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Claims for Patent: 4,528,287

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Claims for Patent: 4,528,287

Title: 6-Fluoro-1, 4-dihydro-4-oxo-7-substituted piperazinylquinoline-3-carboxylic acids and the method for preparing the same
Abstract:The invention is concerned with the novel piperazinylquinoline-3-carboxylic acids represented by formula (I) ##STR1## or a pharmacologically-acceptable salt thereof, a process for the preparation of them, and a pharmaceutical composition which contains these new compounds as active ingredient and can be used as the therapeutic agent against bacteria.
Inventor(s): Itoh; Yasuo (Katsuyamashi, JP), Kato; Hideo (Fukuishi, JP), Ogawa; Nobuo (Katsuyamashi, JP), Koshinaka; Eiichi (Katsuyamashi, JP), Suzuki; Tomio (Kamishiimura, JP), Yagi; Noriyuki (Katsuyamashi, JP)
Assignee: Hokuriku Pharmaceutical Co., Ltd. (Katsuyamashi, JP)
Application Number:06/651,423
Patent Claims: 1. A 6-fluoro-1,4-dihydro-4-oxo-7-substituted piperazinyl-quinoline-3-carboxylic acids represented by the general formula (I) ##STR12## wherein R.sub.1 is a lower alkyl group having 1 to 4 carbon atoms, a vinyl group, a 2-fluoroethyl group, or a 2-hydroxy-ethyl group; R.sub.2, R.sub.3 and R.sub.4 each is a hydrogen, or a lower alkyl group having 1 to 4 carbon atoms; R.sub.5 is a lower alkyl group having 1 to 4 carbon atoms and R.sub.6 is a hydrogen, or a fluorine and a pharmacologically-acceptable salt thereof.

2. Compound of claim 1 which is 1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piprazinyl)-4-oxoquinoline- 3-carboxylic acid.

3. Compound of claim 1 which is 1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxoquinoline -3-carboxylic acid hydrochloride.

4. Compound of claim 1 which is 1-Ethyl-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxoquinoline-3-c arboxylic acid hydrochloride.

5. Compound of claim 1 which is 6-Fluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxoqui noline-3-carboxylic acid.

6. Compound of claim 1 which is 6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-ox oquinoline-3-carboxylic acid.

7. Compound of claim 1 which is 6,8-Difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-1-vinylquinoline -3-carboxylic acid.

8. Compound of claim 1 which is 6,8-Difluoro-1,4-dihydro-1-methyl-7-(3-methyl-1-piperazinyl)-4-oxoquinolin e-3-carboxylic acid.

9. Pharmaceutical compositions useful for the inhibition of bacteria and for increased urinary excretion comprising an effective antibacterial amount of one or more compounds as claimed in claim 1 together with a, pharmaceutically-acceptable carrier.

10. Method for the inhibition of bacteria and for increasing urinary excretion in a subject in need of the same, comprising the step of administering an effective antibacterial and urinary-excretion increasing amount of a compound of claim 1 orally to said patient.
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