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5543-57-7

5543-57-7 Structure

5543-57-7 Structure
IdentificationMore
[Name]

(S)-(-)-WARFARIN
[CAS]

5543-57-7
[Synonyms]

Warfarin,R-
(S)-WARFARIN
(S)-(-)-WARFARIN
Warfarin S-Isomer
Warfarin Impurity 17
Warfarin Impurity 17(Warfarin S-Isomer)
s-(-)-3-acetonybenzyl)-4-hydroxycoumarin
S-(-)-3-(ACETONYLBENZYL)-4-HYDROXYCOUMARIN
2-hydroxy-3-(3-keto-1-phenyl-butyl)chromone
(-)-3-[(S)-α-Acetonylbenzyl]-4-hydroxycoumarin
4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-chromen-2-one
(-)-3-[(S)-1-Phenyl-3-oxobutyl]-4-hydroxycoumarin
(S)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone
2-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-4-one
4-HYDROXY-3-((S)-3-OXO-1-PHENYL-BUTYL)-CHROMEN-2-ONE
(S)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
Coumarin, 3-(a-acetonylbenzyl)-4-hydroxy-, (S)-(-)- (8CI)
4-Hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
S-(-)-4-HYDROXY-3-(3-OXO-1-PHENYBUTYL)-2H-1-BENZOPYRAN-2-ONE
(S)-(+)-4-HYDROXY-3-(3-OXO-1-PHENYBUTYL)-2H-1-BENZOPYRAN-2-ONE
(S)-(+)-4-HYDROXY-3-(3-OXO-1-PHENYLBUTYL)-2H-1-BENZOPYRAN-2-ONE
(-)-4-Hydroxy-3-[(S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one
2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, (S)-
2H-1-Benzopyran-2-one, 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]- (9CI)
S-(-)-3-Acetonybenzyl)-4-hydroxycoumarin, S-(-)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one
S-(-)-WarfarinQ: What is S-(-)-Warfarin Q: What is the CAS Number of S-(-)-Warfarin Q: What is the storage condition of S-(-)-Warfarin Q: What are the applications of S-(-)-Warfarin
[EINECS(EC#)]

226-907-3
[Molecular Formula]

C19H16O4
[MDL Number]

MFCD00272381
[Molecular Weight]

308.33
[MOL File]

5543-57-7.mol
Chemical PropertiesBack Directory
[Melting point ]

≥170 °C
[storage temp. ]

2-8°C
[solubility ]

DMF: 25 mg/ml; DMSO: 25 mg/ml; Ethanol: 5 mg/ml
[form ]

A crystalline solid
[color ]

white to pale yellow
[CAS DataBase Reference]

5543-57-7(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R61:May cause harm to the unborn child.
R48/25:Toxic: danger of serious damage to health by prolonged exposure if swallowed .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 2811 6.1/PG 1
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

(–)-Warfarin is a component of (±)-warfarin (Item No. 13566). It is an anticoagulant that interferes with interconversion of vitamin K and vitamin K epoxide and the role of vitamin K in carboxylation of several clotting cascade proteins, inhibiting the initiation of clotting. In vivo, (–)-warfarin slows formation of the prothrombin complex and exhibits 6.6-fold more potent anticoagulant activity than (+)-warfarin (Item No. 13526) in rats. (–)-Warfarin is primarily metabolized by the cytochrome P450 (CYP) isoform CYP2C9 and genetic polymorphisms in this enyzme, as well as other compounds metabolized by CYP2C9, increase the potential for catastrophic bleeding complications. Formulations containing warfarin have been used to treat and prevent blood clots in atrial fibrillation, heart valve replacement, venous thrombosis, and pulmonary embolism.
[Chemical Properties]

White Solid
[Uses]

(S)-(?)-Warfarin has been used in cell cultures.
[Uses]

The S-(-)-form of Warfarin (W498500). Coumarin anticoagulant.
[Definition]

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

Warfarin is an antagonist of vitamin K. It is an oral coumarin anticoagulant.
[Biochem/physiol Actions]

Warfarin is used to regulate and inhibit thromboembolic disorders. The CYP2C9 (cytochrome P450 family 2 subfamily C member 9)?protein plays a major role in the inactivation of potent S-warfarin.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

5543-57-7(sigmaaldrich)
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