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Synthesis and structural studies of 3-alkylamino-pyrido[4,3-e]-1,2,4- thiadiazine 1,1-dioxides: A new class of heterocyclic compounds with therapeutical promises

par de Tullio, Pascal;Somers, Fabian;Boverie, Stéphane;Dogné, Jean-Michel;Delarge, Jacques;Pirotte, Bernard ;Dupont, Léon ;Ouedraogo, Raogo
Référence Tetrahedron, 55, 17, page (5419-5432)
Publication Publié, 1999-04

Article révisé par les pairs

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Résumé :

3-Alkylamino-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide represents a new class of heterocyclic compounds expressing important pharmacological properties. According to the position of the C=N double bond in the thiadiazine ring, this heterocyclic ring system may exist under three different tautomeric forms. By means of spectral and X-ray data collected from selected compounds, the most favourable tautomeric form adopted by 3- alkylamino-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxides devoid of an alkyl substituent in the 2- or in the 4-position was determined. The present study giving new insights in the geometrical and conformational aspects of pyridothiadiazinedioxides is important considering the pharmacological potentialities of this class of heterocyclic compounds.