Our recent studies on 2-mercaptobenzenesulfonamides revealed that a number of their S,N-disubstituted derivatives possess substantial in vitro antitumor activity [1-4]. This prompted us to develop a method for the synthesis of a new series of sulfonamides bearing heterocyclic rings attached to the sulfonamide nitrogen atom.

The synthesis of the target compounds 2-23 were achieved by reacting the corresponding N-(2-alkylthiobenezenesulfonyl)cyanamide potassium salts 1a-f with suitable ortho- substituted anilines, such as o-aminophenoles, o-aminothiophenols or o-phenylenediamines under reflux in glacial acetic acid.

Seventeen of obtained compounds were screened at the NCI (Bethesda, USA) for their in vitro activities against a panel of 60 human tumor cell lines. Ten of these compounds exhibited a pronounced activity against numerous tumor cell lines. The prominent 2-benzylthio-4-chloro-5-(4-fluorophenylcarbamoyl)-N-(benzoxazol-2-yl)benzenesulfonamide 11 showed significant activity toward some cell lines of non-small cell lung cancer, melanoma and ovarian cancer (GI₅₀ values in the range 0.1-0.6 μM).

1. Sławiński J., Gdaniec M., Eur. J. Med. Chem., 2005, 40, 377.
2. Sławiński J., Eur. J. Med. Chem., 2004, 39, 179.
3. Sławiński J., Bednarski P., Reszka P., Polish J. Chem., 2004, 78, 369.
4. Sławiński J., Bednarski P., Grünert R., Reszka P., Polish J. Chem., 2003, 77, 53.

This study was partially supported by Polish State Committee for Scientific Research (grant no 2 P05 035 27

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