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US4569941A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of using phenyl-alkylene-2-pyridyl derivatives to increase cardiac contractility in a mammal

Assignee: USV Pharmaceutical Corp
•
Filing: 1985-01-17
•
Granted: 1986-02-11
•
Expires: 2005-01-17
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Abstract

Abstract Compounds of the formulae: ##STR1## wherein, Z and Y are each alkylene or oxy-alkylene containing one to about five carbon atoms in the principal chain or said alkylene substituted with OH, alkanoyloxy, alkoxy, mercapto or alkylmercapto; each of R 1 , R 2 and R 3 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; or R 1 and R 2 , when taken together, form a methylenedioxy or --O--CO--O--; Ar is heteroaryl, cycloalkyl or ##STR2## wherein, R 1 , R 2 and R 3 are as hereindescribed; and R is H, alkyl, cycloalkyl, aryl, aralkyl, alkenyl, alkynyl, carboalkoxy, or CONR 4 R 5 wherein each of R 4 and R 5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and ##STR3## wherein, each of R 1 and R 2 is independently H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfinyl, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino, or acylamino; or R 1 and R 2 , when taken together, form a methylenedioxy, or --O--CO--O--; R 6 is H, alkyl, aryl, halo, alkoxy, alkenyloxy, alkylsulfonyl, alkylmercapto, cyano, carboxy, carbalkoxy, carboxamido, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, acyloxy, alkylamino, sulfonylamino or acylamino; wherein the total number of carbon atoms in each hydrocarbyl group is up to 10; and acid addition salts thereof have selective cardiotonic, antihypertensive and antiallergic activity.

Inventors

  • 👤 John T. Suh
  • 👤 Rack H. Chung, deceased
  • 👤 Nai-Yi Wang
  • 👤 Jeffrey N. Barton

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 07:54
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/04; C07D207/08; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/20; C07D211/22

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 168 words
A method for increasing cardiac contractility which comprises administering to a mammal in need of such treatment a cardiotonically effective amount of a composition comprising in combination with a pharmaceutically acceptable carrier a compound of the formula ##STR16## or a pharmaceutically acceptable acid addition salt thereof wherein, Z and Y are each alkylene containing one to about five carbon atoms in the principal chain or said alkylene substituted with OH, alkanoyloxy; each of R 1 , R 2 and R 3 is independently H, alkyl, halo, alkoxy, alkylsulfinyl, alkylmercapto, cyano, carboxy, carbalkoxy, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, or lower-alkanoyloxy; or R 1 and R 2 , when taken together, form a methylenedioxy or --O--CO--O--; ##STR17## wherein, R 1 , R 2 and R 3 are as herein described; and R is H, alkyl, cycloalkyl, alkenyl, alkynyl, carbalkoxy, or CONR 4 R 5 wherein each of R 4 and R 5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 6.
Claim 2
Independent Claim 168 words
A method for increasing cardiac contractility which comprises administering to a mammal in need of such treatment a cardiotonically effective amount of a composition comprising in combination with a pharmaceutically acceptable carrier a compound of the formula ##STR16## or a pharmaceutically acceptable acid addition salt thereof wherein, Z and Y are each alkylene containing one to about five carbon atoms in the principal chain or said alkylene substituted with OH, alkanoyloxy; each of R 1 , R 2 and R 3 is independently H, alkyl, halo, alkoxy, alkylsulfinyl, alkylmercapto, cyano, carboxy, carbalkoxy, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, or lower-alkanoyloxy; or R 1 and R 2 , when taken together, form a methylenedioxy or --O--CO--O--; ##STR17## wherein, R 1 , R 2 and R 3 are as herein described; and R is H, alkyl, cycloalkyl, alkenyl, alkynyl, carbalkoxy, or CONR 4 R 5 wherein each of R 4 and R 5 is H or alkyl; wherein the total number of carbon atoms in each hydrocarbyl group is up to 6.
Claim 3
Independent Claim 118 words
A method for increasing cardiac contractility which comprises administering to a mammal in need of such treatment a cardiotonically effective amount of a composition comprising in combination with a pharmaceutically acceptable carrier a compound of the formula: ##STR18## or a pharmaceutically acceptable acid addition salt thereof, wherein, each of R 1 and R 2 is independently H, alkyl, halo, alkoxy, alkylsulfinyl, alkylmercapto, cyano, carboxy, carbalkoxy, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, or lower-alkanoyloxy; and R 1 and R 2 , when taken together, form a methylenedioxy, or --O--CO--O--; R 6 is H, alkyl, halo, alkoxy, alkylmercapto, cyano, carboxy, carbalkoxy, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, or lower-alkanoyloxy; wherein the total number of carbon atoms in each hydrocarbyl group is up to 6.
Claim 4
Independent Claim 118 words
A method for increasing cardiac contractility which comprises administering to a mammal in need of such treatment a cardiotonically effective amount of a composition comprising in combination with a pharmaceutically acceptable carrier a compound of the formula: ##STR18## or a pharmaceutically acceptable acid addition salt thereof, wherein, each of R 1 and R 2 is independently H, alkyl, halo, alkoxy, alkylsulfinyl, alkylmercapto, cyano, carboxy, carbalkoxy, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, or lower-alkanoyloxy; and R 1 and R 2 , when taken together, form a methylenedioxy, or --O--CO--O--; R 6 is H, alkyl, halo, alkoxy, alkylmercapto, cyano, carboxy, carbalkoxy, sulfamoyl, trifluoromethyl, hydroxy, hydroxyalkyl, or lower-alkanoyloxy; wherein the total number of carbon atoms in each hydrocarbyl group is up to 6.
Claim 5
Dependent Claim 33 words
A method for increasing cardiac contractility which comprises administering to a mammal in need of such treatment a cardiotonically effective amount of a composition according to claim 2 wherein said compound is ##STR19##
Claim 6
Independent Claim 65 words
A method for increasing cardiac contractility which comprises administering to a mammal in need of such treatment a cardiotonically effective amount of a composition comprising in combination with a pharmaceutically acceptable carrier a compound of the formula ##STR20## wherein R 1 , R 2 and R 6 are independently hydroxy or alkanoyloxy, wherein the alkyl portion of the alkanoyloxy contains up to 6 carbon atoms.
Claim 7
Independent Claim 65 words
A method for increasing cardiac contractility which comprises administering to a mammal in need of such treatment a cardiotonically effective amount of a composition comprising in combination with a pharmaceutically acceptable carrier a compound of the formula ##STR20## wherein R 1 , R 2 and R 6 are independently hydroxy or alkanoyloxy, wherein the alkyl portion of the alkanoyloxy contains up to 6 carbon atoms.

References Cited (Backward Citations)

GB595631A Cited
US3910934A Cited
US3941796A Cited
US4342692A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-02-10 1989-08-12 1990-02-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-02-10 1993-08-12 1994-02-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-02-10 1997-08-12 1998-02-11 $7700.00 Window Closed / Lapsed

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