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QuickView for Dicumarol (compound)


PubChem
Name: Dicumarol
PubChem Compound ID: 653
Description: An oral anticoagulant that interferes with the metabolism of vitamin K. It is also used in biochemical experiments as an inhibitor of reductases.
Molecular formula: C19H12O6
Molecular weight: 336.295 g/mol
Synonyms:
Dwukumarol [Polish]; Dufalone; Dicoumarolum [INN-Latin]; NCGC00016296-01; NSC 17860; 4,4'-Dihydroxy-3,3'-methylene bis coumarin; NSC 221570; 5-19-06-00682 (Beilstein Handbook Reference); Bis-3, 3'-(4-hydroxycoumarinyl)methane; CAS-66-76-2.
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DrugBank
Identification
Name: Dicumarol
Name (isomeric): DB00266
Drug Type: small molecule
Description: An oral anticoagulant that interferes with the metabolism of vitamin K. It is also used in biochemical experiments as an inhibitor of reductases.
Synonyms:
Bishydroxycoumarin; Dicoumarol; BHC; Dicoumarin; Bis-Hydroxycoumarin
Brand: Cumid, Dufalone, Temparin, Dicoumal, Dicumol, Trombosan, Kumoran, Melitoxin, Cuma, Antitrombosin, Dicumaol R, Dicuman, Baracoumin, Dicumarine, Acadyl, Acavyl, Dikumarol
Category: Anticoagulants, Enzyme Inhibitors, Uncoupling Agents
CAS number: 66-76-2
Pharmacology
Indication: For decreasing blood clotting. Often used along with heparin for treatment of deep vein thrombosis.
Pharmacology: Dicumarol is an coumarin-like compound found in sweet clover. It is used as an oral anticoagulant and acts by inhibiting the hepatic synthesis of vitamin K-dependent coagulation factors (prothrombin and factors VII, IX, and X). It is also used in biochemical experiments as an inhibitor of reductases.
Mechanism of Action:
Dicumarol 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. ...
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Toxicity: LD50=233 mg/kg (orally in mice); LD50=250 mg/kg (orally in rats)
Affected organisms: Humans and other mammals
Interactions
Drug interaction:
PiroxicamThe NSAID, piroxicam, may increase the anticoagulant effect of dicumarol.
MoxifloxacinThe quinolone antibiotic, moxifloxacin, may increase the anticoagulant effect of dicumarol.
DiflunisalThe NSAID, diflunisal, may increase the anticoagulant effect of dicumarol.
EtodolacThe NSAID, etodolac, may increase the anticoagulant effect of dicumarol.
FluoxymesteroneThe androgen, fluoxymesterone, may increase the anticoagulant effect of dicumarol.
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Targets


Enzymes