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US 5,026,724 AGranted
Compounds with bronchodilator activity
AssigneeAkzo N.V.
InventorsRobert T. Logan, James Redpath, George McGarry, Robert G. Roy
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AssigneeAkzo N.V.
InventorsRobert T. Logan, James Redpath, George McGarry, Robert G. Roy
Estimating the term…
A method is provided for treating patients suffering from or susceptible to bronchoconstriction, particularly for patients suffering from an asthmatic attach which comprises the use of benzothiophene, benzofuran, dihydronaphthalene or indene derivatives represented by formula I ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is independently H, (1-4C) alkyl, (1-4C) halogen substituted alkyl, OH, (1-4C) alkoxy, (1-4C) halogen substituted alkoxy, NO.sub.2, CN, halogen, an unsubstituted or (1-4C) alkyl substituted amino group, or wherein two adjacent groups R.sup.1, R.sup.2, R.sup.3 or R.sup.4 together form methylenedioxy; X is S, O or (CH.sub.2).sub.m in which m is 1 or 2; R.sup.5 is H or (1-4C) alkyl; R.sup.6 is H, NH.sub.2 or (1-4C) alkyl; R.sup.7 is H, (1-4C) alkyl or OR.sup.8 in which R.sup.8 is H, (1-4C) alkyl or (1-8C) acyl; and its pharmaceutically acceptable salts for the preparation of a medicament with bronchodilator activity.
Method of treating asthma in a patient, comprising adminstering a bronchodilating effective amount of a compound of the formula I ##STR5## wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is independently H, (1-4C) alkyl, (1-4C) halogen substituted alkyl, OH, (1-4C) alkoxy, (1-4C) halogen substituted alkoxy or halogen,
A compound having bronchodilating activity of the formula ##STR6## wherein the oxime group consists of the geometrical E-isomer, essentially free from its Z-isomer, in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently H, (1-4C) alkyl, (1-4C) halogen substituted alkyl, OH, (1-4C) alkoxy, (1-4C) halogen substituted alkoxy or halogen and at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is (1-4C)halogen substituted alkyl, OH, (1-4C) alkoxy, (1-4C) halogen substituted alkoxy or halogen, R.sup.5 is H or (1-4C)alkyl, R.sup.8 is H, (1-4C)alkyl or (1-8C) acyl and x is S, and R.sup.6 is H or (1-4C) alkyl, with the proviso that if R.sup.6 is (2-4C) alkyl at least one of the groups R.sup.1 -R.sup.5 and R.sup.8 is not H.
Compound of the formula I ##STR7## wherein one or more of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represent (1-4C) halogen substituted alkoxy, R.sup.6 is NH.sub.2, R.sup.5 is H or (1-4C) alkyl, R.sup.7 is H or (1-4C) alkyl, or OR.sup.8 in which R.sup.8 is H, (1-4C) alkyl or (1-8C) acyl and X is S, and its pharmaceutically acceptable salts.
A compound having bronchodilating activity of the formula ##STR8## wherein the oxime group consists of the geometrical Z-isomer, essentially free from its E-isomer, in which R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently H, (1-4C) alkyl, (1-4C) halogen substituted alkyl, OH, (1-4C) alkoxy, (1-4C) halogen substituted alkoxy or halogen and at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is (1-4C) halogen substituted alkyl, OH, (1-4C) alkoxy, (1-4C) halogen substituted alkoxy or halogen, R.sup.5 is H or (1-4C) alkyl, R.sup.8 is H, (1-4C) alkyl or (1-8C) acyl, X is S, and R.sup.6 is H or (1-4C) alkyl with the proviso that when R.sup.6 is (2-4C) alkyl at least one of the groups R.sup.1 -R.sup.5 and R.sup.8 is not H.
Dependencies are inferred from the claim text.