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US3553225A Expired / Lapsed US ⏱️ 0.0 years remaining

1-(1-hydroxy-1-phenyl-4-aminobutyl)-and 1-(1-phenyl-4-aminobutenyl)-ada-mantane derivatives

Assignee: Smith Kline & French Laboratories Ltd
•
Filing: 1968-03-25
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Granted: 1971-01-05
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Expires: 1988-03-25
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Abstract

Abstract 1-(1-HYDROXY-1-PHENYL-4-AMINOBUTYL)- AND 1-(1-PHENYL4 - AMINOBUTENYL)-ADAMATANE DERIVATIVES IN WHICH THE PHENYL RING MAY BE CHLORO, TRIFLUOROMETHYL, METHYL, METHOXY OR METHYLTHIO SUBSTITUTED AND THE AMINO GROUP MAY BE DILOWERALKYLAMINO, N-PIPERIDINYL, N-PYRROLIDINYL, N''-LOWER ALKYKL-N-PIPERAZINYL OR N-MORPHOLINYL ARE USEFUL AS TRANQUILIZERS. THE COMPOUNDS ARE GENERALLY PREPARED BY REACTION OF AN APPROPRIATE 1-ADAMANTYL PHENYL KETONE WITH AN AMINOPROPYL MAGNESIUM HALIDE TO GIVE THE HYDROXYBUTANES FOLLOWED BY ACID DEHYDRATION TO FURNISH THE BUTENE DERIVATIVES.

Inventors

  • 👤 Carl Kaiser
  • 👤 Charles L Zirkle

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 09:53
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/092

Claims Analysis

Total Claims: 0
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References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1974-01-04 1974-07-06 1975-01-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1978-01-04 1978-07-06 1979-01-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1982-01-04 1982-07-06 1983-01-05 $7700.00 Window Closed / Lapsed

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