Benzoheterocyclic compounds

• US 4,874,764 A
• Filed: 06/18/1987
• Issued: 10/17/1989
• Est. Priority Date: 02/25/1986
• Status: Expired due to Fees

• Current Assignee: Otsuka Pharmaceutical Company Limited (Otsuka Holdings Company Limited)
• Original Assignee: Otsuka Pharmaceutical Company Limited (Otsuka Holdings Company Limited)
• Inventors: Aki, Shinji, Otsuka, Tatsuya, Miyamoto, Hisashi, Ueda, Hiraki
• Primary Examiner(s): Raymond, Richard L.
• Assistant Examiner(s): Turnipseed, James H.
• Application Number:
  US07/063,401
• Time in Patent Office: 852 Days
• Field of Search: 544/363, 514/254
• US Class Current: 514/253.08
• CPC Class Codes: C07D 215/56 with oxygen atoms in position 4
• CPC Class Codes: C07D 401/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 405/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 487/04 Ortho-condensed systems

Abstract

Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R³ is C₁ -C₆ alkyl and R^F is C₁ -C₆ alkyl, and a pharmaceutically acceptable salts thereof, said compounds having excellent antimicrobial activity and hence being useful as an antimicrobial agent, and a pharmaceutical composition containing said compound as an active ingredient.

Claims

1. A compound of the formula:

##STR32## wherein R³ is C₁ -C₆ alkyl and R^F is C₁ -C₆ alkyl, or a pharmaceutically acceptable salt thereof.

2. The compound according to claim 1, wherein R³ is methyl, or a pharmaceutically acceptable salt thereof.

3. The compound according to claim 1, wherein R³ is methyl, and R^F is methyl, or a pharmaceutically acceptable salt thereof.

7. A method for the treatment of bacterial infectious diseases, which comprising administering an effective amount of the compound as set forth in claim 1 as an antimicrobial agent.

8. The method according to claim 7, wherein the active compound is as set forth in claim 2.

9. The method according to claim 7, wherein the active compound is 7-(3-methyl-1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, or a pharmaceutically acceptable salt thereof.

4. An antimicrobial composition which comprises as an essential active ingredient an effective amount of a compound of the formula:

##STR33## wherein R³ is C₁ -C₆ alkyl and R^F is C₁ -C₆ alkyl, or a pharmaceutically acceptable salts thereof in admixture with a pharmaceutically acceptable diluent or carrier.

5. The composition according to claim 4, wherein R³ is methyl, or a pharmaceutically acceptable salt thereof.

6. The composition according to claim 4, wherein the active compound is 7-(3-methyl-1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, or a pharmaceutically acceptable salt thereof.