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Synthesis 2024; 56(13): 2093-2099
DOI: 10.1055/s-0043-1763758
paper

Improved Synthesis and Preparation of Analogues of a Pain-Relieving Pyridin-2(1H)-one

Théo Frazier
a   Université Clermont Auvergne, CNRS, Clermont Auvergne INP, ICCF, 63000 Clermont-Ferrand, France
,
Pauline Murail
b   Université Clermont Auvergne, CHU Clermont-Ferrand, Inserm, Neuro-Dol, 63000 Clermont-Ferrand, France
,
Francis Giraud
a   Université Clermont Auvergne, CNRS, Clermont Auvergne INP, ICCF, 63000 Clermont-Ferrand, France
,
Alain Artola∗
b   Université Clermont Auvergne, CHU Clermont-Ferrand, Inserm, Neuro-Dol, 63000 Clermont-Ferrand, France
,
Radhouane Dallel∗
b   Université Clermont Auvergne, CHU Clermont-Ferrand, Inserm, Neuro-Dol, 63000 Clermont-Ferrand, France
,
Fabrice Anizon∗
a   Université Clermont Auvergne, CNRS, Clermont Auvergne INP, ICCF, 63000 Clermont-Ferrand, France
,
Pascale Moreau∗
a   Université Clermont Auvergne, CNRS, Clermont Auvergne INP, ICCF, 63000 Clermont-Ferrand, France
› Author AffiliationsThis research was financed by the French Government IDEX-ISITE Initiative 16-IDEX-0001 (CAP 20-25), Université Clermont-Auvergne, Institut National de la Santé et de la Recherche Médicale (Inserm), Centre National de la Recherche Scientifique (CNRS), and the Région Auvergne-Rhône-Alpes (Pack Ambition Recherche). The authors also thank WeylChem InnoTec (Frankfurt, Germany) for financial support.
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Abstract

An optimization of the synthesis of 3,5-disubstituted pyridin-2(1H)-ones with in vivo anti-allodynic activity was conducted. The optimized synthesis was employed to prepare novel analogues which were then assessed for their efficacy in preventing cutaneous mechanical allodynia in a male rat hindpaw capsaicin model.

Key words

pyridin-2(1H)-ones - synthesis optimization - palladium catalysis - mechanical allodynia - analgesics

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0043-1763758.
  • Supporting Information


Publication History

Received: 17 April 2024

Accepted after revision: 02 May 2024

Article published online:
22 May 2024

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