Derivatives of 1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octan-5-endo-ol with antiarrhythmic and other activities. II.
Cyanoethylation of 1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octan-5-endo-ol, followed by LiAlH4 reduction and reaction with acyl chlorides, gave a series of amides derived from 5-endo-(3-aminopropoxy)-1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octane. The syntheses of N-methyl, N,N-dimethyl and N,N-dipropargyl derivatives of the afore mentioned amine, as well as of 5-endo-methylcarbamoyloxy- and 5-endo-phenylcarbamoyloxy-1,2,3,3-tetramethyl-2-azabicyclo[2.2.2]octane, are also described. Strong antiarrhythmic and local anesthetic activity was observed in two amides; an urethane showed antiarrhythmic activity only.
D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D011817:Rabbits
D000889:Anti-Arrhythmia Agents; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds