Ebselen
Ebselen (also called PZ 51, DR3305, and SPI-1005), is a synthetic organoselenium molecule under preliminary investigation as a drug candidate.[1] It belongs to the class of compounds related to benzene and its derivatives.[1] It is being developed by the Seattle biotechnology company, Sound Pharmaceuticals, Inc.[1]
Ebselen has been entered into clinical trials as a lead compound intended for the potential treatment of various diseases.[2] Its most advanced clinical trial is a Phase III study in people with Meniere's disease, completed in July 2024.[3]
In vitro, ebselen is a mimic of glutathione peroxidase and reacts with peroxynitrite.[4] It is purported to have antioxidant and anti-inflammatory properties.[1][4]
Synthesis
Generally, synthesis of the characteristic scaffold of ebselen, the benzoisoselenazolone ring system, can be achieved either through reaction of primary amines (RNH2) with 2-(chloroseleno)benzoyl chloride (Route I),[5] by ortho-lithiation of benzanilides followed by oxidative cyclization (Route II) mediated by cupric bromide (CuBr2),[6] or through the efficient Cu-catalyzed selenation / heterocyclization of o-halobenzamides, a methodology developed by Kumar et al.[7] (Route III).
History
The first patent for 2-phenyl-1,2-benzoselenazol-3(2H)-one was filed in 1980 and granted in 1982.[8]
Research
Ebselen is in preliminary clinical development for the potential treatment of hearing loss and depression, among other medical indications.[2][9]
References
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- ↑ <templatestyles src="Citation/styles.css"/>Template:Citation/make link, Etschenberg, Eugen Dr; Renson, Marcel Prof Dipl-Chem Jupille & Winkelmann, Johannes Dr 5000 Köln, "2-phenyl-1,2-benzisoselenazol-3(2h)-on enthaltende pharmazeutische praeparate und ihre verwendung", issued Script error: No such module "auto date formatter".Script error: No such module "Check for unknown parameters".
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