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US4585785A Expired / Lapsed US ⏱️ 0.0 years remaining

Cis and trans-3-aryloxy-4-hydroxypyrrolidines used as anti-arrhythmics

Assignee: Wyeth LLC
•
Filing: 1980-03-10
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Granted: 1986-04-29
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Expires: 2000-03-10
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Abstract

Abstract Cis and trans-3-aryloxy-4-hydroxypyrrolidines and derivatives thereof having the formula: ##STR1## are disclosed wherein R 1 is hydrogen, loweralkyl, benzyloxycarbonyl and N-loweralkylcarbamoyl; R 2 is hydrogen, lower alkyl, cycloalkyl, phenylalkyl, benzyloxycarbonyl, carbamoyl, N-loweralkylcarbamoyl, N-diloweralkylcarbamoyl and parafluorobenzoyl-lower-alkyl; Ar is phenyl, substituted phenyl, 1-naphthyl, 2-naphthyl, 1-indenyl and 2-indenyl and pharmaceutically acceptable acid addition and quaternary salts thereof. The compounds have antidepressant, antihypertensive and antiarrythmic activity in animals.

Inventors

  • 👤 David A. Walsh
  • 👤 William J. Welstead, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 05:24
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; C07D207/00; C07D207/02; C07D207/04; C07D207/10; C07D207/12; C07D207/18; C07D207/20

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 55 words
A method of treating arrhythmias in animals which comprises administering to said animal an effective amount of a compound selected from 3-aryloxy-4-hydroxypyrrolidines having the formula: ##STR10## wherein R 2 is hydrogen or lower alkyl, Ar is selected from the group consisting of 1-naphthyl, 2-naphthyl, 4-indanyl, and 5-indanyl and the pharmaceutically acceptable acid addition salts thereof.
Claim 2
Independent Claim 55 words
A method of treating arrhythmias in animals which comprises administering to said animal an effective amount of a compound selected from 3-aryloxy-4-hydroxypyrrolidines having the formula: ##STR10## wherein R 2 is hydrogen or lower alkyl, Ar is selected from the group consisting of 1-naphthyl, 2-naphthyl, 4-indanyl, and 5-indanyl and the pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim 10 words
The method of claim 1 wherein the compound is trans-1-ethyl-4-(1-naphthaleneyloxy)-3-pyrrolidinol.
Claim 4
Dependent Claim 15 words
The method of claim 1 wherein said 3-aryloxy-4-hydroxypyrrolidines and derivatives thereof are the trans isomers.

References Cited (Backward Citations)

GB994918A Cited
US3577432A Cited
DE2738477A1 Cited
US4320137A Cited
US4252809A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-04-28 1989-10-28 1990-04-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-04-28 1993-10-28 1994-04-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-04-28 1997-10-28 1998-04-29 $7700.00 Window Closed / Lapsed

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