Collect. Czech. Chem. Commun. 2004, 69, 1491-1498

Synthesis and Leukemia Cell Growth Inhibition of a Series of 1,3-Dithiazolylbenzene Derivatives

Irene M. Lagojaa, Koen Nauwelaertsa, Christine Bal-Mahieub, Michela Pasqualinia, Christian Baillyb and Piet Herdewijna,*

a Laboratory of Medicinal Chemistry, Rega Institute for Medical Research, Katholieke Universiteit Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium
b INSERM U-524 et Laboratoire de Pharmacologie Antitumorale du Centre Oscar Lambret, IRCL, 59045 Lille, France


By a slightly modified Hantzsch thiazole synthesis either 1,3-bis[(thiazol-2-yl)amino]benzene derivatives 2 or 1,3-bis[2-iminothiazol-3(2H)-yl]benzene derivatives 3 were exclusively obtained. The compounds can be distinguished by NMR spectroscopy. Compounds 2a-2d and 3a-3d were evaluated for their potential antitumor activity, DNA interaction, and for their activity against DNA and RNA viruses and against HIV-1 and HIV-2.

Keywords: Heterocycles; Anticancer agents; DNA-interaction; NMR spectroscopy; Thiazoles; Hantzsch synthesis.

References: 21 live references.