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Merck

195650

Sigma-Aldrich

2-Nitroimidazole

98%

Sinónimos:

Azomycin

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About This Item

Fórmula empírica (notación de Hill):
C3H3N3O2
Número de CAS:
Peso molecular:
113.07
Beilstein/REAXYS Number:
116444
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

solid

mp

287 °C (dec.) (lit.)

functional group

nitro

SMILES string

[O-][N+](=O)c1ncc[nH]1

InChI

1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5)

InChI key

YZEUHQHUFTYLPH-UHFFFAOYSA-N

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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

Related product

Referencia del producto
Descripción
Precios

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

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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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
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
Tetrahedron, 48, 10233-10233 (1992)
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
Bryce E Kidd et al.
The journal of physical chemistry. C, Nanomaterials and interfaces, 122(29), 16848-16852 (2018-12-19)
We report a simple and effective method to remove IrIMes homogeneous polarization transfer catalysts from solutions where NMR Signal Amplification By Reversible Exchange (SABRE) has been performed, while leaving intact the substrate's hyperpolarized state. Following microTesla SABRE hyperpolarization of 15N

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