Anti-influenza A activity of some N-substituted bicyclo[3.2.1]octane-3-spiro-3'-pyrrolidine hydrochlorides: synthesis and structure

J Pharm Sci. 1984 Sep;73(9):1307-9. doi: 10.1002/jps.2600730933.

Abstract

Some N-substituted bicyclo[3.2.1]octane-3-spiro-3'-pyrrolidine hydrochlorides (IX-XII) prepared from bicyclo[3.2.1]octan-3-one (I), were assayed in vitro against influenza A viruses. All materials showed activity similar to 1-adamantanamine hydrochloride. A 1H-NMR study revealed only one isomer at the spiro carbon atom.

MeSH terms

  • Adamantane / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Bridged Bicyclo Compounds / chemical synthesis*
  • Bridged Bicyclo Compounds / pharmacology
  • Bridged-Ring Compounds / chemical synthesis*
  • Chemical Phenomena
  • Chemistry
  • Influenza A virus / drug effects*
  • Isomerism
  • Magnetic Resonance Spectroscopy
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / pharmacology

Substances

  • Antiviral Agents
  • Bridged Bicyclo Compounds
  • Bridged-Ring Compounds
  • Pyrrolidines
  • Adamantane