Claims
- 1. A compound of the formula ##STR8## wherein X is CH, CF, CCl, or CNR.sub.3 R.sub.4 ; Y is H, OR.sub.4 or --NR.sub.3 R.sub.4 ; R.sub.1 is hydrogen or alkyl from one to six carbon atoms; R.sub.2 is cyclopropyl or phenyl or phenyl substituted by halogen, lower alkyl, lower alkoxy, hydroxy, amino, monoloweralkylamino, diloweralkylamino, or trifluoromethyl; R.sub.3 is hydrogen, alkyl from one to three carbon atoms or cycloalkyl from three to six carbon atoms; R.sub.4 is hydrogen or alkyl from one to three carbon atoms; and R.sub.5 is alkyl from one to three carbon atoms or cycloalkyl from three to six carbon atoms; or a pharmaceutically acceptable acid addition or base salt thereof.
- 2. A compound according to claim 1, wherein Y is H, OR.sub.4 or --NR.sub.3 R.sub.4 ; R.sub.1 is hydrogen; R.sub.2 is cyclopropyl, phenyl or phenyl substituted by halogen, lower alkyl, lower alkoxy, hydroxy, amino, monoloweralkylamino, diloweralkylamino, or trifluoromethyl; R.sub.3 and R.sub.4 are each independently hydrogen or alkyl of one to three carbon atoms; and R.sub.5 is alkyl of one to three carbon atoms.
- 3. A compound according to claim 2, wherein R.sub.2 is cyclopropyl, phenyl or phenyl substituted in the para-position by fluoro, amino, monoloweralkyl or diloweralkylamino.
- 4. A compound according to claim 3, wherein R.sub.2 is cyclopropyl, phenyl or para-fluorophenyl.
- 5. A compound according to claim 4, wherein X is CH, CF, CCl OR, CNH.sub.2 ; Y is hydrogen or amino; R.sub.2 is cyclopropyl; R.sub.3 and R.sub.4 are each independently hydrogen, methyl or ethyl, and R.sub.5 is methyl.
- 6. A compound according to claim 5, and being 7-[[3-aminomethyl)-3-methyl]-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 7. A compound according to claim 5, and being 5-amino-7-[[3-(aminomethyl)-3-methyl]-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 8. A compound according to claim 5 and being 7-[[3-(aminomethyl)-3-methyl]-1-pyrrolidinyl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 9. A compound according to claim 5 and being 8-amino-7-[[3-(aminomethyl)-3-methyl]-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 10. A compound according to claim 5 and being 1-cyclopropyl-6,8-difluoro-1,4-dihydro-7-[3-methyl-3-[(methylamino)methyl]-1-pyrrolidinyl]-4-oxo-3-quino-linecarboxylic acid.
- 11. A compound according to claim 5 and being 8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-[3-methyl-3-[(methylamino)methyl]-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid.
- 12. A compound according to claim 5 and being 8-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-7-[3-methyl-3-[(methylamino)methyl]-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid.
- 13. A compound according to claim 5 and being 7-[[3-(aminomethyl)-3-methyl]-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 14. A compound according to claim 5 and being 1-cyclopropyl-7-[3-[(dimethylamino)methyl]-3-methyl-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 15. A compound according to claim 5 and being 8-chloro-1-cyclopropyl-7-[3-[(dimethylamino)methyl]-3-methyl-1-pyrrolidinyl]-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 16. A compound according to claim 5 and being 8-amino-1-cyclopropyl-7-[3-[(dimethylamino)methyl]-3-methyl-1-pyrrolidinyl]-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid.
- 17. A compound according to claim 5 and being 1-cyclopropyl-7-[3-[(dimethylamino)methyl]-3-methyl-1-pyrrolidinyl]-6-fluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid.
- 18. A compound according to claim 5 and being 1-cyclopropyl-6-fluoro-1,4-dihydro-7-[3-methyl-[(methylamino)methyl]-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid.
- 19. A pharmaceutical composition which comprises an antibacterially effective amount of a compound according to claim 1 in combination with a pharmaceutically acceptable carrier.
- 20. A method for treating bacterial infections in a mammal which comprises administering an antibacterially effective amount of a pharmaceutical composition according to claim 19 to a mammal in need thereof.
CROSS-REFERENCE TO RELATED APPLICATION
This application is a continuation-in-part of U.S. application Ser. No. 889,994, filed July 28, 1986, now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4665079 |
Culbertson et al. |
May 1987 |
|
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106489 |
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EPX |
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172651 |
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126082 |
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JPX |
Non-Patent Literature Citations (2)
Entry |
Chemical Abstracts No. 196274s, vol. 106 for JP 30776, (2/9/87). |
Chemical Abstract for Japan Kokai 61,126,082, (6/13/86), Matsumoto et al., #106:4995h, (1987). |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
889994 |
Jul 1986 |
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