Schenone S, Ranise A, Bruno O, Bondavalli F, Losasso C, Donnoli D, Cenicola M L, Marmo E
Istituto di Scienze Farmaceutiche dell'Università, Genova, Italy.
Farmaco. 1990 Sep;45(9):1013-25.
The synthesis of 1,3,3-trhimethyl-5-endo-(1-piperidinyl)- and -5-endo-(4-morpholinyl)-2- oxabicyclo [2.2.2]octan-6-hydroxyimine 3 and 4 starting from 5-endo-bromo-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-hydroxyimine+ ++ and excess piperidine or morpholine is described. Compounds 3 and 4 gave a series of omega-dialkylaminoalkyl ethers 5 by reaction as sodium salts with omega-chloroalkyldialkylamines in DMF solution. Some of aminoethers 5 showed in mice an appreciable antiarrhythmic and local anesthetic activity, as well as a platelet antiaggregating activity in vitro comparable to that of acetylsalicylic acid.
描述了从5-内-溴-1,3,3-三甲基-2-氧杂双环[2.2.2]辛烷-6-羟基肟和过量的哌啶或吗啉出发合成1,3,3-三甲基-5-内-(1-哌啶基)-和-5-内-(4-吗啉基)-2-氧杂双环[2.2.2]辛烷-6-羟基肟3和4的方法。化合物3和4作为钠盐在DMF溶液中与ω-氯代烷基二烷基胺反应生成了一系列ω-二烷基氨基烷基醚5。一些氨基醚5在小鼠中显示出明显的抗心律失常和局部麻醉活性,以及在体外与乙酰水杨酸相当的血小板抗聚集活性。