Patent · US Expired

1-(8-Methyl-2-phenyl(or thienyl)-8-azabicyclo[3.2.1]octan-3-yl) ethanone

US4233449A · kind A · utility

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3Claims
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Assignee

Inventors

Key dates

Filing dateOct 26, 1979
Grant dateNov 11, 1980
Priority date
Expiry dateOct 26, 1999

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D451/02
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Compounds of the tropane (8-azabicyclo[3.2.1]octane) series having an aromatic substitutent in the 2-position and a carboalkoxy group in the 3-position are prepared by reacting a tropane-3-carboxylate having a double bond in the 2,3-position with an aryl Grignard reagent. Transformations of the substituent on nitrogen are subsequently effected. Compounds where the 3-carboalkoxy group is in the exo configuration possess hypoglycemic activity, and those where the 3-carboalkoxy group is in the endo configuration possess narcotic antagonist activity.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.