- Selective reduction of 2,4-dinitro- and 4,5-dinitroimidazole derivatives using iron dust
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(Chemical Equation Presented) A series of N-substituted 2,4-dinitroimidazoles, 4,5-dinitroimidazoles, and 2-methyl-4,5-dinitroimidazoles have been selectively reduced to the corresponding aminonitroimidazole derivatives, using iron dust in glacial acetic acid at room temperature. 2,4-Dinitroimidazoles have been reduced to the 2-amino-4-nitro-derivatives only but 4,5-dinitroimidazoles have given 4-amino-5-nitro- or 5-amino-4- nitroderivatives depended on the structure of the N-substituent.
- Olender, Dorota,Zwawiak, Justyna,Zaprutko, Lucjusz
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scheme or table
p. 1049 - 1055
(2010/10/21)
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- Synthesis of some N-substituted nitroimidazole derivatives as potential antioxidant and antifungal agents
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Some new nitroimidazole derivatives have been synthesized by treating 4,5-dinitro- and 2-methyl-4,5-dinitroimidazoles with epoxypropane, epichlorohydrin or phenacyl bromide in alkylation reactions. The nitro group in N-substituted 4,5-dinitro- and 2-methyl-4,5-dinitroimidazoles has been replaced with primary and secondary amines to afford 4-amino-5-nitroimidazole derivatives. Some of the compounds have been tested for their antioxidant and antifungal properties against fungi species acting on timber. Nearly all of them have shown significant antioxidant activity in comparison with that of tocopherol, which is used as a reference substance. Two compounds from those tested have revealed very strong fungistatic activity against Sclerophoma pityophila.
- Olender, Dorota,Zwawiak, Justyna,Lukianchuk, Victor,Lesyk, Roman,Kropacz, Aleksandra,Fojutowski, Andrzej,Zaprutko, Lucjusz
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scheme or table
p. 645 - 652
(2009/09/08)
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- Azoles. 27. Nitroimidazole derivatives, their antibacterial and fungicidal activity and electron affinity
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Nitroimidazole derivatives 3a-3g, 4a-4g and 5-8 were synthesized by treating 4,5-dinitro- and 2-methyl-4,5-dinitroimidazole (1,2) with phenacyl bromide, its p-substituted derivatives or epichlorohydrin. 1-(3-Chloro-2-hydroxypropyl)-4,5-dinitroimidazole (5) and its 2-methyl derivative 6 have been converted to imidazo-oxazoles 7 and 8 or amino imidazole derivatives 9-14 by the action of potassium carbonate or cyclic amines (pyrrolidine, piperidine, morpholine and N-methylpiperazine). Some of the newly synthesized nitroimidazole derivatives show antibacterial and fungicidal activity. The electron affinity of the nitroimidazole derivatives 1-24 is discussed on the basis of their half-wave potentials and in the connection with their eventual radiosensitizing properties.
- Zaprutko,Gajdzinski,Michalska,Pietkiewicz,Lutomski,Lukaszewski,Wrzeciono
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p. 817 - 820
(2007/10/02)
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