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Y0000087

Metronidazole impurity A

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

2-Methyl-4(5)-nitroimidazole

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About This Item

Empirical Formula (Hill Notation):
C4H5N3O2
CAS Number:
Molecular Weight:
127.10
Beilstein:
4032
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

metronidazole

manufacturer/tradename

EDQM

mp

251-255 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Metronidazole impurity A EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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


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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
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
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
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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