George O Freeman

US Patent:

6455507, Sep 24, 2002

Filed:

Mar 17, 2000

Appl. No.:

09/424934

Inventors:

John Charles Drach - Ann Arbor MI
Leroy B. Townsend - Ann Arbor MI
Stanley Dawes Chamberlain - Research Triangle Park NC
Susan Mary Daluge - Research Triangle Park NC
David Norman Deaton - Research Triangle Park NC
Marc W. Andersen - Raleigh NC
George Andrew Freeman - Research Triangle Park NC

Assignee:

SmithKline Beecham Corporation - Philadelphia PA

International Classification:

A61K 3170

US Classification:

514 43, 514 42, 514 45, 514 46, 514248, 514249, 514252, 514254, 536 41, 536 172, 536 173, 548469

Abstract:

Benzimidazole derivatives useful for treating or preventing viral infections such as those caused by herpes viruses or in the treatment of restenosis following surgical techniques. Methods of preparing these benzimidazole derivatives and pharmaceutical compositions containing them are described.

US Patent:

58407430, Nov 24, 1998

Filed:

Jan 22, 1997

Appl. No.:

8/786696

Inventors:

Leroy B. Townsend - Ann Arbor MI
John C. Drach - Ann Arbor MI
George A. Freeman - Raleigh NC

Assignee:

The Regents of the University of Michigan - Ann Arbor MI
Glaxo Wellcome Inc. - Research Triangle Park NC

International Classification:

A61K 31415
C07D40504

US Classification:

514395

Abstract:

This invention pertains to nucleoside analogs which have antiviral activity and improved metabolic stability. More specifically, this invention pertains to modified sugar benzimidazole nucleosides, as exemplified by compounds such as benzimidazole nucleosides possessing a fluorinated sugar-like moiety (for example, a 2'-fluoro-furanosyl moiety or a 3'-fluoro-furanosyl moiety), and may be represented by the following formula, ##STR1## wherein R. sup. 1 is a fluorinated sugar-like moiety; and R. sup. 2, R. sup. 4, R. sup. 5, R. sup. 6 and R. sup. 7 are benzimidazole substituents, such as --H, halogens (e. g. , --F, --Cl, --Br, --I), --NO. sub. 2, --NR. sub. 2 (where R is independently --H or an alkyl group having 1-6 carbon atoms), --OR (where R is --H or an alkyl group having 1-6 carbon atoms), --SR (where R is --H or a hydrocarbyl of 1-10 carbon atoms), and --CF. sub. 3. In one embodiment, R. sup. 1 is 2'-fluoro-furanosyl or 3'-fluoro-furanosyl; R. sup.