Acenocoumarol

Acenocoumarol
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy; category	X;
Routes of; administration	Oral
ATC code	B01AA07 (WHO) ;
Legal status
Legal status	UK: POM (Prescription only);
Pharmacokinetic data
Metabolism	Hepatic
Elimination half-life	8 to 11 hours
Identifiers
	IUPAC name (RS)-4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one;
CAS Number	152-72-7 ;
PubChem CID	9052;
DrugBank	DB01418 ;
ChemSpider	10443441 ;
UNII	I6WP63U32H;
KEGG	D07064 ;
ChEBI	CHEBI:53766 ;
ChEMBL	ChEMBL397420 ;
CompTox Dashboard (EPA)	DTXSID2022541 ;
ECHA InfoCard	100.005.281
Chemical and physical data
Formula	C19H15NO6
Molar mass	353.330 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
Melting point	196 to 199 °C (385 to 390 °F)
	SMILES CC(=O)CC(C1=CC=C(C=C1)[N+](=O)[O-])C2=C(OC3=CC=CC=C3C2=O)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 ; Key:VABCILAOYCMVPS-UHFFFAOYSA-N ;
	(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

^ Drugs.com Drugs.com international listings for acenocoumarol

External links

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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[1] Drugs.com Drugs.com international listings for acenocoumarol

[1]