacin Rosoxacin may increase the anticoagulant activities of Phenindione. Approved Rosuvastatin Rosuvastatin may increase the anticoagulant activities of Phenindione. Approved Rufloxacin Rufloxacin may increase the anticoagulant activities of Phenindione. Experimental Salicylamide Salicylamide may increase the anticoagulant activities of Phenindione. Approved Salicylic acid Salicylic acid may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Salsalate Salsalate may increase the anticoagulant activities of Phenindione. Approved Sarpogrelate Sarpogrelate may increase the anticoagulant activities of Phenindione. Investigational Saruplase Saruplase may increase the anticoagulant activities of Phenindione. Experimental Secobarbital The metabolism of Phenindione can be increased when combined with Secobarbital. Approved, Vet Approved Secoisolariciresinol Secoisolariciresinol may decrease the anticoagulant activities of Phenindione. Investigational Selexipag Selexipag may increase the anticoagulant activities of Phenindione. Approved Semapimod Semapimod may increase the anticoagulant activities of Phenindione. Investigational Seratrodast Seratrodast may increase the anticoagulant activities of Phenindione. Approved Serrapeptase Serrapeptase may increase the anticoagulant activities of Phenindione. Investigational Sertraline Sertraline may increase the anticoagulant activities of Phenindione. Approved Sevoflurane Sevoflurane may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Simfibrate Simfibrate may increase the anticoagulant activities of Phenindione. Experimental Simvastatin Simvastatin may increase the anticoagulant activities of Phenindione. Approved Sitafloxacin Sitafloxacin may increase the anticoagulant activities of Phenindione. Experimental Solithromycin The serum concentration of Phenindione can be increased when it is combined with Solithromycin. Investigational Sparfloxacin Sparfloxacin may increase the anticoagulant activities of Phenindione. Approved SRT501 SRT501 may increase the anticoagulant activities of Phenindione. Investigational St. John's Wort The metabolism of Phenindione can be increased when combined with St. John's Wort. Nutraceutical Stanozolol Stanozolol may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Streptokinase Streptokinase may increase the anticoagulant activities of Phenindione. Approved Sucralfate Sucralfate may decrease the anticoagulant activities of Phenindione. Approved Sugammadex Sugammadex may increase the anticoagulant activities of Phenindione. Approved Sulbactam Sulbactam may increase the anticoagulant activities of Phenindione. Approved Sulbenicillin Sulbenicillin may increase the anticoagulant activities of Phenindione. Experimental Sulfadiazine Sulfadiazine may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Sulfamethoxazole Sulfamethoxazole may increase the anticoagulant activities of Phenindione. Approved Sulfasalazine Sulfasalazine may increase the anticoagulant activities of Phenindione. Approved Sulfinpyrazone The metabolism of Phenindione can be decreased when combined with Sulfinpyrazone. Approved Sulfisoxazole Sulfisoxazole may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Sulindac Sulindac may increase the anticoagulant activities of Phenindione. Approved Sulodexide Phenindione may increase the anticoagulant activities of Sulodexide. Approved, Investigational Sultamicillin Sultamicillin may increase the anticoagulant activities of Phenindione. Investigational Suprofen Suprofen may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Suxibuzone Suxibuzone may increase the anticoagulant activities of Phenindione. Experimental Synthetic Conjugated Estrogens, A Synthetic Conjugated Estrogens, A may decrease the anticoagulant activities of Phenindione. Approved Synthetic Conjugated Estrogens, B Synthetic Conjugated Estrogens, B may decrease the anticoagulant activities of Phenindione. Approved Talampicillin Talampicillin may increase the anticoagulant activities of Phenindione. Experimental Tamoxifen The serum concentration of Phenindione can be increased when it is combined with Tamoxifen. Approved Tarenflurbil Tarenflurbil may increase the anticoagulant activities of Phenindione. Investigational Tazobactam Tazobactam may increase the anticoagulant activities of Phenindione. Approved Tegafur The serum concentration of Phenindione can be increased when it is combined with Tegafur. Approved Telithromycin The serum concentration of Phenindione can be increased when it is combined with Telithromycin. Approved Temafloxacin Temafloxacin may increase the anticoagulant activities of Phenindione. Withdrawn Tenecteplase Tenecteplase may increase the anticoagulant activities of Phenindione. Approved Tenidap Tenidap may increase the anticoagulant activities of Phenindione. Experimental Tenoxicam Tenoxicam may increase the anticoagulant activities of Phenindione. Approved Tepoxalin Tepoxalin may increase the anticoagulant activities of Phenindione. Vet Approved Teriflunomide Teriflunomide may increase the anticoagulant activities of Phenindione. Approved Tesmilifene Tesmilifene may increase the anticoagulant activities of Phenindione. Investigational Testosterone Testosterone may increase the anticoagulant activities of Phenindione. Approved, Investigational Thiamylal The metabolism of Phenindione can be increased when combined with Thiamylal. Approved, Vet Approved Thiopental The metabolism of Phenindione can be increased when combined with Thiopental. Approved, Vet Approved Thyroid, porcine Thyroid, porcine may increase the anticoagulant activities of Phenindione. Approved Tianeptine Tianeptine may increase the anticoagulant activities of Phenindione. Approved Tiaprofenic acid Tiaprofenic acid may increase the anticoagulant activities of Phenindione. Approved Tibolone Tibolone may increase the anticoagulant activities of Phenindione. Approved Ticagrelor Ticagrelor may increase the anticoagulant activities of Phenindione. Approved Ticarcillin Ticarcillin may increase the anticoagulant activities of Phenindione. Approved, Vet Approved Ticlopidine Ticlopidine may increase the anticoagulant activities of Phenindione. Approved Tinoridine Tinoridine may increase the anticoagulant activities of Phenindione. Investigational Tinzaparin Tinzaparin may increase the anticoagulant activities of Phenindione. Approved Tioclomarol Tioclomarol may increase the anticoagulant activities of Phenindione. Experimental Tipranavir Tipranavir may increase the anticoagulant activities of Phenindione. Approved, Investigational Tirofiban Tirofiban may increase the anticoagulant activities of Phenindione. Approved Tolazamide Tolazamide may increase the anticoagulant activities of Phenindione. Approved Tolfenamic Acid Tolfenamic Acid may increase the anticoagulant activities of Phenindione. Approved Tolmetin Tolmetin may increase the anticoagulant activities of Phenindione. Approved Toremifene Toremifene may increase the anticoagulant activities of Phenindione. Approved, Investigational Tositumomab The risk or severity of adverse effects can be increased when Phenindione is combined with Tositumomab. Approved Tramadol Tramadol may increase the anticoagulant activities of Phenindione. Approved, Investigational Tranilast Tranilast may increase the anticoagulant activities of Phenindione. Approved, Investigational Trapidil Trapidil may increase the anticoagulant activities of Phenindione. Approved Treprostinil Treprostinil may increase the anticoagulant activities of Phenindione. Approved, Investigational Tribenoside Tribenoside may increase the anticoagulant activities of Phenindione. Experimental Triflusal Triflusal may increase the anticoagulant activities of Phenindione. Approved Trimipramine Trimipramine may increase the anticoagulant activities of Phenindione. Approved Triptolide Triptolide may increase the anticoagulant activities of Phenindione. Investigational Trovafloxacin Trovafloxacin may increase the anticoagulant activities of Phenindione. Approved, Withdrawn Troxerutin Phenindione may increase the anticoagulant activities of Troxerutin. Investigational Tylosin The serum concentration of Phenindione can be increased when it is combined with Tylosin. Vet Approved Ubidecarenone Ubidecarenone may decrease the anticoagulant activities of Phenindione. Experimental Urokinase Urokinase may increase the anticoagulant activities of Phenindione. Approved, Investigational, Withdrawn Valdecoxib Valdecoxib may increase the anticoagulant activities of Phenindione. Investigational, Withdrawn Venlafaxine The risk or severity of adverse effects can be increased when Venlafaxine is combined with Phenindione. Approved Vitamin E Vitamin E may increase the anticoagulant activities of Phenindione. Approved, Nutraceutical, Vet Approved Vorapaxar The risk or severity of adverse effects can be increased when Vorapaxar is combined with Phenindione. Approved Voriconazole The serum concentration of Phenindione can be increased when it is combined with Voriconazole. Approved, Investigational Vorinostat Vorinostat may increase the anticoagulant activities of Phenindione. Approved, Investigational Warfarin Phenindione may increase the anticoagulant activities of Warfarin. Approved Ximelagatran Phenindione may increase the anticoagulant activities of Ximelagatran. Approved, Investigational, Withdrawn Zafirlukast The serum concentration of Phenindione can be increased when it is combined with Zafirlukast. Approved, Investigational Zaltoprofen Zaltoprofen may increase the anticoagulant activities of Phenindione. Approved Zeranol Zeranol may decrease the anticoagulant activities of Phenindione. Vet Approved Zileuton Zileuton may increase the anticoagulant activities of Phenindione. Approved, Investigational, Withdrawn Zimelidine Zimelidine may increase the anticoagulant activities of Phenindione. Withdrawn Zomepirac Zomepirac may increase the anticoagulant activities of Phenindione. Withdrawn - Food Interactions
- Not Available
References
- Synthesis Reference
- Not Available
- General References
- Link [Link]
- External Links
- ATC Codes
- B01AA02 — Phenindione
- AHFS Codes
- Not Available
- PDB Entries
- Not Available
- FDA label
- Not Available
- MSDS
- Download (62.6 KB)
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 3 Completed Prevention Anticoagulation in Pregnancy 1
Pharmacoeconomics
- Manufacturers
- Sanofi aventis us llc
- Packagers
- Not Available
- Dosage forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 150 °C PhysProp water solubility 27 mg/L (at 20 °C) Not Available logP 2.90 HANSCH,C ET AL. (1995) - Predicted Properties
Property Value Source Water Solubility 0.023 mg/mL ALOGPS logP 3.1 ALOGPS logP 2.88 ChemAxon logS -4 ALOGPS pKa (Strongest Acidic) 4.88 ChemAxon pKa (Strongest Basic) -7.5 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 2 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 34.14 Å2 ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 65.23 m3·mol-1 ChemAxon Polarizability 23.24 Å3 ChemAxon Number of Rings 3 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9816 Caco-2 permeable + 0.7697 P-glycoprotein substrate Non-substrate 0.7593 P-glycoprotein inhibitor I Non-inhibitor 0.5461 P-glycoprotein inhibitor II Non-inhibitor 0.8381 Renal organic cation transporter Non-inhibitor 0.833 CYP450 2C9 substrate Non-substrate 0.8036 CYP450 2D6 substrate Non-substrate 0.9024 CYP450 3A4 substrate Non-substrate 0.6947 CYP450 1A2 substrate Inhibitor 0.9013 CYP450 2C9 inhibitor Non-inhibitor 0.5714 CYP450 2D6 inhibitor Non-inhibitor 0.9231 CYP450 2C19 inhibitor Non-inhibitor 0.7715 CYP450 3A4 inhibitor Non-inhibitor 0.9141 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.598 Ames test AMES toxic 0.7125 Carcinogenicity Non-carcinogens 0.88 Biodegradation Not ready biodegradable 0.8033 Rat acute toxicity 3.1041 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9414 hERG inhibition (predictor II) Non-inhibitor 0.9008
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Mass Spectrum (Electron Ionization) MS splash10-00di-4690000000-3b0da30c88d7d0ecf339 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available 1H NMR Spectrum 1D NMR Not Applicable 13C NMR Spectrum 1D NMR Not Applicable
Taxonomy
- Description
- This compound belongs to the class of chemical entities known as indanediones. These are compounds containing an indane ring bearing two ketone groups.
- Kingdom
- Chemical entities
- Super Class
- Organic compounds
- Class
- Benzenoids
- Sub Class
- Indanes
- Direct Parent
- Indanediones
- Alternative Parents
- Aryl alkyl ketones / Beta-diketones / Benzene and substituted derivatives / Organic oxides / Hydrocarbon derivatives
- Substituents
- Indanedione / Aryl alkyl ketone / Aryl ketone / 1,3-diketone / 1,3-dicarbonyl compound / Monocyclic benzene moiety / Ketone / Organic oxygen compound / Organic oxide / Hydrocarbon derivative
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- aromatic ketone, beta-diketone (CHEBI:8066 )
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...
- Gene Name
- VKORC1
- Uniprot ID
- Q9BQB6
- Uniprot Name
- Vitamin K epoxide reductase complex subunit 1
- Molecular Weight
- 18234.3 Da
References
- 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 ]
- 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 ]
- 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 ]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Drug created on June 13, 2005 07:24 / Updated on October 02, 2017 04:38