Using Bioisosteric Replacements to Enhance the Analgesic Properties of 4-Hydroxy-6,7-Dimethoxy-2-oxo-1,2-Dihydroquinoline-3-Carboxamides
- Autores: Ukrainets I.1, Mospanova E.2, Davidenko A.3
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Afiliações:
- National University of Pharmacy
- Chemical Technologies Institute, Vladimir Dahl East Ukrainian National University
- N. I. Pirogov Vinnitsa National Medical University
- Edição: Volume 50, Nº 6 (2016)
- Páginas: 365-368
- Seção: Article
- URL: https://journals.rcsi.science/0091-150X/article/view/244396
- DOI: https://doi.org/10.1007/s11094-016-1453-7
- ID: 244396
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Resumo
Guided by bioisosteric replacement principles, a series of new N-(hetarylmethyl)-4-hydroxy-6,7-dimethoxy-2-oxo-1,2-dihydroquinoline-3-carboxamides were synthesized. Pharmacological tests showed that replacement of the benzyl phenyl ring in N-benzyl-4-hydroxy-6,7-dimethoxy-2-oxo-1,2-dihydroquinoline-3-carboxamides by an isosteric heterocycle led to a noticeable increase in the analgesic activity only for the 3-Py derivative. The corresponding isomeric 2- and 4-Py derivatives were close to the benzylamide baseline level of analgesic properties whereas the furan, tetrahydrofuran, and thiophene analogs were characterized by a significant decrease in the analgesic activity.
Sobre autores
I. Ukrainets
National University of Pharmacy
Email: chem@folium.ru
Ucrânia, Kharkiv, 61002
E. Mospanova
Chemical Technologies Institute, Vladimir Dahl East Ukrainian National University
Email: chem@folium.ru
Ucrânia, Rubizhne, Lugansk Oblast, 93009
A. Davidenko
N. I. Pirogov Vinnitsa National Medical University
Email: chem@folium.ru
Ucrânia, Vinnitsa, 21000