4-Nitroimidazole

4-Nitroimidazole Structure
4-Nitroimidazole structure
Common Name 4-Nitroimidazole
CAS Number 3034-38-6 Molecular Weight 113.075
Density 1.6±0.1 g/cm3 Boiling Point 404.8±18.0 °C at 760 mmHg
Molecular Formula C3H3N3O2 Melting Point 303 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 198.6±21.2 °C
Symbol GHS07
GHS07
Signal Word Warning

Binding of imidazole, 1-methylimidazole and 4-nitroimidazole to yeast cytochrome c peroxidase (CcP) and the distal histidine mutant, CcP(H52L).

Biochim. Biophys. Acta 1854 , 869-81, (2015)

Imidazole, 1-methylimidazole and 4-nitroimidazole bind to yeast cytochrome c peroxidase (yCcP) with apparent equilibrium dissociation constants (KD(app)) of 3.3±0.4, 0.85±0.11, and ~0.2M, respectively, at pH7. This is the weakest imidazole binding to a heme p...

Apolar distal pocket mutants of yeast cytochrome c peroxidase: Binding of imidazole, 1-methylimidazole and 4-nitroimidazole to the triAla, triVal, and triLeu variants.

Biochim. Biophys. Acta 1854 , 919-29, (2015)

Imidazole binding to three apolar distal heme pocket mutants of yeast cytochrome c peroxidase (CcP) has been investigated between pH4 and 8. The three CcP variants have Arg-48, Trp-51, and His-52 mutated to either all alanine, CcP(triAla), all valine, CcP(tri...

Analysis of four 5-nitroimidazoles and their corresponding hydroxylated metabolites in egg, processed egg, and chicken meat by isotope dilution liquid chromatography tandem mass spectrometry.

J. Agric. Food Chem. 54(6) , 2018-26, (2006)

An isotope dilution liquid chromatography-electrospray ionization-tandem mass spectrometry method is presented for the simultaneous analysis of several 5-nitroimidazole-based veterinary drugs, which are dimetridazole (DMZ), ronidazole (RNZ), metronidazole (MN...

Synthesis of some N-substituted nitroimidazole derivatives as potential antioxidant and antifungal agents.

Eur. J. Med. Chem. 44 , 645-52, (2009)

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,...

New synthesis and antiparasitic activity of model 5-aryl-1-methyl-4-nitroimidazoles.

Molecules 14(8) , 2758-67, (2009)

A number of 5-aryl-1-methyl-4-nitroimidazoles 5a-f have been synthesized in good yields by the Suzuki coupling reaction between 5-chloro-1-methyl-4-nitroimidazole (3) and arylboronic acids 4a-f, aided by dichlorobis-(triphenylphosphine)palladium(II), K(2)CO(3...

Cationic nucleoside lipids derived from universal bases: A rational approach for siRNA transfection.

Bioconjug. Chem. 21(6) , 1062-9, (2010)

Cationic nucleoside lipids (CNLs) derived from 5-nitroindole and 4-nitroimidazole bases were prepared from d-ribose by using a straightforward chemical synthesis. TEM experiments indicate that these amphiphilic molecules self-assemble to form supramolecular o...

Sequential regimens for Helicobacter pylori eradication.

Lancet 370(9592) , 1010-2, (2007)

A new-generation 5-nitroimidazole can induce highly metronidazole-resistantGiardia lambliain vitro

Int. J. Antimicrob. Agents 36(1) , 37-42, (2010)

The 5-nitroimidazole (NI) compound C17, with a side chain carrying a remote phenyl group in the 2-position of the imidazole ring, is at least 14-fold more active against the gut protozoan parasite Giardia lamblia than the 5-NI drug metronidazole (MTR), with a...

Lowering of 5-nitroimidazole's mutagenicity: towards optimal antiparasitic pharmacophore.

Eur. J. Med. Chem. 44(2) , 653-9, (2009)

To improve the antiparasitic pharmacophore, 20 5-nitroimidazoles bearing an arylsulfonylmethyl group were prepared from commercial imidazoles. The antiparasitic activity of these molecules was assessed against Trichomonas vaginalis, the in vitro cytotoxicity ...

Synthesis and biological characterisation of novel dithiocarbamate containing 5-nitroimidazole (99m)Tc-complexes as potential agents for targeting hypoxia.

Bioorg. Med. Chem. Lett. 21(1) , 394-7, (2011)

With the aim to develop new potential (99m)Tc-radiopharmaceuticals for imaging hypoxia based on the formation of Tc-nitrido complexes, two novel dithiocarbamate containing metronidazole derivatives (L1 and L2) have been prepared and characterised. The synthes...