Synthesis, biological activities, and crystal structure of 1,2,4-triazole-5-one-based benzenesulfonamides

SANCAK K., Kilinc G. G., Durak F., Ozsanli H., Çoruh U., BARUT B.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1339, 2025 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1339
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1016/j.molstruc.2025.142414
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex, INSPEC
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

In this study, firstly the ring closed reaction of hydrazine carboxylates (2) with 3-(2 aminoethyl) benzene sulfonamide (1) in a thermally controlled reaction afforded 4-(2-(3-alkyl/alkylaryl/aryl-5-oxo-1,5-dihydro-4H1,2,4-triazol-4-yl) ethyl) (3a-g) sulfonamide derivative 1,2,4-triazol-5-one compounds. The synthesized compounds were characterized using FT-IR, 1H-NMR and 13C-NMR spectra. In the second step, inhibition studies of acetylcholinesterase, butyrylcholinesterase alpha-glycosidase and tyrosinase were performed to determine the inhibitory properties of the compounds. In antimicrobial tests against 13 different microorganisms, it was determined that the compounds were selectively effective against the Bacillius Cereus pathogen. Antioxidant activity tests were performed in the part of the study, moderate radical scavenging properties were determined in all compounds except 3a and 3g. XRD analysis was performed to determine the structural parameters of the single crystal (3d) and to reveal the crystallographic structure information.