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Esters of N-methyl-N- (2-hydroxyethyl or 3-hydroxypropyl) -1,3,3-trimethylbicyclo [2.2.1]heptan-2-endo-amine with hypotensive activity

Bondavalli, F.; Bruno, O.; Mariani, E.; Schenone, P.; Berrino, L.; Filippelli, W.; Tortora, G.; Marmo, E.

Il Farmaco; Edizione Scientifica 42(3): 175-183

1987

ISSN/ISBN: 0430-0920
PMID: 3653384
Document Number: 286901
The synthesis of title compounds by reaction of fenchone nitrimine with 2-aminoethanol and 3-aminopropanol, followed by stereospecific NaBH4 reduction of the resulting imines, Eschweiler-Clarke reductive methylation and esterification with aliphatic and aromatic acyl chlorides is described. Some esters showed an appreciable hypotensive activity in rats. Effects on heart rate and antiarrhythmic activity in rats, as well as infiltration anesthesia in mice, are also reported.

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