(S)-(-)-Nicoumalone Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
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). 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. 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.
Verwenden
S-Enantiomer of
Definition
ChEBI: The (R)-enantiomer of acenocoumarol.
(S)-(-)-Nicoumalone Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
