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US5488049A
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Method of treating learning and memory disorders using benzothiadiazide derivatives as nootropic agents
Assignee: FIDIA RESEARCH FOUNDATION
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Filing: 1993-12-10
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Granted: 1996-01-30
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Expires: 2013-12-10
Abstract
Abstract The present invention is directed to the use of benzothiadiazide derivatives as nootropic agents to treat memory and learning disorders.
Inventors
- 👤 Erminio Costa
- 👤 Alessandro Guidotti
- 👤 Mario Baraldi
- 👤 Mariella Bertolino
- 👤 Maria DiBella
- 👤 Stefano Vicini
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 21:54
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/15; C07D285/16; C07D285/18; C07D285/20; C07D285/22; C07D285/24; C07D285/26; C07D285/28; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/54; C07D285/30
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
341 words
A method of treating memory disorders and learning disorders which comprises administering to a mammal a need of treatment an effective amount to treat learning disorders or memory disorders of a compound having the formula: ##STR10## R 1 is H or halogen, or SO 2 NH 2 ; R 2 is H or halogen; R 3 is C 1 -C 8 straight or branched alkyl, C 2 -C 8 straight or branched alkenyl, C 2 -C 8 straight or branched alkynyl, C 1 -C 8 straight or branched alkyl, substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkenyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkynyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 9 -cycloalkenyl group, a C 6 -C 8 -bicycloalkyl, or a C 6 -C 8 bicycloalkenyl group, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkenyl, C 6 -C 8 bicycloalkyl, or C 6 -C 8 bicycloalkenyl; with the proviso that when R 1 is SO 2 NH 2 and R 2 is halogen, R 3 is not C 6 -C 8 bicycloalkenyl; or a pharmaceutically acceptable salt thereof.
Claim 2
Independent Claim
341 words
A method of treating memory disorders and learning disorders which comprises administering to a mammal a need of treatment an effective amount to treat learning disorders or memory disorders of a compound having the formula: ##STR10## R 1 is H or halogen, or SO 2 NH 2 ; R 2 is H or halogen; R 3 is C 1 -C 8 straight or branched alkyl, C 2 -C 8 straight or branched alkenyl, C 2 -C 8 straight or branched alkynyl, C 1 -C 8 straight or branched alkyl, substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkenyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkynyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 9 -cycloalkenyl group, a C 6 -C 8 -bicycloalkyl, or a C 6 -C 8 bicycloalkenyl group, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkenyl, C 6 -C 8 bicycloalkyl, or C 6 -C 8 bicycloalkenyl; with the proviso that when R 1 is SO 2 NH 2 and R 2 is halogen, R 3 is not C 6 -C 8 bicycloalkenyl; or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
40 words
The method according to claim 1 wherein said compound has the formula: ##STR11## wherein R 1 is H; R 2 is Cl; and R 3 is a C 1 -C 8 straight chain alkyl; or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
40 words
The method according to claim 1 wherein said compound has the formula: ##STR12## wherein R 1 is Cl; R 2 is H; and R 3 is a C 1 -C 8 straight chain alkyl; or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
43 words
The method according to claim 1, wherein said compound has the formula: ##STR13## wherein R 1 is SO 2 NH 2 ; R 2 is Cl; and R 3 is C 1 -C 8 straight chain alkyl or a pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
13 words
The method according to claim 2 wherein R 3 is CH 3 .
Claim 7
Dependent Claim
13 words
The method according to claim 3 wherein R 3 is CH 3 .
Claim 8
Dependent Claim
13 words
The method according to claim 4 wherein R 3 is CH 3 .
Claim 9
Dependent Claim
19 words
The method according to claim 2 wherein R 3 is CH 2 Cl or CH 2 CH 2 Cl.
Claim 10
Dependent Claim
19 words
The method according to claim 3, wherein R 3 is CH 2 C1 or CH 2 CH 2 Cl.
Claim 11
Dependent Claim
19 words
The method according to claim 4 wherein R 3 is CH 2 Cl or CH 2 CH 2 Cl.
Claim 12
Independent Claim
352 words
A method of treating memory disorders and learning disorders which comprises administering to a mammal a need of treatment an effective amount to treat learning disorders or memory disorders of a (+) enantiomer of a compound having the formula: ##STR14## wherein * indicates the chiral carbon atom; R 1 is H or halogen, or SO 2 NH 2 ; R 2 is H or halogen; R 3 is C 1 -C 8 straight or branched alkyl, C 2 -C 8 straight or branched alkenyl, C 2 -C 8 straight or branched alkynyl, C 1 -C 8 straight or branched alkyl, substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkenyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkynyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl, or a C 6 -C 8 bicycloalkenyl group, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkenyl, C 6 -C 8 bicycloalkyl, or C 6 -C 8 bicycloalkenyl; with the proviso that when R 1 is SO 2 NH 2 and R 2 is halogen, R 3 is not C 6 -C 8 bicycloalkenyl; or a pharmaceutically acceptable salt thereof.
Claim 13
Independent Claim
352 words
A method of treating memory disorders and learning disorders which comprises administering to a mammal a need of treatment an effective amount to treat learning disorders or memory disorders of a (+) enantiomer of a compound having the formula: ##STR14## wherein * indicates the chiral carbon atom; R 1 is H or halogen, or SO 2 NH 2 ; R 2 is H or halogen; R 3 is C 1 -C 8 straight or branched alkyl, C 2 -C 8 straight or branched alkenyl, C 2 -C 8 straight or branched alkynyl, C 1 -C 8 straight or branched alkyl, substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkenyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl or a C 6 -C 8 bicycloalkenyl group, C 2 -C 8 straight or branched alkynyl group substituted with a halogen, NH 2 , N-C 1 -C 4 -alkyl substituted amine, N,N'-C 1 -C 4 -alkyl disubstituted amine, C 1 -C 4 -alkoxy group, C 1 -C 4 -thioalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 6 cycloalkenyl group, a C 6 -C 8 -bicycloalkyl, or a C 6 -C 8 bicycloalkenyl group, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkenyl, C 6 -C 8 bicycloalkyl, or C 6 -C 8 bicycloalkenyl; with the proviso that when R 1 is SO 2 NH 2 and R 2 is halogen, R 3 is not C 6 -C 8 bicycloalkenyl; or a pharmaceutically acceptable salt thereof.
Claim 14
Dependent Claim
17 words
The method according to claim 11 wherein said effective amount is 0.1 to 100 mg/kg body weight.
Claim 15
Dependent Claim
51 words
A method at treating memory or learning disorders according to claim 11 which comprises administering to a mammal in need thereof an effective memory and learning enhancing amount of the (+) enantiomer of a compound having the formula: ##STR15## wherein * represents the chiral carbon; or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-01-29 | 1999-07-31 | 2000-01-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-01-29 | 2003-07-31 | 2004-01-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-01-29 | 2007-07-31 | 2008-01-30 | $7700.00 | Window Closed / Lapsed |