US3940398A
Expired / Lapsed
US
⏱️ 0.0 years remaining
2-[[4-(Azine or diazine or triazine)-1-piperazinyl]alkyl]-1H-benz[de]isoquinoline-1,3(2H)-diones
Assignee: ER Squibb and Sons LLC
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Filing: 1975-01-23
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Granted: 1976-02-24
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Expires: 1995-01-23
Abstract
Abstract Compounds of the following formula and their acid addition salts ##SPC1## Wherein R 1 and R 2 are independently selected from hydrogen, halogen, lower alkyl, lower alkoxy, lower alkylthio, nitro, cyano, amino and trifluoromethyl; A is a straight or branched chain alkylene of 1 to 8 carbons; and R is a 6-membered unsaturated substituted or unsubstituted heterocyclic ring selected from pyridine, diazine and triazine are disclosed. These compounds exhibit antidepressant activity. In addition these compounds are also useful as antiinflammatory agents.
Inventors
- 👤 Peter C. Wade
- 👤 Berthold Richard Vogt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 22:54
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/14
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
116 words
A compound of the formula: ##SPC16## wherein R 1 and R 2 are each independently selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy, lower alkylthio, nitro, cyano, amino, and trifluoromethyl; A is a straight or branched chain alkylene of 1 to 8 carbons; and R is a heterocyclic ring selected from the group consisting of pyridinyl, diazine, triazine, and substituted pyridinyl, diazine, or triazine, wherein said heterocyclic ring is attached to the piperazine by way of an available carbon atom and said substituent is a lower alkyl, lower alkoxy, or halogen group attached to one or two available carbon atoms of said heterocyclic ring; or the pharmaceutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim
116 words
A compound of the formula: ##SPC16## wherein R 1 and R 2 are each independently selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy, lower alkylthio, nitro, cyano, amino, and trifluoromethyl; A is a straight or branched chain alkylene of 1 to 8 carbons; and R is a heterocyclic ring selected from the group consisting of pyridinyl, diazine, triazine, and substituted pyridinyl, diazine, or triazine, wherein said heterocyclic ring is attached to the piperazine by way of an available carbon atom and said substituent is a lower alkyl, lower alkoxy, or halogen group attached to one or two available carbon atoms of said heterocyclic ring; or the pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim
83 words
The compound of claim 1 wherein at least one of R 1 and R 2 is hydrogen and the other is selected from the group consisting of hydrogen, Cl, Br, F, methyl and methoxy; A is a straight or branched chain alkylene of 1 to 6 carbons; and R is selected from the group consisting of 2-pyridinyl, 2-pyrimidinyl, 2,4,6-triazinyl, and substituted 2-pyridinyl, 2-pyrimidinyl, or 2,4,6-triazinyl wherein said substituent is a methyl, methoxy, or chlorine group attached to one or two available carbon atoms.
Claim 4
Dependent Claim
29 words
The compound of claim 1 wherein R 1 and R 2 are hydrogen; A is a straight chain alkylene of 2 to 6 carbon atoms; and R is 2-pyridinyl.
Claim 5
Dependent Claim
13 words
The compound of claim 3 wherein A is --(CH 2 ) 2 --.
Claim 6
Dependent Claim
11 words
The compound of claim 4 having the name 2-[2-[4-(2-pyridinyl)-1-piperazinyl]ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride (1:2).
Claim 7
Dependent Claim
13 words
The compound of claim 3 wherein A is --(CH 2 ) 3 --.
Claim 8
Dependent Claim
13 words
The compound of claim 3 wherein A is --(CH 2 ) 4 --.
Claim 9
Dependent Claim
11 words
The compound of claim 7 having the name 2-[4-[4-(2-pyridinyl)-1-piperazinyl]butyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride (1:2).
Claim 10
Dependent Claim
13 words
The compound of claim 3 wherein A is --(CH 2 ) 5 --.
Claim 11
Dependent Claim
13 words
The compound of claim 3 wherein A is --(CH 2 ) 6 --.
Claim 12
Dependent Claim
20 words
A pharmaceutical composition consisting essentially of a compound or mixture of compounds of claim 1 and a pharmaceutically acceptable carrier.
Claim 13
Dependent Claim
16 words
The method of treating depression comprising administering an effective amount of the composition of claim 11.
References Cited (Backward Citations)
US3247208A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-02-23 | 1979-08-25 | 1980-02-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-02-23 | 1983-08-25 | 1984-02-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-02-23 | 1987-08-25 | 1988-02-24 | $7700.00 | Window Closed / Lapsed |