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195650

2-Nitroimidazole

98%

Synonym(s):

Azomycin

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About This Item

Empirical Formula (Hill Notation):
C3H3N3O2
CAS Number:
527-73-1
Molecular Weight:
113.07
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24851703
EC Number:
208-425-5
Beilstein/REAXYS Number:
116444
MDL number:
MFCD00005185
Assay:
98%
Form:
solid
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Quality Level

200

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

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1234
BCCN6941
BCCM3518
BCCK0234
BCCL0276

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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
Tetrahedron, 48, 10233-10233 (1992)
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
View All Related Papers

Global Trade Item Number

SKUGTIN
195650-250MG04061838761712
195650-1G04061838761705