2-Nitrofurans, radicals from

Anion-radicals from 2-nitrofuran derivatives liave been the subject of intensive study, particularly in the Soviet Union, on account of the wide-ranging biological activity of 2-nitrofurans and their mode of action involving perturbation of natural redox mechanisms. ... 

PMR) trends that correspond to relative rates.179 From an examination of the displacement of chloride from l-chloro-5-nitrofuran by potassium iodide in acetic acid or by sodium sulfide in water it was concluded that the substitution need not be a true nucleophilic substitution. Initially there could be a transfer of one electron from the nucleophile to the furan nucleus the resultant radical anion loses chloride to form a furyl radical and product.179... 

Olea-Azar, C., Rigol, C., Mendizabal, F., MoreUo, A., Maya, J.D., Moncada, C., Cabrera, E., Di Maio, R., Gonzalez, M., and Cerecetto, H. (2003). ESR spin trapping studies of free radicals generated from nitrofuran derivative analogues of nifurtimox by electrochemical and Trypanosoma cruzi reduction. Free Radic Res 37, 993-1001. 

The electrochemical method was also [86] used to obtain radical anions from 2-nitrofuran and eight of its derivatives containing substituents in the 3-, 4-, and 5-positions the EPR spectra of these compounds had well-resolved hyperfine structure and contained nearly all the theoretically derived constants. These radicals were obtained in aqueous and in aqueous ethanolic solutions, and a method was developed for stud3dng the kinetics of their disappearance [76, 77]. It was shown that the hyperfine coupling constants in the spectra for these radicals correlated linearly with data from quantum-chemical calculations. 

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