Formation of 5-Aminomethyl-2,3-dihydropyridine-4(1H)-ones from 4-Amino-tetrahydropyridinylidene Salts

Werner Seebacher*, Michael Hoffelner, Ferdinand Belaj, Teresa Pirker, Muaaz Alajlani, Rudolf Bauer, Eva Maria Pferschy-Wenzig, Robert Saf, Robert Weis

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


Various 4-aminotetrahydropyridinylidene salts were treated with aldehydes in an alkaline medium. Their conversion to 5-substituted β-hydroxyketones in a one-step reaction succeeded only with an aliphatic aldehyde. Instead, aromatic aldehydes gave 5-substituted β-aminoketones or a single δ-diketone. The new compounds were characterized using spectroscopic methods and a single crystal structure analysis. Some of them showed anticancer and antibacterial properties.

Original languageEnglish
Article number6869
Issue number19
Publication statusPublished - Oct 2023


  • antibacterial
  • anticancer activity
  • dihydropyridin-4(1H)-ones
  • tetrahydropyridinylidene salts

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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