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EP0190920A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Method of enhancing memory or correcting memory deficiency with arylamido (and arylthioamido)azabicycloalkanes

Assignee: Synthelabo SA
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Filing: 1986-02-04
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Granted: —
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Expires: 2006-02-04
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Abstract

Abstract Memory is improved or memory deficiency is corrected by compounds havinq the formula: wherein n', n', n 3 and n 4 = O to 3; R', R 2 , R 3 and R 4 = H, loweralkyl or phenyl; R 5 = H or loweralkyl; X = O or S; Ar = phenyl, substituted phenyl, pyridinyl, furanyl, thienyl, methoxy-1H-benzotriazoly, indolinyl, methoxy- indolinyl, methoxypyrimidinyl, amino-methoxy-pyrimadinyl, 1,3-benzodioxolyl, or naphthalenyl, and the pharmaceutically acceptable acid addition slats, hydrates and alcoholates thereof.

Inventors

  • 👤 William John Welstead, Jr.

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-02 21:55
CPC Classifications
C; C07; C07D; C07D453/00; C07D453/02; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/44; A61K31/445; A61K31/495; A61P; A61P25/00; A61P25/28

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 130 words
The use of a compound of general formula I: wherein each of n 1 , n 2 , n 3 and n 4 is an integer from zero to three inclusive; each of R 1 , R 2 , R 3 and R 4 independently represents a hydrogen atom or a loweralkyl or phenyl group; R 5 represents a hydrogen atom or a loweralkyl group; X represents an oxygen or sulphur atom; Ar represents Y represents a hyrogen or halogen atom or a loweralkoxy, loweralkylthio, trifluoromethyl, amino, loweralkylamino, diloweralkylamino, acylamino, acyl, aminosulphonyl, nitro, or aminocarbonyl; m is an integer from one to three inclusive; Z represents an amino, loweralkylamino or diloweralkylamino group, or a pharmaceutically acceptable acid addition salt, in the manufacture of an agent for enhancing learning or memory.
Claim 2
Dependent Claim 130 words
The use of a compound of general formula I: wherein each of n 1 , n 2 , n 3 and n 4 is an integer from zero to three inclusive; each of R 1 , R 2 , R 3 and R 4 independently represents a hydrogen atom or a loweralkyl or phenyl group; R 5 represents a hydrogen atom or a loweralkyl group; X represents an oxygen or sulphur atom; Ar represents Y represents a hyrogen or halogen atom or a loweralkoxy, loweralkylthio, trifluoromethyl, amino, loweralkylamino, diloweralkylamino, acylamino, acyl, aminosulphonyl, nitro, or aminocarbonyl; m is an integer from one to three inclusive; Z represents an amino, loweralkylamino or diloweralkylamino group, or a pharmaceutically acceptable acid addition salt, in the manufacture of an agent for enhancing learning or memory.
Claim 3
Dependent Claim 28 words
The use of a compound as claimed in Claim 1, wherein n l = 1, n 2 = 2, n 3 = 1 and n 4 = 0.
Claim 4
Dependent Claim 22 words
The use of a compound as claimed in Claim 1 or 2, wherein R 1 and R 2 both represent hydrogen atoms.
Claim 5
Dependent Claim 19 words
The use of a compound as claimed in Claim 1, 2 or 3, wherein X represents an oxygen atom.
Claim 6
Dependent Claim 18 words
The use of a compound as claimed in any one of Claims 1 to 4, wherein Ar represents
Claim 7
Dependent Claim 26 words
The use of a compound as claimed in any one of Claims 1 to 4, wherein Ar represents wherein Am represents an amino or methylamino group.
Claim 8
Dependent Claim 56 words
The use of 4-amino-N-(azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)- 5-chloro-2-methoxy-4-methyl-aminobenzamide, N -(1-azabicyclo[2.2.2]oct-3-yl)-2-methoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2,4-dimethoxybenzamide, N -(1-azabicyclo[2.2.2]oct-3-yl)-2-propoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-3-methoxy-2-naphthalene carboxamide, 4-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxythiobenzamide, N -(1-azabicyclo[2.2.2]oct-3-yl)-4-nitrobenzamide, 4-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide, 5-aminosulphonyl-N-(1-azabicyclo[2.2.2]oct-3=yl-2- methoxy-benzamide, 2-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-pyridinecarboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-furancarboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-fluorobenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-thiophenecarboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2,6-dimethoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-H-indole-5-carboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-methoxy-5-(methyl- sulphonyl)benzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-5-bromo-2,4-dimethoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-3-methoxybenzamide or N-(1-azabicyclo[2.2.2]oct-3-yl)-3-fluorobenzamide, or a pharmaceutically acceptable acid addition salt of any of these compounds, in the manufacture of an agent for enhancing learning or memory.
Claim 9
Dependent Claim 56 words
The use of 4-amino-N-(azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)- 5-chloro-2-methoxy-4-methyl-aminobenzamide, N -(1-azabicyclo[2.2.2]oct-3-yl)-2-methoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2,4-dimethoxybenzamide, N -(1-azabicyclo[2.2.2]oct-3-yl)-2-propoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-3-methoxy-2-naphthalene carboxamide, 4-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxythiobenzamide, N -(1-azabicyclo[2.2.2]oct-3-yl)-4-nitrobenzamide, 4-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide, 5-aminosulphonyl-N-(1-azabicyclo[2.2.2]oct-3=yl-2- methoxy-benzamide, 2-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-pyridinecarboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-furancarboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-fluorobenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-thiophenecarboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2,6-dimethoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-H-indole-5-carboxamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-2-methoxy-5-(methyl- sulphonyl)benzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-5-bromo-2,4-dimethoxybenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-3-methoxybenzamide or N-(1-azabicyclo[2.2.2]oct-3-yl)-3-fluorobenzamide, or a pharmaceutically acceptable acid addition salt of any of these compounds, in the manufacture of an agent for enhancing learning or memory.

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