195650
2-Nitroimidazole
98%
Synonym(s):
Azomycin
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About This Item
Empirical Formula (Hill Notation):
C3H3N3O2
CAS Number:
Molecular Weight:
113.07
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-425-5
Beilstein/REAXYS Number:
116444
MDL number:
Assay:
98%
Form:
solid
InChI key
YZEUHQHUFTYLPH-UHFFFAOYSA-N
InChI
1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5)
SMILES string
[O-][N+](=O)c1ncc[nH]1
assay
98%
form
solid
mp
287 °C (dec.) (lit.)
functional group
nitro
Quality Level
General description
2-Nitroimidazole is a natural antibiotic.
Application
2-Nitroimidazole was used in the synthesis of:
- tert-butyl 2-(2-nitro-1H-imidazol-1-yl)ethylcarbamate
- 1-(2-(tert-butyldimethylsilyloxy)ethyl)-2-nitro-1H-imidazole
- 2-fluoro-N-(2-(2-nitro-1H-imidazol-1-yl)ethyl)acetamide
- 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl 2-fluoroacetate
- radiolabeling precursors - the bromo substituted analogs
- nitroimidazole substituted boronic acids, precursors for imaging hypoxic tissue
- potential site-selective radiosensitizers for estrogen receptor-rich tumors
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Analysis Note
solubility :
50 mg/mL in NH4OH : soluble, clear, green-yellow, to very dark green-yellow to very dark yellow
50 mg/mL in NH4OH : soluble, clear, green-yellow, to very dark green-yellow to very dark yellow
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Sandra Mendoza-Elizalde et al.
BMC microbiology, 19(1), 184-184 (2019-08-10)
Helicobacter pylori recurrence after successful eradication is an important problem. Children are particularly vulnerable to reinfection, by intrafamilial transmission which facilitates the acquisition or recombination of new genetic information by this bacterium. We investigated the evolutionary dynamics of 80 H.
Zhihao Zha et al.
Nuclear medicine and biology, 38(4), 501-508 (2011-05-03)
Nitroimidazole (azomycin) derivatives labeled with radioisotopes have been developed as cancer imaging and radiotherapeutic agents based on the oncological hypoxic mechanism. By attaching nitroimidazole core with different functional groups, we synthesized new nitroimidazole derivatives and evaluated their potentiality as tumor
Tetrahedron, 48, 10233-10233 (1992)
R K Jackson et al.
Clinical oncology (Royal College of Radiologists (Great Britain)), 31(5), 290-302 (2019-03-12)
The role of hypoxia in radiation resistance is well established and many approaches to overcome hypoxia in tumours have been explored, with variable success. Two small molecule strategies for targeting hypoxia have dominated preclinical and clinical efforts. One approach has
Kazuki Yoshihara et al.
Chembiochem : a European journal of chemical biology, 18(16), 1650-1658 (2017-05-16)
The use of DNA aggregates could be a promising strategy for the molecular imaging of biological functions. Herein, phosphorescent oligodeoxynucleotides were designed with the aim of visualizing oxygen fluctuation in tumor cells. DNA-ruthenium conjugates (DRCs) that consisted of oligodeoxynucleotides, a
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