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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:
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Madhava B Mallia et al.
Bioorganic & medicinal chemistry, 14(23), 7666-7670 (2006-09-05)
An iminodiacetic acid (IDA) derivative of 2-methyl-5-nitroimidazole was synthesized as a carrier molecule for radiolabeling with the gamma emitting radioisotope, 99mTc, for imaging hypoxic regions of tumors. The ligand was synthesized in excellent yield and labeled using freshly prepared [99mTc(CO)3(H2O)3]+
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
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