Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

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

Werner Seebacher
* ORCID logo ,
Michael Hoffelner
,
Ferdinand Belaj
ORCID logo ,
Teresa Pirker
,
Muaaz Aljlani
ORCID logo ,
Rudolf Bauer
ORCID logo ,
Eva-Maria Pferschy-Wenzig
ORCID logo ,
Robert Saf
,
Robert Weis
ORCID logo
Version 1 : Received: 18 September 2023 / Approved: 20 September 2023 / Online: 22 September 2023 (08:24:17 CEST)

A peer-reviewed article of this Preprint also exists.

Seebacher, W.; Hoffelner, M.; Belaj, F.; Pirker, T.; Alajlani, M.; Bauer, R.; Pferschy-Wenzig, E.-M.; Saf, R.; Weis, R. Formation of 5-Aminomethyl-2,3-Dihydropyridine-4(1H)-Ones from 4-Amino-Tetrahydropyridinylidene Salts. Molecules 2023, 28, 6869. Seebacher, W.; Hoffelner, M.; Belaj, F.; Pirker, T.; Alajlani, M.; Bauer, R.; Pferschy-Wenzig, E.-M.; Saf, R.; Weis, R. Formation of 5-Aminomethyl-2,3-Dihydropyridine-4(1H)-Ones from 4-Amino-Tetrahydropyridinylidene Salts. Molecules 2023, 28, 6869.

Abstract

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

Keywords

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

Subject

Chemistry and Materials Science, Organic Chemistry

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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