US4668686A
Expired / Lapsed
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Imidazoquinoline antithrombrogenic cardiotonic agents
Assignee: Bristol Myers Co
•
Filing: 1986-02-26
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Granted: 1987-05-26
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Expires: 2006-02-26
Abstract
Abstract Novel series of 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-ones of the Formula ##STR1## wherein R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; and R 4 is hydrogen or lower alkyl. The compounds are therapeutically useful as inhibitors of blood platelet aggregation and/or as cardiotonic agents.
Inventors
- 👤 Nicholas Meanwell
- 👤 John J. Wright
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 15:41
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; C07D471/00; C07D471/02; C07D471/04; A; A61; A61P; A61P7/00; A61P7/02; A61P9/00; A61P9/04
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
46 words
A compound of the formula ##STR63## wherein R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; R 4 is hydrogen, lower alkyl or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
46 words
A compound of the formula ##STR63## wherein R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; R 4 is hydrogen, lower alkyl or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
42 words
The compound of claim 1 of the formula ##STR64## R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 8-chloro-1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 5
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 7-fluoro-1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 6
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 8-methyl-1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 7
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 7-methyl-1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 8
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 7-chloro-1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 9
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 1,3-dihydro-6,7-dimethyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 10
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 1,3-dihydro-7,8-dimethyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 11
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 1,3-dihydro-7-chloro-6-methyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 12
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 1,3-dihydro-8methoxy-2H-imidazo[4,5-b]quinolin-2-one.
Claim 13
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 1,3-dihydro-8-chloro-7-methyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 14
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 7-chloro-1,3-dihydro-6,8-dimethyl-2H-imidazo[4,5-b]quinolin-2-one
Claim 15
Dependent Claim
14 words
The compound of claim 1 or a pharmaceutically acceptable salt thereof which is 7-methoxy-1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 16
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-6,7-dimethoxy-2H-imidazo[4,5-b]quinolin-2-one.
Claim 17
Dependent Claim
8 words
The compound of claim 1 which is 7-bromo-1,3-dihydro-6,8-dimethyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 18
Dependent Claim
8 words
The compound of claim 1 which is 7-bromo-1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 19
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-7-(1-methylethoxy)-2H-imidazo[4,5-b]quinolin-2-one.
Claim 20
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-6,7,8-trimethoxy-2H-imidazo[4,5-b]quinolin-2-one.
Claim 21
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-6-(trifluoromethyl)-2H-imidazo[4,5-b]quinolin-2-one.
Claim 22
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-1,8-dimethyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 23
Dependent Claim
8 words
The compound of claim 1 which is 1,3dihydro-1,7-dimethyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 24
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-7-methoxy-1-methyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 25
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-1,7,8-trimethyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 26
Dependent Claim
8 words
The compound of claim 1 which is 1,3-dihydro-7-ethoxy-2H-imidazo[4,5-b]quinolin-2-one.
Claim 27
Dependent Claim
41 words
A compound of the formula ##STR65## wherein R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; p1 R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; R 4 is hydrogen, lower alkyl.
Claim 28
Dependent Claim
41 words
A compound of the formula ##STR65## wherein R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; p1 R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; R 4 is hydrogen, lower alkyl.
Claim 29
Dependent Claim
8 words
The compound of claim 26 which is 8-methyl-1,3,9,9a-tetrahydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 30
Dependent Claim
8 words
The compound of claim 26 which is 7,8-dimethyl-1,3,9,9a-tetrahydro-2H-imidazo[4,5-b]quinolin-2-one.
Claim 31
Dependent Claim
8 words
The compound of claim 26 which is 1,3,9,9a-tetrahydro-1,8-dimethyl-2H-imidazo[4,5-b]quinolin-2-one.
Claim 32
Dependent Claim
46 words
A compound of the formula ##STR66## wherein R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; R 4 is hydrogen, lower alkyl or a pharmaceutically acceptable salt thereof.
Claim 33
Dependent Claim
46 words
A compound of the formula ##STR66## wherein R 1 is halogen, lower alkyl, lower alkoxy, trifluoromethyl; R 2 is hydrogen, halogen, lower alkyl, lower alkoxy; R 3 is hydrogen, halogen, lower alkyl, lower alkoxy; R 4 is hydrogen, lower alkyl or a pharmaceutically acceptable salt thereof.
Claim 34
Dependent Claim
31 words
A method for inhibiting phosphodiesterase and blood platelet aggregation in a mammal which comprises administering a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof.
Claim 35
Dependent Claim
36 words
A method for increasing heart inotropic activity which comprises administering to a warm blooded animal, in need of such treatment a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof.
Claim 36
Dependent Claim
45 words
The pharmaceutical composition used in a method for inhibiting phosphodiesterase and blood platelet aggregation in a mammal comprised of a therapeutically effective amount in dosage unit form of a compound of claim 1 or a pharmaceutically acceptable acid addition salt thereof and a pharmaceutical carrier.
Claim 37
Dependent Claim
45 words
The pharmaceutical composition used in a method for increasing heart inotropic activity in a warm blooded animal comprised of a therapeutically effective amount in dosage unit form of a compound of claim 1 or a pharmaceutically acceptable acid addition salt thereof and a pharmaceutical carrier.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-05-25 | 1990-11-24 | 1991-05-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-05-25 | 1994-11-24 | 1995-05-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-05-25 | 1998-11-24 | 1999-05-26 | $7700.00 | Window Closed / Lapsed |