Phenprocoumon

Phenprocoumon (marketed under the brand names Marcoumar, Marcumar and Falithrom) is a long-acting oral anticoagulant drug, a derivative of coumarin. It is a vitamin K antagonist that inhibits coagulation by blocking synthesis of coagulation factors II, VII, IX and X. It is used for the prophylaxis and treatment of thromboembolic disorders (thrombosis/pulmonary embolism). It is the standard coumatin used in Germany.

Phenprocoumon
Clinical data
Trade namesMarcoumar, Marcumar, Falithrom
AHFS/Drugs.comInternational Drug Names
MedlinePlusa699003
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Protein binding99%
Metabolismhepatic to inactive metabolites
Elimination half-life5 to 6 days
Identifiers
IUPAC name
  • (RS)-4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.006.464
Chemical and physical data
FormulaC18H16O3
Molar mass280.323 g·mol−1
3D model (JSmol)
SMILES
  • OC=1c3ccccc3OC(=O)C=1C(CC)c2ccccc2
InChI
  • InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3 Y
  • Key:DQDAYGNAKTZFIW-UHFFFAOYSA-N Y
  (verify)

Phenprocoumon is a 4-hydroxycoumarin and inhibits vitamin K epoxide reductase.[1]

References
  1. Phenprocoumon at PharmGKB


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