Warfarin

Names

[ Name ]:
Warfarin

[Synonym ]:
S-(−)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one
ATHROMBIN
4-Hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one
(-)-Warfarin
(S)-Warfarin
MFCD00272381
2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, (S)-
Varfine
Tintorane
3-a-Phenyl-b-acetylethyl-4-hydroxycoumarin
2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-
Warfarin
(±)-Warfarin
(RS)-Warfarin
Warfilone
Warcoumin
3-(α-acetonylbenzyl)-4-hydroxycoumarin
3-(α-Phenyl-β-acetylethyl)-4-hydroxycoumarin
RODEX
3-(a-acetonylbenzyl)-4-hydroxycoumarin
4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one
Warfarin,R
2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-
4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
Antrombin K
Coumadin
Athrombin-K
(S)-(-)-Warfarin
Warfarin K
EINECS 226-907-3

Biological Activity

[Description]:

S-(-)-Warfarin is a more potent enantiomer of Warfarin as a vitamin K antagonist with anticoagulant effect[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Bai J, et al. Metabolic profiling of HepG2 cells incubated with S(-) and R(+) enantiomers of anti-coagulating drug warfarin. Metabolomics. 2011 Sep;7(3):353-362.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
515.2±50.0 °C at 760 mmHg

[ Melting Point ]:
≥170ºC

[ Molecular Formula ]:
C₁₉H₁₆O₄

[ Molecular Weight ]:
308.328

[ Flash Point ]:
188.8±23.6 °C

[ Exact Mass ]:
308.104858

[ PSA ]:
67.51000

[ LogP ]:
3.42

[ Appearance of Characters ]:
white to pale yellow

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.635

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H360D-H372-H412

[ Precautionary Statements ]:
P201-P273-P308 + P313

[ Hazard Codes ]:
T

[ Risk Phrases ]:
61-48/25-52/53

[ Safety Phrases ]:
53-45-61

[ RIDADR ]:
UN 2811 6.1/PG 1

[ WGK Germany ]:
3

Articles

Stereoselective interactions of warfarin enantiomers with the pregnane X nuclear receptor in gene regulation of major drug-metabolizing cytochrome P450 enzymes.

J. Thromb. Haemost. 8(12) , 2708-17, (2010)

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-w...

Secreted protein profile from HepG2 cells incubated by S(-) and R(+) enantiomers of chiral drug warfarin - An analysis in cell-based system and clinical samples.

Proteomics. Clin. Appl. 4(10-11) , 808-15, (2010)

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...

Chemical modification with high molecular weight polyethylene glycol reduces transduction of hepatocytes and increases efficacy of intravenously delivered oncolytic adenovirus.

Hum. Gene Ther. 20(9) , 975-88, (2009)

Oncolytic adenoviruses are anticancer agents that replicate within tumors and spread to uninfected tumor cells, amplifying the anticancer effect of initial transduction. We tested whether coating the ...