Carbamoyl-2-pyrrolidinone compounds

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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514369, 514371, 514423, 546208, 546209, 548185, 548190, 548191, 548538, A61K 3138, A61K 3140, A61K 3144

Patent

active

052294021

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to novel carbamoyl-2-pyrrolidinone compounds, and cerebral function improving compositions and cerebral metabolism activating or anoxic brain damage protecting compositions comprising the compound.


BACKGROUND ART

Carbamoyl-2-pyrrolidinone compounds are disclosed as herbicides in French Patent No. 2018820, as horticultural fungicides in JP-A-52-25026, or as agents for improving the quality of citrus fruits in JP-A-54-66265, 55-81857 and 55-153763, whereas nothing has been described about their use in compositions for improving cerebral functions and in compositions for activating cerebral metabolism or protecting anoxic brain damage as disclosed in the present invention.
Furthermore, even if some of the compounds defined in the claims appended hereto should be included in the group of compounds represented by the broad general formulae in the above prior-art literature, they have been deleted during the examination procedures, or are not identified in any way in the detailed description of the specifications. Thus, they have not been disclosed in any way specifically and are novel compounds. The other compounds of the present invention are novel compounds which have not been described in any literature.
With an increase in the population of advanced ages in recent years, patients with senile dementia are expected to increase in number, posing a serious problem medically and socially. Although various antidementia drugs have been investigated and developed in view of the situation, no compounds have been provided with satisfactory efficacy up to date. It has been strongly desired to develop medicaments for treating the disease.
An object of the present invention is to provide novel carbamoyl-2-pyrrolidinone compounds which are very useful as medicaments for treating senile dementia, i.e., as cerebral function improving agents and cerebral metabolism activators or anoxic brain damage protectives. Disclosure of the invention
The present invention provides carbamoyl-2-pyrrolidinone compounds represented by the formula ##STR3## wherein R.sup.1 is a hydrogen atom, hydroxyl or lower alkyl substituted or unsubstituted with hydroxyl, and R.sup.2 is phenyl, tetrahydronaphthyl, pyridyl or thiazolyl having or not having methoxy or lower alkylamino as a substituent, provided that when R.sup.1 is a hydrogen atom or unsubstituted lower alkyl, R.sup.2 is not unsubstituted phenyl.
Exemplary of lower alkyl groups represented by R.sup.1 herein and unsubstituted with hydroxyl are straight-chain or branched-chain alkyl groups having 1 to 5 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl and isopentyl. Examples of lower alkyl groups similarly represented and substituted with hydroxyl are lower alkyl groups containing 1 or 2 hydroxyl groups, such as hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxy-1-methylethyl, 2-hydroxy-1-methylethyl, 1,2-dihydroxyethyl, 1,2-dihydroxy-1-methylethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl and 1,2-dihydroxypropyl.
Examples of lower alkylamino groups included in groups represented by R.sup.2 are mono- or di-alkylamino groups such as methylamino, dimethylamino, ethylamino, diethylamino, propylamino, and dipropylamino.
When R.sup.2 is the formula (1) represents a substituted phenyl group, the group preferably has 1 to 3 substituents.
Among the compounds of the formula (1), preferable are those wherein R.sup.1 is a hydrogen atom, hydroxyl, methyl or hydroxymethyl, and R.sup.2 is phenyl, 5, 6, 7, 8-tetrahydro-1-naphthyl, pyridyl or thiazolyl having 1 to 3 methoxy groups or dimethylamino. More preferable are compounds of the formula (1) wherein R.sup.1 is a hydrogen atom or hydroxyl, and R.sup.2 is phenyl or tetrahydronaphthyl having methoxy.
We have further found that carbamoyl-2-pyrrolidinone compounds represented by the formula (2) ##STR4## wherein R.sup.1 is a hydrogen atom, hydroxyl or lower alkyl substituted or unsubstituted with hydroxyl, and R.sup.3 is phenyl, tetrah

REFERENCES:
Patent Journal (Including Trade Marks and Designs), May 1970, p. 146, G9/6693 abstract.

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