Pyrazolopyridines with potent activity against herpesviruses: Effects of C5 substituents on antiviral activity

Synthesis of a series of 5-substituted as well as 5,7-disubstituted 3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-phenylpyrazolo[1,5- a]pyridin-7-amines with potent activity against herpes simplex viruses is described. Synthetic approaches allowing for variation of the substitution pattern are outlined a...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2008-02, Vol.18 (3), p.1157-1161
Main Authors: Gudmundsson, Kristjan S., Johns, Brian A., Allen, Scott H.
Format: Article
Language:English
Subjects:
Acyclovir - pharmacology
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antiviral
Antiviral agents
Antiviral Agents - chemical synthesis
Antiviral Agents - chemistry
Antiviral Agents - pharmacology
Biological and medical sciences
Combinatorial Chemistry Techniques
Herpes viruses
Herpesviridae - drug effects
HSV
Humans
Medical sciences
Molecular Structure
Nes
Pharmacology. Drug treatments
Pyrazoles - chemical synthesis
Pyrazoles - chemistry
Pyrazoles - pharmacology
Pyrazolopyridine
Pyridines - chemical synthesis
Pyridines - chemistry
Pyridines - pharmacology
SAR
Structure-Activity Relationship
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Summary:Synthesis of a series of 5-substituted as well as 5,7-disubstituted 3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-phenylpyrazolo[1,5- a]pyridin-7-amines with potent activity against herpes simplex viruses is described. Synthetic approaches allowing for variation of the substitution pattern are outlined and resulting changes in antiviral activity are highlighted. Synthesis of a series of 5-substituted as well as 5,7-disubstituted 3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-phenylpyrazolo[1,5- a]pyridin-7-amines with potent activity against herpes simplex viruses is described. Synthetic approaches allowing for variation of the substitution pattern are outlined and resulting changes in antiviral activity are highlighted. Several compounds with in vitro antiviral activity similar to or better than acyclovir are described.
ISSN:0960-894X
0968-0896
1464-3405
1464-3391
DOI:10.1016/j.bmcl.2007.11.120