Warfarin sodiumProduct ingredient for Warfarin

Name
Warfarin sodium
Drug Entry
Warfarin

Warfarin is an anticoagulant drug normally used to prevent blood clot formation as well as migration. Although originally marketed as a pesticide (d-Con, Rodex, among others), Warfarin has since become the most frequently prescribed oral anticoagulant in North America. Warfarin has several properties that should be noted when used medicinally, including its ability to cross the placental barrier during pregnancy which can result in fetal bleeding, spontaneous abortion, preterm birth, stillbirth, and neonatal death. Additional adverse effects such as necrosis, purple toe syndrome, osteoporosis, valve and artery calcification, and drug interactions have also been documented with warfarin use. Warfarin does not actually affect blood viscosity, rather, it inhibits vitamin-k dependent synthesis of biologically active forms of various clotting factors in addition to several regulatory factors.

Accession Number
DBSALT000278
Structure
Thumb
Synonyms
Not Available
UNII
6153CWM0CL
CAS Number
129-06-6
Weight
Average: 330.3098
Monoisotopic: 330.086803643
Chemical Formula
C19H15NaO4
InChI Key
KYITYFHKDODNCQ-UHFFFAOYSA-M
InChI
InChI=1S/C19H16O4.Na/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22;/h2-10,15,21H,11H2,1H3;/q;+1/p-1
IUPAC Name
sodium 2-oxo-3-(3-oxo-1-phenylbutyl)-2H-chromen-4-olate
SMILES
[Na+].CC(=O)CC(C1=CC=CC=C1)C1=C([O-])C2=CC=CC=C2OC1=O
PubChem Compound
16204922
ChemSpider
17333193
ChEBI
10034
ChEMBL
CHEMBL1200879
Wikipedia
Warfarin
Predicted Properties
PropertyValueSource
Water Solubility0.0219 mg/mLALOGPS
logP3.46ALOGPS
logP2.74ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)6.33ChemAxon
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.43 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity97.41 m3·mol-1ChemAxon
Polarizability31.69 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon