98105-79-4Relevant articles and documents
Intermediates for producing quinolone-3-carboxylic acids
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, (2008/06/13)
A process for producing a 1,4-dihydro-4-oxo-quinoline-3-carboxylic acid by reacting an acctophenone with a dialkoxycarbonate to obtain the corresponding β-ketoester, treating the β-ketoester with a trialkylorthoformate in the presence of an acid anhydride
SYNTHESIS OF SOME 1-ARYL-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACIDS AND THEIR ANTIBACTERIAL ACTIVITY
Radl, Stanislav,Zikan, Viktor
, p. 2181 - 2189 (2007/10/02)
1,4-Dihydro-4-oxoquinoline-3-carboxylic acids VIIIc and VIIId were prepared via their ethyl esters VIIIa and VIIIb, which were obtained by a direct arylation of ethyl 7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (VIa).When treated with piperazine or N-methylpiperazine compound VIIId yields VIIIe or VIIIf, respectively.Reduction of VIIId, VIIIe, and VIIIf with ferrous sulfate yields VIIIg, VIIIh, and VIIIi respectively.Diazotization and introduction of fluorine into VIIIg using hydrogen fluoride-pyridine yields VIIIj.The compounds prepared were testedfor their antimicrobial activity in vitro.
Synthesis and Structure-Activity Relationships of Novel Arylfluoroquinolone Antibacterial Agents
Chu, Daniel T. W.,Fernandes, Prabhavathi B.,Claiborne, Akiyo K.,Pihuleac, Eva,Nordeen, Carl W.,et al.
, p. 1558 - 1564 (2007/10/02)
A series of novel arylfluoroquinolones has been prepared.These derivatives are characterized by having a fluorine atom at the 6-position, substituted amino groups at the 7-position, and substituted phenyl groups at the 1-position.Structure-activity relationship (SAR) studies indicate that the in vitro antibacterial potency is greatest when the 1-substituent is either p-fluorophenyl or p-hydroxyphenyl and the 7-substituent is either 1-piperazinyl, 4-methyl-1-piperazinyl, or 3-amino-1-pyrrolidinyl.The electronic and spatial properties of the 1-substituent, as well as the steric bulk, play important roles in the antimicrobial potency in this class of antibacterials.As a result of this study, compounds 45 and 41 were found to possess excellent in vitro potency and in vivo efficacy.