title: Studies on pyridonecarboxylic acids. III. Synthesis and antibacterial activity evaluation of 1,8-disubstituted 6-fluoro-4-oxo-7-piperazinyl-4H-[1,3]thiazeto[3,2- a]quinoline-3-carboxylic acid derivatives.
abstract: A series of 1,8-disubstituted 6-fluoro-4-oxo-7-piperazinyl-4H-[1,3]thiazeto[3,2-a]quinoline-3- carboxylic acid derivatives was prepared and evaluated for antibacterial activity. In the 7-piperazinyl series, addition of a fluorine at C-8, which increased the in vitro activity for the 1-hydrogen and 1-methyl analogues and decreased it for the 1-phenyl analogue, improved the in vivo activity of all the analogues. Introduction of a methoxy group at C-8 of the 1-methyl-7-piperazinyl analogue also improved its in vivo antibacterial activity. The effect of 8-substituents on the in vitro and in vivo antibacterial activity of the 1-methyl-7-(4-methyl-1-piperazinyl) series is also discussed.
authors.affiliation: Chemistry Laboratories, Nippon Shinyaku Company, Ltd., Kyoto, Japan.
authors.forename: J
authors.initials: J
authors.lastname: Segawa
authors.forename: K
authors.initials: K
authors.lastname: Kazuno
authors.forename: M
authors.initials: M
authors.lastname: Matsuoka
authors.forename: I
authors.initials: I
authors.lastname: Shirahase
authors.forename: M
authors.initials: M
authors.lastname: Ozaki
authors.forename: M
authors.initials: M
authors.lastname: Matsuda
authors.forename: Y
authors.initials: Y
authors.lastname: Tomii
authors.forename: M
authors.initials: M
authors.lastname: Kitano
authors.forename: M
authors.initials: M
authors.lastname: Kise
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001424:Bacterial Infections / Q000188:drug therapy / Q000382:microbiology; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008297:Male; D051379:Mice; D008826:Microbial Sensitivity Tests; D011728:Pyridones / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D002264:Carboxylic Acids; D011728:Pyridones