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US4435408A
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Dopaminergic stimulating and antianoxic 4-substituted 2H-indole-2-ones
Assignee: Sanofi Aventis France
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Filing: 1982-07-15
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Granted: 1984-03-06
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Expires: 2002-07-15
Abstract
Abstract Novel 2H-indole-2-ones of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, a and b are both hydrogen or together form a carbon-carbon bond, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, alkenyl and alkynyl of 3 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, --OH, --CF 3 , --OCF 3 , --NO 2 and --NH 2 and their nontoxic, pharmaceutically acceptable acid addition salts having remarkable dopaminergic stimulating and antianoxic properties and their preparation.
Inventors
- 👤 Lucien Nedelec
- 👤 Jacques Guillaume
- 👤 Claude Dumont
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 01:56
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; A; A61; A61P; A61P25/00
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
151 words
A compound selected from the group consisting of 2H-indole-2-ones of the formula ##STR8## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, a and b are both hydrogen or together form a carbon-carbon bond, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, alkenyl and alkynyl of 3 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, --OH, --CF 3 , --OCF 3 , --NO 2 and --NH 2 and their non-toxic, pharmaceutically acceptable acid addition salts.
Claim 2
Dependent Claim
151 words
A compound selected from the group consisting of 2H-indole-2-ones of the formula ##STR8## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, a and b are both hydrogen or together form a carbon-carbon bond, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, alkenyl and alkynyl of 3 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, --OH, --CF 3 , --OCF 3 , --NO 2 and --NH 2 and their non-toxic, pharmaceutically acceptable acid addition salts.
Claim 3
Dependent Claim
23 words
A compound of claim 1 wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms.
Claim 4
Dependent Claim
25 words
A compound of claim 1 or 2 wherein Z is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms.
Claim 5
Dependent Claim
20 words
A compound of claim 1 selected from the group consisting of 1,3-dihydro-4-(1-propyl-1,2,5,6-tetrahydropyridin-3-yl)-2H-indole-2-one and its non-toxic, pharmaceutically acceptable acid addition salts.
Claim 6
Dependent Claim
20 words
A compound of claim 1 selected from the group consisting of 1,3-dihydro-4-(piperidin-3-yl)-2H-indole-2-one and its non-toxic, pharmaceutically acceptable acid addition salts.
Claim 7
Dependent Claim
26 words
A dopaminergic stimulating and antianoxic composition comprising a dopaminergic stimulating and antianoxically effective amount of at least one compound of claim 1 and a pharmaceutical carrier.
Claim 8
Dependent Claim
26 words
A composition of claim 6 wherein in the compound R is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms.
Claim 9
Dependent Claim
28 words
A composition of claim 6 or 7 wherein in the compound Z is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms.
Claim 10
Dependent Claim
25 words
A composition of claim 6 wherein the active compound is selected from the group consisting of 1,3-dihydro-4-(1-propyl-1,2,5,6-tetrahydropyridin-3-yl)-2H-indole-2-one and its non-toxic, pharmaceutically acceptable acid addition salts.
Claim 11
Dependent Claim
25 words
A composition of claim 6 wherein the active compound is selected from the group consisting of 1,3-dihydro-4-(piperidin-3-yl)-2H-indole-2-one and its non-toxic, pharmaceutically acceptable acid addition salts.
Claim 12
Dependent Claim
32 words
A method of inducing dopaminergic stimulating and antianoxic activity in warm-blooded animals comprising administering to warm-blooded animals a dopaminergic stimulating and antianoxically effective amount of at least one compound of claim 1.
Claim 13
Dependent Claim
26 words
A method of claim 11 wherein in the compound R is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms.
Claim 14
Dependent Claim
26 words
A method of claim 11 wherein in the compound Z is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms.
Claim 15
Dependent Claim
25 words
A method of claim 11 wherein the active compound is selected from the group consisting of 1,3-dihydro-4-(1-propyl-1,2,5,6-tetrahydropyridin-3-yl)-2H-indole-2-one and its non-toxic, pharmaceutically acceptable acid addition salts.
Claim 16
Dependent Claim
25 words
A method of claim 11 wherein the active compound is selected from the group consisting of 1,3-dihydro-4-(piperidin-3-yl)-2H-indole-2-one and its non-toxic, pharmaceutically acceptable acid addition salts.
References Cited (Backward Citations)
US3325499A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1987-03-06 | 1987-09-05 | 1988-03-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-03-06 | 1991-09-05 | 1992-03-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-03-06 | 1995-09-05 | 1996-03-06 | $7700.00 | Window Closed / Lapsed |