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The Reactions of 2-(Bromoseleno) benzenesulfonyl Chloride with Primary Amines toward 2,2'-Diselenobis(benzenesulfonamides) and 1,2,3-Benzothiaselenazole 1,1-Diodides: New oxygen-Transfer Agents, Antimicrobials and Virucides

Potaczek P., Giurg M., Kloc K., Maliszewska I., Piasecki E., Piętka M., Młochowski J.

Polish Journal of Chemistry

2004

Vol. 78 / nr 5

687-697

The reaction of title compound 6 with primary aliphatic or aromatic amines was investigated. The products were 2,2_-diselenobis(benzenesulfonamides) (4) accompanied in some cases by 1,3,2-benzothiaselenazole 1,1-dioxides (3). Exceptionally, when aniline was a reagent, 2-(sulfamoylphenyl)phenylselenenylanilide was produced. These results are interpreted in the light of the proposed mechanisms. The compounds 3 and 4 exhibited catalytic activity in hydroperoxide oxidation of cyclohexanone (12) and 1-naphthaldehyde N,N-dimethylhydrazone (17). Although they were inactive against patogenic bacteria and fungi an appreciable antiviral activity against HSV-1 and EMCV of the compounds 3b, 3c and 4b was observed.

Synthesis of New Diaryl and Dialkyl Diselenides as Potential Vircucides and Antimicrobials

Palus J., Chojnacka M., Piasecki E., Zboińska E., Młochowski J.

Polish Journal of Chemistry

2004

Vol.78 /nr 11-12

2117-2126

The synthesis of three new groups of alkyl and aryl diselenides: 2,2'-diselenobisbenzamides, 4,4'-diselenobisbutyramides and 2,2'-di(selenomethyl)bisbenzamides designed as potential virucides and bacteriocides was elaborated. It was based on acylation of free amino group in monoprotected diamines or 4'-aminobenzo-15-crown-5 with corresponding diselenobiscarboxylic acids or their chlorides.

Bisbenzisoselenazol-3(2H)-ones, a New Group of Ebselen Analogues

Osajda M., Kloc K., Młochowski J., Piasecki E., Rybka K.

Polish Journal of Chemistry

2001

Vol. 75, nr 6

823-830

The title compounds with benzisoselenazolone moieties connected by spacers such as phenylene, bisphenylene, alkylene, oxaalkylene, azaalkylene and dithiaalkylene groups have been obtained in the reaction of 2-(chloroseleno)benzoyl chloride with compounds having two primary amine groups, while the secondary amines gave products of their selenenylation and/or acylation. Bisbenzisoselenazol-3(2H)-ones were found, in the antiviral assay in vitro, to be inhibitors of cytopathic activity of RNA and DNA viruses: EMCV, HSV-1 and VSV.