SML0074

Acenocoumarol

≥98% (HPLC)

• Synonyma: (±)-Acenocoumarin, 3-(α-Acetonyl-p-nitrobenzyl)-4-hydroxy-coumarin
• Empirický vzorec (Hillův zápis): C₁₉H₁₅NO₆
• Číslo CAS: 152-72-7
• Molekulová hmotnost: 353.33
• EC Number: 205-807-3
• MDL number: MFCD00137816
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825137
• NACRES: NA.77

Vlastnosti

• assay: ≥98% (HPLC)
• form: powder
• color: white to tan
• solubility: DMSO, heptane and xylene: ≥17 mg/mL
• originator: Novartis
• storage temp.: −20°C
• SMILES string: CC(=O)CC(c1ccc(cc1)[N+]([O-])=O)C2=C(O)c3ccccc3OC2=O
• 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
• InChI key: VABCILAOYCMVPS-UHFFFAOYSA-N
• Gene Information: human ... VKORC1(79001)

Popis

Application

Acenocoumarol has been used as a standard for the determination of coumarins in cosmetics.

Acenocoumarol was used to study the role of P-glycoprotein in transport of oral vitamin K in Caco-2 cells and as an LC/MS standard.

Biochem/physiol Actions

Acenocoumarol is a warfarin analog, an anticoagulant that inhibits Vitamin K epoxide reductase. This results in depletion of the reduced form of vitamin K (vitamin KH2), limiting the gamma-carboxylation and subsequent activation of the vitamin K-dependent coagulation factors II, VII, IX, and X and anticoagulant proteins C and S, resulting in decreased prothrombin levels and the amount of thrombin generated.

Acenocoumarol is effective against thromboembolic disorders.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Bezpečnostní informace

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H315,H319,H335
• pcodes: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable