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Details for Patent: 3,873,600

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Details for Patent: 3,873,600

Title: Phenoxycarbamates
Abstract:Para-substituted phenoxy-hydroxypropylamines having the general formula ##SPC1## 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 (S-415 06 Goteborg, SW), Carlsson; Per Arvid Emil (S-413 19 Goteborg, SW), Carlsson; Stig Ake Ingemar (S-435 00 Molnlycke, SW), Corrodi; Hans Rudolf (S-151 33 Sodertalje, SW), Ek; Lars (S-430 34 Onsala, SW), Ablad; Bengt Arne Hjalmar (S-411 28 Goteborg, SW)
Assignee:
Filing Date:Mar 19, 1973
Application Number:05/342,749
Claims:1. A compound of formula ##SPC20##

and pharmaceutically acceptable, non-toxic acid addition salts thereof, wherein R' is an isopropyl or tertiary butyl radical; Z is -NHCOOR", R" being 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 levo-rotatory to claim 1 in optically active form, as the levo-rotary antipode and pharmaceutically acceptable, non-toxic acid addition salts thereof.

4. A compound according to claim 1 in optically active form, as the dextro-rotatory antipode and pharmaceutically acceptable, non-toxic acid addition salts thereof.

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

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

7. The compound of the claim 1 (-)-1-isopropylamino-3-[p-(.beta.-methoxycarbonylaminoethyl-phenoxyl]-prop anol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

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

9. The compound of claim 1, 1-isopropylamino-3-[p-(.gamma.-methoxycarbonylaminopropyl)-phenoxy]-propan ol-2 and pharmaceutically acceptable, non-toxic acid addition salts thereof.

10. The compound of claim 1 wherein R'is tertiary.-butyl.

11. The compound of claim 1, 1-tert.-butylamino-3-[p-(.beta.-methoxycarbonyluminoethyl)-phenoxy]-propan ol-2and pharmaceutically acceptable, non-toxic acid addition salts thereof.
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