68077-26-9Relevant articles and documents
A New Short and Efficient Strategy for the Synthesis of Quinolone Antibiotics
Jackson, Andrew,Meth-Cohn, Otto
, p. 1319 - 1320 (1995)
A simple protocol for the synthesis of quinolone antibiotics is exemplified for the synthesis of norfloxacin; 3-chloro-4-fluoroaniline with triethyl orthoformate is transformed into its N-ethyl-N-formyl derivative which reacts with methyl malonyl morpholide and phosphoryl chloride at 100 deg C to give 6-fluoro-7-chloro-1-ethylquinol-4-one-3-carboxylic acid, which has previously been converted into norfloxacin by the action of piperazine.
Developing ciprofloxacin analogues against plant DNA gyrase: A novel herbicide mode of action
Wallace, Michael D.,Waraich, Nidda F.,Debowski, Aleksandra W.,Corral, Maxime G.,Maxwell, Anthony,Mylne, Joshua S.,Stubbs, Keith A.
, p. 1869 - 1872 (2018/02/23)
Ciprofloxacin has been shown to exhibit potent herbicidal activity through action against plant DNA gyrase, presenting a novel mode of action. Analogues of ciprofloxacin have been prepared with increased herbicidal activity and diminished antibacterial activity, compared to ciprofloxacin, as demonstrated using model systems.
An operational transformation of 3-carboxy-4-quinolones into 3-nitro-4-quinolones via ipso-nitration using polysaccharide supported copper nanoparticles: Synthesis of 3-tetrazolyl bioisosteres of 3-carboxy-4-quinolones as antibacterial agents
Azad, Chandra S.,Narula, Anudeep K.
, p. 19052 - 19059 (2016/03/01)
Chitosan supported Cu nano-particles have been synthesized, and utilized for the synthesis of 3-nitro-4-quinolones from 3-carboxy-4-quinolones via ipso nitration. The synthesized 3-nitro derivatives of 4-quinolones were successfully converted into their 3-tetrazolyl bioisosteres which showed increased antibacterial activity as compared to the standard ciprofloxacin.
Operative conversions of 3-carboxy-4-quinolones into 3-nitro-4-quinolones via ipso-nitration: Potential antifilarial agents as inhibitors of Brugia malayi thymidylate kinase
Azad, Chandra S.,Balaramnavar, Vishal M.,Khan, Imran A.,Doharey, Pawan K.,Saxena, Jitendra K.,Saxena, Anil K.
, p. 82208 - 82214 (2015/10/12)
An efficient, cost effective and green methodology for ipso nitration in the synthesis of the 3-nitro derivative of 3-carboxy 4-quinolones has been developed by the quantitative use of copper acetate and silver nitrate in water. The observed regioselectivity of nitration is explained by the DFT calculations. Three of these compounds with IC50 values (2.9-3.4 μmol) against Brugia malayi thymidylate kinase may be good antifilarial agents as also evidenced by molecular docking studies.