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 names	Marcoumar, Marcumar, Falithrom
AHFS/Drugs.com	International Drug Names
MedlinePlus	a699003
ATC code	B01AA04 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Protein binding	99%
Metabolism	hepatic to inactive metabolites
Elimination half-life	5 to 6 days
Identifiers
IUPAC name (RS)-4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
CAS Number	435-97-2^Y
PubChem CID	9908
IUPHAR/BPS	6839
DrugBank	DB00946^Y
ChemSpider	10441592^Y
UNII	Q08SIO485D
KEGG	D05457^Y
ChEBI	CHEBI:50438^Y
ChEMBL	ChEMBL1465^Y
CompTox Dashboard (EPA)	DTXSID5023459
ECHA InfoCard	100.006.464
Chemical and physical data
Formula	C18H16O3
Molar mass	280.323 g·mol^−1
3D model (JSmol)	Interactive image
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

External links

• DDB 29943