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HomeProduct name list(R)-(+)-WARFARIN

(R)-(+)-WARFARIN

Synonym(s):R-(+)-3-Acetonybenzyl)-4-hydroxycoumarin;R-(+)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one

  • CAS NO.:5543-58-8
  • Empirical Formula: C19H16O4
  • Molecular Weight: 308.33
  • MDL number: MFCD00272376
  • EINECS: 226-908-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 09:02:11
(R)-(+)-WARFARIN Structural

What is (R)-(+)-WARFARIN?

Chemical properties

White Solid

The Uses of (R)-(+)-WARFARIN

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

The Uses of (R)-(+)-WARFARIN

(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

What are the applications of Application

(R)-(+)-Warfarin is a CYP1A2/3A4 substrate

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.

Properties of (R)-(+)-WARFARIN

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 information for (R)-(+)-WARFARIN

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H372:Specific target organ toxicity, repeated exposure
H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for (R)-(+)-WARFARIN

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