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Paper | Regular issue | Vol 75, No. 4, 2008, pp.859-870
Published online, 18th December, 2007
DOI: 10.3987/COM-07-11269
Synthesis of 6-Aminoalkyldiquino-1,4-thiazines and Their Acyl and Sulfonyl Derivatives

Malgorzata Jelen and Krystian Pluta*

*Department of Organic Chemistry, The Medical University of Silesia, Jagielloñska 4, 41-200 Sosnowiec, Poland

Abstract

Syntheses of various 6-dialkylaminoalkyldiquino-1,4-thiazines (5-8) and 6-aminoalkyldiquino-1,4-thiazines (11-13) were elaborated in the reactions of diquino-1,4-dithiin (2) and 2,2’-dichloro-3,3’-diquinolinyl sulfide (3) with primary amines, and 6H-diquino-1,4-thiazine (4) with dialkylaminoalkyl chlorides and phthalimidoalkyl bromides followed by hydrolysis. 6-Aminoalkyldiquinothiazines (11-13) were transformed into acyl and sulfonyl derivatives (15-26). Some of the obtained compounds showed significant anticancer activity.