(R)-(+)-WARFARIN Property

Melting point:

≥170 °C

Boiling point:

515.2±50.0 °C(Predicted)

Density 

1.307±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMF: soluble

pka

4.50±1.00(Predicted)

form 

A crystalline solid

color 

white to pale yellow

Safety

Hazard Codes 

T

Risk Statements 

61-48/25-52/53

Safety Statements 

53-45-61

RIDADR 

UN 2811 6.1/PG 1

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H372Causes damage to organs through prolonged or repeated exposure

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

(R)-(+)-WARFARIN Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

(R)-(+)-warfarin has been used to investigate whether enantiomers of warfarin stereoselectively interact with pregnane X nuclear receptor (PXR) to upregulate main drug/xenobiotic-metabolizing enzymes cytochrome P450 3A4 (CYP3A4) and cytochrome P450 2C9 (CYP2C9). It has also been used in HepG2 cells to study protein profiles

Uses

The R-(+)-form of Warfarin (W498500). Coumarin anticoagulant.

Definition

ChEBI: (R)-warfarin is a 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one that has (R)-configuration (the racemate is warfarin, an anticoagulant drug and rodenticide). It is a conjugate acid of a (R)-warfarin(1-). It is an enantiomer of a (S)-warfarin.

General Description

The chiral carbon at position 9 produces two enantiomers, R- and S-warfarin. Commercially available warfarin (Coumadin or Jantoven) is a racemic mixture of S- and R-enantiomers.

Biochem/physiol Actions

Warfarin acts as a vitamin K antagonist. It is widely used to treat thromboembolic disorders. (R)-warfarin interacts with pregnane X receptor (PXR) and induces cytochrome P450 3A4 (CYP3A4) and CYP2C9 mRNAs expression in primary human hepatocyte cultures.