Patent US5116851A successfully refreshed from Google Patents.
US5116851A
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Pharmaceutical composition and method for treating cardiovascular diseases using substituted anilides and sulfonamides
Assignee: ER Squibb and Sons LLC
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Filing: 1990-01-26
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Granted: 1992-05-26
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Expires: 2010-01-26
Abstract
Abstract A novel pharmaceutical composition and method is disclosed for the treatment of cardiovascular diseases, e.g. myocardial ischemia and/or arrhythmia. The method and composition include an effective amount of a compound of the formula ##STR1## wherein X, Y, R, R 1 , A, A', m, n, p, p' and B are as defined herein.
Inventors
- 👤 John Krapcho
- 👤 James L. Bergey
- 👤 Gary J. Grover
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 17:12
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/81; A; A61; A61K; A61K31/00; A61K31/16; A61K31/165; A61K31/18; A61P; A61P3/00; A61P3/12; A61P3/14; A61P9/00; A61P9/06; A61P9/08; A61P9/10; C07C; C07C233/00; C07C233/01; C07C233/16; C07C233/24; C07C233/29; C07C323/00; C07C323/23; C07C323/39; C07C323/40; C07C323/41; C07C323/42; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 39
Claim 1
Independent Claim
226 words
A method for the treatment of myocardial ischemia and arrhythmia comprising administering to a mammalian specie in need thereof a therapeutically effective amount of a compound having the formula ##STR17## and to acid addition salts and quaternary ammonium salts thereof, wherein R and R 1 each independently represent hydrogen, halo, lower alkyl, lower alkoxy, trihalomethyl, nitro, amino or hydroxy; X represents oxa (--O--) or thia (--S--); B represents a basic nitrogen-containing radical of the formula ##STR18## A and A' are independently selected from hydrogen or lower alkyl; m is zero or an integer from 1 to 3; n represents an integer from 2-5; p and p' are the same or different integer of 1 to 3; ##STR19## R 2 is lower alkyl, aryl, aralkyl, cycloalkyl(lower alkyl), lower alkenyl, lower alkadienyl, α-substituted phenyl alkyl, aralkenyl, aralkynyl or heteroaryl; and R 3 and R 4 are independently selected from hydrogen, lower alkyl, hydroxy lower alkyl, R substituted phenyl lower alkyl, R substituted cinnamoyl, 2- or 4-pyridylaklyl, and N-(lower alkyl)phenyl-(lower alkyl); or R 3 and R 4 taken together with the nitrogen atom to which they are attached form a 5- to 7-membered monocyclic heterocycle which may contain one oxygen atom or one additional nitrogen atom and which heterocycle may be substituted by 1, 2 or 3 lower alkyl, lower alkoxy, hydroxy lower alkyl or lower alkanoyloxy-lower alkyl groups.
Claim 2
Independent Claim
226 words
A method for the treatment of myocardial ischemia and arrhythmia comprising administering to a mammalian specie in need thereof a therapeutically effective amount of a compound having the formula ##STR17## and to acid addition salts and quaternary ammonium salts thereof, wherein R and R 1 each independently represent hydrogen, halo, lower alkyl, lower alkoxy, trihalomethyl, nitro, amino or hydroxy; X represents oxa (--O--) or thia (--S--); B represents a basic nitrogen-containing radical of the formula ##STR18## A and A' are independently selected from hydrogen or lower alkyl; m is zero or an integer from 1 to 3; n represents an integer from 2-5; p and p' are the same or different integer of 1 to 3; ##STR19## R 2 is lower alkyl, aryl, aralkyl, cycloalkyl(lower alkyl), lower alkenyl, lower alkadienyl, α-substituted phenyl alkyl, aralkenyl, aralkynyl or heteroaryl; and R 3 and R 4 are independently selected from hydrogen, lower alkyl, hydroxy lower alkyl, R substituted phenyl lower alkyl, R substituted cinnamoyl, 2- or 4-pyridylaklyl, and N-(lower alkyl)phenyl-(lower alkyl); or R 3 and R 4 taken together with the nitrogen atom to which they are attached form a 5- to 7-membered monocyclic heterocycle which may contain one oxygen atom or one additional nitrogen atom and which heterocycle may be substituted by 1, 2 or 3 lower alkyl, lower alkoxy, hydroxy lower alkyl or lower alkanoyloxy-lower alkyl groups.
Claim 3
Dependent Claim
39 words
The method of claim 1 wherein in said compound R is hydrogen, methoxy or Cl; R 1 is hydrogen, methoxy or Cl; A is hydrogen or methyl; A' is hydrogen or methyl; ##STR20## --Y--R 2 is phenylacetyl or cinnamoyl.
Claim 4
Dependent Claim
37 words
The method of claim 1 wherein in said compound R is hydrogen; R 1 is methoxy; A and A' are each hydrogen; m, p and p' are each 1; n is 3; ##STR21## --Y--R 2 is phenylacetyl.
Claim 5
Dependent Claim
12 words
The method of claim 1 wherein said compound has the name N-[2-[[(4-chlorophenyl)methyl]thio]phenyl]-N-[3-(dimethylamino)propyl]benzeneacetamlde.
Claim 6
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[2-[[(4-methoxyphenyl)methyl]thio]phenyl]benzeneacetamide, monohydrochloride.
Claim 7
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[2-[(phenylmethyl)thio]phenylbenzeneacetamide, monohydrochloride.
Claim 8
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-N-[2-[(phenylmethyl)-thio]phenyl]benzeneacetamide, monohydrochloride.
Claim 9
Dependent Claim
15 words
The method of claim 1 wherein said compound has the name N-[4-(dimethylamino)butyl]-N-[2-[(phenylmethyl)thio]phenyl]benzeneacetamide oxalate (1:1) salt.
Claim 10
Dependent Claim
15 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[2-(phneylmethoxy)-phenyl]benzeneacetamide, oxalate salt (1:1).
Claim 11
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name 2'-(benzyl-thio)-N-[3-(dimethylamino)propyl]-benzanilide, hydrochloride.
Claim 12
Dependent Claim
14 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[4,5-dimethoxy-2-[(phenylmethyl)thio]phenyl]benzeneacetamide, (1:1) salt.
Claim 13
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[4-chloro-2-[[(4-methoxyphenyl)methyl]thio]phenyl]benzeneacetamide, monohydrochloride.
Claim 14
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-N-2-[[(4-methoxyphenyl)methyl]thio]phenyl]-3-phenyl-2-propenamide, monohydrochloride.
Claim 15
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-3-phenyl-N-[2-[(phenylmethyl)thio]phenyl]-2-propenamide, monohydrochloride.
Claim 16
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name 2'-(benzylthio)-4-chloro-N-[3-(dimethylamino)propyl]-benzanilide, hydrochloride.
Claim 17
Dependent Claim
15 words
The method of claim 1 wherein said compound has the name 2'-(benzylthio)-N-[3-(dimethylamino)propyl]isonicotinanilide, hydrochloride, hydrate (1:2:1).
Claim 18
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-N-[2-[(phenylmethyl)thio]-4-(trifluoromethyl)phenyl]-2-propenamide, monohydrochloride.
Claim 19
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-3-phenyl-N-[2-[(2-(phenylethyl)thio]phenyl]-2-propenamide, monohydrochloride.
Claim 20
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-3-phenyl-N-[2-(phenylmethoxy)phenyl]-2-propenamide, monohydrochloride.
Claim 21
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-3-phenyl-N-[2-[(1-phenylethyl)thio]phenyl]-2-propenamide, monohydrobromide.
Claim 22
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-N-[2-[(phenylmethyl)thio]phenyl]benzamide, monohydrochloride.
Claim 23
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-α-oxo-N-[2-[(phenylmethyl)thio]phenyl]benzeneacetamide, monohydrochloride.
Claim 24
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[2-(dimethylamino)ethyl]-α-hydroxy-N-[2-[(phenylmethyl)thio]phenyl]benzeneacetamide, monohydrochloride.
Claim 25
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[2-[(phenylmethyl)thio]-phenyl]benzenepropanamide, monohydrobromide.
Claim 26
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[2-(phenylmethyl)thio]-phenyl]hexanamide, monohydrochloride.
Claim 27
Dependent Claim
15 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-3-phenyl-N-[2-[(phenylmethyl)thio]phenyl]-2-propynamide, oxalate salt (1:1).
Claim 28
Dependent Claim
15 words
The method of claim 1 wherein said compound has the name N-[4-(dimethylamino)butyl]-3-phenyl-N-[2-[(phenylmethyl)thio]phenyl]-2-propenamide, oxalate salt (1:1).
Claim 29
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-4-methoxy-N-[2-[(phenylmethyl)thio]phenyl]benzeneacetamide, monohydrochloride.
Claim 30
Dependent Claim
12 words
The method of claim 1 wherein said compound has the name N-[5-(dimethylamino)pentyl-3-phenyl-N-[2-[(phenylmethyl)thio]phenyl]-2-propenamide.
Claim 31
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[2-[(phenylmethyl)thio]phenyl]cyclohexaneacetamide monohydrochloride.
Claim 32
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name α-(acetyloxy)-N-[3-(dimethylamino)propyl]-N-[2-[(phenylmethyl)thio]phenyl]benzeneacetamide, monohydrochloride.
Claim 33
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-3-phenyl-N-[2-(phenylmethoxy)phenyl]-2-propenamide, monohydrochloride.
Claim 34
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name N-[3-(dimethylamino)propyl]-N-[2-(phenylthio)-phenyl]-benzeneacetamide, monohydrobromide.
Claim 35
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name 4-chloro-N-[3-(dimethylamino)propyl]-N-[2-(phenylmethyl)thio[phenyl]-benzeneacetamide, monohydrochloride.
Claim 36
Dependent Claim
13 words
The method of claim 1 wherein said compound has the name -N-[3-(dimethylamino)propyl]-N-[2-(phenylmethyl)thio[phenyl]-benzenemethansulfonamide, monohydrochloride.
Claim 37
Dependent Claim
12 words
The method of claim 1 employed for the treatment of myocardial ischemia.
Claim 38
Dependent Claim
11 words
The method of claim 1 employed for the treatment of arrhythmia.
Claim 39
Dependent Claim
14 words
The method of claim 1 employed for the treatment of myocardial ischemia and arrhythmia.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-05-26 | 1995-11-25 | 1996-05-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-05-26 | 1999-11-25 | 2000-05-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-05-26 | 2003-11-25 | 2004-05-26 | $7700.00 | Window Closed / Lapsed |