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UC213

(R)-(+)-Warfarin

Name: (R)-(+)-Warfarin
Brand: SIGMA

≥97% (HPLC)

别名:

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

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About This Item

经验公式（希尔记法）:

C₁₉H₁₆O₄

CAS号:

5543-58-8

分子量:

308.33

EC號碼:

226-908-9

MDL號碼:

MFCD00272376

分類程式碼代碼:

12161501

PubChem物質ID:

24724649

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Sigma-Aldrich

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Sigma-Aldrich

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4-氨基-3,5-二-2-吡啶基-4H-1,2,4-三唑

USP

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Warfarin Related Compound A

Sigma-Aldrich

364010

(1R,2R)-(+)-1,2-二苯基乙二胺

Roche

11681451001

NBT/BCIP 储存液

化驗

≥97% (HPLC)

形狀

solid

顏色

white to pale yellow

mp

≥170 °C

溶解度

DMF: soluble
DMSO: soluble
ethanol: soluble

儲存溫度

2-8°C

SMILES 字串

[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 密鑰

PJVWKTKQMONHTI-OAHLLOKOSA-N

基因資訊

human ... CYP2C9(1559)

一般說明

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.

應用

(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

生化／生理作用

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.

包裝

Bottomless glass bottle. Contents are inside inserted fused cone.

準備報告

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

應用

产品编号

说明

价格

訊號詞

Danger

危險聲明

H300 + H310 + H330,H360D,H372,H411

防範說明

P202 - P264 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310

危險分類

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

標靶器官

Blood

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

分析证书(COA)

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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)

Stereoselective interactions of warfarin enantiomers with the pregnane X nuclear receptor in gene regulation of major drug-metabolizing cytochrome P450 enzymes.

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

Studies of imipramine binding to human serum albumin by high-performance affinity chromatography.

Michelle J Yoo et al.

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(11-12), 1149-1154 (2009-03-31)

Binding by the drug imipramine to the protein human serum albumin (HSA) was studied by using high-performance affinity chromatography. The association equilibrium constants and number of binding sites for imipramine with HSA were first estimated by utilizing frontal analysis. Imipramine

Secreted protein profile from HepG2 cells incubated by S(-) and R(+) enantiomers of chiral drug warfarin - An analysis in cell-based system and clinical samples.

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.

Chemical modification with high molecular weight polyethylene glycol reduces transduction of hepatocytes and increases efficacy of intravenously delivered oncolytic adenovirus.

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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实验方案

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

his 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

HPLC Analysis of Warfarin Enantiomers on Astec^® Cellulose DMP

application for HPLC

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

application for HPLC

HPLC Analysis of Warfarin Enantiomers on Astec^® CHIROBIOTIC^® V (Method 2)

application for HPLC

HPLC Analysis of Warfarin Enantiomers on Astec^® CHIROBIOTIC^® V (Method 1)

application for HPLC展开

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Key Documents

(R)-(+)-Warfarin

≥97% (HPLC)

About This Item

推荐产品

属性

化驗

形狀

顏色

mp

溶解度

儲存溫度

SMILES 字串

InChI

InChI 密鑰

基因資訊

说明

一般說明

應用

生化／生理作用

包裝

準備報告

相关产品

應用

安全信息

象形圖

訊號詞

危險聲明

防範說明

危險分類

標靶器官

儲存類別代碼

水污染物質分類（WGK）

閃點（°F）

閃點（°C）

文件

分析证书(COA)

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实验方案

Chromatograms

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