Smooth muscle spasmolytic agents, compositions and methods of use thereof
AssigneeBridge Pharma, Inc.
InventorsA. K. Gunnar Aberg, George E. Wright, Jan L. Chen
Life of this patent
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Abstract
The present invention relates to smooth muscle spasmolytic agents, pharmaceutical compositions containing them and method of using said compounds and compositions for the treatment of urinary incontinence, gastric hyperactivity (ex. Irritable Bowel Syndrome) and other smooth muscle contractile conditions. More particularly, the present invention relates to certain substituted esters, amides and ketones having smooth muscle relaxing properties while avoiding, on administration to a mammal, adverse side effects such as prominent antimuscarinic, arrhythmogenic and cardiodepressive effects.
Claims26
A compound represented by the following formula:
- including stereochemically isomeric forms thereof and pharmaceutically acceptable salts thereof, wherein:
- X is oxygen, —NH or methylene;
- R1 and R2 are independently selected from the group consisting of:
- hydrogen, an alkyl group having 1 to 4 carbon atoms, (CH2)2O and (CH2)3OH, with the proviso that:
- (1) when X is oxygen:
- R1 and R2 are not both CH3;
- R1 and R2 are not both C2H5;
- R1 and R2 are not both C3H7;
- R1 and R2 are not both C4H9;
- R1 is not C2H5, when R2 is hydrogen;
- and
- R1 is not CH3 when R2 is C2H5;
- (2) when X is —NH:
- R1 is not hydrogen when R2 is CH3 when said compound is in the racemic form;
- R1 is not hydrogen when R2 is C2H5;
- R1 and R2 are not both CH3;
- R1 and R2 are not both C2H5;
- R1 and R2 are not both C3H7;
- R1 and R2 are not both C4H9;
- R1 is not (CH2)2OH when R2 is hydrogen or CH3 or C2H5, when said compound is in the racemic form;
- R1 is not (CH2)3OH when R2 is hydrogen or CH3 or C2H5, when said compound is in the racemic form;
- (3) when X is methylene:
- R1 and R2 are not both hydrogen when said compound is in the racemic form or in the R-form;
- R1 and R2 are not both CH3 when said compound is in the racemic form or in the R-form;
- R1 and R2 are not both C2H5 when said compound is in the racemic form or in the R-form;
- R1 is not hydrogen when R2 is CH3 when said compound is in the racemic form or in the R-form;
- and
- R1 is not hydrogen when R2 is C2H5 when said compound is in the racemic form or in the R-form.
A method for treating smooth muscle hyperactivity in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of the formula:
- including stereochemically isomeric forms thereof and pharmaceutically acceptable salts thereof, wherein:
- X is oxygen, —NH or methylene;
- R1 and R2 are independently selected from the group consisting of:
- hydrogen, an alkyl group having 1 to 4 carbon atoms, (CH2)2OH and (CH2)3OH, with the proviso that:
- (1) when X is oxygen:
- R1 and R2 are not both hydrogen;
- R1 is not hydrogen when R2 is hydrogen, CH3, C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- R1 is not CH3 when R2 is CH3, C2H5, C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- R1 is not C2H5, when R2 is C2H5, C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- R1 is not C3H7 when R2 is C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- and
- R1 is not C4H9 when R2 is C4H9, when said compound is in the racemic form or the R-form;
- (2) when X is —NH:
- R1 is not hydrogen when R2 is hydrogen, CH3, C2H5, C3H7 or C4H9 when said compound is in the racemic form or the R-form;
- R1 is not CH3 when R2 is CH3, C2H5, C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- R1 is not C2H5 when R2 is C2H5, C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- R1 is not C3H7 when R2 is C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- and
- R1 is not C4H9 when R2 is C4H9, when said compound is in the racemic form or the R-form;
- (3) when X is methylene:
- R1 is not hydrogen when R2 is hydrogen, CH3, C2H5, C3H7 or C4H9 when said compound is in the racemic form or the R-form;
- R1 is not CH3 when R2 is CH3, C2H5, C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- R1 is not C2H5 when R2 is CH2H5, C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- R1 is not C3H7 when R2 is C3H7 or C4H9, when said compound is in the racemic form or the R-form;
- and
- R1 is not C4H9 when R2 is C4H9, when said compound is in the racemic form or the R-form.
Dependencies are inferred from the claim text.