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Last Updated: December 22, 2024

Claims for Patent: 3,998,790


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Summary for Patent: 3,998,790
Title: Phenoxy-hydroxypropylamines, their preparation, and method and pharmaceutical preparations for treating cardiovascular diseases
Abstract:Para-substituted phenoxy-hydroxypropylamines having the general formula ##STR1## and pharmaceutically acceptable, non-toxic acid addition salts thereof, wherein R' is an isopropyl or tertiarybutyl radical; Z is a member selected from the group consisting of -OR", -SR", and -NHCOOR", R" being a straight or branched lower alkyl radical having 1 to 3 carbon atoms; and n is 1, 2, or 3, are disclosed as are methods for their preparation. Pharmaceutical preparations are prepared whose active ingredients include at least one of the newly discovered phenoxy-hydroxypropylamine compounds. Therapeutically effective doses of these preparations selectively block the .beta.-receptors of the heart making them useful in treating heart diseases in animals including humans.
Inventor(s): Brandstrom; Arne Elof (Goteborg, SW), Carlsson; Per Arvid Emil (Goteborg, SW), Carlsson; Stig Ake Ingemar (Molnlycke, SW), Corrodi; Hans Rudolf (Sodertalje, SW), Ek; Lars (Onsala, SW), Ablad; Bengt Arne Hjalmar (Goteborg, SW)
Assignee: Aktiebolaget Hassle (Goteborg, SW)
Application Number:05/433,451
Patent Claims: 1. A compound of the formula ##STR21## and pharmaceutically acceptable, non-toxic acid addition salts thereof, wherein R' is an isopropyl or tertiary butyl radical; Z is a member selected from the group consisting of -OR", and -SR", R" being a straight or branched alkyl radical having 1 to 3 carbon atoms; and n is 1, 2, or 3.

2. A compound according to claim 1 in racemic form and pharmaceutically acceptable, non-toxic acid addition salts thereof.

3. A compound according to claim 1 resolved into its optically active, levo-rotatory isomers and pharmaceutically acceptable, non-toxic acid addition salts thereof.

4. A compound according to claim 1 resolved into its optically active, dextro-rotatory isomer and pharmaceutically acceptable, non-toxic acid addition salts thereof.

5. A compound according to claim 1 wherein R' is isopropyl.

6. A compound according to claim 1 wherein Z is -OR".

7. A compound according to claim 1 wherein Z is -SR".

8. A compound according to claim 5 wherein Z is -OR" or -SR".

9. The compound of claim 1 (.+-.)-1-isopropylamino-3-[p-(.beta.-methoxyethylphenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

10. The compound of claim 1 (-)-1-isopropylamino-3-[p-(.beta.-methoxyethylphenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

11. The compound of claim 1 (+0-1-isopropylamino-3-[p-(.beta.-methoxyethylphenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

12. The compound of claim 1 (.+-.)-1-isopropylamino-3-[p-(.beta.-ethoxyethyl)-phenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

13. The compound of claim 1 (-)-1-isopropylamino-3-[p-(.beta.-ethoxyethyl)-phenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

14. The compound of claim 1 (+)-1-isopropylamino-3-[p-(.beta.-ethoxyethyl)-phenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

15. The compound of claim 1 (.+-.)-1-isopropylamino-3-[p-(ethoxymethyl)-phenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

16. The compound of claim 1 (-)-1-isopropylamino-3-[p-(ethoxymethyl)-phenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

17. The compound of claim 1 (+)-1-isopropylamino-3-[p-ethoxymethyl)-phenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

18. The compound of claim 1 wherein R' is tert.-butyl.

19. The compound of claim 1 (.+-.)-1-isopropylamino-3-[p-(.beta.-methylmercaptoethyl)-phenoxy]-propano l-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

20. The compoud of claim 1 (.+-.)-1-isopropylamino-3-[p-(.gamma.-methoxypropyl)-phenoxy]-propanol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

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