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US4530929A
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Benzotricyclic nitrogen-containing diones and their use in reversing electroconvulsive shock-induced amnesia
Assignee: Warner Lambert Co LLC
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Filing: 1984-02-02
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Granted: 1985-07-23
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Expires: 2004-02-02
Abstract
Abstract A class of novel fused-ring, benzotricyclic, nitrogen-containing diones useful as agents in reversing electroconvulsive shock-induced amnesia. A method of preparing the compounds, pharmaceutical compositions including the compounds, and a method of reversing electroconvulsive shock-induced amnesia are disclosed.
Inventors
- 👤 Donald E. Butler
- 👤 Michael R. Pavia
- 👤 Fred M. Hershenson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:58
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/22; C07D215/227; A; A61; A61P; A61P25/00; A61P25/28; A61P43/00; C07C; C07C205/00; C07C205/13; C07C205/19; C07C205/49; C07C205/57; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/32; C07D209/38; C07D455/00; C07D455/03; C07D455/04; C07D471/00; C07D471/02; C07D471/06
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
72 words
A compound having the structural formula I: ##STR6## wherein x and y are independently zero or one, with the proviso that x and y many not both be zero, and wherein R is hydrogen, halogen; hydroxyl; --OR 1 where R 1 is alkyl from one to six carbon atoms, phenyl, or phenylmethyl; or --NR 2 R 3 where R 2 and R 3 are alkyl of from one to six carbon atoms.
Claim 2
Dependent Claim
72 words
A compound having the structural formula I: ##STR6## wherein x and y are independently zero or one, with the proviso that x and y many not both be zero, and wherein R is hydrogen, halogen; hydroxyl; --OR 1 where R 1 is alkyl from one to six carbon atoms, phenyl, or phenylmethyl; or --NR 2 R 3 where R 2 and R 3 are alkyl of from one to six carbon atoms.
Claim 3
Dependent Claim
15 words
A compound in accordance with claim 1 wherein x is zero and y is one.
Claim 4
Dependent Claim
14 words
A compound in accordance with claim 2 wherein x and y are both one.
Claim 5
Dependent Claim
11 words
A compond in accordance with claim 2 having the name 5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2,4(1H)dione.
Claim 6
Dependent Claim
11 words
A compound in accordance with claim 3 having the name 1,2,6,7-Tetrahydro-3H,5H-benzo[ij]quinolizine-3,5-dione.
Claim 7
Dependent Claim
11 words
A compound in accordance with claim 2 having the name 8-Fluoro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline2,4(1H)-dione.
Claim 8
Dependent Claim
11 words
A compound in accordance with claim 3 having the name 9-Chloro-1,2,6,7-tetrahydro-3H,5H-benzo[ij]quinolizine-3,5-dione.
Claim 9
Dependent Claim
12 words
A compound in accordance with claim 2 having the name 8-Bromo-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline 2,4(1H)-dione.
Claim 10
Dependent Claim
11 words
A compound in accordance with claim 3 having the name 9-Methoxy-1,2,6,7-tetrahydro-3H,5H-benzo[ij]quinolizine-3,5-dione.
Claim 11
Dependent Claim
11 words
A compound in accordance with claim 2 having the name 8-Phenoxy-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2,4(1H)-dione.
Claim 12
Dependent Claim
11 words
A compound in accordance with claim 3 having the name 9-Hydroxy-1,2,6,7-tetrahydro-3H,5H-benzo[ij]quinolizine-3,5-dione.
Claim 13
Dependent Claim
11 words
A compound in accordance with claim 2 having the name 8-Phenylmethoxy-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2,4(1H)-dione.
Claim 14
Dependent Claim
11 words
A compound in accordance with claim 3 having the name 9-Dimethylamino-1,2,6,7-tetrahydro-3H,5H-benzo[ij]quinolizine-3,5-dione.
Claim 15
Independent Claim
120 words
A method of preparing a compound having the structural formula: ##STR7## wherein x, and y are independently zero or one, with the proviso that x and y may not both be zero, and R is hydrogen; halogen; hydroxyl; --OR 1 where R 1 alkyl of from one to six carbon atoms, phenyl, or benzyl; or --NR 2 R 3 where R 2 and R 3 are alkyl of from one to six carbon atoms, said process comprising reacting compound of the formula ##STR8## wherein x, y, and R are defined above, with a cyclizing reagent selected from the group consisting of carboxylic acid anhydrides, aroyl sulfonyl halides, and alkylsulfonyl halides, and chlorobenzyl formate in the presence of an acid acceptor.
Claim 16
Independent Claim
120 words
A method of preparing a compound having the structural formula: ##STR7## wherein x, and y are independently zero or one, with the proviso that x and y may not both be zero, and R is hydrogen; halogen; hydroxyl; --OR 1 where R 1 alkyl of from one to six carbon atoms, phenyl, or benzyl; or --NR 2 R 3 where R 2 and R 3 are alkyl of from one to six carbon atoms, said process comprising reacting compound of the formula ##STR8## wherein x, y, and R are defined above, with a cyclizing reagent selected from the group consisting of carboxylic acid anhydrides, aroyl sulfonyl halides, and alkylsulfonyl halides, and chlorobenzyl formate in the presence of an acid acceptor.
Claim 17
Dependent Claim
31 words
A composition for reversing the effects of electroconvulsive shock-induced amnesia comprising an amnesia reversing effective amount of a compound in accordance with claim 1 in combination with a pharmaceutically acceptable carrier.
Claim 18
Dependent Claim
30 words
A method for reversing electroconvulsive shock-induced amnesia in mammals comprising administering to a mammal in need of such treatment an effective amount of a composition in accordance with claim 15.
References Cited (Backward Citations)
US4115555A
Cited
EP0079162A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-07-22 | 1989-01-21 | 1989-07-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-07-22 | 1993-01-21 | 1993-07-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-07-22 | 1997-01-21 | 1997-07-23 | $7700.00 | Window Closed / Lapsed |