(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
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) |
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 (S)-(-)-WARFARIN
New Products
Tubulysin M Tubulysin F Tubulysin C Tubulysin I Potassium HMDS (1.0 M in THF) CYCLOBUTYLAMINE HYDROCHLORIDE 3-FLUOROPYRROLIDINE HYDROCHLORIDE 4-CYANO-TETRAHYDROPYRAN-4-CARBOXYLIC ACID 3-N-BOC-(S)-AMINO BUTYRONITRILE 2,2-Difluoropropylamine hydrochloride 1-(1,1-Difluoroethyl)-2-fluorobenzene 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Calcium Sodium Phosphosilicate IH 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Imeglimin Hydrochloride IH Fuel shell Latanoprostene Bunod Lubiprostone Magnesium Trisilicate Flame Retardant Zinc Borate methyl 3-fluoro-4- thiomorpholino phenylcarbamate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate 7-Methoxyquinoline-4-carboxylic acidRelated products of tetrahydrofuran
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