171977-71-2Relevant academic research and scientific papers
Amide-based glutathione peroxidase mimics: Effect of secondary and amide substituents on antioxidant activity
Bhabak, Krishna P.,Mugesh, Govindasamy
experimental part, p. 974 - 983 (2010/04/23)
A series of secondary and tertiary amide-substituted diselenides were synthesized and studied for their GPx-like antioxidant activities using H 2O2, Cum-OOH, and tBuOOH as substrates and PhSH as thiol co-substrate. The effect of subs
Intramolecular homolytic substitution with amidyl radicals: A free-radical synthesis of ebselen and related analogues
Fong, Mei C.,Schiesser, Carl H.
, p. 3103 - 3108 (2007/10/03)
Irradiation of a water-cooled benzene solution of pyridine-2-thioneoxycarbonyl (PTOC) imidate esters 9 derived from N-butyl-2-(benzylseleno)benzamide (6, R = Bu), 2-(benzylseleno)-N-hexylbenzamide (6, R = Hex), N-benzyl-2-(benzylseleno)benzamide (6, R = Bn), and 2-(benzylseleno)-N-cyclohexylbenzamide (6, R = c-Hex) with a 250-W low-pressure mercury lamp affords the corresponding 1,2-benzisoselenazol-3(2H)-ones (1) in yields of 81-91% (R = primary alkyl) and 45% (R = c-Hex). Presumably, these transformations involve formation of amidyl radicals 2 which undergo subsequent intramolecular homolytic substitution at the selenium atom with expulsion of a benzyl radical. PTOC imidate esters derived from 2-(benzylseleno)benzanilide (6, R = Ph) and 2-(benzylseleno)-N-tert-butylbenzamide (6, R = t-Bu) were unable to be prepared in this manner. 1,2-Benzisoselenazol-3(2H)-ones (1, R = Ph, Hex, i-Pr, t-Bu) could also be prepared in 76-85% yield by reaction of the corresponding 2,2'-diselenobis(benzamide) (15) with benzoyl or tert-butyl peroxide. The mechanisms of these transformations are discussed.
Reactions of 2,2′-diselenobis(N-alkylbenzamides) with peroxides: A free-radical synthesis of ebselen and related analogues
Fong, Mei C.,Schiesser, Carl H.
, p. 7329 - 7332 (2007/10/02)
N-Alkyl-2-triphenylstannylbenzamides (3, R = Hex, Ph, iso-Pro, tert-Bu), prepared from the corresponding 2-benzylselenobenzamides, react with benzoyl peroxide in benzene, under reflux, to afford the 2,2′-diselenobis(N-alkylbenzamides) (4) in 54-87% yield. Further treatment with benzoyl peroxide or di-tert-butyl peroxide in benzene or chlorobenzene affords the N-alkyl-1,2-benzisoselenazol-3(2H)-ones (2) in 76-85% yield. This transformation presumably involves intermediate amidyl radicals which undergo intramolecular homolytic substitution at selenium to afford the product.
Diselenobis-benzoic acid amides of primary and secondary amines and processes for the treatment of diseases in humans caused by a cell injury
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, (2008/06/13)
The present invention relates to new diselenobis-benzoic acid amides of primary and secondary amines of the general formula (I): STR1 and processes for the treatment of diseases in humans caused by a cell injury.
