ACENOCOUMAROL
Acenocoumarol is an oral anticoagulant that inhibits vitamin K–dependent clotting factor synthesis. It prevents thrombosis in atrial fibrillation, DVT, and prosthetic valves. Benefits include rapid onset and easy dose adjustment. Risks include bleeding, drug–food interactions, and the need for regular INR monitoring.
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Product Description
Mechanism of action
Acenocoumarol is a coumarin‑type vitamin K antagonist. It inhibits the vitamin K epoxide reductase complex in the liver, preventing the regeneration of reduced vitamin K that is required for gamma‑carboxylation of several coagulation factors (II, VII, IX and X) and anticoagulant proteins C and S. The resulting production of partially carboxylated, less active clotting factors leads to an anticoagulant effect.
Benefits and advantages
Acenocoumarol has been widely used for long‑term oral anticoagulation in the prevention and treatment of thromboembolic disorders. Its relatively short half‑life compared with warfarin allows more rapid adjustment of anticoagulation in response to dose changes, which may be advantageous in certain clinical settings.
Side effects and risks
The principal risk is bleeding, which can range from minor bruising to life‑threatening haemorrhage. The drug has a narrow therapeutic index and is susceptible to numerous drug–drug and drug–food interactions, requiring regular monitoring of coagulation parameters (such as INR) in clinical use. Teratogenicity and foetal bleeding risk limit use in pregnancy. Handling of the API must follow appropriate safety standards due to its potent pharmacological activity.
Datasheet
| Molecular Formula | C19H15NO6 |
|---|---|
| Molecular Weight | 353.3 g/mol |
| CAS Number | 152-72-7 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | practically insoluble |
| Purity | Purity information is available upon request (COA). |
| Synonym | ACENOCOUMAROL; 152-72-7; Acenocoumarin; Nicoumalone; Sintrom |
| IUPAC/Chemical Name | 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]chromen-2-one |
| InChl Key | VABCILAOYCMVPS-UHFFFAOYSA-N |
| InChl Code | 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 |
| References |
3D Conformer.
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