POTENTIAL NOOTROPIC AGENTS - SYNTHESIS OF SOME 1,4-DISUBSTITUTED 2-OXOPYRROLIDINES AND SOME RELATED-COMPOUNDS

Citation
V. Valenta et al., POTENTIAL NOOTROPIC AGENTS - SYNTHESIS OF SOME 1,4-DISUBSTITUTED 2-OXOPYRROLIDINES AND SOME RELATED-COMPOUNDS, Collection of Czechoslovak Chemical Communications, 59(5), 1994, pp. 1126-1136
Citations number
11
Categorie Soggetti
Chemistry
ISSN journal
00100765
Volume
59
Issue
5
Year of publication
1994
Pages
1126 - 1136
Database
ISI
SICI code
0010-0765(1994)59:5<1126:PNA-SO>2.0.ZU;2-7
Abstract
4-(Aminomethyl)-1-benzyl-2-oxopyrrolidine (VI) was transformed by trea tment with (4-benzhydrylpiperazin-1-yl)carbonyl chlorides IIIb - IIId and with (4-methylpiperazin-1-yl)carbonyl chloride (IIIa) to the carbo xamides IVa - IVd. Heating of 1-(ethoxycarbonylmethyl)-2,4-dioxopyrrol idine (XIX) in acetonitrile in the presence of water afforded XVIIIa. Treatment with ammonia led to the diamide XVIIIc, while alkaline hydro lysis of XVIIIa gave the dicarboxylic acid XVIIIb. inomethyl)-1-(4-met hylthiobenzyl)-2-oxopyrrolidine (XII) was prepared by the reaction of 4-(methylthio)benzylamine with itaconic acid and the following sequenc e of reactions starting from the obtained carboxylic acid VII includin g esterification, reduction and treatment the obtained alcohol IX with thionyl chloride, synthesis of phthalimido derivative XI and hydrazin olysis. Amine XII added to 4-chlorophenyl isocyanate formed XIII. The compounds prepared were tested for nootropic activity.