Derivatives of 5,7,7-trimethyl-6-oxa-3-azatricyclo[3.2.2.0(2.4)]nonane with antiarrhythmic, local anesthetic and hypotensive activities.
The synthesis of ureas (IV) and amides (V) derived from the tricyclic terpenoid amine 5,7,7-trimethyl-6-oxa-3-azatricyclo[3.2.2.0(2.4)]nonane (III) is described. A number of these compounds showed hypotensive and bradycardic activity in rats, as well as infiltration anesthesia and antiarrhythmic activity in mice. In particular, the n-butylurea (IV b) was superior to lidocaine concerning the anesthetic effect, and the benzamide (V f) showed the same degree of local anesthetic and antiarrhythmic activity as lidocaine. Antiacetylcholine activity in vitro and antitumor activity against P388 lymphocytic leukemia in mice are also reported.
D000109:Acetylcholine / Q000037:antagonists & inhibitors; D000779:Anesthetics, Local / Q000494:pharmacology*; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000494:pharmacology*; D000959:Antihypertensive Agents / Q000494:pharmacology*; D001794:Blood Pressure / Q000187:drug effects; D001952:Bridged-Ring Compounds / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D006339:Heart Rate / Q000187:drug effects; D066298:In Vitro Techniques; D007941:Leukemia P388 / Q000188:drug therapy; D051379:Mice; D051381:Rats
D000779:Anesthetics, Local; D000889:Anti-Arrhythmia Agents; D000959:Antihypertensive Agents; D001952:Bridged-Ring Compounds; C035895:5,7,7-trimethyl-6-oxa-3-azatricyclo(3.2.2.0)nonane; D000109:Acetylcholine