title: Aminoethers of 1,3,3-trimethyl-5-(phenylmethylene)-2-oxabicyclo[2.2.2]octan-6-h ydroxy imine with antiarrhythmic activity.
abstract: The synthesis of beta-dialkylaminoethyl ethers (III a-f) and gamma-dialkylaminopropyl ethers (III g-l) starting from 1,3,3-trimethyl-5-(phenylmethylene)-2-oxabicyclo[2.2.2]octan-6- hydroxyimine (II) is described. beta-Diisopropylaminoethyl ether (III b) and gamma-piperidinopropyl ether (III i) showed an antiarrhythmic activity in rats similar to that of quinidine. Moreover, a number of ethers (III) showed weak hypotensive and bradycardic activity in rats and moderate infiltration anesthesia in mice.
authors.affiliation: Istituto di Scienze Farmaceutiche, Università di Genova, Italy.
authors.forename: E
authors.initials: E
authors.lastname: Mariani
authors.forename: A
authors.initials: A
authors.lastname: Bargagna
authors.forename: M
authors.initials: M
authors.lastname: Longobardi
authors.forename: P
authors.initials: P
authors.lastname: Schenone
authors.forename: S
authors.initials: S
authors.lastname: Russo
authors.forename: W
authors.initials: W
authors.lastname: Filippelli
authors.forename: L
authors.initials: L
authors.lastname: Molinario
authors.forename: E
authors.initials: E
authors.lastname: Marmo
mesh_terms: D000779:Anesthetics, Local / Q000138:chemical synthesis*; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D000959:Antihypertensive 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*; D007097:Imines / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D000779:Anesthetics, Local; D000889:Anti-Arrhythmia Agents; D000959:Antihypertensive Agents; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds; D007097:Imines