US4062953A
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US
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Various 2-substituted-1H-benz[de]isoquinoline-1,3(2H)-diones
Assignee: ER Squibb and Sons LLC
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Filing: 1976-06-24
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Granted: 1977-12-13
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Expires: 1996-06-24
Abstract
Abstract Compounds of the following formula and their acid addition salts ##STR1## A is straight or branched chain alkylene of 2 to 6 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, straight or branched chain alkyl of 1 to 4 carbons, straight or branched chain alkoxy of 1 to 4 carbons, Cl, Br, F, amino, nitro, cyano, and CF 3 ; R 3 and R 4 are independently selected from the group consisting of hydrogen and straight or branched chain alkyl of 1 to 4 carbons; and n is 1, 2, or 3; m is 1 or 2; are disclosed. These compounds possess anti-protozoal activity.
Inventors
- 👤 Peter C. Wade
- 👤 Berthold Richard Vogt
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 02:50
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/06; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/47
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
25 words
A compound of the formula ##STR19## wherein A is straight chain alkylene of 2 to 4 carbons; and a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
25 words
A compound of the formula ##STR19## wherein A is straight chain alkylene of 2 to 4 carbons; and a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
64 words
A compound of the formula: ##STR20## wherein Z is ##STR21## A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; and a pharmaceutically acceptable acid addition salt thereof.
Claim 4
Dependent Claim
64 words
A compound of the formula: ##STR20## wherein Z is ##STR21## A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; and a pharmaceutically acceptable acid addition salt thereof.
Claim 5
Dependent Claim
76 words
A compound of the formula: ##STR22## A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; R 3 and R 4 are independently selected from the group consisting of hydrogen and methyl; and a pharmaceutically acceptable acid addition salt thereof.
Claim 6
Dependent Claim
76 words
A compound of the formula: ##STR22## A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; R 3 and R 4 are independently selected from the group consisting of hydrogen and methyl; and a pharmaceutically acceptable acid addition salt thereof.
Claim 7
Dependent Claim
67 words
A compound of the formula: ##STR23## wherein n is 1, 2, or 3; A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; and a pharmaceutically acceptable acid addition salt thereof.
Claim 8
Dependent Claim
67 words
A compound of the formula: ##STR23## wherein n is 1, 2, or 3; A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; and a pharmaceutically acceptable acid addition salt thereof.
Claim 9
Dependent Claim
66 words
A compound of the formula: ##STR24## wherein m is 1 or 2; A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; and a pharmaceutically acceptable acid addition salt thereof.
Claim 10
Dependent Claim
66 words
A compound of the formula: ##STR24## wherein m is 1 or 2; A is straight or branched chain alkylene of 2 to 4 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, methyl, methoxy, Cl, Br, and F; and a pharmaceutically acceptable acid addition salt thereof.
Claim 11
Dependent Claim
7 words
The compound of claim 1, 2-[2-(3,6-dihydro-1(2H)-pyridinyl)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride.
Claim 12
Dependent Claim
24 words
The compound of claim 2 wherein R 1 and R 2 are hydrogen and A is straight chain alkylene of 2 to 4 carbons.
Claim 13
Dependent Claim
7 words
The compound of claim 7, 2-[2-(4-hydroxy-1-piperidinyl)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride.
Claim 14
Dependent Claim
7 words
The compound of claim 7, 2-[2-(3-hydroxy-1-piperidinyl)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride.
Claim 15
Dependent Claim
27 words
The compound of claim 4 wherein n is 2; R 1 and R 2 are hydrogen; and A is straight chain alkylene of 2 to 4 carbons.
Claim 16
Dependent Claim
27 words
The compound of claim 3 wherein Z is ##STR25## R 1 and R 2 are hydrogen; and A is straight chain alkylene of 2 to 4 carbons.
Claim 17
Dependent Claim
7 words
The compound of claim 11, 1-[2-(2,3-dihydro-1,3-dioxo-1H-benz[de]isoquinolin-2-yl)ethyl]-4-piperidinecarboxamide, hydrochloride.
Claim 18
Dependent Claim
27 words
The compound of claim 5 wherein m is 2; R 1 and R 2 are hydrogen; and A is straight chain alkylene of 2 to 4 carbons.
Claim 19
Dependent Claim
7 words
The compound of claim 13, 2[2-(3-azabicyclo[3.2.2]-nonan-3-yl)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride.
Claim 20
Dependent Claim
7 words
The compound of claim 10, 2-[2-[3-azaspiro[5.5]undecan-3-yl]ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride.
Claim 21
Dependent Claim
141 words
A pharmaceutical composition useful for treating mammals having a protozoa infection comprising a pharmaceutically acceptable carrier and a compound or mixture of compounds of the formula: ##STR26## A is straight or branched chain alkylene of 2 to 6 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, straight or branched chain alkyl of 1 to 4 carbons, straight or branched chain alkoxy of 1 to 4 carbons, Cl, Br, F, amino, nitro, cyano, and CF 3 ; R 3 and R 4 are independently selected from the group consisting of hydrogen and straight or branched chain alkyl of 1 to 4 carbons; n is 1, 2, or 3; m is 1 or 2; and a pharmaceutically acceptable acid addition salt thereof.
Claim 22
Dependent Claim
141 words
A pharmaceutical composition useful for treating mammals having a protozoa infection comprising a pharmaceutically acceptable carrier and a compound or mixture of compounds of the formula: ##STR26## A is straight or branched chain alkylene of 2 to 6 carbons; R 1 and R 2 are located at the 7 or 8 and 5 or 6 position respectively and are independently selected from the group consisting of hydrogen, straight or branched chain alkyl of 1 to 4 carbons, straight or branched chain alkoxy of 1 to 4 carbons, Cl, Br, F, amino, nitro, cyano, and CF 3 ; R 3 and R 4 are independently selected from the group consisting of hydrogen and straight or branched chain alkyl of 1 to 4 carbons; n is 1, 2, or 3; m is 1 or 2; and a pharmaceutically acceptable acid addition salt thereof.
Claim 23
Dependent Claim
22 words
The method of treating a mammal having a protozoa infection comprising administering an anti-protozoally effective amount of the composition of claim 16.
References Cited (Backward Citations)
US3625947A
Cited
US3247208A
Cited
US3560495A
Cited
US3642836A
Cited
US3770763A
Cited
FR2167355A1
Cited
US3935227A
Cited
US3940397A
Cited
US3947452A
Cited
US3959286A
Cited
US3940398A
Cited
US3996362A
Cited
US3996363A
Cited
US4006238A
Cited
US4007191A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-12 | 1981-06-13 | 1981-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-12 | 1985-06-13 | 1985-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-12 | 1989-06-13 | 1989-12-13 | $7700.00 | Window Closed / Lapsed |