US3947451A
Expired / Lapsed
US
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Derivatives of substituted isoquinoline 1,3-diones
Assignee: Phadia AB
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Filing: 1972-09-11
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Granted: 1976-03-30
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Expires: 1992-09-11
Abstract
Abstract New pharmacodynamically active nitrogen containing heterocyclic compounds of the general formula ##SPC1## As well as methods of preparing the same; and Pharmacodynamical compositions containing the same, preferrably for treating psychiatric and psychosomatic diseases.
Inventors
- 👤 Nils Ake Jonsson
- 👤 Lembit Mikiver
- 👤 Pinchas Moses
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 04:46
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/20; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/32; C07D209/34; C07D209/44; C07D209/46; C07D209/56; C07D209/96; C07D217/00; C07D217/22; C07D217/24; C07D295/00; C07D295/04; C07D295/12; C07D295/125; C07D295/13
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
171 words
A compound of the formula ##SPC8## in which m and n are each one, A is an ethylene or trimethylene group or such a group having a methyl substituent or A signifies an acetyl group or such a group having an α-alkyl substituent having 1-4 carbon atoms, connected to the group ##EQU4## by the carbonyl CO linkage, R 1 is hydrogen, halogen or a nitro group, R 2 and R 3 are saturated normal alkyl groups of up to 6 carbon atoms, or allyl or propargyl or taken together with the carbon atom to which they are bonded form a lower saturated carbocyclic ring, R 4 and R 5 are hydrogen or alkyl groups of at most 6 carbon atoms, or R 4 and R 5 together with the nitrogen form a pyrrolidine or a piperidine ring, and, in case A is such an ethylene or trimethylene group, the corresponding amine oxides and quarternary lower alkyl ammonium compounds, as well as salts of the basic compounds with non-toxic physiologically acceptable acids.
Claim 2
Dependent Claim
171 words
A compound of the formula ##SPC8## in which m and n are each one, A is an ethylene or trimethylene group or such a group having a methyl substituent or A signifies an acetyl group or such a group having an α-alkyl substituent having 1-4 carbon atoms, connected to the group ##EQU4## by the carbonyl CO linkage, R 1 is hydrogen, halogen or a nitro group, R 2 and R 3 are saturated normal alkyl groups of up to 6 carbon atoms, or allyl or propargyl or taken together with the carbon atom to which they are bonded form a lower saturated carbocyclic ring, R 4 and R 5 are hydrogen or alkyl groups of at most 6 carbon atoms, or R 4 and R 5 together with the nitrogen form a pyrrolidine or a piperidine ring, and, in case A is such an ethylene or trimethylene group, the corresponding amine oxides and quarternary lower alkyl ammonium compounds, as well as salts of the basic compounds with non-toxic physiologically acceptable acids.
Claim 3
Dependent Claim
153 words
A compound of the formula ##SPC9## in which m and n are each one, A is an ethylene or trimethylene group or such a group having a methyl substituent or A signifies an acetyl group or such a group having an α-alkyl substituent containing 1-4 carbon atoms, connected to the group ##EQU5## by the carbonyl CO linkage, R 1 is hydrogen, halogen or a nitro group, R 2 and R 3 are saturated normal alkyl groups of up to 6 carbon atoms, or allyl or propargyl or taken together with the carbon atom to which they are bonded form a lower saturated carbocyclic ring, R 4 and R 5 are hydrogen or alkyl groups of at most 6 carbon atoms, and, in case A is such an ethylene or trimethylene group, the corresponding amine oxides and quarternary alkyl ammonium compounds, as well as salts of the basic compounds with non-toxic physiologically acceptable acids.
Claim 4
Dependent Claim
153 words
A compound of the formula ##SPC9## in which m and n are each one, A is an ethylene or trimethylene group or such a group having a methyl substituent or A signifies an acetyl group or such a group having an α-alkyl substituent containing 1-4 carbon atoms, connected to the group ##EQU5## by the carbonyl CO linkage, R 1 is hydrogen, halogen or a nitro group, R 2 and R 3 are saturated normal alkyl groups of up to 6 carbon atoms, or allyl or propargyl or taken together with the carbon atom to which they are bonded form a lower saturated carbocyclic ring, R 4 and R 5 are hydrogen or alkyl groups of at most 6 carbon atoms, and, in case A is such an ethylene or trimethylene group, the corresponding amine oxides and quarternary alkyl ammonium compounds, as well as salts of the basic compounds with non-toxic physiologically acceptable acids.
Claim 5
Dependent Claim
27 words
A compound according to claim 1 wherein R 2 and R 3 are saturated normal alkyl groups of up to 6 carbon atoms or allyl or propargyl.
Claim 6
Dependent Claim
16 words
A compound according to claim 1, in which R 2 and R 3 signify methyl groups.
Claim 7
Dependent Claim
23 words
A compound according to claim 1, in which R 2 and R 3 together form a divalent tetramethylene or a divalent pentamethylene group.
Claim 8
Dependent Claim
16 words
A compound according to claim 1, in which A signifies a divalent ethylene or trimethylene group.
Claim 9
Dependent Claim
23 words
A compound according to claim 1, in which R 4 signifies a methyl group and R 5 signifies hydrogen or a methyl group.
Claim 10
Dependent Claim
7 words
The compound according to claim 1: 4,4-Dimethyl-2-β-methylaminoethylisoquinoline-1,3-dione.
Claim 11
Dependent Claim
8 words
The compound according to claim 1: 2-β-Dimethylaminoethyl-4,4l -dimethylisoquinoline-1,3-dione.
Claim 12
Dependent Claim
7 words
The compound according to claim 1: 4,4-Dimethyl-2-γ-methylaminopropylisoquinoline-1,3-dione.
Claim 13
Dependent Claim
7 words
The compound according to claim 1: 2-γ-Dimethylaminopropyl-4,4-dimethylisoquinoline-1,3-dione.
Claim 14
Dependent Claim
8 words
The compound according to claim 1: 2'-β-Methylaminoethylspiro (cyclopentane-1,4'-isoquinoline)-1',3'-dione.
Claim 15
Dependent Claim
8 words
The compound according to claim 1: 2'-β-Dimethylaminoethylspiro (cyclopentane-1,4'-isoquinoline)-1',3'-dione.
Claim 16
Dependent Claim
8 words
The compound according to claim 1: 2'-γ-Methylaminopropylspiro (cyclopentane-1,4'-isoquinoline)-1',3'-dione.
Claim 17
Dependent Claim
8 words
The compound according to claim 1: 2'-γ-Dimethylaminopropylspiro (cyclopentane-1,4'-isoquinoline)-1',3'-dione.
Claim 18
Dependent Claim
8 words
The compound according to claim 1: 2'-β-Methylaminoethylspiro (cyclohexane-1,4'-isoquinoline)-1',3'-dione.
Claim 19
Dependent Claim
9 words
The compound according to claim 1: 2'-β-Dimethylaminoethylspiro (cyclohexane-1,4'-isoquinoline)-1' ,3'-dione.
Claim 20
Dependent Claim
8 words
The compound according to claim 1: 2'-γ-Methylaminopropylspiro (cyclohexane-1,4'-isoquinoline)-1',3'-dione.
Claim 21
Dependent Claim
9 words
The compound according to claim 1: 2'-γ-Dimethylaminopropylspiro (cyclohexane-1,4'-isoquinoline)-1' ,3'-dione.
Claim 22
Dependent Claim
23 words
Quarternary addition products of the compounds according to claim 1 with dimethyl sulphate and lower alkyl halides with 1 to 3 carbon atoms.
Claim 23
Dependent Claim
14 words
A compound according to claim 1: 2-(4,4-dimethylisoquinoline-1,3-dione)-acetamide and salts thereof with physiologically acceptable acids.
Claim 24
Dependent Claim
15 words
A compound according to claim 1: 2'-spiro (cyclopentane-1,4'-isoquinoline)-1' ,3'-dione-acetamide and salts with physiologically acceptable acids.
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) | 1979-03-30 | 1979-09-29 | 1980-03-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-03-30 | 1983-09-29 | 1984-03-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-03-30 | 1987-09-29 | 1988-03-30 | $7700.00 | Window Closed / Lapsed |