Imidazole derivatives. Synthesis and biological activity of derivatives of 4-nitro-5-thioimidazole

…, VS Mirzoyan, GM Stepanyan, FG Arsenyan…

Index: Iradyan, M. A.; Aivazyan, A. Kh.; Mirzoyan, V. S.; Stepanyan, G. M.; Arsenyan, F. G.; et al. Pharmaceutical Chemistry Journal, 1988 , vol. 22, # 4 p. 287 - 292 Khimiko-Farmatsevticheskii Zhurnal, 1988 , vol. 22, # 4 p. 411 - 415

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Abstract

The reaction of: the mercaptoammonium salt of 2-methyl-4 (5)-nitro-5 (4)-thioimidazole with 3-chloro-l, 2-epoxypropane in absolute ethanol gives a mixture of 2-methyl-4 (5)-nitro-5 (4)- (2-hydroxy-3-chloropropyl-l) thioimidazole (Ilia) and its cyelization product, imidazo-[5, lb](l, 3) thiazine (Vb), a bicyclic compound of a type not previously described in the literature. The latter was obtained in 82% vield when the reaction was carried out in water.