Triaminoguanidine-Isothiocyanate Reactions: Synthesis And Characterization Studies


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Amin G. J., Köprü S., Bora R. E., Sarıpınar E.

13. International Drug Chemistry Conference, Antalya, Türkiye, 6 - 09 Şubat 2025, ss.21, (Özet Bildiri)

  • Yayın Türü: Bildiri / Özet Bildiri
  • Basıldığı Şehir: Antalya
  • Basıldığı Ülke: Türkiye
  • Sayfa Sayıları: ss.21
  • Erciyes Üniversitesi Adresli: Evet

Özet

Heterocyclic compounds are found in natural products, drugs, pigments, vitamins, coenzymes and many biological processes. They have important roles in technological applications as well as in pharmaceutical, biological and medical uses. Guanidines are one of the most versatile functional groups in chemistry and containing this system have found application in a variety of biological activities. Guanidine is described as an organo-superbase with basicity of amine groups relative to conjugate acids and resonance stabilization, which is typically critical to its biological effects [1]. Aminoguanidine (AMG), also known as imidamide, guanylhydrazine and pimagedine, was obtained in 1892. Aminoguanidines are very strong nucleophiles and when they react with isothiocyanates, they give addition reactions and straight-chain hydrazine-1-carboximidamide derivatives are obtained. Guanylhydrazones, also called aminohydrazones, were synthesized as a result of condensation reactions of aminoguanidine with oxo compounds (aldehyde, ketone). These compounds were determined to have antimalarial, antiprotozoal, antibacterial, anticancer, activities. In this study, triaminoguanidine derivatives were obtained and their reactions with various isothiocyanate derivatives were performed and carbothioamide derivatives were obtained. Structural characterizations of compounds were performed by 1 H-NMR, 13C-NMR, FT-IR and HR-MS techniques. It is thought that the synthesized compounds will be versatile in terms of biological activity due to their aminoguanidine skeletal structure and hydrogen bond acceptor-donor properties.