Acenocoumarol

Acenocoumarol
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
Pregnancy
category
  • X
Routes of
administration		Oral
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
Pharmacokinetic data
MetabolismHepatic
Elimination half-life8 to 11 hours
Identifiers
IUPAC name
  • (RS)-4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.005.281
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Chemical and physical data
FormulaC19H15NO6
Molar mass353.330 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
Melting point196 to 199 °C (385 to 390 °F)
SMILES
  • [O-] [N+](=O)c1ccc(cc1)C(CC(C)=O)C\2=C(/O)c3ccccc3OC/2=O
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 checkY
  • Key:VABCILAOYCMVPS-UHFFFAOYSA-N checkY
  (verify)

Acenocoumarol is an anticoagulant that functions as a vitamin K antagonist (like warfarin). It is a derivative of coumarin and is generic, so is marketed under many brand names worldwide.[1]

References

  • Diseases Database (DDB): 29202
  • Cesar J, García-Avello A, Navarro J, Herraez M (2004). "Aging and oral anticoagulant therapy using acenocoumarol". Blood Coagul Fibrinolysis. 15 (8): 673–6. doi:10.1097/00001721-200412000-00007. PMID 15613922. S2CID 19214006.
  • Lengyel M; SPORTIF-III Altanulmány Vizsgálói (2004). "Warfarin or acenocoumarol is better in the anticoagulant treatment of chronic atrial fibrillation?". Orv Hetil. 145 (52): 2619–21. PMID 15724697.
  • Ufer M (2005). "Comparative pharmacokinetics of vitamin Kd antagonists: warfarin, phenprocoumon and acenocoumarol". Clin Pharmacokinet. 44 (12): 1227–46. doi:10.2165/00003088-200544120-00003. PMID 16372822. S2CID 42970169.
  • Montes R, Ruiz de Gaona E, Martínez-González M, Alberca I, Hermida J (2006). "The c.-1639G > A polymorphism of the VKORC1 gene is a major determinant of the response to acenocoumarol in anticoagulated patients". Br J Haematol. 133 (2): 183–7. doi:10.1111/j.1365-2141.2006.06007.x. hdl:10171/21989. PMID 16611310. S2CID 369821.


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