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(S) -Acenocoumarol

CAT: 0931-T36564-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T36564-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
66556-78-3
Target
Others
Related Pathways
Others
Bioactivity
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.
Smiles
[C@@H](CC(C)=O)(C1=C(O)C=2C(OC1=O)=CC=CC2)C3=CC=C(N(=O)=O)C=C3
Molecular Formula
C19H15NO6
Molecular Weight
353.33
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

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