Synthesis and Anti-Inflammatory Effect of Some More New Fluorinated 3-Substituted Amino/ 3,5-Diamino-1,2,4-Triazine Derivatives as Lamotrigine Analogs

Curr Org Synth. 2019;16(1):165-172. doi: 10.2174/1570179415666181105142247.

Abstract

Aim and objective: It is known that the Lamotrigine drug has anti-inflammatory activity. So it was the goal to prepare similar compounds containing fluorine atoms (fluorine-substituted 3,5-diamino-6-aryl- 1,2,4-triazines) as Lamotrigine drug analogs to evaluate them as an anti-inflammatory.

Materials and methods: The novel fluorine substituted 3,5-diamino-6-aryl-1,2,4-triazines as new Lamotrigine analogs were prepared via aminolysis and/ or ammonolysis of the corresponding 3-thioxo-6-aryl-1,2,4-triazin- 5-ones in ethanolic media.

Results: All the new targets were deduced upon their elemental analysis and spectral data as well as screened as anti-inflammatory agents, where we found that the fluorinated systems 15 and 9-11 exhibited high and more activity.

Conclusion: Simple routes to synthesize some more novel fluorinated Lamotrigine analogs have been reported. The new targets exhibited high and moderate anti-inflammatory probes. Presence of both amino and CF3 groups caused high biological activities of these compounds were studied.

Keywords: 2; 4-triazine; Synthesis; anti-inflammatory; fluorinated diamino-1; indomethacin drug; lamotrigine; lamotrigine analogs.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Female
  • Halogenation
  • Lamotrigine / analogs & derivatives*
  • Lamotrigine / chemical synthesis
  • Lamotrigine / pharmacology*
  • Male
  • Mice
  • Molecular Structure
  • Rats
  • Structure-Activity Relationship

Substances

  • Anti-Inflammatory Agents
  • Lamotrigine