Formation of 5-Aminomethyl-2,3-dihydropyridine-4(1H)-ones from 4-Amino-tetrahydropyridinylidene Salts-Reference-Cited by-同舟云学术

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

Published:2023-09-29 Issue:19 Volume:28 Page:6869
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Seebacher Werner¹^ORCID,Hoffelner Michael¹,Belaj Ferdinand²^ORCID,Pirker Teresa³,Alajlani Muaaz⁴^ORCID,Bauer Rudolf³^ORCID,Pferschy-Wenzig Eva-Maria³^ORCID,Saf Robert⁵,Weis Robert¹^ORCID

Affiliation:

1. Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, University of Graz, Schubertstrasse 1, 8010 Graz, Austria

2. Institute of Chemistry, University of Graz, Schubertstrasse 1, 8010 Graz, Austria

3. Pharmacognosy, Institute for Pharmaceutical Sciences, University of Graz, Beethovenstrasse 8, 8010 Graz, Austria

4. Faculty of Pharmacy, Al-Sham Private University, 011 Damascus, Syria

5. Institute for Chemistry and Technology of Materials (ICTM), Graz University of Technology, Stremayrgasse 9, 8010 Graz, Austria

Abstract

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.

Funder

University of Graz

Publisher

MDPI AG

Subject

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

Link

https://www.mdpi.com/1420-3049/28/19/6869/pdf

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