Abstract: (a) R.sub.1 and R.sub.5 are hydrogen and R.sub.3 is n-propyl, isobutyl, cyclopentylmethyl, benzyl or 2-(p-fluorophenyl)ethyl;(b) R.sub.1 is fluorine and R.sub.5 is hydrogen and R.sub.3 is n-propyl;(c) R.sub.1 is methyl and R.sub.5 is hydrogen and R.sub.3 is cyclopropylmethyl;(d) R.sub.1 is cyano and R.sub.5 is hydrogen and R.sub.3 is n-propyl;(e) R.sub.1 is hydrogen, R.sub.5 is methyl and R.sub.3 is alkyl of 2 to 5 carbon atoms, cycloalkylmethyl of 5 to 7 carbon atoms in the cycloalkyl part thereof or --(CH.sub.2).sub.n --R' wherein n is 0, 1 or 2 and R' is phenyl or monofluorophenyl; or(B) R is hydroxy, R.sub.1 is fluorine and R.sub.5 is hydrogen, and their physiologically hydrolysable derivatives, in which at least one hydroxy group is in esterifiedform, and their salts, elicit highly cardioselective beta 1 adrenoceptor blockade, and in most cases cardiospecific blockade, and relevant cardiotonic activity. These compounds can be used as therapeutic agents.
Type:
Grant
Filed:
June 11, 1990
Date of Patent:
September 24, 1991
Assignee:
William J. Louis
Inventors:
William J. Louis, Max-Peter Seiler, Andre Stoll
Abstract: Compounds of formula (I), ##STR1## characterized in that R signifies optionally substituted heteroaryl-, heteroarylakyl or heteroarylalkenyl, R.sub.1 signifies hydrogen or a substituent, R.sub.2 is hydroxy or a group --z--(CH.sub.2).sub.n --Y--R.sub.3 wherein R.sub.3 is hydrogen, alkyl, hydroxyalkyl, alkenyl, cycloalkyl, cycloalkylalkylene, hydroxy substituted cycloalkyl or cycloalkylalkylene, or optionally substituted aryl or aralkyl or aralkenyl moiety, and Y signifies oxygen or sulfur, and either Z is an oxygen atom and n is 2 or 3, or Z is a bond and n is 1, 2 or 3, A signifies alkylene or branched alkylene of 2 to 5 carbon atoms, W signifies a bond or imino, and X signifies a bond or imino, and their physiologically hydrolyzable derivatives, in which at least one hydroxy group is in esterified form. The compounds exhibit beta adrenoceptor blocking activity. Processes for the preparation of the compounds are also disclosed.
Type:
Grant
Filed:
January 14, 1987
Date of Patent:
December 11, 1990
Assignee:
William J. Louis
Inventors:
William J. Louis, Richard Berthold, Max-Peter Seiler, Andre Stoll
Abstract: The compounds of formula I, ##STR1## where the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterifield form, are useful as cardioselective .beta.-adrenoceptor blocking agents.
Type:
Grant
Filed:
March 9, 1987
Date of Patent:
March 28, 1989
Assignee:
William J. Louis
Inventors:
William J. Louis, Richard Berthold, Andre Stoll