Derivatives of 1,2,3,3-tetramethyl-2-azabicyclo[2,2,2]octan-5-trans-ol with antiarrhythmic and other activities. V.
A series of N,N-dialkyl 5-trans-carbamoyloxy-1,2,3,3-tetramethyl-2-azabicyclo [2,2,2]octanes was prepared by reaction of 1,2,3,3-tetramethyl-2-azabicyclo [2,2,2]octan-5-trans-ol with phosgene, followed by aminolysis of the resulting chlorocarbonate with aliphatic secondary amines. 5-Chloro-1,2,3,3-tetramethyl-2-azabicyclo [2,2,2] octane (cis/trans mixture) was isolated as by-product of the reaction. A number of urethanes showed antiarrhythmic activity in guinea pigs and mice, as well as surface anesthesia in rabbits and infiltration anesthesia in mice, superior or similar to lidocaine. The circulatory, cardiac and respiratory effects in dogs and hens are also described.
D000779:Anesthetics, Local; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D001392:Azocines / Q000138:chemical synthesis* / Q000494:pharmacology; D001794:Blood Pressure / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D004285:Dogs; D004837:Epinephrine / Q000037:antagonists & inhibitors; D006168:Guinea Pigs; D066298:In Vitro Techniques; D051379:Mice; D009119:Muscle Contraction / Q000187:drug effects; D012039:Regional Blood Flow / Q000187:drug effects
D000779:Anesthetics, Local; D000889:Anti-Arrhythmia Agents; D001392:Azocines; D004837:Epinephrine