US4010270A
Expired / Lapsed
US
⏱️ 0.0 years remaining
4-Oxo-4H-pyrano[3,2-c]quinoline-2-carboxylic acids and salts thereof
Assignee: Boehringer Ingelheim GmbH
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Filing: 1975-09-23
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Granted: 1977-03-01
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Expires: 1995-09-23
Abstract
Abstract Compounds of the formula ##STR1## wherein R 1 and R 2 , which may be identical to or different from each other, are each hydrogen, fluorine, chlorine, alkyl of 1 to 4 carbon atoms, phenyl, hydroxyl, alkoxy of 1 to 3 carbon atoms, alkylmercapto of 1 to 3 carbon atoms, hydroxycarbonyl or ##STR2## where R 3 and R 4 are each alkyl of 1 to 4 carbon atoms or, together with each other and the nitrogen atom to which they are attached, morpholino, piperidino, methylpiperidino or phenyl-piperidino; or R 1 and R 2 , together with each other and adjacent carbon atoms of the benzene ring to which they are attached, --CH=CH--CH=CH--, --CH 2 --CH 2 --CH 2 --CH 2 -- or --O--CH 2 --O--; and salts thereof. The compounds are useful as antiallergics.
Inventors
- 👤 Friedrich Karl Hess
- 👤 Patrick Brian Stewart
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 11:50
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/24; C07D215/26
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
135 words
A compound of the formula ##STR15## wherein R 1 is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 3 carbon atoms, fluorine or chlorine, R 2 is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 3 carbon atoms, fluorine, chlorine, phenyl, hydroxyl, alkyl of 1 to 3 carbon atoms-mercapto, carboxyl or ##STR16## where R 3 and R 4 are each alkyl of 1 to 4 carbon atoms or, together with each other and the nitrogen atom to which they are attached, morpholino, piperidino or methyl-piperidino; or R 1 and R 2 , together with each other and when attached to adjacent carbon atoms of the benzene ring, are --CH=CH--CH=CH, --CH 2 --CH 2 --CH 2 --CH 2 -- or --O--CH 2 --O--; or a non-toxic, pharmacologically acceptable salt thereof.
Claim 2
Dependent Claim
135 words
A compound of the formula ##STR15## wherein R 1 is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 3 carbon atoms, fluorine or chlorine, R 2 is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 3 carbon atoms, fluorine, chlorine, phenyl, hydroxyl, alkyl of 1 to 3 carbon atoms-mercapto, carboxyl or ##STR16## where R 3 and R 4 are each alkyl of 1 to 4 carbon atoms or, together with each other and the nitrogen atom to which they are attached, morpholino, piperidino or methyl-piperidino; or R 1 and R 2 , together with each other and when attached to adjacent carbon atoms of the benzene ring, are --CH=CH--CH=CH, --CH 2 --CH 2 --CH 2 --CH 2 -- or --O--CH 2 --O--; or a non-toxic, pharmacologically acceptable salt thereof.
Claim 3
Dependent Claim
16 words
A compound of claim 1, which is 4-oxo-7-methoxy-4H-pyrano[3,2-c]quinoline-2-carboxylic acid or a non-toxic, pharmacologically acceptable salt thereof.
Claim 4
Dependent Claim
16 words
A compound of claim 1, which is 4-oxo-7-methylmercapto-4H-pyrano[3,2-c]quinoline-2-carboxylic acid or a non-toxic, pharmacologically acceptable salt thereof.
Claim 5
Dependent Claim
17 words
A compound of claim 1, which is 4-oxo-9-morpholino- 4H-pyrano[3,2-c]quinoline-2-carboxylic acid or a non-toxic, pharmacologically acceptable salt thereof.
Claim 6
Dependent Claim
17 words
A compound of claim 1, which is 4-oxo-8-isopropyl- 4H-pyrano[3,2-c]quinoline-2-carboxylic acid or a non-toxic, pharmacologically acceptable salt thereof.
Claim 7
Dependent Claim
24 words
An antiallergic pharmaceutical dosage unit composition consisting essentially of an inert pharmaceutical carrier and an effective antiallergic amount of a compound of claim 1.
Claim 8
Dependent Claim
31 words
The method of suppressing allergic reactions in a warm-blooded animal, which comprises administering topically, perorally, parenterally or by the respiratory route to said animal an effective antiallergic amount of claim 1.
References Cited (Backward Citations)
US3629290A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-02-29 | 1980-08-30 | 1981-03-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-02-29 | 1984-08-30 | 1985-03-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-02-29 | 1988-08-30 | 1989-03-01 | $7700.00 | Window Closed / Lapsed |