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Genetics of 5-Nitroimidazole Resistance in Bacteroides

1993
Nitroimidazoles are imidazoles that contain a nitro group at position 2, 4, or 5 of the imidazole ring. These compounds may have various substitutions on the nitrogen at position 1 of the imidazole ring. The 5-nitroimidazoles are synthetic compounds that appear to be very potent anaerobicidal agents.
Gilles Reysset   +2 more
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Structure of 4(5)-nitroimidazole at 100 K

Acta Crystallographica Section C Crystal Structure Communications, 1993
4(5)-Nitroimidazole, C 3 H 3 N 3 O 2 , M r =113.08, monoclinic, P2 1 /n, a=6.9559 (4), b=9.9130 (6), c=7.3045 (4) A, β=119.41 (4) o , V=438.8 (4) A 3 , Z=4, D m (293 K)=1.64, D x =1.7117 Mg m -3 , λ(Mo Kα)=0.71069 A, μ=0.1367 mm -1 , F(000)=232, T=100 K. Final R=0.024 for 633 unique observed [F≥4σ(F)] reflections.
H. L. De Bondt   +4 more
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Preparation of 1‐hydroxyethyl‐2‐trideuteriomethyl‐5‐nitroimidazole

Journal of Heterocyclic Chemistry, 1982
AbstractThe title compound was prepared by two different procedures. The first route starts with acetonitrile‐d3 and goes through 2‐trideuteriomethyl‐5‐nitroimidazole (6) (Scheme I). The second and more convenient process is direct labeling of metronidazole (1) with alkaline ethanol‐d1.
Masateru Miyano, Jeffrey N. Smith
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A new synthetic approach for novel 4-substituted-5-nitroimidazoles

Tetrahedron Letters, 2002
AbstractFor Abstract see ChemInform Abstract in Full Text.
Maxime D. Crozet   +4 more
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Effects of niridazole and 5-nitroimidazoles on heart mitochondrial respiration

Biochemical Pharmacology, 1982
2.3 micromoles/mg protein of MFNI induced a 60% decrease in the heart mitochondrial ADP-stimulated oxygen uptake using glutamate-malate as substrate. The same amount of niridazole, ipronidazole, DA 3851 and ornidazole led to falls of less than 20% in the oxygen uptake, whilst metronidazole was ineffective. State 3 and state 3 mu (uncoupled) respiration
G, Aicardi, G, Solaini
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ChemInform Abstract: 4,5‐DISUBSTITUTED IMIDAZOLES. PART I. 4‐(HYDROXYMETHYL)‐5‐NITROIMIDAZOLE, 4‐FORMYL‐5‐NITROIMIDAZOLE AND THEIR N‐SUBSTITUTED DERIVATIVES

Chemischer Informationsdienst, 1983
AbstractNitrierung des Acetats (Ib) der Titelverbindung (Ia) [→(Ic)] und nachfolgende Verseifung geben den Alkohol (Id), der zum Aldehyd (II) oxidiert wird.
B. BOCHWIC   +3 more
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Solvatochromism of Heteroaromatic Compounds: XX. 4(5)-Nitroimidazole

Russian Journal of General Chemistry, 2003
4(5)-Nitroimidazole in solution is stabilized as the 5-nitro isomer due to formation of hydrogen bond with an aprotic protophilic solvent. Amphiprotic medium favors displacement of the tautomeric equilibrium toward the 4-nitro isomer via formation of a solvate complex where 4-nitroimidazole acts as hydrogen bond acceptor.
A. I. Vokin   +5 more
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2-Amino-5-nitroimidazoles

Journal of Medicinal Chemistry, 1971
L F, Miller, R E, Bambury
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The Pharmacology and Toxicology of 5-Nitroimidazoles

1982
The nitroimidazoles belong to the group of nitroheterocyclic compounds which play an important role as drugs in chemotherapy. The first heterocyclic compound to be used in human medicine was nitrofurazone, a nitrofuran derivative employed during the war for its antibacterial properties for the topical treatment of burns and wounds (1). The discovery of
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Resistance to 5-Nitroimidazoles in Pathogenic Microorganisms

1982
Resistance (lowered susceptibility) to metronidazole and other 5-nitroimidazoles occurs, albeit infrequently, in clinical isolates of the normally susceptible anaerobic microorganisms, Trichomonas vaginalis and Bacteroides spp. Such resistance has been induced by in vivo drug pressure in T.
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