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SML1083

Sigma-Aldrich

Ethacrynic acid

≥97% (HPLC)

Sinônimo(s):

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 (Notação de Hill):
C13H12Cl2O4
Número CAS:
58-54-8
Peso molecular:
303.14
Número CE:
200-384-1
Número MDL:
MFCD00056693
Código UNSPSC:
12352106
ID de substância PubChem:
329825461
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥97% (HPLC)

forma

powder

cor

white to beige

solubilidade

DMSO: 20 mg/mL, clear

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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)

chave InChI

AVOLMBLBETYQHX-UHFFFAOYSA-N

Informações sobre genes

human ... SLC12A1(6557)

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Ações bioquímicas/fisiológicas

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302

Declarações de precaução

P264 - P270 - P301 + P312 - P501

Classificações de perigo

Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Sigma-Aldrich

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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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