Claims
- 1. A compound of the formula ##STR46## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;
- R.sub.2 is 2-, 3- or 4-pyridyl, phenyl or mono- or disubstituted phenyl, where the substituents are each individually alkoxy of 1 to 2 carbon atoms, fluorine, chlorine, bromine, trifluoromethyl, alkyl of 1 to 4 carbon atoms, hydroxyl or nitro; and
- R.sub.3 and R.sub.4 are each independently hydrogen or alkyl of 1 to 4 carbon atoms;
- where the aminomethyl substituent is attached to the 4- or 5-position of the pyrrolidine ring; provided, however, that when the aminomethyl substituent is attached to the 5-position of the pyrrolidine ring, R.sub.1 is methyl and R.sub.4 are hydrogen, R.sub.2 is other than phenyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 2. A compound of claim 1, where
- R.sub.1 is hydrogen;
- R.sub.2 is phenyl or o- or p-monosubstituted phenyl, where the substituent is fluorine, chlorine, methyl or methoxy; and
- R.sub.3 and R.sub.4 are each independently hydrogen, methyl or ethyl;
- or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 3. A compound of claim 1, which is 4-aminomethyl-1-benzyl-pyrrolidin-2-one or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 4. A compound of claim 1, which is 4-aminomethyl-1-(p-fluorobenzyl)-pyrrolidin-2-one or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 5. A compound of claim 1, which is 4-aminomethyl-1-(p-methoxybenzyl)-pyrrolidin-2-one or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 6. A compound of claim 1, which is 4-dimethylaminomethyl-1-benzyl-pyrrolidin-2-one or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 7. A compound of claim 1, which is 5-diethylaminomethyl-1-benzyl-pyrrolidin-2-one or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 8. A compound of claim 1, which is 5-aminomethyl-1-benzyl-pyrrolidin-2-one or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 9. A nootropic pharmaceutical composition consisting essentially of an inert pharmaceutical carrier and an effective nootropic amount of a compound of the formula ##STR47## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;
- R.sub.2 is 2-, 3- pr 4-pyridyl, phenyl or mono- or disubstituted phenyl, where the substituents are each individually alkoxy of 1 to 2 carbons atoms, fluorine, chlorine, bromine, trifluoromethyl, alkyl of 1 to 4 carbon atoms, hydroxyl or nitro; and
- R.sub.3 and R.sub.4 are each independently hydrogen or alkyl of 1 to 4 carbon atoms;
- where the aminomethyl substituent is attached to the 4- or 5-position of the pyrrolidine ring, or a non-toxic, pharmacologically acceptable acid addition salt thereof.
- 10. The method of alleviating conditions of impaired cerebral performance in a warm-blooded animal in need thereof, which comprises perorally or parenterally administering to said animal an effective nootropic amount of a compound of the formula ##STR48## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;
- R.sub.2 is 2-, 3- or 4-pyridyl, phenyl or mono- or disubstituted phenyl, where the substituents are each individually alkoxy of 1 to 2 carbon atoms, fluorine, chlorine, bromine, trifluoromethyl, alkyl of 1 to 4 carbon atoms, hydroxyl or nitro; and
- R.sub.3 and R.sub.4 are each independently hydrogen or alkyl of 1 to 4 carbon atoms; or
- where the aminomethyl substituent is attached to the 4- or 5-position of the pyrrolidine ring, or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Priority Claims (1)
Number |
Date |
Country |
Kind |
3336024 |
Oct 1983 |
DEX |
|
Parent Case Info
This is a division of copending application Ser. No. 06/878,828, filed June 26, 1986now U.S. Pat. No. 4,767,759; which in turn is a continuation-in-part of application Ser. No. 06/657,219, filed Oct. 3, 1984, now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4670456 |
Weber et al. |
Jun 1987 |
|
Foreign Referenced Citations (2)
Number |
Date |
Country |
0026970 |
Nov 1964 |
JPX |
002628 |
Feb 1966 |
JPX |
Divisions (1)
|
Number |
Date |
Country |
Parent |
878828 |
Jun 1986 |
|
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
657219 |
Oct 1984 |
|