# US 4,400,511 A · 2-Substituted octahydropyrrolo(1,2-A)-pyrazine-3-carboxylic acids

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- Number: US 4,400,511 A
- Document ID: US4400511A
- Status: Granted
- Kind: A
- Application number: 06/375,858
- Filed: 1982-05-07
- Granted: 1983-08-23
- Earliest claimed: 1982-05-07
- Assignees: American Home Products Corporation
- Inventors: Meier E. Freed
- Web page: https://patentgrep.com/patent/US4400511A

## CPC

- C07D 487/04: Ortho-condensed systems
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

The compounds ##STR1## where R is hydrogen, alkyl, phenylalkyl or dialkylamino alkyl; R.sup.1 is hydrogen, alkyl or phenyl; X is --S-- or --NH-- A is hydrogen, acyl, aroyl, alkyl or substituted alkyl in which the substituent is alkoxycarbonyl or phenylalkyl; n is 0, 1 or 2; or a pharmaceutically acceptable salt thereof are antihypertensive agents of the ACE inhibitor type.

## Claims

### Claim 1

A compound of the formula ##STR5## in which R is hydrogen, alkyl of 1 to 6 carbon atoms, phenylalkyl of 7 to 12 carbon atoms, or dialkylaminoalkyl where each alkyl group has 1 to 6 carbon atoms;
R.sup.1 is hydrogen, alkyl of 1 to 6 carbon atoms or phenyl;
X is --S-- or --NH--;
A is hydrogen, alkyl of 1 to 6 carbon atoms, alkoxycarbonylalkyl in which each alkyl moiety has 1 to 6 carbon atoms, phenylalkyl of 7 to 12 carbon atoms, phenyl(alkoxycarbonyl)alkyl in which each alkyl group has 1 to 6 carbon atoms, alkanoyl of 2 to 7 carbon atoms, benzoyl or naphthoyl;
and n is one of the integers 0, 1 or 2 or a pharmaceutically acceptable salt thereof.

### Claim 2 (depends on 1)

The compound of claim 1 which is 4-(3-benzoylthio-2-methylpropionyl)-1,4-diazabicyclo[4.3.0]nonane-3-carbox ylic acid or a pharmaceutically acceptable salt thereof.

### Claim 3 (depends on 1)

The compound of claim 1 which is 4-(3-mercapto-2-methylpropionyl)-1,4-diazabicyclo[4.3.0]nonane-3-carboxyli c acid or a pharmaceutically acceptable salt thereof.

### Claim 4 (depends on 1)

The compound of claim 1 which is 4-(3-benzoylthiopropionyl)-1,4-diazabicyclo[4.3.0]nonane-3-carboxylic acid or a pharmaceutically acceptable salt thereof.

### Claim 5 (depends on 1)

The compound of claim 1 which is 4-(3-mercaptopropionyl)-1,4-diazabicyclo[4.3.0]nonane-3-carboxylic acid or a pharmaceutically acceptable salt thereof.

### Claim 6 (depends on 1)

The compound of claim 1 which is 4-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,4-diazabicy clo[4.3.0nonane-3-carboxylic acid or a pharmaceutically acceptable salt thereof.