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Synthesis 2024; 56(13): 2093-2099
DOI: 10.1055/s-0043-1763758
DOI: 10.1055/s-0043-1763758
paper
Improved Synthesis and Preparation of Analogues of a Pain-Relieving Pyridin-2(1H)-one
Authors
This 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.
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 - analgesicsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0043-1763758.
- Supporting Information (PDF) (opens in new window)
Publication History
Received: 17 April 2024
Accepted after revision: 02 May 2024
Article published online:
22 May 2024
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References
- 1 Treede R.-D, Rief W, Barke A, Aziz Q, Bennett MI, Benoliel R, Cohen M, Evers S, Finnerup NB, First MB, Giamberardino MA, Kaasa S, Korwisi B, Kosek E, Lavand’homme P, Nicholas M, Perrot S, Scholz J, Schug S, Smith BH, Svensson P, Vlaeyen JW. S, Wang S.-J. Pain 2019; 160: 19
- 2 Breivik H, Eisenberg E, O’Brien T. BMC Public Health 2013; 13: 1229
- 3 Fayaz A, Croft P, Langford RM, Donaldson LJ, Jones GT. BMJ Open 2016; 6: e010364
- 4 Dahlhamer J, Lucas J, Zelaya C, Nahin R, Mackey S, DeBar L, Kerns R, Von Korff M, Porter L, Helmick C. Morb. Mortal. Wkly. Rep. 2018; 67: 1001
- 5 Visseq A, Descheemaeker A, Pinto-Pardo N, Nauton L, Théry V, Giraud F, Abrunhosa-Thomas I, Artola A, Anizon F, Dallel R, Moreau P. Eur. J. Med. Chem. 2020; 187: 111917
- 6 Visseq A, Descheemaeker A, Hérault K, Giraud F, Abrunhosa-Thomas I, Artola A, Anizon F, Dallel R, Moreau P. Eur. J. Med. Chem. 2021; 225: 113748
- 7 Meyer-Eppler G, Küchler L, Tenten C, Benkhäuser C, Brück S, Lützen A. Synthesis 2014; 46: 1085
- 8 Castro AC, McGovern KJ, Burke M. Pat. Appl. WO2021127301, 2021
- 9 Singh BK, Cavalluzzo C, De Maeyer M, Debyser Z, Parmar VS, Van der Eycken E. Synthesis 2009; 2725
- 10 Dallel R, Descheemaeker A, Luccarini P. Cephalalgia 2018; 38: 776
- 11 Peirs C, Bourgois N, Artola A, Dallel R. Anesthesiology 2016; 124: 1136