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HomeProduct name list(S)-(-)-WARFARIN

(S)-(-)-WARFARIN

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

  • CAS NO.:5543-57-7
  • Empirical Formula: C19H16O4
  • Molecular Weight: 308.33
  • MDL number: MFCD00272381
  • EINECS: 226-907-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 09:02:11
(S)-(-)-WARFARIN Structural

What is (S)-(-)-WARFARIN?

Description

(–)-Warfarin is a component of (±)-warfarin . 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 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

The Uses of (S)-(-)-WARFARIN

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

The Uses of (S)-(-)-WARFARIN

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

What are the applications of Application

(S)-(?)-Warfarin is a CYP2C9 substrate

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.

Properties of (S)-(-)-WARFARIN

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 information for (S)-(-)-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 (S)-(-)-WARFARIN

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