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Merck
CN

UC214

(S)-(−)-华法林

≥97% (HPLC), CYP2C9 substrate, solid

别名:

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

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关于此项目

经验公式（希尔记法）:
C19H16O4
化学文摘社编号:
5543-57-7
分子量:
308.33
NACRES:
NA.77
PubChem Substance ID:
24724650
UNSPSC Code:
12161501
EC Number:
226-907-3
MDL number:
MFCD00272381

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产品名称

(S)-(−)-华法林, ≥97% (HPLC)

InChI key

PJVWKTKQMONHTI-HNNXBMFYSA-N

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-/m0/s1

SMILES string

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

assay

≥97% (HPLC)

form

solid

color

white to pale yellow

mp

≥170 °C

storage temp.

2-8°C

Gene Information

human ... CYP2C9(1559)

Application

(S)-(−)-Warfarin has been used in cell cultures.
Studies using (R)-(+)-warfarin have reported that it can upregulate hepatic CYP3A4 and CYP2C. It has also been used in HepG2 cells to study protein profiles.

Biochem/physiol Actions

CYP2C9 substrate; anticoagulant.
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.

General description

Warfarin is an antagonist of vitamin K. It is an oral coumarin anticoagulant.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

signalword

Danger

Hazard Classifications

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

target_organs

Blood

存储类别

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000164876
0000180445
0000164876
0000180445
1385525V

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Pharmacogenetics
Cardiovascular Therapeutics: A Companion to Braunwald's Heart Disease (2013)
Jeng-Jong Shieh et al.
Journal of pharmaceutical sciences, 109(2), 1191-1198 (2019-11-13)
MB-102 is a fluorescent tracer agent designed for measurement of point-of-care glomerular filtration rate (GFR) and is currently in clinical studies. MB-102 possesses a strong UV absorbance at 266 nm and 435 nm, and broad fluorescent emission at ~560 nm
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)
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.
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.
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实验方案

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

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