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E3520

Sigma-Aldrich

Ebselen

powder, ≥98% (TLC)

Sinônimo(s):

2-Phenyl-1,2-benzisoselenazol-3(2H)-one

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About This Item

Fórmula empírica (Notação de Hill):
C13H9NOSe
Número CAS:
60940-34-3
Peso molecular:
274.18
Número MDL:
MFCD00210937
Código UNSPSC:
12352202
ID de substância PubChem:
24278417
NACRES:
NA.77

product name

Ebselen, cysteine modifier

Nível de qualidade

200

Ensaio

≥98% (TLC)

forma

powder

pf

176-182  °C

solubilidade

chloroform: 19.60-20.40 mg/mL, clear, yellow

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

O=C1N([Se]c2ccccc12)c3ccccc3

InChI

1S/C13H9NOSe/c15-13-11-8-4-5-9-12(11)16-14(13)10-6-2-1-3-7-10/h1-9H

chave InChI

DYEFUKCXAQOFHX-UHFFFAOYSA-N

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Descrição geral

Ebselen is a sympathomimetic amine.

Aplicação

Ebselen has been used as a:
  • voltage-dependent calcium channels (VDCCs) blocker
  • glutathione peroxidase mimetic to test its inhibitory effect on contraction-mediated deoxy glucose (2-DG) uptake in mouse

extensor digitorum longus (fast-twitch) muscle
  • glucocerebrosidase inhibitor
  • hepatitis C virus helicase inhibitor

Ações bioquímicas/fisiológicas

An organo-selenium compound possessing antioxidant properties. Inhibits mammalian lipoxygenases in the absence of thiol groups, and glutathione S-transferase and papain via the interaction with cysteine residues. Also inhibits indoleamine 2,3-dioxygenase by covalently modifying a cysteine residue, the effect being reversible with dithiothreitol. Inhibits oxidation of low density lipoproteins (LDL).
Ebselen, a glutathione-peroxidase-mimic, elicits anti-inflammatory activity. It also has anti-atherosclerotic functionality. Ebselen displays antibacterial action on) multidrug-resistant Staphylococcus aureus (MRSA) infections and could be a potential therapeutic target for treating MRSA based skin infection. It is regarded as neuroprotective agent and elicits chemopreventive functionality in inflammation-associated carcinogenesis.

Palavra indicadora

Danger

Frases de perigo

H301 + H331,H373,H410

Classificações de perigo

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Código de classe de armazenamento

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe de risco de água (WGK)

WGK 3

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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D-α-Tocopherol succinate BioXtra, ≥98.0% (HPLC)

Sigma-Aldrich

95255

D-α-Tocopherol succinate

TDZD-8 ≥98% (HPLC), needles

Sigma-Aldrich

T8325

TDZD-8

Seleno-L-cystine 95%

Sigma-Aldrich

545996

Seleno-L-cystine

Xanthine Oxidase, Buttermilk Native xanthine oxidase from buttermilk. Complex metalloprotein that catalyzes oxidative hydroxylation of a variety of aromatic heterocycles and simple aldehydes. Catalyzes the oxidation of xanthine to uric acid.

Sigma-Aldrich

682151

Xanthine Oxidase, Buttermilk

Diana Islam et al.
American journal of respiratory and critical care medicine, 199(10), 1214-1224 (2018-12-07)
Rationale: There are controversial reports on applications of mesenchymal stromal cells (MSCs) in patients with acute respiratory distress syndrome (ARDS). Objectives: We hypothesized that lung microenvironment was the main determinant of beneficial versus detrimental effects of MSCs during ARDS. Methods:
Chuanjiang Dong et al.
Frontiers in microbiology, 10, 3016-3016 (2020-02-06)
As a thiol-dependent enzyme, thioredoxin reductase (TrxR) is a promising antibacterial drug target. Ebselen, an organo-selenium with well-characterized toxicology and pharmacology, was recently reported to have potent antibacterial activity against Staphylococcus aureus. In this paper, we demonstrated that ebselen has
N Noguchi et al.
Biochimica et biophysica acta, 1213(2), 176-182 (1994-07-14)
The oxidative modification of low density lipoprotein (LDL) is accepted to be an important early event of atherosclerosis, but it has not yet been well understood. The preventive effects of two antioxidants with different functions, ebselen and probucol, against the
Ebselen, a glutathione peroxidase mimetic seleno-organic compound, as a multifunctional antioxidant implication for inflammation-associated carcinogenesis
Nakamura Y, et al.
The Journal of Biological Chemistry, 277(4), 2687-2694 (2002)
Selcuk Yatmaz et al.
American journal of respiratory cell and molecular biology, 48(1), 17-26 (2012-09-25)
Oxidative stress caused by excessive reactive oxygen species production is implicated in influenza A virus-induced lung disease. Glutathione peroxidase (GPx)-1 is an antioxidant enzyme that may protect lungs from such damage. The objective of this study was to determine if
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