Syntheses and pharmacological analysis of new derivatives of tetrahydro-[1,3]-thiazine and 2-thiobarbituric acid.
Three groups of compounds:1,3-thiazine derivatives, 2-thiobarbituric acid derivatives and noncyclic thioureide were obtained as a result of condensation of some N, N1-derivatives of thiocarbamide and malonyl dichlorides, depending on the reaction conditions and chemical character of reagents. It was observed that the substituents beside nitrogen atoms of thiocarbamides, the kind of acid chloride and reaction conditions influenced the course of reaction. The structure of the newly synthesized compounds was proved by the analysis of PMR spectrum and the interpretation of IR spectrum. In the performed pharmacological examination immunotropic and anti-inflammatory activity of these compounds was determined. Among 1,3-thiazine derivatives, 5,5-diallyl-2-phenylimino-3-phenyl-2,3,4,5-tetrahydro-[1,3]-thiazine-4,6-dione and 5,5-diethyl-2-phenylimino-3-naphtyl-2,3,4,5-tetrahydro-[1,3]-thiazine-4,6-dione  exhibited anti-inflammatory activity. The compounds also contained the immunotropic component, either stimulatory or suppressive, 2-thiobarbituric acid derivatives displayed stronger anti-inflammatory activity correlated mostly with the immunosuppressive activity. Some interdependence between chemical structure and biological activity in the group of the investigated 1,3-thiazines and 2-thiobarbituric acid derivatives was observed.
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000494:pharmacology; D000921:Antibody-Producing Cells / Q000187:drug effects; D002452:Cell Count; D055598:Chemical Phenomena; D002621:Chemistry; D004487:Edema / Q000517:prevention & control; D006462:Hemolytic Plaque Technique; D007249:Inflammation; D051379:Mice; D008815:Mice, Inbred Strains; D051381:Rats; D011919:Rats, Inbred Strains; D013843:Thiazines / Q000138:chemical synthesis* / Q000494:pharmacology; D013858:Thiobarbiturates / Q000138:chemical synthesis* / Q000494:pharmacology; D014992:Xylenes
D000893:Anti-Inflammatory Agents; D013843:Thiazines; D013858:Thiobarbiturates; D014992:Xylenes