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CAS 81-81-2

:

(±)-Warfarin

Description:
(±)-Warfarin is a synthetic anticoagulant commonly used in the prevention and treatment of thromboembolic disorders. It functions by inhibiting vitamin K epoxide reductase, which is essential for the synthesis of vitamin K-dependent clotting factors in the liver. This compound exists as a racemic mixture of two enantiomers, R and S, with the S-enantiomer being significantly more potent as an anticoagulant. Warfarin is characterized by its relatively low solubility in water, but it is soluble in organic solvents, which facilitates its formulation in various pharmaceutical preparations. The substance has a molecular formula of C19H16O4 and a molecular weight of approximately 308.34 g/mol. Its pharmacokinetics involve oral administration, with a delayed onset of action due to the time required for existing clotting factors to diminish. Warfarin is subject to significant interindividual variability in dosing due to factors such as genetic polymorphisms, dietary vitamin K intake, and interactions with other medications, necessitating careful monitoring of coagulation parameters during therapy.
Formula:C19H16O4
InChI:InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
InChI key:InChIKey=PJVWKTKQMONHTI-UHFFFAOYSA-N
SMILES:C(CC(C)=O)(C1=C(O)C=2C(OC1=O)=CC=CC2)C3=CC=CC=C3
Synonyms:
  • (.+-.)-Warfarin
  • (.+-.)-Warfarin-alcohol
  • (RS)-Warfarin
  • 1-(4'-Hydroxy-3'-coumarinyl)-1-phenyl-3-butanone
  • 3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin
  • 3-(α-Acetonylbenzyl)-4-hydroxycoumarin
  • 3-(α-Phenyl-β-acetylethyl)-4-hydroxy-coumarin
  • 3-(α-Phenyl-β-acetylethyl)-4-hydroxycoumarin
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
  • See more synonyms
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