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Merck
모든 사진(1)

문서

UC213

Sigma-Aldrich

(R)-(+)-Warfarin

≥97% (HPLC)

동의어(들):

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

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C19H16O4
CAS Number:
5543-58-8
Molecular Weight:
308.33
EC Number:
226-908-9
MDL number:
MFCD00272376
UNSPSC 코드:
12161501
PubChem Substance ID:
24724649

분석

≥97% (HPLC)

형태

solid

색상

white to pale yellow

mp

≥170 °C

solubility

DMF: soluble
DMSO: soluble
ethanol: soluble

저장 온도

2-8°C

SMILES string

[H][C@@](CC(C)=O)(c1ccccc1)C2=C(O)c3ccccc3OC2=O

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

유전자 정보

human ... CYP2C9(1559)

일반 설명

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.

애플리케이션

(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

생화학적/생리학적 작용

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.
CYP1A2/3A4 substrate; anticoagulant.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

제조 메모

(+)-Warfarin is soluble in DMF, DMSO and ethanol.

애플리케이션

제품 번호
설명
가격

G004472

HPLC Analysis of Warfarin Enantiomers on Astec® CHIROBIOTIC® V (Method 1), application for HPLC

G004475

HPLC Analysis of Warfarin Enantiomers on Astec® CHIROBIOTIC® V2, application for HPLC

G004649

HPLC Analysis of Warfarin Enantiomers on Astec® CHIROBIOTIC® V (Method 2), application for HPLC

G005007

HPLC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, application for HPLC

G005008

HPLC Analysis of Warfarin Enantiomers on Astec® CYCLOBOND I 2000 (UV at 278 nm), application for HPLC

G005170

SFC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, Methanol Additive, application for SFC

G005171

SFC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, Ethanol Additive, application for SFC

G005174

SFC Analysis of Warfarin Enantiomers on Astec® Cellulose DMP, Methanol Gradient, application for SFC

픽토그램

Skull and crossbonesHealth hazardEnvironment
GHS06,GHS08,GHS09

신호어

Danger

유해 및 위험 성명서

H300 + H310 + H330,H360D,H372,H411

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Aquatic Chronic 2 - Repr. 1A - STOT RE 1

표적 기관

Blood

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Metabolic profiling of HepG2 cells incubated with S(-) and R(+) enantiomers of anti-coagulating drug warfarin
Bai, J, et al.
Metabolomics, 7(3), 353-362 (2011)
Jing Bai et al.
Proteomics. Clinical applications, 4(10-11), 808-815 (2010-12-08)
warfarin is a commonly prescribed oral anticoagulant with narrow therapeutic index. It interferes with the vitamin K cycle to achieve anti-coagulating effects. Warfarin has two enantiomers, S(-) and R(+) and undergoes stereoselective metabolism, with the S(-) enantiomer being more effective.
A Rulcova et al.
Journal of thrombosis and haemostasis : JTH, 8(12), 2708-2717 (2010-08-26)
Warfarin, an antagonist of vitamin K, is an oral coumarin anticoagulant widely used to control and prevent thromboembolic disorders. Warfarin is clinically available as a racemic mixture of R- and S-warfarin. The S-enantiomer has three to five times greater anticoagulation
Jing Bai et al.
Metabolomics : Official journal of the Metabolomic Society, 7(3), 353-362 (2011-09-29)
Warfarin is a commonly prescribed oral anticoagulant with narrow therapeutic index. It achieves anti-coagulating effects by interfering with the vitamin K cycle. Warfarin has two enantiomers, S(-) and R(+) and undergoes stereoselective metabolism, with the S(-) enantiomer being more effective.
Konstantin Doronin et al.
Human gene therapy, 20(9), 975-988 (2009-05-28)
Oncolytic adenoviruses are anticancer agents that replicate within tumors and spread to uninfected tumor cells, amplifying the anticancer effect of initial transduction. We tested whether coating the viral particle with polyethylene glycol (PEG) could reduce transduction of hepatocytes and hepatotoxicity
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프로토콜

Chiral and Achiral LC-MS Analysis of Warfarin™ in Plasma Samples

This study demonstrates the analysis of Warfarin in plasma samples utilizing chiral and achiral (reversed-phase) LC-MS and effective sample prep to remove endogenous phospholipids

Chromatograms

application for HPLCapplication for HPLCapplication for HPLCapplication for HPLC자세히 표시

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