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136255

Sigma-Aldrich

2-Methyl-4(5)-nitroimidazole

99%

Synonym(s):

2-Methyl-4-nitro-1H-imidazole, 2-Methyl-4-nitroimidazole, 2-Methyl-5-nitro-1H-imidazole, 2-Methyl-5-nitroimidazole, 4-Nitro-2-methylimidazole, Menidazole

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About This Item

Empirical Formula (Hill Notation):
C4H5N3O2
CAS Number:
696-23-1
Molecular Weight:
127.10
Beilstein/REAXYS Number:
4032
EC Number:
211-790-3
MDL number:
MFCD00151322
UNSPSC Code:
12352005
PubChem Substance ID:
24848270
NACRES:
NA.22

assay

99%

form

powder

mp

251-255 °C (lit.)

SMILES string

Cc1ncc([nH]1)[N+]([O-])=O

InChI

1S/C4H5N3O2/c1-3-5-2-4(6-3)7(8)9/h2H,1H3,(H,5,6)

InChI key

FFYTTYVSDVWNMY-UHFFFAOYSA-N

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Application

2-Methyl-4(5)-nitroimidazole was used to study the mechanism of both the alkaline and acidic hydrolysis of tinidazole.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Jukka-Pekka K Salo et al.
Journal of pharmaceutical sciences, 92(4), 739-746 (2003-03-28)
Using two UV-spectrophotometric methods, the hydrolysis of tinidazole was studied at pH 1.00-8.45 at 80 degrees C. The reaction followed apparent first-order kinetics throughout the studied range. No kinetic salt effect was detected, indicating that at least one of the
G Carignan et al.
Food additives and contaminants, 8(4), 467-475 (1991-07-01)
An unidentified metabolite of dimetridazole (DMZ), found in pig plasma, muscle and kidney, was shown by chromatography and spectroscopy to be 2-methyl-5-nitroimidazole (2-MNI), resulting from N-demethylation of DMZ. This route of degradation competes with the oxidation pathway previously described. The
Fa-qing Ye et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 40(2), 132-135 (2005-05-07)
To study the synthesis and antibacterial activity of ciprofloxacin derivatives. Ciprofloxacin derivatives were synthesized primarily from 2-methyl-5-nitroimidazol and ciprofloxacin through nucleophilic substitution. The antibacterial activity of the synthesized compounds were tested. Nine new compounds were synthesized. The structure of the
S Yang
Hua xi yi ke da xue xue bao = Journal of West China University of Medical Sciences = Huaxi yike daxue xuebao, 30(3), 345-346 (2002-09-06)
The 2-methyl-5(4)-nitromidazole(BH) is an ampholyte with acid and base. It is an intermediate of metronidazole. The amphoteric dissociation constant of BH determined by equimolar UV-spectrophotometry. The acidic dissociation constant pKa is 9.64 +/- 0.04 and the basic dissociation constant pKb
Daniel D Rossouw et al.
Nuclear medicine and biology, 32(4), 385-394 (2005-05-10)
The inflammation- and infection-seeking properties of (131)I-labeled ornidazole, a 5-nitroimidazole derivative, have recently been reported. Whole-body images in rabbits showed a more rapid uptake in inflamed areas compared to (67)Ga. In the present study, two novel (123)I-labeled 2-methyl-4-nitroimidazole derivatives were
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