Ayerst, Mckenna & Harrison, Inc.

Thomas A Pugsley

Jean-Marie Ferland

Real R Laliberte

Wilbur Lippmann

Wilbur Lippman

Disclosed herein are compounds of the formula ##STR1## in which Ar is phenyl or 1-naphthyl; R.sup.1 is hydrogen or lower alkyl; and R.sup.2 and R.sup.3 together with the nitrogen atom to which they are joined form a heterocyclic amine radical selected from the group consisting of 1-pyrrolidinyl, piperidino, morpholino and 4-(lower alkyl)-1-piperazinyl. The compounds are antidepressant agents and methods for their preparation and use also are disclosed.

Antidepressant naphthyloxy piperidino and pyrrolidino propanol ethers

Disclosed herein are compounds of the formula ##STR1## in which Ar is l-naphthyl; R.sup.1 and R.sup.2 are either the same or different selected from the group consisting of hydrogen or lower alkyl, or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are joined form a heterocyclic amine radical selected from the group consisting of 1-pyrrolidinyl, piperidine, morpholine and 4-(lower alkyl)-1-piperazinyl; and R.sup.3 and R.sup.4 are either the same or different selected from the group consisting of hydrogen or lower alkyl, or R.sup.3 and R.sup.4 together with the nitrogen to which they are joined represent a heterocyclic amine radical selected from the group consisting of 1-pyrrolidinyl, piperidino, morpholino and 4-(lower alkyl)-1-piperazinyl; or a therapeutically acceptable acid addition salt thereof. The compounds are antidepressant agents and methods for their preparation and use also are disclosed.

Aryloxy propyldiamines

Disclosed herein are compounds of the formula ##STR1## in which Ar is phenyl or 1-naphthyl; R.sup.1 is hydrogen or lower alkyl; and R.sup.2 and R.sup.3 are either the same or different selected from the group consisting of hydrogen or lower alkyl; with the proviso that when R.sup.1 is lower alkyl then R.sup.2 is the same lower alkyl. The compounds are antidepressant agents and methods for their preparation and use also are disclosed.

Aryloxy aminobutanols, their preparation and use thereof

Aryloxy aminobutanols for alleviating symptoms of depression

Disclosed herein are compounds of the formula ##STR1## in which Ar is phenyl or 1-naphthyl; R.sup.1 is hydrogen or lower alkyl; and R.sup.2 and R.sup.3 together with the nitrogen atom to which they are joined form a hyterocyclic amine radical selected from the group consisting of 1-pyrrolidinyl, piperidino, morpholino and 4-(lower alkyl)-1-piperazinyl. The compounds are antidepressant agents and methods for their preparation and use also are disclosed.

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Kirkland, Canada

Thomas A Pugsley