148926-95-8Relevant academic research and scientific papers
Synthesis and antimycobacterial activities of novel 6-nitroquinolone-3-carboxylic acids
Senthilkumar, Palaniappan,Dinakaran, Murugesan,Yogeeswari, Perumal,Sriram, Dharmarajan,China, Arnab,Nagaraja, Valakunja
experimental part, p. 345 - 358 (2009/05/09)
Various 1-(substituted)-1,4-dihydro-6-nitro-4-oxo-7-(sub-secondary amino)-quinoline-3-carboxylic acids were synthesized from 2,4-dichlorobenzoic acid by six step synthesis. The compounds were evaluated for antimycobacterial in vitro and in vivo against My
6-Aminoquinolones: A new class of quinolone antibacterials?
Cecchetti,Clementi,Cruciani,Fravolini,Pagella,Savino,Tabarrini
, p. 973 - 982 (2007/10/02)
A series of quinolone- and 1,8-naphthyridone-3-carboxylic acids, designed by previous QSAR studies and characterized by an amino group at the C-6 position instead of the usual fluorine atom, were synthesized for the first time and evaluated for in vitro antibacterial activity. All of the synthesized compounds maintain good activity against Gram-negative bacteria (Pseudomonas aeruginosa excluded), and those compounds having a thiomorpholine group as the C-7 substituent also have good activity against Gram-positive bacteria. Some aspects of structure activity relationships associated with the C-1, C-5, C-7, and C-8 substituents are also discussed. Derivatives 18g and 38g displayed the best activity with geometric mean MICs of 0.45 and 0.66-0.76 μg/mL against Gram-negative and Gram-positive bacteria, respectively. This antimicrobial activity reflects their ability to inhibit bacterial DNA-gyrase. The results of this study show that, while the C-6 fluorine is still the preferred substituent, good activity can still be obtained by replacing it with an amino group.
Imidazo- and triazoloquinolones as antibacterial agents. Synthesis and structure-activity relationships
Fujita,Egawa,Kataoka,Miyamoto,Nakano,Matsumoto
, p. 2123 - 2132 (2007/10/03)
4,5-Disubstituted 6-cyclopropyl-6,9-dihydro-9-oxo-1H-imidazo- (30-32) and triazolo[4,5-f]quinoline-8-carboxylic acids (33-35) were synthesized starting from 5,6-diaminoquinolones 25. The imidazoquinolones 30-32 were equal or superior to the corresponding triazoloquinolone analogues 33-35 in in vitro antibacterial activity. As for the C-5 substituents, a fluorine atom was the most favorable of the three groups, H, F, and Cl. Among the compounds prepared, 4-(cyclic amino)-5-fluoro-imidazoquinolones 31a-d showed potent and well-balanced antibacterial activity against both gram-positive and gram- negative bacteria. Structure-activity relationships for the C-4 substituents (cyclic amino groups) were also examined in detail.
