Studies on Chemotherapeutics for Acid-fast Bacilli. XIII

On Some Compounds Related to Vinyl Sulfone and their Bacteriostatic and Chemical Activities. (2)

Abstract

For comparison with mono-β-chloroethylsuifonyl compounds, bis (β-chloroethylsulfonyl) derivatives of ethane (1, 2), benzene (m, p), toluene (3, 4), and naphthalene (1, 5) were prepared and their bacteriostatic activity in vitro against Myco. tuberculosis, Staph. aureus, and E. coli was tested (Table I). These bifunctional compounds showed, contrary to expectations, almost the same grade of antibacterial activity as the monofunctional ones. It was clarified that bis (β-chloroethylsulfonyl) group was easily converted to bis (vinylsulfonyl) group in sodium hydrogen carbonate buffer solution and moreover, the latter reacted with many nucleophilic reagents, such as mercaptans and amines, under the formation of bis-β-substituted derivatives.