ChemicalBook > CAS DataBase List > 2-Nitroimidazole

2-Nitroimidazole

Product Name
2-Nitroimidazole
CAS No.
527-73-1
Chemical Name
2-Nitroimidazole
Synonyms
2-nitro-1h-imidazole;AZOMYCIN;2-Nitroimidazole sulfate;11a;amicin;ro05-9129;AZOMYCINE;2-NITROMIDAZOLE;2-nitro-imidazo;2-Nitroimidaxole
CBNumber
CB0340968
Molecular Formula
C3H3N3O2
Formula Weight
113.07
MOL File
527-73-1.mol
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2-Nitroimidazole Property

Melting point:
287 °C (dec.) (lit.)
Boiling point:
211.75°C (rough estimate)
Density 
1.5988 (rough estimate)
refractive index 
1.4264 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
NH4OH: soluble50mg/mL, clear, yellow to orange
form 
Powder
pka
8.72±0.10(Predicted)
color 
Light yellow to khaki-green
Water Solubility 
insoluble
Merck 
14,921
BRN 
116444
InChIKey
YZEUHQHUFTYLPH-UHFFFAOYSA-N
CAS DataBase Reference
527-73-1(CAS DataBase Reference)
EPA Substance Registry System
1H-Imidazole, 2-nitro- (527-73-1)
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Safety

Hazard Codes 
Xn,T
Risk Statements 
22-36/37/38-23/24/25-20/21/22
Safety Statements 
26-36-45-36/37/39
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
NI7875000
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29332990
Toxicity
LD50 i.v. in mice: 80 mg/kg (Maeda)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
195650
Product name
2-Nitroimidazole
Purity
98%
Packaging
250mg
Price
$53.6
Updated
2025/07/31
Sigma-Aldrich
Product number
195650
Product name
2-Nitroimidazole
Purity
98%
Packaging
1g
Price
$71.45
Updated
2025/07/31
TCI Chemical
Product number
N0891
Product name
2-Nitroimidazole
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$58
Updated
2025/07/31
TCI Chemical
Product number
N0891
Product name
2-Nitroimidazole
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$230
Updated
2025/07/31
Cayman Chemical
Product number
29395
Product name
Azomycin
Packaging
500mg
Price
$33
Updated
2024/03/01
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2-Nitroimidazole Chemical Properties,Usage,Production

Chemical Properties

Pale Yellow Solid

Uses

2-Nitroimidazole, is used as an antibiotic in pharma industry.

Uses

2-Nitroimidazole is a antibiotic substance produced by an unidentified Streptomyces,it is used to prepare nitroimidazole substituted boronic acids as precursors for imaging hypoxic tissue 1.It is also used to prepare potential site-selective radiosensitizers for estrogen receptor-rich tumors.

Definition

ChEBI: An imidazole that is 1H-imidazole substituted at position 2 by a nitro group.

General Description

2-Nitroimidazole is a natural antibiotic.

Synthesis

42383-61-9

527-73-1

General procedure for the synthesis of 2-nitroimidazole from 2-aminoimidazole sulfate: 2-aminoimidazole sulfate (1.57 g, 6.01 mmol) was dissolved in water (10 mL) and 50% w/v fluoroboric acid (7 mL). The reaction solution was cooled to -20 °C in an acetone/dry ice bath and a solution of sodium nitrite (4.14 g, 59.6 mmol) in water (10 mL) was added slowly and dropwise. The reaction temperature was maintained at -10 °C and stirred for 30 min. Subsequently, the reaction solution was poured into a solution of copper sulfate (20.0 g, 119 mmol) in water (200 mL). Sodium nitrite (4.14 g, 59.6 mmol) was then added and the reaction mixture was stirred for 2 hours at room temperature. After completion of the reaction, the extract was carried out for 6 hours using a continuous extractor with ethyl acetate (200 mL) as the extractant. The organic phases were combined, concentrated under reduced pressure and the residue was recrystallized from ethanol to give the target compound 2-nitroimidazole as yellow needle-like crystals (870 mg, 65% yield).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 17, p. 5102 - 5106

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View Lastest Price from 2-Nitroimidazole manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Nitroimidazole 527-73-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-16
HebeiShuoshengImportandExportco.,Ltd
Product
2-Nitroimidazole 527-73-1
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-05
Hebei Longbang Technology Co., Ltd
Product
2-Nitroimidazole 527-73-1
Price
US $6.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-05-27

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