(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
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) |
Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 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
New Products
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