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UC214

Sigma-Aldrich

(S)-(−)-Warfarin

≥97% (HPLC)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C19H16O4
Número de CAS:
5543-57-7
Peso molecular:
308.33
Número CE:
226-907-3
Número MDL:
MFCD00272381
Código UNSPSC:
12161501
ID de la sustancia en PubChem:
24724650
NACRES:
NA.77

Ensayo

≥97% (HPLC)

Formulario

solid

color

white to pale yellow

mp

≥170 °C

temp. de almacenamiento

2-8°C

cadena SMILES

[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

Clave InChI

PJVWKTKQMONHTI-HNNXBMFYSA-N

Información sobre el gen

human ... CYP2C9(1559)

Descripción general

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

Aplicación

(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.

Acciones bioquímicas o fisiológicas

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.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Aplicación

Referencia del producto
Descripción
Precios

G004472

HPLC Analysis of Warfarin Enantiomers on Astec® CHIROBIOTIC® V (Method 1), application for HPLC

G004475

HPLC Analysis of Warfarin Enantiomers on Astec® CHIROBIOTIC® V2, application for HPLC

G004649

HPLC Analysis of Warfarin Enantiomers on Astec® CHIROBIOTIC® V (Method 2), application for HPLC

G005007

HPLC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, application for HPLC

G005008

HPLC Analysis of Warfarin Enantiomers on Astec® CYCLOBOND I 2000 (UV at 278 nm), application for HPLC

G005170

SFC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, Methanol Additive, application for SFC

G005171

SFC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, Ethanol Additive, application for SFC

G005174

SFC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, Methanol Gradient, application for SFC

G005849

LC/MS/MS Analysis of Warfarin Enantiomers in Plasma on Astec® CHIROBIOTIC® V after SPE using HybridSPE®-Phospholipid, application for HPLC

Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Blood

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000164876
0000180445
1385525V
065K32601
1385525

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Visite la Librería de documentos

Pharmacogenetics
Cardiovascular Therapeutics: A Companion to Braunwald's Heart Disease (2013)
Jeng-Jong Shieh et al.
Journal of pharmaceutical sciences, 109(2), 1191-1198 (2019-11-13)
MB-102 is a fluorescent tracer agent designed for measurement of point-of-care glomerular filtration rate (GFR) and is currently in clinical studies. MB-102 possesses a strong UV absorbance at 266 nm and 435 nm, and broad fluorescent emission at ~560 nm
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)
Jing Bai et al.
Proteomics. Clinical applications, 4(10-11), 808-815 (2010-12-08)
warfarin is a commonly prescribed oral anticoagulant with narrow therapeutic index. It interferes with the vitamin K cycle to achieve anti-coagulating effects. Warfarin has two enantiomers, S(-) and R(+) and undergoes stereoselective metabolism, with the S(-) enantiomer being more effective.
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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Protocolos

Chiral and Achiral LC-MS Analysis of Warfarin™ in Plasma Samples

This 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

Chiral and Achiral LC-MS Analysis of Warfarin™ in Plasma Samples

This 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

Chiral and Achiral LC-MS Analysis of Warfarin™ in Plasma Samples

This 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

Chiral and Achiral LC-MS Analysis of Warfarin™ in Plasma Samples

This 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 HPLCapplication for HPLCapplication for HPLCapplication for SFCMostrar más

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