S-(-)-Warfarin

• CAT Number: R013560
• CAS Number: 5543-57-7
• Molecular Formula: C19H16O4
• Molecular Weight: 308.333
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]chromen-2-one
• InChI: InChI=1S/C19H16O4/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/t15-/m0/s1
• InChIKey: PJVWKTKQMONHTI-HNNXBMFYSA-N
• SMILES: CC(=O)CC(C1=CC=CC=C1)C2=C(C3=CC=CC=C3OC2=O)O

Warfarin is an anti-<wbr></wbr>coagulant used to prevent heart attacks, strokes and the formation of blood clots. It interferes with the use of vitamin K in the required carboxylation of several vitamin K-<wbr></wbr>dependent proteins in the clotting cascade, preventing the initiating of clotting. (±)-<wbr></wbr>Warfarin is a racemic mixture of two optically active isomers. (−)-<wbr></wbr>Warfarin differs from (+)-<wbr></wbr>warfarin by being five times more potent as a vitamin K antagonist. However, the two isomers are metabolized in vivo by different pathways, and (−)-<wbr></wbr>warfarin has a shorter terminal elimination half-<wbr></wbr>life (24-<wbr></wbr>33 hours) than (+)-<wbr></wbr>warfarin (35-<wbr></wbr>58 hours).