(R)-(+)-Warfarin

SIGMA/UC213 - ≥97% (HPLC)

Synonym: R-(+)-3-Acetonybenzyl)-4-hydroxycoumarin; R-(+)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one

CAS Number: 5543-58-8
Empirical Formula (Hill Notation): C₁₉H₁₆O₄
Molecular Weight: 308.33
EC Number: 226-908-9
MDL Number: MFCD00272376
Linear Formula: C₁₉H₁₆O₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-UC213-10MG	10 mg	$0.00 1/EA CALL FOR PRICE	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
color	white to pale yellow
form	solid
InChI	1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m1/s1
InChI key	PJVWKTKQMONHTI-OAHLLOKOSA-N
mp	≥170 °C
Quality Level	200
SMILES string	[H][C@@](CC(C)=O)(c1ccccc1)C2=C(O)c3ccccc3OC2=O
solubility	DMF: soluble
	DMSO: soluble
	ethanol: soluble
storage temp.	2-8°C

Application:	(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
Biochem/physiol Actions:	CYP1A2/3A4 substrate; anticoagulant.
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.
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.
Packaging:	10 mg in glass bottle
Packaging:	Bottomless glass bottle. Contents are inside inserted fused cone.
Preparation Note:	(+)-Warfarin is soluble in DMF, DMSO and ethanol.

Symbol	GHS08
Signal word	Danger
Hazard statements	H360D - H372 - H412
Precautionary statements	P201 - P273 - P308 + P313
Hazard Codes	T
Risk Statements	61-48/25-52/53
Safety Statements	53-45-61
RIDADR	UN 2811 6.1 / PGI
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (HPLC)
mp	≥170 °C
Storage Temp.	2-8°C
UNSPSC	12161501

To Order From a Quote