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Merck

SML1083

Ethacrynic acid

≥97% (HPLC), glutathione S-transferase inhibitor, powder

Sinónimos:

2-[2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy]acetic acid, ECA, Etacrynic acid, [2,3-Dichloro-4-(2-ethylacryloyl)phenoxy]acetic acid, (2,3-Dichloro-4-[2-methylenebutyryl]phenoxy)acetic acid

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About This Item

Fórmula empírica (notación de Hill):
C13H12Cl2O4
Número CAS:
58-54-8
Peso molecular:
303.14
NACRES:
NA.77
PubChem Substance ID:
329825461
UNSPSC Code:
12352106
EC Number:
200-384-1
MDL number:
MFCD00056693

Nombre del producto

Ethacrynic acid, ≥97% (HPLC)

InChI key

AVOLMBLBETYQHX-UHFFFAOYSA-N

InChI

1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17)

SMILES string

ClC1=C(Cl)C(C(C(CC)=C)=O)=CC=C1OCC(O)=O

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... SLC12A1(6557)

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Biochem/physiol Actions

Ethacrynic acid increases the cytotoxicity of chlorambucil in rat and human tumor cell lines.
Ethacrynic acid is non sulfonamide loop diuretic that is used to treat high blood pressure and the swelling caused by diseases like congestive heart failure. Ethacrynic acid blocks sodium-potassium-chloride cotransport. Also, Ethacrynic acid potently inhibits glutathione S-transferase family members. Studies show that ethacrynic acid potently inhibits Tgase-2 (transglutaminase-2) dependent metastasis of cancer cells including lung and pancreatic cancers.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000504093
0000504093
0000198207
0000166711
0000198207

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Piriyaporn Thiendedsakul et al.
Veterinary world, 15(1), 46-54 (2022-04-05)
The crocodile is a model for studying relevant sources of environmental contamination. They were determined an appropriate biomonitoring species for various toxins. The cytosolic and microsomal fraction of crocodiles plays a role in detoxifying xenobiotics. Cytochrome P450 1A2 (CYP1A2) metabolizes
Maria Font Farre et al.
Plant & cell physiology, 65(1), 128-141 (2023-11-04)
Glutathione transferases (GSTs) represent a large and diverse enzyme family involved in the detoxification of small molecules by glutathione conjugation in crops, weeds and model plants. In this study, we introduce an easy and quick assay for photoaffinity labeling of
E Röth et al.
Experimental and clinical cardiology, 16(3), 92-96 (2011-11-09)
Oxidative stress and ischemia-reperfusion (I/R) injury are crucial in the pathogenesis of cardiovascular diseases. The antioxidant glutathione S-transferase (GST) is responsible for the high-capacity metabolic inactivation of electrophilic compounds and toxic substrates. The main objective of the present study was
Pei-Chen Yu et al.
Pharmaceutics, 14(1) (2022-01-22)
Since 2019, severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has been rapidly spreading worldwide, causing hundreds of millions of infections. Despite the development of vaccines, insufficient protection remains a concern. Therefore, the screening of drugs for the treatment of coronavirus
Inhibition of rat and human glutathione S-transferase isoenzymes by ethacrynic acid and its glutathione conjugate.
Ploemen J H, et al.
Biochemical Pharmacology, 40(7), 1631-1635 (1990)
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