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Paper | Regular issue | Vol 83, No. 5, 2011, pp.1093-1109
Published online, 25th March, 2011
DOI: 10.3987/COM-11-12164
Synthesis and Antitumor Activity of Novel N’-(2-Benzylthiobenzenesulfonyl)-1H-pyrazole-1-amidine Derivatives

Jarosław Sławiński,* Kamil Brożewicz, Andrzej Fruziński, and Marek L. Główka

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

Abstract

A series of -(2-benzylthio-4-chlorobenzenesulfonyl)-1H- pyrazole-1-amidines (23-36) were synthesized by the reaction of 3-amino-2-(benzenesulfonyl)guanidines (18-22) with adequate 1,3-diketones. The compounds 23, 24, 26, 30, 31, 34 and 35 were tested in vitro in the full NCI 60 cell panel. The most potent compound in the series (26) showed substantial activity toward some cell lines of leukemia and cancer cells of lung, colon, CNS, melanoma, renal, prostate and breast (GI50 in the range 2.30-9.47 μM).