Details

Autor(en) / Beteiligte

• Manchand, Percy S
• Cerruti, Richard L
• Martin, Joseph A
• Hill, Christopher H
• Merrett, John H
• Keech, Elizabeth
• Belshe, Robert B
• Connell, Edward V
• Sim, Iain S

Titel

Synthesis and antiviral activity of metabolites of rimantadine

Ist Teil von

• Journal of medicinal chemistry, 1990-07, Vol.33 (7), p.1992-1995

Ort / Verlag

Washington, DC: American Chemical Society

Erscheinungsjahr

1990

Quelle

MEDLINE

Beschreibungen/Notizen

• The hydroxy metabolites of rimantadine (3-5) were synthesized and compared to amantadine (1) and rimantadine (2) for their ability to inhibit the replication of influenza viruses in vitro. All three metabolites were inhibitory to wild-type influenza A viruses (H3N2 and H1N1). In particular, 2-hydroxyrimantadine (3) showed similar activity to amantadine, but the 3- and 4-hydroxy metabolites (4 and 5, respectively), both of which are found in rimantadine-treated patients, showed only modest inhibitory activity. A rimantadine-resistant isolate of influenza A virus exhibited cross-resistance to amantadine and to each of the metabolites 3-5. None of the compounds were effective against influenza B virus.