# US 5,334,720 A · Diphenyl-1-(aminoalkyl)-2-piperidinone and -2-pyrrolidinone derivatives having anticonvulsant properties

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- Number: US 5,334,720 A
- Document ID: US5334720A
- Status: Granted
- Kind: A
- Application number: 07/666,120
- Filed: 1991-03-07
- Granted: 1994-08-02
- Earliest claimed: 1991-03-07
- Assignees: Fisons Limited
- Inventors: Richard J. Schmiesing; Robert J. Murray
- Web page: https://patentgrep.com/patent/US5334720A

## CPC

- C07D 207/27: with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
- C07D 211/76: attached in position 2 or 6
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

Compounds of the formula I, ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently represent hydrogen, alkyl, phenyl or substituted phenyl with the proviso that two of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 are phenyl or substituted phenyl and two of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 are hydrogen or alkyl; m represents an integer from 1-2; and n represents an integer from 1-3; or a pharmaceutically acceptable salt thereof. The compounds are useful as pharmaceuticals, in particular, in the treatment of epilepsy.

## Claims

### Claim 1

A compound of formula I ##STR8## wherein R.sub.1 and R.sub.2 independently represent phenyl or phenyl substituted by one or more groups selected from halogen, hydroxyl, nitro, amino, C.sub.1-6 alkyl and C.sub.1-6 alkoxy;
R.sub.3 and R.sub.4 independently represent hydrogen or C.sub.1 -C.sub.6 alkyl;
R.sub.5 and R.sub.6 independently represent hydrogen, C.sub.1-6 alkyl or C.sub.3-6 cycloalkyl, or R.sub.5 and R.sub.6 together with the nitrogen form a C.sub.4-6 N heterocycle;
m represents an integer from 1-2; and
n represents an integer from 1-3;
or a pharmaceutically acceptable acid addition salt thereof.

### Claim 2 (depends on 1)

The compound of claim 1 wherein both R.sub.1 and R.sub.2 are phenyl.

### Claim 3 (depends on 1)

The compound of claim 1 wherein R.sub.1 and R.sub.2 are phenyl and R.sub.3 and R.sub.4 may be the same or different and are hydrogen or C.sub.1-6 alkyl.

### Claim 4 (depends on 1)

The compound of claim 1 selected from the group consisting of
1-[(methylamino)methyl]-5,5-diphenyl-2-piperidinone;
1-(aminomethyl)-5,5-diphenyl-2-piperidinone;
1-[(dimethylamino)methyl]-5,5-diphenyl-2-piperidinone;
1-[ethylamino)methyl -5,5-diphenyl-2-piperidinone;
1-[isopropylamino)methyl -5,5-diphenyl-2-piperidinone;
1[cyclopropylamino)methyl]-5,5-diphenyl-2-piperidinone;
1-[(propylamino)methyl]-5,5-diphenyl-2-piperidinone;
1-[3-(dimethylamino)propyl]-5,5-diphenyl-2-piperidinone;
1-[2-(dimethylamino)ethyl]-5,5-diphenyl-2-piperidinone;
1-(aminomethyl)-4,4-diphenyl-2-pyrrolidinone;
or a pharmaceutically acceptable acid addition salt thereof.