E3520
Ebselen
powder, ≥98% (TLC)
Synonym(s):
2-Phenyl-1,2-benzisoselenazol-3(2H)-one
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About This Item
Empirical Formula (Hill Notation):
C13H9NOSe
CAS Number:
Molecular Weight:
274.18
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Ebselen, cysteine modifier
Quality Level
assay
≥98% (TLC)
form
powder
mp
176-182 °C
solubility
chloroform: 19.60-20.40 mg/mL, clear, yellow
storage temp.
2-8°C
SMILES string
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
InChI key
DYEFUKCXAQOFHX-UHFFFAOYSA-N
General description
Ebselen is a sympathomimetic amine.
Application
Ebselen has been used as a:
extensor digitorum longus (fast-twitch) muscle
- 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
Biochem/physiol Actions
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.
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).
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2
Storage Class
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 3
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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:
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
Sourav Mukherjee et al.
ACS chemical biology, 9(10), 2393-2403 (2014-08-16)
The hepatitis C virus (HCV) nonstructural protein 3 (NS3) is both a protease, which cleaves viral and host proteins, and a helicase that separates nucleic acid strands, using ATP hydrolysis to fuel the reaction. Many antiviral drugs, and compounds in
Global Trade Item Number
| SKU | GTIN |
|---|---|
| E3520-100MG | 04061833603314 |
| E3520-25MG | 04061833603321 |