ChemInform Abstract: 3,5‐Diamino‐1,2,6‐thiadiazine 1,1‐Dioxide Derivatives: Synthesis and Antiparasitic Activity.

Abstract

The thiadiazine 1,1‐dioxides (III) and (IVb) ‐ (IVe) are prepared from (I) or (IVa) by simple substitution reactions.

Ethyl 2-(3,5-dimethyl-1,1-dioxo-2H-1λ6,2,6-thiadiazin-4-yl)benzoate

“…For the synthesis of 1,2,6-thiadiazine-1,1-dioxide derivatives, see: Wright (1964); Ochoa & Stud (1978). For the biological activity of 1,2,6-thiadiazine-1,1-dioxide derivatives, see: Aran et al (1986); Herrero et al (1992); Breining et al (1995); Campillo et al (2000). For related structures, see: Elguero et al (1982).…”

“…Purine and pyrimidine nucleotide versions of this structure have also been synthesized (Ochoa & Stud, 1978). More recently 1,2,6-thiadiazine-1,1-dioxide derivatives have since been reported to posses antiparasitic (Aran et al, 1986), antiprotozoal (Herrero et al, 1992), anti-HIV-1 activity (Breining et al, 1995) and also act as bronchodilators (Campillo et al, 2000).…”

Étude structurale de l'amino-5 dibenzyl-4,4 one-3 2H-thiadiazine-1,2,6 dioxyde-1,1

“…Ainsi, on a dtcrit chez ces substances des proprittCs bactericide (9), antifongique (10-12) et antiparasitaire (12,13). Cependant, si leur analogie apparente avec les bases pyrimidiniques planes se confirmait sur le plan topographique, ceci permettrait d'orienter les recherches vers l'tlaboration et 1'Clucidation d e nouvelles activitts biologiques.…”

Activity Assays of Thiadiazine Derivatives on <i>Trichomonas vaginalis </i>and Amastigote Forms of <i>Trypanosoma cruzi</i>

“…It is interesting to note that compound 7b lacks a nitro group in its chemical structure. In trials about antiparasitic activity of another thiadiazine derivative [15], only compounds with electronegative groups (such as a nitro radical) showed a slight activity. Since action of nitroimidazoles depends on prior reduction of the nitro group [16], further studies are re quired in order to establish possible new rela tionships between structure and antitricho monal activity.…”