CAS 66556-78-3

(S)-Acenocoumarol

Description:

(S)-Acenocoumarol is an anticoagulant medication that belongs to the class of coumarin derivatives. It functions by inhibiting vitamin K epoxide reductase, which is essential for the synthesis of vitamin K-dependent clotting factors in the liver, thereby preventing blood clot formation. This compound is characterized by its chiral nature, with the (S)-enantiomer being the active form that exhibits the desired therapeutic effects. Acenocoumarol is typically administered orally and is used in the management of various thromboembolic disorders, including deep vein thrombosis and pulmonary embolism. Its pharmacokinetics involve a relatively rapid onset of action, with a half-life that allows for once-daily dosing in many cases. The drug's efficacy and safety profile necessitate regular monitoring of the International Normalized Ratio (INR) to ensure appropriate anticoagulation levels and minimize the risk of bleeding complications. Additionally, (S)-Acenocoumarol may interact with various medications and dietary factors, particularly those affecting vitamin K levels, which can influence its anticoagulant effect.

Formula: C₁₉H₁₅NO₆

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/t15-/m0/s1

InChI key: InChIKey=VABCILAOYCMVPS-HNNXBMFYSA-N

SMILES: [C@@H](CC(C)=O)(C1=C(O)C=2C(OC1=O)=CC=CC2)C3=CC=C(N(=O)=O)C=C3

Synonyms:

• 4-Hydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one
• 2H-1-Benzopyran-2-one, 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-, (S)-
• (S)-Acenocoumarol
• (-)-Acenocoumarin
• 2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]-

(S)-Acenocoumarol

CAS: 66556-78-3

Acenocoumarol is a potent oral anticoagulant with swift clearance and two enantiomers; S-form has a shorter half-life than the R-form.

Formula: C₁₉H₁₅NO₆

Color and Shape: Solid

Molecular weight: 353.33

Ref: TM-T36564