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SML1083

Sigma-Aldrich

Ethacrynsäure

≥97% (HPLC)

Synonym(e):

[2,3-Dichlor-4-(2-methylenbutyryl)-phenoxy]-essigsäure

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About This Item

Empirische Formel (Hill-System):
C13H12Cl2O4
CAS-Nummer:
58-54-8
Molekulargewicht:
303.14
EG-Nummer:
200-384-1
MDL-Nummer:
MFCD00056693
UNSPSC-Code:
12352106
PubChem Substanz-ID:
329825461
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥97% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 20 mg/mL, clear

Lagertemp.

2-8°C

SMILES String

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

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)

InChIKey

AVOLMBLBETYQHX-UHFFFAOYSA-N

Angaben zum Gen

human ... SLC12A1(6557)

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Biochem./physiol. Wirkung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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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
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)
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
Hyun Jung Byun et al.
Biomolecules & therapeutics, 21(5), 338-342 (2013-11-19)
Sphingosylphosphorylcholine (SPC) is significantly increased in the malicious ascites of tumor patients and induces perinuclear reorganization of keratin 8 (K8) filaments in PANC-1 cells. The reorganization contributes to the viscoelasticity of metastatic cancer cells resulting in increased migration. Recently, we
Raymond P Wu et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(16), 7479-7484 (2010-04-07)
Recent studies show that redox-active small molecules are selectively cytotoxic to chronic lymphocytic leukemia (CLL). Although elevated levels of reactive oxygen species in CLL cells have been implicated, the molecular mechanism underlying this selectivity is unclear. In other cell types
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