US 4,906,661 A · Esters of aryloxypropanolamine derivatives

Abstract

Novel compounds of the general formula ##STR1## wherein R.sub.1 is lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl, lower alkyl carboxymethyl, aryl carboxymethyl, aryl, or aralkyl; A is a direct bond, lower alkylene, or lower alkenylene; x is 1 or 2, provided that when x is greater than 1, different occurrences of the ##STR2## group may be the same or different; Ar is heterocyclic, unsubstituted aromatic or aromatic substituted with lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, halogen, acetamido, amino, nitro, lower alkylamino, hydroxy, lower hydroxyalkyl or cyano; W is alkylene containing from 1 to about 10 carbon atoms; and B is --NR.sub.2 COR.sub.3, --NR.sub.2 CONR.sub.3 R.sub.4, --NR.sub.2 SO.sub.2 R.sub.3, --NR.sub.2 SO.sub.2 NR.sub.3 R.sub.4, or --NR.sub.2 COOR.sub.5, wherein R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, alkoxyaryl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.3 and R.sub.5 are not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.3 or --NR.sub.2 COOR.sub.5, or R.sub.3 and R.sub.4 may together with N form a 5 to 7 membered heterocyclic group; and the pharmaceutically acceptable salts thereof.

Claims20

Dependent claims

A compound of the formula ##STR70## wherein R.sub.1 is lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl;

A is a direct bond, lower alkylene, or lower alkenylene;
x is 1 or 2, provided that when x is greater than 1, different occurrences of the ##STR71## group may be the same or different;
Ar is phenyl, unsubstituted or substituted with lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, halogen, acetamido, amino, nitro, lower alkylamino, hydroxy, lower hydroxyalkyl, or cyano;
W is alkylene containing from 1 to about 10 carbon atoms;
B is --NR.sub.2 SO.sub.2 R.sub.3, --NR.sub.2 SO.sub.2 NR.sub.3 R.sub.4, wherein R.sub.2 is hydrogen or alkyl of from 1 to about 6 carbon atoms and R.sub.3 and R.sub.4 may be the same or different and may be hydrogen, alkyl of from 1 to about 6 carbon atoms, alkoxy wherein the alkyl group contains from 1 to about 6 carbon atoms, alkoxyalkyl wherein the alkyl groups may be the same or different and each contain from 1 to about 6 carbon atoms, cycloakyl of from 3 to about 8 carbon atoms, alkenyl of from 2 to about 6 carbon atoms, alkynyl of from 2 to about 6 carbon atoms, or a cyclopentanyl, cyclohexanyl, phenyl group, or a pharmaceutically acceptable salt thereof.

2 more elements

A method for the treatment or prophylaxis of cardiac disorders in a mammal comprising administering to such mammal a shortacting .beta.-blocking compound of the formula ##STR74## wherein R.sub.1 is lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl;

A is a direct bond, lower alkylene, or lower alkenylene;
x is 1 or 2, provided that when x is greater than 1, different occurrences of the ##STR75## group may be the same or different;
Ar is phenyl unsubstituted or substituted with lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, halogen, acetamido, amino, nitro, lower alkylamino, hydroxy, lower hydroxyalkyl or cyano;
W is alkylene containing from 1 to about 10 carbon atoms;
and B is --NR.sub.2 SO.sub.2 R.sub.3, or --NR.sub.2 SO.sub.2 NR.sub.3 R.sub.4, wherein R.sub.2, R.sub.3, and R.sub.4 may each be hydrogen, alkyl, alkoxyalkyl, alkoxyaryl, cycloalkyl, alkenyl, alkynyl, except that R.sub.3 and is not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.3 or a pharmaceutically acceptable salt thereof.

2 more elements

A method of treating glaucoma or lowering intraocular pressure in a mammal, which comprises topically applying to the eye of said mammal an intraocular pressure-lowering effective amount of a compound of the formula ##STR78## wherein R.sub.1 is lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl, A is a direct bond, lower alkylene, or lower alkenylene;

x is 1 or 2, provided that when x is greater than 1, different occurrences of the ##STR79## group may be the same or different;
Ar is phenyl unsubstituted or substituted with lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, halogen, acetamido, amino, nitro, lower alkylamino, hydroxy, lower hydroxyalkyl or cyano;
W is alkylene containing from 1 to about 10 carbon atoms;
and B is --NR.sub.2 SO.sub.2 R.sub.3, or --NR.sub.2 SO.sub.2 NR.sub.3 R.sub.4, wherein R.sub.2, R.sub.3, and R.sub.4 may each be hydrogen, alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, except that R.sub.3 is not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.3 or a pharmaceutically acceptable salt thereof.

1 more element

Dependencies are inferred from the claim text.

Esters of aryloxypropanolamine derivatives

Life of this patent

Esters of aryloxypropanolamine derivatives

Life of this patent

Abstract

Claims20