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Generated: August 21, 2017

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Title: Octahydroindole-2-carboxylic acids
Abstract:What are disclosed are aminoacid compounds of the formula ##STR1## wherein n is 0 or 1, and salts thereof, said compounds and salts having hypotensive properties; methods for making the compounds; pharmaceutical compositions containing the compounds or salts; and use of the compounds and salts for treating hypertension.
Inventor(s): Geiger; Rolf (Frankfurt am Main, DE), Teetz; Volker (Hofheim am Taunus, DE), Urbach; Hansjorg (Kronberg/Taunus, DE), Scholkens; Bernward (Kelkheim, DE), Henning; Rainer (Giessen, DE)
Assignee: Hoechst Aktiengesellschaft (Frankfurt am Main, DE)
Application Number:06/565,887
Patent Claims: 1. A compound of the formula

or a physiologically tolerated salt thereof, wherein R.sub.1 is

(a) (C.sub.1 -C.sub.6)-alkyl or

(b) (C.sub.1 -C.sub.6)-alkyl substituted by

1) (C.sub.5 -C.sub.7)-cycloalkyl

2) amino,

3) (C.sub.1 -C.sub.6)-alkoxycarbonylamino,

4) (C.sub.1 -C.sub.6)-alkanoylamino, or

5) (C.sub.1 -C.sub.6)-alkoxyphenyl;

R.sub.2 is

(a) (C.sub.1 -C.sub.6)-alkyl,

(b) (C.sub.1 -C.sub.6)-alkyl substituted by

1) (C.sub.5 -C.sub.7)-cycloalkyl,

2) phenoxy,

3) phenoxy substituted by

3.1 halogen,

3.2 methyl, or

3.3 methoxy,

4) amino,

5) (C.sub.1 -C.sub.6)-alkylureido,

6) cyclohexylureido,

7) phenylureido,

8)

(C.sub.1 -C.sub.6)-alkylmercapto,

(C.sub.1 -C.sub.6)-alkylsulfinyl, or

(C.sub.1 -C.sub.6)-alkylsulfonyl,

9) phenylmercapto, phenylsulfinyl, or phenylsulfonyl,

10) benzylmercapto, benzylsulfinyl, or benzylsulfonyl,

11) a heterocycle selected from the group consisting of indole, imidazole, pyrrole, pyrazole, thiophene, thiazole, or

12) such a heterocycle substituted by

12.1 halogen,

12.2 methyl, or

12.3 amino; and

wherein R.sub.3 is hydrogen, (C.sub.1 -C.sub.6)-alkyl, or benzyl.

2. A compound as in claim 1 which is N-(1-S-carboethoxy-2-phenoxy-ethyl)-S-alanyl-octahydroindole-2-S-carboxyli c acid.

3. A compound as in claim 1 which is N-[1-S-carboethoxy-3-(3-indolyl)-propyl]-S-alanyl-octahydroindole-2-S-carb oxylic acid.

4. A compound as in claim 1 which is N-[1-S-carboethoxy-3-(3-indolyl)-ethyl]-S-alanyl-octahydroindole-2-S-carbo xylic acid.

5. A compound as in claim 1 which is N-[1-S-carboethoxy-3-(2-thienyl)-propyl]-S-alanyl-octahydroindole-2-S-carb oxylic acid.

6. A compound as in claim 1 which is N-(1-S-carboethoxy-2-phenylthioethyl)-S-alanyl-octahydroindole-2-S-carboxy lic acid.

7. A pharmaceutical preparation for the treatment of hypertension, said preparation comprising a hypotensively effective amount of a compound or salt as in claim 1 and a pharmaceutically acceptable carrier therefor.

8. A method for treating hypertension in a patient suffering therefrom, which method comprises orally, intravenously, or subcutaneously administering to said patient a hypotensively effective amount of a compound as in claim 1.
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