Ebselen

Title: Ebselen
CAS Registry Number: 60940-34-3
CAS Name: 2-Phenyl-1,2-benzisoselenazol-3(2H)-one
Manufacturers' Codes: PZ-51
Molecular Formula: C13H9NOSe
Molecular Weight: 274.18
Percent Composition: C 56.95%, H 3.31%, N 5.11%, O 5.84%, Se 28.80%
Literature References: Seleno-organic which shows antioxidant effects through glutathione peroxidase-like action. Prepn: R. Lesser, R. Weiss, Ber. 57, 1077 (1924); R. Weber, M. Renson, Bull. Soc. Chim. Fr. 1976, 1124; L. Engman, A. Hallberg, J. Org. Chem. 54, 2964 (1989). One-step synthesis: J. Oppenheimer, L. A. Silks, III, J. Labelled Compd. Radiopharm. 38, 281 (1996). HPLC determn in plasma: R. Terlinden et al., J. Chromatogr. 430, 438 (1988). Clinical trial as neuroprotectant in ischemic stroke: T. Yamaguchi et al., Stroke 29, 12 (1998); A. Ogawa et al., Cerebrovasc. Dis. 9, 112 (1999). Review of pharmacology: M. J. Parnham et al., 32, 4-9 (1991); and of biochemical interactions: T. Schewe, Gen. Pharmacol. 26, 1153-1169 (1995). Review as glutathione peroxidase mimic: H. Sies, Free Radical Biol. Med. 14, 313-323 (1993).
Properties: Crystals from ethanol, mp 180-181°.
Melting point: mp 180-181°
Eburnamonine Ecabapide Ecabet Ecdysteroids Ecgonidine

Ebselen
Skeletal formula of ebselen
Ball-and-stick model of the ebselen molecule
Ebselen-3D-vdW.png
Identifiers
CAS number 60940-34-3 YesY
PubChem 3194
ChemSpider 3082 YesY
ChEMBL CHEMBL51085 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C13H9NOSe
Molar mass 274.17666
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Ebselen or 2-phenyl-1, 2-benzisoselenazol-3(2H)-one (also called PZ 51 or DR3305), is a mimic of glutathione peroxidase and can also react with peroxynitrite.[1] It is being investigated as a possible treatment for reperfusion injury and stroke,[2][3] hearing loss and tinnitus,[4] and bipolar disorder.[5][6]

Ebselen is a potent scavenger of hydrogen peroxide as well as hydroperoxides including membrane bound phospholipid and cholesterylester hydroperoxides.