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
Recommended Products
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.
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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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
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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