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CAS 66556-77-2

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(R)-Acenocoumarol

Description:
(R)-Acenocoumarol is an anticoagulant medication that belongs to the class of coumarin derivatives. It is primarily used for the prevention and treatment of thromboembolic disorders, such as deep vein thrombosis and pulmonary embolism. The substance functions by inhibiting vitamin K epoxide reductase, which is essential for the synthesis of vitamin K-dependent clotting factors in the liver, thereby reducing blood coagulation. (R)-Acenocoumarol is characterized by its chiral nature, with the (R) configuration being the active enantiomer. It is typically administered orally and has a relatively rapid onset of action, with a variable half-life that can be influenced by factors such as diet, genetics, and concurrent medications. The drug is metabolized primarily in the liver, and its pharmacokinetics can be affected by polymorphisms in metabolic enzymes. Monitoring of prothrombin time or INR (International Normalized Ratio) is essential during treatment to ensure therapeutic efficacy and minimize the risk of bleeding complications.
Formula:C19H15NO6
InChI:InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3/t15-/m1/s1
InChI key:InChIKey=VABCILAOYCMVPS-OAHLLOKOSA-N
SMILES:[C@H](CC(C)=O)(C1=C(O)C=2C(OC1=O)=CC=CC2)C3=CC=C(N(=O)=O)C=C3
Synonyms:
  • 4-Hydroxy-3-[(1R)-1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-, (R)-
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1R)-1-(4-nitrophenyl)-3-oxobutyl]-
  • (R)-(+)-Nicoumalone
  • (R)-Acenocoumarol
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Found 2 products.
  • (R)-Acenocoumarol

    Controlled Product
    CAS:
    Formula:C19H15NO6
    Color and Shape:Neat
    Molecular weight:353.33

    Ref: TR-A130790

    25mg
    2,058.00€
  • (R)-Acenocoumarol

    CAS:
    (R)-Acenocoumarol ((R)-Acenocoumarin; (R)-Nicoumalone) is a short-acting, orally administered anticoagulant that works by inhibiting vitamin K epoxide reductase (vitamin K1 recycling), similar to Warfarin. It demonstrates greater anticoagulant potency in vivo compared to Warfarin. This compound has a single chiral center, resulting in two enantiomeric forms. The (R)-enantiomer has a longer plasma elimination half-life of 6.6 hours, slower plasma clearance of 1.9 L/h, and stronger anticoagulation effects than the (S)-enantiomer.
    Formula:C19H15NO6
    Molecular weight:353.33