Acenocoumarol

Acenocoumarol

Systematic (IUPAC) name
(RS)-4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy category	X
Legal status	UK: Prescription-only (POM)
Routes of administration	Oral
Pharmacokinetic data
Metabolism	Hepatic
Half-life	8 to 11 hours
Identifiers
CAS Registry Number	152-72-7 Y
ATC code	B01AA07
PubChem	CID 9052
DrugBank	DB01418 Y
ChemSpider	10443441 Y
UNII	I6WP63U32H Y
KEGG	D07064 Y
ChEBI	CHEBI:53766 Y
ChEMBL	CHEMBL397420 Y
Chemical data
Formula	C19H15NO6
Molecular mass	7002353326000000000♠353.326 g⋅mol−1
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  Y Key:VABCILAOYCMVPS-UHFFFAOYSA-N  Y
Y (what is this?)  (verify)

Acenocoumarol is an anticoagulant that functions as a vitamin K antagonist (like warfarin). It is a derivative of coumarin and is marketed under the brand names Sintrom and Sinthrome.

Dosage

Research in the RECAVA network has discovered that two acquired factors (age and body mass index) and three genetic polymorphisms (genes VKORC1, CYP2C9 and CYP4F2) are useful to establish the correct dosage. Acenocoumarol is contraindicated during pregnancy.

External links

• 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. 
• 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. 
• 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. PMID 16611310.