The synthesis of 5-[[ω-(dialkylamino)alkoxy]methylene]-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ones (I, n = 2, 3; NR2 = NEt2, 1-hexahydroazepinyl, etc.) by reaction of (+)-5-(hydroxymethylene)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-one with a series of ω-(chloroalkyl)dialkylamines in the presence of potassium carbonate is described. Some compds. showed strong hypotensive, local anesthetic, and antiarrhythmic activity in rats and mice, as well as moderate analgesic, antipyretic and in vitro platelet antiaggregating activity.

5-[[ω-(Dialkylamino)alkoxy]methylene]-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ones with hypotensive, local anesthetic, antiarrhythmic and other activities

SCHENONE, SILVIA;BRUNO, OLGA;RANISE, ANGELO;BONDAVALLI, FRANCESCO;
1994-01-01

Abstract

The synthesis of 5-[[ω-(dialkylamino)alkoxy]methylene]-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ones (I, n = 2, 3; NR2 = NEt2, 1-hexahydroazepinyl, etc.) by reaction of (+)-5-(hydroxymethylene)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-one with a series of ω-(chloroalkyl)dialkylamines in the presence of potassium carbonate is described. Some compds. showed strong hypotensive, local anesthetic, and antiarrhythmic activity in rats and mice, as well as moderate analgesic, antipyretic and in vitro platelet antiaggregating activity.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11567/379026
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