Amnesia-reversal activity of a series of N-[(disubstituted-amino) alkyl]-2-oxo-1-pyrrolidineacetamides, including pramiracetam

…, YJ L'Italien, L Zweisler, PH Poschel…

Index: Butler; Nordin; L'Italien; Zweisler; Poschel; Marriott Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 684 - 691

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Citation Number: 36

Abstract

A series of N-[(dialkylamino) alkyl]-2-oxo-l-pyrrolidineacetamides was synthesized. The title compounds reversed electroconvulsive shock (ECS) induced amnesia in mice when administered subsequent to the ECS treatment and were inactive in a general observational test for central nervous system (CNS) activity. Active compounds exhibited an inverted U- shaped dose-response curve. Among the compounds with the broadest dose-response ...

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1-(3-aminopropyl)-2-pipecoline Structure

25560-00-3

1-(3-aminopropy...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

~66%

N-[3-(2-methylpiperidin-1-yl)propyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

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N-[3-(2-methylp...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

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Ethyl (2-oxo-1-...

N,N-diisobutyl-propanediyldiamine Structure

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N,N-diisobutyl-...

~54%

N-[3-[bis(2-methylpropyl)amino]propyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

88981-83-3

N-[3-[bis(2-met...

Diisobutylamine Structure

110-96-3

Diisobutylamine

~%

N-[3-[bis(2-methylpropyl)amino]propyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

88981-83-3

N-[3-[bis(2-met...

3-[bis(2-methylpropyl)amino]propanenitrile Structure

112359-49-6

3-[bis(2-methyl...

~%

N-[3-[bis(2-methylpropyl)amino]propyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

88981-83-3

N-[3-[bis(2-met...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

N,N-Diisopropyl-1,3-propanediamine Structure

53485-05-5

N,N-Diisopropyl...

~42%

N-[3-[di(propan-2-yl)amino]propyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

88981-84-4

N-[3-[di(propan...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

N,N'-di(propan-2-yl)butane-1,4-diamine Structure

13901-39-8

N,N'-di(propan-...

~65%

N-[4-[di(propan-2-yl)amino]butyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

88981-87-7

N-[4-[di(propan...

3-phenylpyrrolidin-2-one Structure

6836-97-1

3-phenylpyrroli...

ethyl 2-bromoacetate Structure

105-36-2

ethyl 2-bromoacetate

~45%

Ethyl (2-oxo-3-phenyl-1-pyrrolidinyl)acetate Structure

88981-96-8

Ethyl (2-oxo-3-...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

N,N-Diisopropylethylenediamine Structure

121-05-1

N,N-Diisopropyl...

~69%

pramiracetam Structure

68497-62-1

pramiracetam

2-(1-Piperidinyl)ethanamine Structure

27578-60-5

2-(1-Piperidiny...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

~77%

2-(2-oxopyrrolidin-1-yl)-N-(2-piperidin-1-ylethyl)acetamide Structure

68497-61-0

2-(2-oxopyrroli...

2-Piperidin-1-yl-propylamine Structure

54151-70-1

2-Piperidin-1-y...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

~50%

2-(2-oxopyrrolidin-1-yl)-N-(2-piperidin-1-ylpropyl)acetamide Structure

88995-80-6

2-(2-oxopyrroli...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

N',N'-bis(2-methylpropyl)ethane-1,2-diamine Structure

14156-98-0

N',N'-bis(2-met...

~54%

N-[2-[bis(2-methylpropyl)amino]ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

68497-65-4

N-[2-[bis(2-met...

1-(2-[(2-PYRIDYLSULFONYL)METHYL]-1,3-THIAZOL-4-YL)ETHAN-1-ONE Structure

54151-73-4

1-(2-[(2-PYRIDY...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

~43%

N-(2-methyl-2-piperidin-1-ylpropyl)-2-(2-oxopyrrolidin-1-yl)acetamide Structure

68497-69-8

N-(2-methyl-2-p...

2-Oxo-4-phenyl-1-pyrrolidineacetic Acid Ethyl Ester Structure

70291-40-6

2-Oxo-4-phenyl-...

2-aminoethyldiethylamine Structure

100-36-7

2-aminoethyldie...

~27%

N-[2-(diethylamino)ethyl]-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide Structure

68644-48-4

N-[2-(diethylam...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

3-Dimethylaminopropylamine Structure

109-55-7

3-Dimethylamino...

~70%

N-[3-(dimethylamino)propyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

70717-46-3

N-[3-(dimethyla...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

2-aminoethyldiethylamine Structure

100-36-7

2-aminoethyldie...

~71%

N-[2-(diethylamino)ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

70717-47-4

N-[2-(diethylam...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

1,1-Dimethylethylenediamine Structure

108-00-9

1,1-Dimethyleth...

~58%

N-[2-(dimethylamino)ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

70717-51-0

N-[2-(dimethyla...

Ethyl (2-oxo-1-pyrrolidinyl)acetate Structure

61516-73-2

Ethyl (2-oxo-1-...

(2-Aminoethyl)(methyl)(propan-2-yl)amine Structure

14157-00-7

(2-Aminoethyl)(...

~59%

N-[2-[methyl(propan-2-yl)amino]ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

70717-53-2

N-[2-[methyl(pr...

2-[methyl(propan-2-yl)amino]acetonitrile Structure

62842-31-3

2-[methyl(propa...

~%

N-[2-[methyl(propan-2-yl)amino]ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide Structure

70717-53-2

N-[2-[methyl(pr...


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