Synthesis and in vitro activity of novel 2-(benzylthio)-4-chloro-5-(1,3,4-oxadiazol-2-yl)benzenesulfonamide derivatives

Kamil Brożewicz; Jarosław Sławiński

doi:10.1007/s00706-012-0732-6

Synthesis and in vitro activity of novel 2-(benzylthio)-4-chloro-5-(1,3,4-oxadiazol-2-yl)benzenesulfonamide derivatives

Monatsh Chem. 2012;143(6):975-984. doi: 10.1007/s00706-012-0732-6. Epub 2012 Mar 2.

Authors

Kamil Brożewicz¹, Jarosław Sławiński¹

Affiliation

¹ Department of Organic Chemistry, Medical University of Gdańsk, Al. Gen. J. Hallera 107, 80-416 Gdańsk, Poland.

Abstract

Abstract: Two series of novel 4-chloro-2-(benzylthio)-5-(1,3,4-oxadiazol-2-yl)benzenesulfonamides and their N-aroyl derivatives have been synthesized and evaluated for in vitro anticancer activity against the full NCI-60 cell line panel. Most of the compounds exhibited antiproliferative activity. Among them a compound bearing an N-(thien-2-ylcarbonyl) moiety showed broad-spectrum activity with 50% growth inhibition (GI₅₀) values in the range of 2.02-7.82 μM over 50 cell lines.

Keywords: 2-Mercaptobenzenesulfonamides; Acylsulfonamides; Antitumor agents; Heterocycles; Phase-transfer catalysis.