EP0272052A1
Expired / Lapsed
EP
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Anxiolytic-N-(1-Azabicyclo[2.2.2]Oct-3-yl) Benzamides and Thobenzamides
Assignee: AH Robins Co Inc
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Filing: 1987-12-10
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Granted: —
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Expires: 2007-12-10
Abstract
Abstract Compounds of general formula I: wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents hydrogen or loweralkyl; and n is 1 or 2 and their pharmaceutically acceptable acid addition salts have anxiolytic activity. In particular, they have activity against anxiety induced by the withdrawal from ingested substances such as narcotics (eg cocaine), alcohol and nicotine.
Inventors
- 👤 Robert John Naylor
- 👤 Brenda Naylor-Costall
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-02 15:59
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/44; A61K31/445; C; C07; C07D; C07D453/00; C07D453/02
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
56 words
The use of a compound of general formula I: wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents hydrogen or loweralkyl; and n is 1 or 2 or a pharmaceutically acceptable acid addition salt thereof, in the manufacture of a medicament having anxiolytic activity.
Claim 2
Dependent Claim
56 words
The use of a compound of general formula I: wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents hydrogen or loweralkyl; and n is 1 or 2 or a pharmaceutically acceptable acid addition salt thereof, in the manufacture of a medicament having anxiolytic activity.
Claim 3
Dependent Claim
20 words
The use as claimed in Claim 1, wherein, in general formula I, R² represents a 3- or 5- halo substituent.
Claim 4
Dependent Claim
22 words
The use as claimed in Claim 1 or 2, wherein, in general formula I, R² represents a 4-amino, 4-methylamino or 4-dimethylamino substituent.
Claim 5
Dependent Claim
18 words
The use as claimed in Claim 1, 2 or 3, wherein, in general formula I, X represents oxygen.
Claim 6
Dependent Claim
27 words
The use of 4-amino-N-(1-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-methylaminobenzamide, 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, 4-amino-N-(1-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-methylaminobenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-3-methoxy-2-naphthalenecarboximide, 4-amino-N-(1-aza-2-methyl-bicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide, or a pharmaceutically acceptable salt thereof, in the manufacture of a medicament having anxiolytic activity.
Claim 7
Dependent Claim
27 words
The use of 4-amino-N-(1-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-methylaminobenzamide, 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, 4-amino-N-(1-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-methylaminobenzamide, N-(1-azabicyclo[2.2.2]oct-3-yl)-3-methoxy-2-naphthalenecarboximide, 4-amino-N-(1-aza-2-methyl-bicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide, or a pharmaceutically acceptable salt thereof, in the manufacture of a medicament having anxiolytic activity.
Claim 8
Dependent Claim
73 words
A pharmaceutical composition comprising a compound of general formula I wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents hydrogen or loweralkyl; and n is 1 or 2 or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable carrier therefor, the composition being adapted to deliver less than 5 mg of the compound of general formula I per day.
Claim 9
Dependent Claim
73 words
A pharmaceutical composition comprising a compound of general formula I wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents hydrogen or loweralkyl; and n is 1 or 2 or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable carrier therefor, the composition being adapted to deliver less than 5 mg of the compound of general formula I per day.
Claim 10
Dependent Claim
65 words
A pharmaceutical composition in unit dose form, the composition comprising up to 500 mcg of a compound of general formula I wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents hydrogen or loweralkyl; and n is 1 or 2 or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable carrier therefor.
Claim 11
Dependent Claim
65 words
A pharmaceutical composition in unit dose form, the composition comprising up to 500 mcg of a compound of general formula I wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents hydrogen or loweralkyl; and n is 1 or 2 or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable carrier therefor.
Claim 12
Dependent Claim
28 words
A pharmaceutical composition as claimed in claim 6 or 7, wherein the compound of general formula I is as defined in any one of claims 2 to 5.
Claim 13
Dependent Claim
52 words
A pharmaceutical composition comprising a compound of general formula IA: wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents loweralkyl; and n is 1 or 2, or a pharmaceutically acceptable acid addition salt thereof and a pharmaceutically acceptable carrier therefor.
Claim 14
Dependent Claim
52 words
A pharmaceutical composition comprising a compound of general formula IA: wherein: X represents oxygen or sulphur; R¹ represents loweralkyl; R² represents hydrogen, halo, 4,5-benzo, loweralkoxy, amino, methylamino or dimethylamino; R³ represents loweralkyl; and n is 1 or 2, or a pharmaceutically acceptable acid addition salt thereof and a pharmaceutically acceptable carrier therefor.
Claim 15
Dependent Claim
17 words
A pharmaceutical composition comprising 4-amino-N-(1-aza-2-methyl-bicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier therefor.
Claim 16
Dependent Claim
17 words
A pharmaceutical composition comprising 4-amino-N-(1-aza-2-methyl-bicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier therefor.
References Cited (Backward Citations)
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