An enantiomer of the short-lived oral anti-coagulant acenocoumarol with a shorter plasma elimination half-life (1.8 hours) and faster plasma clearance (28.5 L/hour)

(S)-Acenocoumarol – 1 mg

Brand:
Cayman
CAS:
66556-78-3
Storage:
-20
UN-No:
Non-Hazardous - /

Acenocoumarol is a short-lived oral anti-coagulant, which, like warfarin, functions by inhibiting vitamin K epoxide reductase. It has higher intrinsic anticoagulant potency than warfarin and phenprocoumon, when evaluated in vitro. Acenocoumarol has a single chiral center that gives rise to two different enantiomeric forms. (S)-Acenocoumarol has a shorter plasma elimination half-life (1.8 hours) and faster plasma clearance (28.5 L/hour), compared to the (R)-enantiomer (6.6 hours, 1.9 L/hour).{15996} The S-enantiomer undergoes extensive first-pass metabolism during absorption from the gastrointestinal tract, whereas (R)-acenocoumarol is rapidly absorbed and provides essentially complete oral bioavailability.{15996} Perhaps related to these pharmacokinetic characteristics, (S)-acenocoumarol is less potent in vivo as an anti-coagulant than the (R)-enantiomer. As the clearance of acenocoumarol is ~20-fold faster than that for warfarin, the plasma concentrations of acenocoumarol are substantially lower than those for warfarin in patients receiving long-term treatment.  

 

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SKU: 9000336 - 1 mg Category:

Description

An enantiomer of the short-lived oral anti-coagulant acenocoumarol with a shorter plasma elimination half-life (1.8 hours) and faster plasma clearance (28.5 L/hour), compared to the (R)-enantiomer (6.6 hours, 1.9 L/hour); undergoes extensive first-pass metabolism during absorption from the gastrointestinal tract; less potent in vivo than the (R)-enantiomer

Formal name: 4-hydroxy-3-[(1S)-1-(4-nitrophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one

Synonyms:  (S)-Acenocoumarin|(S)-Nicoumalone

Molecular weight: 353.3

CAS: 66556-78-3

Purity: ≥98%

Formulation: A crystalline solid

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