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UC214 Sigma-Aldrich

(S)-(−)-Warfarin

≥97% (HPLC)

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

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Drug and Xenobiotic Metabolism,
Quality Level   200
assay   ≥97% (HPLC)
color   white to pale yellow
mp   ≥170 °C
storage temp.   2-8°C
SMILES string   [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
InChI key   PJVWKTKQMONHTI-HNNXBMFYSA-N
Gene Information   human ... CYP2C9(1559)

Description

General description

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

Application

(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.

Packaging

5, 10 mg in glass bottle

Biochem/physiol Actions

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.

CYP2C9 substrate; anticoagulant.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

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

Clinical laboratories are beginning to reap the benefits of LC-MS in terms of its sensitivity, specificity, throughput, and potential to reduce cost per sample. The purpose of this study was to demon...
Tracy L. Ascah, and Craig R. Aurand
Reporter US Volume 31.2
Keywords: Anticoagulants, Chromatography, Clinical, Forensic, Genetic, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Metabolism, Metabolites, Phase transitions, Precipitation, Separation, Solid phase extractions, Solvents, Vitamins

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

From our library of Articles, Sigma-Aldrich presents LC/MS/MS Analysis of Warfarin™ Enantiomers in Plasma on Astec® CHIROBIOTIC® V after SPE using HybridSPE®-Phospholipid
Keywords: Anticoagulants, Chromatography, Clinical, Forensic, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Solid phase extractions, Solvents

Peer-Reviewed Papers
15

References

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