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US4000143A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted piperidines

Assignee: Mead Johnson and Co LLC
•
Filing: 1975-10-08
•
Granted: 1976-12-28
•
Expires: 1995-10-08
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Abstract

Abstract The compounds are of the heterocyclic class of 2-phenethylpiperidines having an amido substituent in the ortho position of the phenethyl moiety. Substituents in the ortho position include formamido, benzamido, cinnamamido, 2-thiophenecarboxamido, alkanesulfonamido and alkanoylamido. They are useful as antiarrhythmic and/or antiserotonin agents. The novel compounds are prepared by reaction of appropriately substituted o-aminophenethylpiperidines and the carbonyl or sulfonyl halides or anhydrides. Typical embodiments of this invention are 4-methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]benzanilide and 2'-[2-(1-methyl-2-piperidyl)ethyl]cinnamanilide.

Inventors

  • 👤 Stanley J. Dykstra
  • 👤 Joseph L. Minielli

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 22:29
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/28; C07D213/30; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/20; C07D211/22; C07D211/26; C07D213/26; C07D213/36; C07D213/38; C07D213/40; C07D213/44; C07D213/46; C07D213/50

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 76 words
A compound selected from the group consisting of substituted piperidines having Formula I ##STR45## wherein R 1 represents hydrogen; R 2 represents hydrogen or methylenedioxy attached in the benzenoid 4,5-position; R 3 represents hydrogen or methyl; R 4 represents hydrogen; R 5 is selected from the group consisting of lower alkanoyl of from 1 to 4 carbon atoms inclusive, lower alkanesulfonyl of from 1 to 4 carbon atoms inclusive, ##STR46## and a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim 76 words
A compound selected from the group consisting of substituted piperidines having Formula I ##STR45## wherein R 1 represents hydrogen; R 2 represents hydrogen or methylenedioxy attached in the benzenoid 4,5-position; R 3 represents hydrogen or methyl; R 4 represents hydrogen; R 5 is selected from the group consisting of lower alkanoyl of from 1 to 4 carbon atoms inclusive, lower alkanesulfonyl of from 1 to 4 carbon atoms inclusive, ##STR46## and a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl] -2-thiophenecarboxanilide.
Claim 4
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]-2-thiophenecarboxanilide mucate.
Claim 5
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]-2-thiophenecarboxanilide hydrochloride.
Claim 6
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]formanilide.
Claim 7
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2piperidyl)ethyl]formanilide hydrochloride.
Claim 8
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]acetanilide.
Claim 9
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]acetanilide mucate.
Claim 10
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]acetanilide hydrochloride.
Claim 11
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]methanesulfonanilide.
Claim 12
Dependent Claim 13 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]methanesulfonanilide hydrochloride.
Claim 13
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]picolinanilide.
Claim 14
Dependent Claim 12 words
The compound of the group defined in claim 1 which is 2'-[2-(1-methyl-2-piperidyl)ethyl]phenylpropiolanilide.
Claim 15
Dependent Claim 92 words
A compound selected from the group consisting of o-aminophenethylpiperidines having the formula ##STR47## and acid addition salts thereof wherein R 1 represents hydrogen, lower alkyl of from 1 to 4 carbon atoms inclusive; R 2 represents hydrogen or lower alkoxy of from 1 to 4 carbon atoms inclusive; R 3 represents a lower alkyl of from 1 to 4 carbon atoms inclusive; and R 4 represents hydrogen, lower alkyl of from 1 to 4 carbon atoms inclusive, or a dialkyl carboxamido wherein the dialkyl groups have from 1 to 4 atoms inclusive.
Claim 16
Dependent Claim 92 words
A compound selected from the group consisting of o-aminophenethylpiperidines having the formula ##STR47## and acid addition salts thereof wherein R 1 represents hydrogen, lower alkyl of from 1 to 4 carbon atoms inclusive; R 2 represents hydrogen or lower alkoxy of from 1 to 4 carbon atoms inclusive; R 3 represents a lower alkyl of from 1 to 4 carbon atoms inclusive; and R 4 represents hydrogen, lower alkyl of from 1 to 4 carbon atoms inclusive, or a dialkyl carboxamido wherein the dialkyl groups have from 1 to 4 atoms inclusive.
Claim 17
Dependent Claim 12 words
The compound of the group defined in claim 14 which is 2-(o-aminophenethyl)-1-methylpiperidine.
Claim 18
Dependent Claim 13 words
The compound of the group defined in claim 14 which is 2-(o-aminophenethyl)-1-methylpiperidine dihydrochloride.
Claim 19
Dependent Claim 4 words
The compound 2-[2-[(p-methoxybenzyl)amino]phenethyl]-1-methylpiperidine hemimucate.
Claim 20
Dependent Claim 4 words
The compound 2-[2-[(p-methoxybenzyl)amino]phenethyl]-1-methylpiperidine hemimucate.

References Cited (Backward Citations)

US2686784A Cited
US2780577A Cited
US3192213A Cited
US3931195A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-12-28 1980-06-28 1980-12-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-12-28 1984-06-28 1984-12-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-12-28 1988-06-28 1988-12-28 $7700.00 Window Closed / Lapsed

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