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US4006232A Expired / Lapsed US ⏱️ 0.0 years remaining

Therapeutic method of treating cardiac arrhythmias utilizing 3-substituted diphenylhydantoins

Assignee: Bayer Corp
•
Filing: 1974-11-15
•
Granted: 1977-02-01
•
Expires: 1994-11-15
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Abstract

Abstract 3-substituted-5,5-diphenylhydantoin derivatives in which the 5,5-diphenylhydantoin moiety is attached at C3 by a loweralkylene bridge to a 4-phenyl-1-piperidyl, 4-hydroxy-4-phenyl-1-piperidyl, 4-phenyl-1,2,3,6-tetrahydropyridyl, 4-phenyl-1-piperazinyl, or loweralkylamino group are useful in the treatment of cardiac arrhythmias in mammals. One or both of the 5,5-diphenyl substituents optionally can be substituted in the ortho-, meta-, or para-positions with halogeno, lowerakyl, loweralkoxy, amino or nitro groups.

Inventors

  • 👤 Shin Hayao
  • 👤 Herbert John Havera
  • 👤 Wallace Glenn Strycker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 12:05
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/66; C07D233/72

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 98 words
A method of treating a cardiac arrhythmia in a mammmal which comprises: administering to said mammal an antiarrhythmic effective amount of a compound selected from the group consisting of ##STR8## and a pharmacologically acceptable, nontoxic acid addition salt thereof, wherein: R 1 and R 2 are selected from the group consisting of hydrogen, halogeno, loweralkyl of 1 to 3 carbon atoms, loweralkoxy of 1 to 3 carbon atoms, amino, and nitro; R 3 is selected from the group consisting of ethylene and trimethylene, and R 4 is selected from the group consisting of 4-phenyl-1-piperidyl, 4-hydroxy-4-phenyl-1-piperidyl, 4-phenyl-1,2,3,6-tetrahydropyridyl, and 4-phenyl-1-piperazinyl.
Claim 2
Independent Claim 98 words
A method of treating a cardiac arrhythmia in a mammmal which comprises: administering to said mammal an antiarrhythmic effective amount of a compound selected from the group consisting of ##STR8## and a pharmacologically acceptable, nontoxic acid addition salt thereof, wherein: R 1 and R 2 are selected from the group consisting of hydrogen, halogeno, loweralkyl of 1 to 3 carbon atoms, loweralkoxy of 1 to 3 carbon atoms, amino, and nitro; R 3 is selected from the group consisting of ethylene and trimethylene, and R 4 is selected from the group consisting of 4-phenyl-1-piperidyl, 4-hydroxy-4-phenyl-1-piperidyl, 4-phenyl-1,2,3,6-tetrahydropyridyl, and 4-phenyl-1-piperazinyl.
Claim 3
Dependent Claim 15 words
A method as in claim 1 wherein said amount is from 5 to 500 mg/kg.
Claim 4
Dependent Claim 12 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperazinyl)propyl]-5,5-diphenylhydantoin maleate.
Claim 5
Dependent Claim 11 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5,5-diphenylhydantoin.
Claim 6
Dependent Claim 13 words
A method as in claim 1 wherein the compound is 3-[2-(4-phenyl-1-piperidyl)ethyl]-5,5-diphenylhydantoin .sup.. HCl.
Claim 7
Dependent Claim 14 words
A method as in claim 1 wherein the compound is 5,5-diphenyl-3-[2-(4-phenyl-1,2,3,6-tetrahydropyridyl) ethyl]hydantoin .sup.. HCl.
Claim 8
Dependent Claim 13 words
A method as in claim 1 wherein the compound is 5,5-diphenyl-3-[3-(4-hydroxy-4-phenyl-1-piperidyl)propyl]hydantoin .sup.. HCl.
Claim 9
Dependent Claim 14 words
A method as in claim 1 wherein the compound is 5,5-diphenyl-3-[2-(4-hydroxy-4-phenyl-1-piperidyl)ethyl] hydantoin .sup.. HCl.
Claim 10
Dependent Claim 14 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5,5-di(4-chlorophenyl) hydantoin .sup.. HCl.
Claim 11
Dependent Claim 13 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5-(4-methoxyphenyl)-5-phenylhydantoin .sup.. HCl.
Claim 12
Dependent Claim 14 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5,5-di(4-methoxyphenyl) hydantoin .sup.. HCl.
Claim 13
Dependent Claim 14 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5-(4-bromophenyl)-5 -phenylhydantoin .sup.. HCl.
Claim 14
Dependent Claim 14 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5-phenyl-5-(4-tolyl) hydantoin .sup.. maleate.
Claim 15
Dependent Claim 11 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl)]-5,5-di(4-tolyl)hydantoin.
Claim 16
Dependent Claim 11 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5-(4-nitrophenyl)-5-phenylhydantoin.
Claim 17
Dependent Claim 11 words
A method as in claim 1 wherein the compound is 3-[3-(4-phenyl-1-piperidyl)propyl]-5-(4-aminophenyl)-5-phenylhydantoin.
Claim 18
Dependent Claim 11 words
A method as in claim 1 wherein the compound is 3-[3-(4-hydroxy-4-phenyl-1-piperidyl)propyl]-5,5di(4-tolyl)hydantoin.

References Cited (Backward Citations)

US3892748A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-02-01 1980-08-02 1981-02-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-02-01 1984-08-02 1985-02-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-02-01 1988-08-02 1989-02-01 $7700.00 Window Closed / Lapsed

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