(-)-Warfarin

(-)-Warfarin is a component of (±)-warfarin (Cay-13566). It is an anticoagulant that interferes with interconversion of vitamin K and vitamin K epoxide and the role of vitamin K in carboxylation of several clotting cascade proteins, inhibiting the initiation of clotting. In vivo, (-)-warfarin slows formation of the prothrombin complex and exhibits 6.6-fold more potent anticoagulant activity than (+)-warfarin (Cay-13526) in rats. (-)-Warfarin is primarily metabolized by the cytochrome P450 (CYP) isoform CYP2C9 and genetic polymorphisms in this enyzme, as well as other compounds metabolized by CYP2C9, increase the potential for catastrophic bleeding complications. Formulations containing warfarin have been used to treat and prevent blood clots in atrial fibrillation, heart valve replacement, venous thrombosis, and pulmonary embolism.Formal Name: 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one. CAS Number: 5543-57-7. Synonyms: (S)-Warfarin. Molecular Formula: C19H16O4. Formula Weight: 308.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMSO: 25 mg/ml, Ethanol: 5 mg/ml. lambdamax: 206, 272, 283, 306 nm. SMILES: CC(=O)C[C@@H](c1ccccc1)c1c(=O)oc2ccccc2c1O. InChi Code: 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. InChi Key: PJVWKTKQMONHTI-HNNXBMFYSA-N.