CAS 5543-57-7

(-)-Warfarin

Description:

(-)-Warfarin is an anticoagulant medication primarily used to prevent blood clots in various medical conditions, such as deep vein thrombosis and atrial fibrillation. It is a derivative of coumarin and functions by inhibiting vitamin K epoxide reductase, which is essential for the synthesis of vitamin K-dependent clotting factors. This inhibition leads to a decrease in the production of these factors, thereby reducing the blood's ability to clot. (-)-Warfarin is characterized by its chiral nature, with the "(-)" indicating its specific enantiomeric form, which is more potent than its counterpart. The substance is typically administered orally and has a narrow therapeutic index, necessitating careful monitoring of blood coagulation levels, often measured by the International Normalized Ratio (INR). Its pharmacokinetics involve extensive metabolism in the liver, primarily through cytochrome P450 enzymes, and it exhibits significant interactions with various medications and dietary factors, particularly those containing vitamin K. Due to these properties, (-)-Warfarin requires individualized dosing and regular monitoring to ensure efficacy and minimize the risk of bleeding complications.

Formula: C₁₉H₁₆O₄

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

InChI key: InChIKey=PJVWKTKQMONHTI-HNNXBMFYSA-N

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

Synonyms:

• (-)-Warfarin
• (S)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
• (S)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone
• 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, (S)-
• 2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-
• 4-Hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
• 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one
• Coumarin, 3-(α-acetonylbenzyl)-4-hydroxy-, (S)-(-)-

(S)-(-)-Warfarin

CAS: 5543-57-7

Formula: C₁₉H₁₆O₄

Purity: ≥ 97%

Color and Shape: White to pale yellow powder

Molecular weight: 308.33

Ref: 7W-GL0549

(S)-Warfarin

CAS: 5543-57-7

Formula: C₁₉H₁₆O₄

Color and Shape: White To Off-White Solid

Molecular weight: 308.33

Ref: 4Z-W-017

(S)-Warfarin

CAS: 5543-57-7

(S)-Warfarin is a more effective enantiomer of Warfarin. It is used as a vitamin K antagonist, with anticoagulant.

Formula: C₁₉H₁₆O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 308.33

Ref: TM-T19708

S-(-)-Warfarin

Controlled Product

CAS: 5543-57-7

Applications The S-(-)-form of Warfarin (W498500). Coumarin anticoagulant.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Hagan, E.C., et al.: J. Am. Pharm. Assoc. Sci. Ed., 42, 379 (1953), Bell, R.G., et al.: Biochemistry, 11, 1959 (1972), Valente, J.E., et al.: J. Med. Chem., 20, 1489 (1977), Back, N., et al.: Pharmacol. Res. Commun., 10, 445, (1978), Babhair, S.A., et al.: Anal. Profiles Drug Subs., 14, 423 (1985), Takahashi, H., et al.: Echizen, Clin. Pharmacokinet., 40, 587 (2001),

Formula: C₁₉H₁₆O₄

Color and Shape: White Solid

Molecular weight: 308.33

Ref: TR-W498495

Warfarin S-Isomer

CAS: 5543-57-7

Formula: C₁₉H₁₆O₄

Molecular weight: 308.33

Ref: ST-EA-CP-W2006