Ciprofloxacin chemistry

Further development in the chemistry of oxazolidinone antibacterials was based mainly on the assumption that the 4-pyridyl moiety of one of Dupont s lead compounds, E-3709, might be amenable to replacement by suitably saturated heterocyclic bioisosteres [48]. This assumption was based on an example in which successful replacement of the piperazine ring system in the quinolone antibacterials, such as ciprofloxacin, with a pyridine fragment, such as seen in Win-57273, results in improvement of both the antibacterial and the pharmacokinetic profiles of the compounds. Similarly, as in the case of ciprofloxacin and Win-57273, it was predicted that the presence of a small but highly electron-withdrawing fluorine atom would be tolerated at the meta position(s) of the central phenyl ring, and would confer enhanced antibacterial activity and/or other desirable properties to the targeted oxazolidinones, as shown in Fig. 3. 

Small-scale combinatorial chemistry for library and analogue generation is easily automated with microreactors, using similar technology to that used for automated hplc, where sequential syntheses can be carried out on the same chip , for example in the preparation of analogues of ciprofloxacin. ... 

Z. H. Chohan, C. T. Supuran, and A. Scozzafava, Metal binding and antibacterial activity of ciprofloxacin complexes, Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 20, no. 3, pp. 303-307, 2005. 

One of the modem trend in the chemistry of fluoroquinolones is the formation of Pd(II) and Pt(II) complexes with a number of fluoroquinolones, such as ciprofloxacin, levofloxacin, ofloxacin, sparfloxacin and gatifloxacin [375,376], Two examples are given below Scheme 62. 

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