US4086349A
Expired / Lapsed
US
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Quinolopyran-4-one-2-carboxylic acid derivatives and salts thereof as novel compounds and as medicines for treatment of allergic asthma
Assignee: Mitsubishi Chemical Corp
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Filing: 1976-07-29
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Granted: 1978-04-25
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Expires: 1996-07-29
Abstract
Abstract Quinolopyran-4-one-2-carboxylic acid derivatives and salts thereof are provided as novel compounds and as medicines for treatment of allergic asthma, each of the derivatives being represented by the general formula <IMAGE> wherein X designates a member selected from the group consisting of alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, halogen atoms, aryl-substituted alkoxy groups having 7 to 10 total carbon atoms, alkoxycarbonyl groups having 2 to 6 total carbon atoms, and aryl groups having 6 to 10 carbon atoms, and n is any one of the integers 1 through 4, X being the same group or different groups in the case where n is at least 2.
Inventors
- 👤 Yasuhiro Morinaka
- 👤 Kazuo Takahashi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 19:08
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
75 words
A quinolopyran-4-one-2-carboxylic acid of the formula ##STR9## wherein X designates a member selected from the group consisting of non-tertiary alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, a halogen atom, aryl-substituted alkoxy groups having 7 to 10 total carbon atoms wherein aryl is phenyl, tolyl or xylyl, alkoxycarbonyl groups having 2 to 6 total carbon atoms, phenyl, tolyl and xylyl and n is 1 or 2 thereof.
Claim 2
Dependent Claim
75 words
A quinolopyran-4-one-2-carboxylic acid of the formula ##STR9## wherein X designates a member selected from the group consisting of non-tertiary alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, a halogen atom, aryl-substituted alkoxy groups having 7 to 10 total carbon atoms wherein aryl is phenyl, tolyl or xylyl, alkoxycarbonyl groups having 2 to 6 total carbon atoms, phenyl, tolyl and xylyl and n is 1 or 2 thereof.
Claim 3
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 7,8-dimethyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 4
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-methyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 5
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 7-methyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 6
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-methoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 7
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 7-methoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 8
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-n-butyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 9
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-chloro-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 10
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-benzyloxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 11
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-ethoxycarbonyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 12
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9phenyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 13
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 7-methyl-8-chloro-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 14
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 7,9-dimethyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 15
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-bromo-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 16
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-fluoro-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 17
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 8-methoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 18
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 8,9-dimethoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 19
Dependent Claim
16 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is 9-ethyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 20
Dependent Claim
21 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is tris (hydroxymethyl) methylammonium salt of 7,8-dimethyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 21
Dependent Claim
19 words
The compound as claimed in claim 1 in which said quinolopyran-4-one-2-carboxylic acid is sodium salt of 9-methoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid.
Claim 22
Dependent Claim
9 words
The compound of claim 1 wherein X is phenyl.
Claim 23
Dependent Claim
19 words
The compound of claim 1 wherein X is a phenyl-substituted alkoxy group having 7 to 10 total carbon atoms.
Claim 24
Dependent Claim
122 words
A medicinal composition for treatment of allergic asthma comprising an amount effective for treatment of allergic asthma of a member selected from the group consisting of quinolopyran-4-one-2-carboxylic acids of the formula ##STR10## wherein X designates a member selected from the group consisting of non-tertiary alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, a halogen atom, aryl-substituted alkoxy groups having 7 to 10 total carbon atoms, alkoxycarbonyl groups having 2 to 6 total carbon atoms, and aryl groups having 6 to 10 carbon atoms, and n is 1 or 2, X being the same group or different groups in the case where n is 2, and salts of said derivatives; and a pharmaceutically acceptable carrier.
Claim 25
Dependent Claim
122 words
A medicinal composition for treatment of allergic asthma comprising an amount effective for treatment of allergic asthma of a member selected from the group consisting of quinolopyran-4-one-2-carboxylic acids of the formula ##STR10## wherein X designates a member selected from the group consisting of non-tertiary alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, a halogen atom, aryl-substituted alkoxy groups having 7 to 10 total carbon atoms, alkoxycarbonyl groups having 2 to 6 total carbon atoms, and aryl groups having 6 to 10 carbon atoms, and n is 1 or 2, X being the same group or different groups in the case where n is 2, and salts of said derivatives; and a pharmaceutically acceptable carrier.
Claim 26
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 7,8-dimethyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 27
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-methyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 28
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 7-methyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 29
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-methoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 30
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 7-methoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 31
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-n-butyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 32
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-chloro-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 33
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-benzyloxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 34
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-ethoxycarbonyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 35
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-phenyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 36
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 7-methyl-8-chloro-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 37
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 7,9-dimethyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 38
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-bromo-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 39
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-fluoro-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 40
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 8-methoxy-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 41
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 8,9-dimethoxy-5-hydroxy-quino [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
Claim 42
Dependent Claim
28 words
The medicinal composition for treatment of allergic asthma as claimed in claim 23 in which said member is selected from 9-ethyl-5-hydroxy-quinolo [4,3-b]-pyran-4-one-2-carboxylic acid and pharmaceutically acceptable salts thereof.
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) | 1981-04-24 | 1981-10-24 | 1982-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-24 | 1985-10-24 | 1986-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-24 | 1989-10-24 | 1990-04-25 | $7700.00 | Window Closed / Lapsed |