Amides of 1,3,3-trimethyl-n-[(2-pyridyl)methyl]-2-oxabicyclo [2.2.2]octan-6-amine with depressant and antiarrhythmic activities.
The synthesis of 1,3,3-trimethyl-N-[(2-pyridyl)methyl]-2- oxabicyclo [2.2.2]octan-6-amine (II) (exo, endo mixture) starting from 1,3,3-trimethyl-N-nitro-2-oxabicyclo [2.2.2]octan-6-imine (I), as well as of a series of amides (III) derived from the above amine, is described. Some compounds (III) showed remarkable depressant and antiarrhythmic activities in rats and mice, respectively, whereas the clofibric acid amide (III e) showed an appreciable hypolipidemic activity in rats. Moreover, the above compounds usually exhibited a moderate infiltration anesthesia in mice, as well as a weak hypotensive and bradycardic activity in rats.
Mariani
E
E
Istituto di Scienze Farmaceutiche, Università di Genova, Italy.
Bondavalli
F
F
Schenone
P
P
Benincasa
T
T
Vitagliano
S
S
Marmo
E
E
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology; D000779:Anesthetics, Local / Q000138:chemical synthesis; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D000924:Anticholesteremic Agents / Q000138:chemical synthesis; D001794:Blood Pressure / Q000187:drug effects; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D002492:Central Nervous System Depressants / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D006339:Heart Rate / Q000187:drug effects; D000960:Hypolipidemic Agents / Q000138:chemical synthesis; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats
D000577:Amides; D000779:Anesthetics, Local; D000889:Anti-Arrhythmia Agents; D000924:Anticholesteremic Agents; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds; D002492:Central Nervous System Depressants; D000960:Hypolipidemic Agents; D011725:Pyridines