[Azoles. 27. Nitroimidazole derivatives, their antibacterial and fungicidal activity and electron affinity].
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
L
L
Lehrstuhl für Organische Chemie, Karol Marcinkowski Medizinischen Akademie Poznań, VR Polen.
Gajdziński
M
M
Michalska
W
W
Pietkiewicz
K
K
Lutomski
K
K
Lukaszewski
Z
Z
Wrzeciono
U
U
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000138:chemical synthesis*; D000935:Antifungal Agents / Q000138:chemical synthesis*; D001393:Azoles / Q000138:chemical synthesis* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004583:Electrons; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D009593:Nitroimidazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000935:Antifungal Agents; D001393:Azoles; D009593:Nitroimidazoles
Azole. 27. Mitteilung5: Uber Nitroimidazolderivate, ihre antibakterielle und fungizide Wirkung und Elektronen-affinität.