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136255

Sigma-Aldrich

2-Methyl-4(5)-nitroimidazole

99%

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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
Empirical Formula (Hill Notation):
C4H5N3O2
CAS Number:
Molecular Weight:
127.10
Beilstein:
4032
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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This Item
PHR1195BP2441667530
2-Methyl-4(5)-nitroimidazole 99%

136255

2-Methyl-4(5)-nitroimidazole

Tinidazole Related Compound A Pharmaceutical Secondary Standard; Certified Reference Material

PHR1195

Tinidazole Related Compound A

2-Methyl-5-nitroimidazole British Pharmacopoeia (BP) Reference Standard

BP244

2-Methyl-5-nitroimidazole

Tinidazole Related Compound A United States Pharmacopeia (USP) Reference Standard

1667530

Tinidazole Related Compound A

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

-

mp

251-255 °C (lit.)

mp

251-255 °C (lit.)

mp

251-255 °C (lit.)

mp

251-255 °C (lit.)

form

powder

form

-

form

-

form

-

Application

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

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

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Slide 1 of 8

1 of 8

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
Fa-qing Ye et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 38(4), 260-263 (2003-08-02)
To study the synthesis and antibacterial activity of pyridonecarboxylic acid derivatives containing 2-methyl-5-nitroimidazol. Pyridonecarboxylic acid derivatives containing 2-methyl-5-nitroimidazol were synthesized primarily from 2-methyl-5-nitroimidazol, norfloxacin, ciprofloxacin, enoxacin via nucleophilic substitution and esterification. The antibacterial activity of the nine target compounds were
V Arjunan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 176-188 (2012-07-06)
The FTIR and FT-Raman spectra of 1,2-dimethyl-5-nitroimidazole and 2-methyl-5-nitroimidazole have been recorded in the regions 4000-400 and 4000-100 cm(-1), respectively. The conformational analyses were performed and the energies of the different possible conformers were determined. The geometry of different conformers
Y Henry et al.
International journal of radiation biology and related studies in physics, chemistry, and medicine, 51(5), 797-809 (1987-05-01)
Three analogous 5-nitroimidazoles, having radiosensitizing and cytotoxic properties, have been studied by pulse-radiolysis in N2O-saturated aqueous formate solutions. Rates of formation of the radicals ImNO2-. are found to have little pH dependence. Decay of the radicals always follows second-order kinetics.
K Walczak et al.
Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 52(7), 935-941 (1998-07-14)
1,8-Diazabicyclo[5.4.0]undec-7-ene salts of 2-methyl-4(5)-nitroimidazole or benzotriazole were obtained in crystalline form. Michael-type addition of these salts to (4S,5R)-(E)-4,6-di-O-acetyl-5-hydroxy-2-hexenal gave, after acetylation of the product, an isomeric mixture of acetylated 3-(azol-1-yl)-2,3-dideoxy-D-arabino-hexopyranosides and 3-(azol-1-yl)-2,3-dideoxy-D-ribo-hexofuranosides. Reaction of these peracetylated adducts with trimethylsilylated thymine

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