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Acenocoumarol

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Revision as of 18:25, 16 November 2011 by Jü (talk | contribs) (image)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
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--2H-chromen-2-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.005.281 Edit this at Wikidata
Chemical and physical data
FormulaC19H15NO6
Molar mass353.326 g/mol g·mol
3D model (JSmol)
SMILES
  • (=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
  • 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 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 right dosage. Acenocoumarol is contraindicated during pregnancy.

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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  • 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
Antithrombotics (thrombolytics, anticoagulants and antiplatelet drugs) (B01)
Antiplatelet drugs
Glycoprotein IIb/IIIa inhibitors
ADP receptor/P2Y12 inhibitors
Prostaglandin analogue (PGI2)
COX inhibitors
Thromboxane inhibitors
Phosphodiesterase inhibitors
Other
Anticoagulants
Vitamin K antagonists
(inhibit II, VII, IX, X)
Factor Xa inhibitors
(with some II inhibition)
Heparin group/
glycosaminoglycans/
(bind antithrombin)
Direct Xa inhibitors ("xabans")
Direct thrombin (IIa) inhibitors
Other
Thrombolytic drugs/
fibrinolytics
Non-medicinal
Types of coumarins
Aglycones
O-Methylated
Glycosides
Derivatives
Furanocoumarins
Aglycones
O-Methylated
Furanocoumarin glycosides
Meroterpene furanocoumarin ether
Oligomers
Synthetic
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