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US4071552A Expired / Lapsed US ⏱️ 0.0 years remaining

Aryloxy aminobutanols, their preparation and use thereof

Assignee: Wyeth Canada Inc
•
Filing: 1976-05-19
•
Granted: 1978-01-31
•
Expires: 1996-05-19
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Abstract

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

Inventors

  • 👤 Jean-Marie Ferland
  • 👤 Real Laliberte
  • 👤 Wilbur Lippmann
  • 👤 Thomas A. Pugsley

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 22:34
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/13; A61K31/135; C; C07; C07C; C07C233/00; C07C233/01; C07C233/16

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 107 words
A compound of Formula 1 ##STR5## in which Ar is phenyl or 1-naphthyl; R 1 is hydrogen or lower alkyl; and R 2 and R 3 are either the same or different selected from the group consisting of hydrogen or lower alkyl having 1-2 carbons; with the proviso that when Ar is 1-naphthyl then ##STR6## is selected from the group consisting of amino, ethylamino and dimethylamino; and with the proviso that when Ar is phenyl then ##STR7## is methylamino; and with the further proviso that when R 1 is lower alkyl then R 2 is the same lower alkyl; or a therapeutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim 107 words
A compound of Formula 1 ##STR5## in which Ar is phenyl or 1-naphthyl; R 1 is hydrogen or lower alkyl; and R 2 and R 3 are either the same or different selected from the group consisting of hydrogen or lower alkyl having 1-2 carbons; with the proviso that when Ar is 1-naphthyl then ##STR6## is selected from the group consisting of amino, ethylamino and dimethylamino; and with the proviso that when Ar is phenyl then ##STR7## is methylamino; and with the further proviso that when R 1 is lower alkyl then R 2 is the same lower alkyl; or a therapeutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim 6 words
2-Amino-4-(1-naphthyloxy)-1-butanol, as claimed in claim 1.
Claim 4
Dependent Claim 7 words
2-Amino-4-(1-naphthyloxy)-1-butanol hydrochloride, as claimed in claim 1.
Claim 5
Dependent Claim 6 words
2-(Methylamino)-4-phenoxy-1-butanol, as claimed in claim 1.
Claim 6
Dependent Claim 7 words
2-(Methylamino)-4-phenoxy-1-butanol maleate, as claimed in claim 1.
Claim 7
Dependent Claim 6 words
2-(Ethylamino)-4-(1-naphthyloxy)-1-butanol, as claimed in claim 1.
Claim 8
Dependent Claim 7 words
2-(Ethylamino)-4-(1-naphthyloxy)-1-butanol hydrochloride, as claimed in claim 1.
Claim 9
Dependent Claim 6 words
2-(Dimethylamino)-4-(1-naphthyloxy)-1-butanol, as claimed in claim 1.
Claim 10
Dependent Claim 7 words
2-(Dimethylamino)-4-(1-naphthyloxy)-1-butanol maleate, as claimed in claim 1.
Claim 11
Dependent Claim 6 words
1-Methoxy-N,N-dimethyl-4-(1-naphthyloxy)-2-butanamine, as claimed in claim 1.
Claim 12
Dependent Claim 7 words
1-Methoxy-N,N-dimethyl-4-(1-naphthyloxy)-2-butanamine hydrochloride, as claimed in claim 1.
Claim 13
Dependent Claim 1 words
2-(Methylamino)-4-(1-naphthyloxy)-1-butanol.
Claim 14
Dependent Claim 1 words
2-(Methylamino)-4-(1-naphthyloxy)-1-butanol.
Claim 15
Dependent Claim 2 words
2-(Methylamino)-4-(1-naphthyloxy)-1-butanol maleate.
Claim 16
Dependent Claim 2 words
2-(Methylamino)-4-(1-naphthyloxy)-1-butanol maleate.
Claim 17
Dependent Claim 1 words
2-(Ethylamino)-4-phenoxy-1-butanol.
Claim 18
Dependent Claim 1 words
2-(Ethylamino)-4-phenoxy-1-butanol.
Claim 19
Dependent Claim 2 words
2-(Ethylamino)-4-phenoxy-1-butanol hydrochloride.
Claim 20
Dependent Claim 2 words
2-(Ethylamino)-4-phenoxy-1-butanol hydrochloride.

References Cited (Backward Citations)

US3203992A Cited
US3954872A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-01-30 1981-08-01 1982-01-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-01-30 1985-08-01 1986-01-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-01-30 1989-08-01 1990-01-31 $7700.00 Window Closed / Lapsed

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