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SML0419

Sigma-Aldrich

Ebselen Oxide

≥98% (HPLC)

Synonym(s):

1-Oxide-2-phenyl-1,2-benzisoselenazol-3(2H)-one, Ebselen selenoxide, NSC 639772

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About This Item

Empirical Formula (Hill Notation):
C13H9NO2Se
CAS Number:
104473-83-8
Molecular Weight:
290.18
MDL number:
MFCD18427988
UNSPSC Code:
12352119
PubChem Substance ID:
329825414
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

O=C1N(c2ccccc2)[Se](=O)c3ccccc13

InChI

1S/C13H9NO2Se/c15-13-11-8-4-5-9-12(11)17(16)14(13)10-6-2-1-3-7-10/h1-9H

InChI key

SBTLFLABILGUMK-UHFFFAOYSA-N

Biochem/physiol Actions

Ebselen Oxide is an oxidative product of ebselen containing selenoxide group. Unlike ebselen, it lacks anti-oxidative property. Ebselen oxide may suppress human immunodeficiency virus-1 (HIV-1) replication by inhibiting HIV-1 capsid protein, similar to ebselen.
Ebselen oxide is a potent inhibitor of α-Methylacyl coenzyme A racemase (AMACR).

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Suzie Thenin-Houssier et al.
Antimicrobial agents and chemotherapy, 60(4), 2195-2208 (2016-01-27)
The human immunodeficiency virus type 1 (HIV-1) capsid plays crucial roles in HIV-1 replication and thus represents an excellent drug target. We developed a high-throughput screening method based on a time-resolved fluorescence resonance energy transfer (HTS-TR-FRET) assay, using the C-terminal
Yuren Wang et al.
Drug design, development and therapy, 11, 1369-1382 (2017-05-13)
Histone deacetylases (HDACs) are key regulators of gene expression in cells and have been investigated as important therapeutic targets for cancer and other diseases. Different subtypes of HDACs appear to play disparate roles in the cells and are associated with
Chien-Feng Li et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 20(23), 6141-6152 (2014-11-12)
Myxofibrosarcomas frequently display arm-level gains on 5p. We characterized the pathogenetic and therapeutic relevance of the α-methylacyl coenzyme A racemase (AMACR) at 5p13.3. AMACR mRNA expression in myxofibrosarcomas was analyzed using the public transcriptome and laser-microdissected sarcoma cells. We performed
Chien-Feng Li et al.
Oncotarget, 5(22), 11588-11603 (2014-12-05)
Non-random gains of chromosome 5p have been observed in clinically aggressive gastrointestinal stromal tumors, whereas the driving oncogenes on 5p remain to be characterized. We used an integrative genomic and functional approach to identify amplified oncogenes on 5p and to

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