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E3520

Ebselen

powder, ≥98% (TLC)

Synonym(s):

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

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Size/SKUAvailabilityPrice
25 mg
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1.230,00 PLN
100 mg
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3.380,00 PLN

About This Item

Empirical Formula (Hill Notation):
C13H9NOSe
CAS Number:
60940-34-3
Molecular Weight:
274.18
UNSPSC Code:
12352202
PubChem Substance ID:
24278417
NACRES:
NA.77
MDL number:
MFCD00210937

1.230,00 PLN

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Product Name

Ebselen, cysteine modifier

Quality Segment

assay

≥98% (TLC)

form

powder

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:
  • 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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Signal Word

Danger

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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Questions

  1. Hello, we recently ordered this product (Ebselen, Cat# E3520). I dissolved it in DMSO (5 mg/mL) and plan to use it in cell experiments. However, I just noticed that the purity is ≥98% (TLC). Would this be suitable for cell-based experiments.Thank you.

    1 answer

    1. This product has not been validated for cell-based experiments. However, literature indicates that it has been used successfully in cell-based experiments. For more information, please see references provided on the product web page. https://www.sigmaaldrich.com/en/product/sigma/e3520

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