US3959286A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-(1-(1,3-Dihydro-1,3-dioxo-2H-benz(de)-isoquinolin-2-yl)alkyl)-4-N-piperidinyl)-n-phenylalkylamides
Assignee: ER Squibb and Sons LLC
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Filing: 1975-01-06
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Granted: 1976-05-25
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Expires: 1995-01-06
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; R 3 is phenyl or substituted phenyl; and R is lower alkyl or cycloalkyl of 3 to 7 carbons are disclosed. These compounds exhibit antidepressant activity. In addition these compounds are useful as antiinflammatory agents.
Inventors
- 👤 Peter C. Wade
- 👤 Berthold Richard Vogt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 22:26
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/14; C07D401/00; C07D401/02; C07D401/06
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
144 words
A compound of the formula: ##SPC12## wherein R 1 and R 2 are each independently selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, nitro, cyano, amino, and trifluoromethyl; A is a straight or branched chain alkylene of 1 to 8 carbons; R is selected from the group consisting of lower alkyl of 1 to 4 carbons and cycloalkyl of 3 to 7 carbons; and R 3 is selected from the group consisting of phenyl and substituted phenyl wherein said substituent is lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, fluorine, bromine, chlorine, di(bromo), di(chloro), di(methyl), di(methoxy), lower alkylthio of 1 to 4 carbons, CF 3 , nitro or amino; and a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
144 words
A compound of the formula: ##SPC12## wherein R 1 and R 2 are each independently selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, lower alkylthio of 1 to 4 carbons, nitro, cyano, amino, and trifluoromethyl; A is a straight or branched chain alkylene of 1 to 8 carbons; R is selected from the group consisting of lower alkyl of 1 to 4 carbons and cycloalkyl of 3 to 7 carbons; and R 3 is selected from the group consisting of phenyl and substituted phenyl wherein said substituent is lower alkyl of 1 to 4 carbons, lower alkoxy of 1 to 4 carbons, fluorine, bromine, chlorine, di(bromo), di(chloro), di(methyl), di(methoxy), lower alkylthio of 1 to 4 carbons, CF 3 , nitro or amino; and a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
75 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; and A is a straight or branched chain alkylene of 1 to 6 carbons; R is lower alkyl of 1 to 4 carbons; and R 3 is phenyl or substituted phenyl wherein said substituent is Cl, Br, F, methyl or methoxy.
Claim 4
Dependent Claim
30 words
The compound of claim 2 wherein R 1 and R 2 are both hydrogen; R 3 is phenyl; and A is a straight chain alkylene of 2 to 6 carbons.
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 N-[1-[2-(1,3-dihydro-1,3-dioxo-2H-benz[de]isoquinolin-2-yl)ethyl]-4-piperidinyl]-N-phenylpropanamide, hydrochloride (1:1).
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
13 words
The compound of claim 3 wherein A is --(CH 2 ) 5 --.
Claim 10
Dependent Claim
13 words
The compound of claim 3 wherein A is --(CH 2 ) 6 --.
References Cited (Backward Citations)
US3625947A
Cited
US3247208A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-05-25 | 1979-11-24 | 1980-05-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-25 | 1983-11-24 | 1984-05-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-25 | 1987-11-24 | 1988-05-25 | $7700.00 | Window Closed / Lapsed |