Synthesis of Imidazo[1,2-a]pyridines as Antiviral Agents

The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and their antiviral activity are reported. From the synthesized compounds, 4, 15, and 21 were highly active against human cytomegalovirus with a therapeutic index superior to 150. These compounds also...

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Bibliographic Details
Published in:Journal of medicinal chemistry 1998-12, Vol.41 (25), p.5108-5112
Main Authors: Gueiffier, Alain, Mavel, Sylvie, Lhassani, Mohammed, Elhakmaoui, Ahmed, Snoeck, Robert, Andrei, Graciela, Chavignon, Olivier, Teulade, Jean-Claude, Witvrouw, Myriam, Balzarini, Jan, De Clercq, Erik, Chapat, Jean-Pierre
Format: Article
Language:English
Subjects:
Animals
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antiviral agents
Antiviral Agents - chemical synthesis
Antiviral Agents - chemistry
Antiviral Agents - pharmacology
Biological and medical sciences
Cell Line
Cercopithecus aethiops
Cytomegalovirus - drug effects
Drug Evaluation, Preclinical
HeLa Cells
Herpesvirus 3, Human - drug effects
Humans
Imidazoles - chemical synthesis
Imidazoles - chemistry
Imidazoles - pharmacology
Inhibitory Concentration 50
Medical sciences
Pharmacology. Drug treatments
Pyridines - chemical synthesis
Pyridines - chemistry
Pyridines - pharmacology
Structure-Activity Relationship
Vero Cells
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Summary:The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and their antiviral activity are reported. From the synthesized compounds, 4, 15, and 21 were highly active against human cytomegalovirus with a therapeutic index superior to 150. These compounds also showed pronounced activity against varicella-zoster virus. Their structure−activity relationship is discussed.
ISSN:0022-2623
1520-4804
DOI:10.1021/jm981051y