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US4544658A
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1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(alkyl-1-piperazinyl)quinoline-3-carboxylic acids, processes for their preparation and antibacterial agents containing them
Assignee: Bayer AG
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Filing: 1983-12-09
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Granted: 1985-10-01
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Expires: 2003-12-09
Abstract
Abstract The invention relates to 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(alkyl-1-piperazinyl)quinoline-3-carboxylic acids of Formula (I), processes for their manufacture, compositions containing them and use of said compounds and compositions as antibacterial and/or feedstuff additives.
Inventors
- 👤 Uwe Petersen
- 👤 Klaus Grohe
- 👤 Hans-Joachim Zeiler
- 👤 Karl G. Metzger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 12:05
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; C07D215/00; C07D215/02; C07D215/16; C07D215/48; C07D215/54; C07D215/56; A; A61; A61P; A61P31/00; A61P31/04
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
87 words
A 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(alkyl-1-piperazinyl)quinoline-3-carboxylic acid of the formula (I) ##STR16## in which R 1 represents hydrogen or alkyl which is optionally substituted by 1 to 2 hydroxyl and has 1 to 12 carbon atoms, R 2 , R 3 , R 4 and R 5 can be identical or different and represent hydrogen or alkyl having 1 to 4 carbon atoms, at least one of the radicals R 2 to R 5 denoting alkyl, and their pharmaceutically utilisable acid addition, alkali metal and alkaline earth metal salts and hydrates.
Claim 2
Dependent Claim
87 words
A 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(alkyl-1-piperazinyl)quinoline-3-carboxylic acid of the formula (I) ##STR16## in which R 1 represents hydrogen or alkyl which is optionally substituted by 1 to 2 hydroxyl and has 1 to 12 carbon atoms, R 2 , R 3 , R 4 and R 5 can be identical or different and represent hydrogen or alkyl having 1 to 4 carbon atoms, at least one of the radicals R 2 to R 5 denoting alkyl, and their pharmaceutically utilisable acid addition, alkali metal and alkaline earth metal salts and hydrates.
Claim 3
Dependent Claim
81 words
A compound of claim 1, in which R 1 represents hydrogen or alkyl which is optionally substituted by hydroxyl and has 1 to 4 carbon atoms, R 2 , R 3 , R 4 and R 5 can be identical or different and represent hydrogen or alkyl having 1 or 2 carbon atoms, at least one of the radicals R 2 to R 5 denoting alkyl, and their pharmaceutically utilisable acid addition, alkali metal and alkaline earth metal salts and hydrates.
Claim 4
Dependent Claim
9 words
A compound of claim 1 which is 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-methyl-1-piperazinyl)quinoline-3-carboxylic acid.
Claim 5
Dependent Claim
9 words
A compound of claim 1 which is 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-ethyl-1-piperazinyl)quinoline-3-carboxylic acid.
Claim 6
Dependent Claim
9 words
A compound of claim 1 which is 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3,5-dimethyl-1-piperazinyl)quinoline-3-carboxylic acid.
Claim 7
Dependent Claim
9 words
A compound of claim 1 which is 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-3-methyl-1-piperazinyl)quinoline-3-carboxylic acid.
Claim 8
Dependent Claim
9 words
A compound of claim 1 which is 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-3,5-dimethyl-1-piperazinyl)quinoline-3-carboxylic acid.
Claim 9
Dependent Claim
9 words
A compound of claim 1 which is 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-hydroxyethyl-3-methyl-1-piperazinyl)quinoline-3-carboxylic acid.
Claim 10
Dependent Claim
23 words
A pharmaceutical composition containing as active ingredient an antibacterially effective amount of a compound of claim 1 together with an inert pharmaceutical carrier.
Claim 11
Dependent Claim
17 words
A pharmaceutical composition of claim 9 in the form of a sterile or physiologically isotonic aqueous solution.
Claim 12
Dependent Claim
17 words
A composition of claim 9 containing from 0.5 to 95% by weight of the said active ingredient.
Claim 13
Dependent Claim
24 words
A pharmaceutical composition in dosage unit form containing an antibacterially effective amount of a compound according to claim 1 and an inert pharmaceutical carrier.
Claim 14
Dependent Claim
16 words
A composition of claim 12 in the form of tablets, pills, dragees, capsules, ampoules or suppositories.
Claim 15
Dependent Claim
34 words
A method of combatting bacterial infection in a warm-blooded animal which comprises administering to said animal an antibacterially effective amount of an active compound of claim 1 in admixture with an inert pharmaceutical carrier.
Claim 16
Dependent Claim
26 words
A method of claim 14 wherein the active compound is administered in an amount of about 1 to about 250 mg/kg of body weight per day.
Claim 17
Dependent Claim
29 words
A feedstuff additive composition comprising an amount effective for growth promotion or feed utilization of an active compound of claim 1 together with an animal feed or drinking water.
References Cited (Backward Citations)
US3149104A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-09-30 | 1989-04-01 | 1989-10-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-09-30 | 1993-04-01 | 1993-10-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-09-30 | 1997-04-01 | 1997-10-01 | $7700.00 | Window Closed / Lapsed |