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5543-58-8

5543-58-8 Structure

5543-58-8 Structure
IdentificationBack Directory
[Name]

(R)-(+)-WARFARIN
[CAS]

5543-58-8
[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
2-hydroxy-3-[(1R)-3-keto-1-phenyl-butyl]chromone
(+)-3-[(R)-1-Phenyl-3-oxobutyl]-4-hydroxycoumarin
2-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]chromen-4-one
(R)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone
2-hydroxy-3-[(1R)-3-oxo-1-phenyl-butyl]chromen-4-one
(R)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
Coumarin, 3-(a-acetonylbenzyl)-4-hydroxy-, R-(+)- (8CI)
4-Hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
R-(+)-4-HYDROXY-3-(3-OXO-1-PHENYBUTYL)-2H-1-BENZOPYRAN-2-ONE
2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]-
(R)-(+)-4-HYDROXY-3-(3-OXO-1-PHENYLBUTYL)-2H-1-BENZOPYRAN-2-ONE
(+)-4-Hydroxy-3-[(R)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
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)
R-(+)-3-Acetonybenzyl)-4-hydroxycoumarin, R-(+)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-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
[EINECS(EC#)]

226-908-9
[Molecular Formula]

C19H16O4
[MDL Number]

MFCD00272376
[MOL File]

5543-58-8.mol
[Molecular Weight]

308.33
Chemical PropertiesBack Directory
[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
[form ]

A crystalline solid
[pka]

4.50±1.00(Predicted)
[color ]

white to pale yellow
Safety DataBack Directory
[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 InformationBack Directory
[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.
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