Imidazo[1,2-a]pyridine C-nucleosides as antiviral agents

US6214801A · kind A · utility

Assignee

• THE REGENTS OF THE UNIVERSITY OF MICHIGAN · US

Inventors

• Leroy B. Townsend · Ann Arbor, US
• John C. Drach · Ann Arbor, US

Key dates

• Filing date: May 17, 1999
• Grant date: Apr 10, 2001
• Expiry date: May 17, 2019

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H19/052
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention pertains to nucleoside analogs that have antiviral activity and improved metabolic stability, compositions comprising them, and methods of antiviral treatment employing them. More particularly, this invention pertains to imidazo[1,2-a]pyridine C-nucleosides, as exemplified by compounds such as imidazo[l,2-a]pyridine C5-nucleosides and imidazo[1,2-a]pyridine C3-nucleosides, and may be represented by formula (I), wherein exactly one of Q.sup.3 and Q.sup.5 is a sugar-like moiety; exactly one of Q.sup.3 and Q.sup.5 is --H; and Q.sup.2, Q.sup.6, Q.sup.7 and Q.sup.8 are independently imidazo[1,2-a]pyridine substituents, such as --H, --F, --Cl, --Br and --I. ##STR1##