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Documenti fondamentali

UC214

Sigma-Aldrich

(S)-(−)-Warfarin

≥97% (HPLC)

Sinonimo/i:

S-(−)-3-Acetonybenzyl)-4-hydroxycoumarin, S-(−)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one

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About This Item

Formula empirica (notazione di Hill):
C19H16O4
Numero CAS:
Peso molecolare:
308.33
Numero CE:
Numero MDL:
Codice UNSPSC:
12161501
ID PubChem:
NACRES:
NA.77

Saggio

≥97% (HPLC)

Stato

solid

Colore

white to pale yellow

Punto di fusione

≥170 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

[H][C@](CC(C)=O)(c1ccccc1)C2=C(O)c3ccccc3OC2=O

InChI

1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m0/s1
PJVWKTKQMONHTI-HNNXBMFYSA-N

Informazioni sul gene

human ... CYP2C9(1559)

Descrizione generale

Warfarin is an antagonist of vitamin K. It is an oral coumarin anticoagulant.

Applicazioni

(S)-(−)-Warfarin has been used in cell cultures.
Studies using (R)-(+)-warfarin have reported that it can upregulate hepatic CYP3A4 and CYP2C. It has also been used in HepG2 cells to study protein profiles.

Azioni biochim/fisiol

CYP2C9 substrate; anticoagulant.
Warfarin is used to regulate and inhibit thromboembolic disorders. The CYP2C9 (cytochrome P450 family 2 subfamily C member 9) protein plays a major role in the inactivation of potent S-warfarin.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Aquatic Chronic 2 - Repr. 1A - STOT RE 1

Organi bersaglio

Blood

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Pharmacogenetics
Cardiovascular Therapeutics: A Companion to Braunwald's Heart Disease (2013)
Metabolic profiling of HepG2 cells incubated with S (-) and R (+) enantiomers of anti-coagulating drug warfarin
Bai J, et al.
Metabolomics, 7(3), 353-362 (2011)
A Rulcova et al.
Journal of thrombosis and haemostasis : JTH, 8(12), 2708-2717 (2010-08-26)
Warfarin, an antagonist of vitamin K, is an oral coumarin anticoagulant widely used to control and prevent thromboembolic disorders. Warfarin is clinically available as a racemic mixture of R- and S-warfarin. The S-enantiomer has three to five times greater anticoagulation
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(11-12), 1149-1154 (2009-03-31)
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Protocolli

his study demonstrates the analysis of Warfarin in plasma samples utilizing chiral and achiral (reversed-phase) LC-MS and effective sample prep to remove endogenous phospholipids

Chromatograms

application for SFCapplication for SFCapplication for HPLCapplication for HPLCMostra di più

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