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(R)-(+)-WARFARIN

Product Name
(R)-(+)-WARFARIN
CAS No.
5543-58-8
Chemical Name
(R)-(+)-WARFARIN
Synonyms
(R)-WARFARIN;Dextrowarfarin;(R)-(+)-WARFARIN;Warfarin R-Isomer;Warfarin Impurity 16;Warfarin Impurity 16（Warfarin R-Isomer）;r-(+)-3-acetonybenzyl)-4-hydroxycoumarin;R-(+)-3-(ACETONYLBENZYL)-4-HYDROXYCOUMARIN;(S)-3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin;(+)-3-[(R)-α-Acetonylbenzyl]-4-hydroxycoumarin
CBNumber
CB2351124
Molecular Formula
C19H16O4
Formula Weight
308.33
MOL File
5543-58-8.mol
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(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
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
UC213
Product name
(R)-(+)-Warfarin
Purity
≥97% (HPLC)
Packaging
10mg
Price
$1520
Updated
2022/05/15
Cayman Chemical
Product number
13526
Product name
(+)-Warfarin
Purity
≥98%
Packaging
1mg
Price
$77
Updated
2024/03/01
Cayman Chemical
Product number
13526
Product name
(+)-Warfarin
Purity
≥98%
Packaging
5mg
Price
$211
Updated
2024/03/01
Cayman Chemical
Product number
13526
Product name
(+)-Warfarin
Purity
≥98%
Packaging
10mg
Price
$383
Updated
2024/03/01
Cayman Chemical
Product number
13526
Product name
(+)-Warfarin
Purity
≥98%
Packaging
25mg
Price
$861
Updated
2024/03/01
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(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.

(R)-(+)-WARFARIN Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-(+)-WARFARIN Suppliers

Canada 2 China 33 France 1 Germany 2 India 4 Japan 1 Switzerland 1 United Kingdom 3 United States 10 Global 57
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Switzerland
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5543-58-8, (R)-(+)-WARFARINRelated Search:

Warfarin 4-Hydroxycoumarin 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol) (S)-8-Hydroxy Warfarin (R)-6-Hydroxy Warfarin 3-(o-Hydroxyphenyl)-5-phenyl-2-cyclohexen-1-one Benzalacetone 3-[α-(2-Hydroxypropyl)benzyl]-4-hydroxycouMarin (R)-7-Hydroxy Warfarin (S)-6-Hydroxy Warfarin Warfarin Impurity 1 2,6-Di-tert-butyl-4-mercaptophenol 7-HYDROXYWARFARIN (R)-8-HYDROXY WARFARIN 6-HYDROXYWARFARIN 8-HYDROXYWARFARIN 7-HYDROXYWARFARIN (S)-(-)-WARFARIN,(S)-WARFARIN

  • 4-Hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
  • (R)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone
  • (S)-3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin
  • r-(+)-3-acetonybenzyl)-4-hydroxycoumarin
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, (R)-
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]- (9CI)
  • Coumarin, 3-(a-acetonylbenzyl)-4-hydroxy-, R-(+)- (8CI)
  • Dextrowarfarin
  • R-(+)-3-Acetonybenzyl)-4-hydroxycoumarin, R-(+)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one
  • (+)-3-[(R)-1-Phenyl-3-oxobutyl]-4-hydroxycoumarin
  • (+)-3-[(R)-α-Acetonylbenzyl]-4-hydroxycoumarin
  • (+)-4-Hydroxy-3-[(R)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
  • 2-hydroxy-3-[(1R)-3-keto-1-phenyl-butyl]chromone
  • 2-hydroxy-3-[(1R)-3-oxo-1-phenyl-butyl]chromen-4-one
  • 2-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]chromen-4-one
  • Warfarin R-Isomer
  • R-(+)-4-HYDROXY-3-(3-OXO-1-PHENYBUTYL)-2H-1-BENZOPYRAN-2-ONE
  • (R)-(+)-4-HYDROXY-3-(3-OXO-1-PHENYLBUTYL)-2H-1-BENZOPYRAN-2-ONE
  • R-(+)-3-(ACETONYLBENZYL)-4-HYDROXYCOUMARIN
  • (R)-(+)-WARFARIN
  • (R)-WARFARIN
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]-
  • Warfarin Impurity 16（Warfarin R-Isomer）
  • Warfarin Impurity 16
  • (R)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
  • (R)-(+)-WarfarinQ: What is (R)-(+)-Warfarin Q: What is the CAS Number of (R)-(+)-Warfarin Q: What is the storage condition of (R)-(+)-Warfarin
  • 5543-58-8
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals