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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
Molecular Weight:
113.07
MDL Number:
MFCD00005185
MOL File:
527-73-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:40:49

2-Nitroimidazole Properties

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
InChI 1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5)
InChIKey YZEUHQHUFTYLPH-UHFFFAOYSA-N
SMILES [O-][N+](=O)c1ncc[nH]1
CAS DataBase Reference 527-73-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII K8E96XL55D
EPA Substance Registry System 1H-Imidazole, 2-nitro- (527-73-1)
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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  TSCA listed
HazardClass  6.1
PackingGroup  III
HS Code  29332990
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 4 Oral
Toxicity LD50 i.v. in mice: 80 mg/kg (Maeda)
NFPA 704
0
3 0

2-Nitroimidazole price More Price(92)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 195650 2-Nitroimidazole 98% 527-73-1 250mg $57.1 2026-04-30 Buy
Sigma-Aldrich 195650 2-Nitroimidazole 98% 527-73-1 1g $93.8 2026-04-30 Buy
TCI Chemical N0891 2-Nitroimidazole >98.0%(HPLC)(T) 527-73-1 1g $62 2026-04-30 Buy
TCI Chemical N0891 2-Nitroimidazole >98.0%(HPLC)(T) 527-73-1 5g $245 2026-04-30 Buy
Cayman Chemical 29395 Azomycin ≥98% 527-73-1 500mg $37 2026-04-30 Buy
Product number Packaging Price Buy
195650 250mg $57.1 Buy
195650 1g $93.8 Buy
N0891 1g $62 Buy
N0891 5g $245 Buy
29395 500mg $37 Buy

2-Nitroimidazole Chemical Properties,Uses,Production

Chemical Properties

Pale Yellow Solid

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.

Uses

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

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

imidazol-2-ylamine sulphate

42383-61-9

2-Nitroimidazole

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Nitroimidazole pictures 2026-09-11 2-Nitroimidazole
527-73-1
1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
2-Nitroimidazole pictures 2026-08-08 2-Nitroimidazole
527-73-1
1kg 98.5%min 100kg ; 500kg Hangzhou ICH Biofarm Co., Ltd
2-Nitroimidazole pictures 2026-05-28 2-Nitroimidazole
527-73-1
$2.00-5.00 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
ro05-9129 2-Nitroimidazole,98% 2-Nitroimidaxole 2-nitro-imidazo 2-NITROMIDAZOLE 1H-Imidazole, 2-nitro- AzoMycin (2-NitroiMidazole) 2-Nitroimidazole sulfate 2-NitroiMidazole, 98% 250MG 2-Nitroimidazole Azomycin 2-NitroiMidazole SynonyMs 2-nitro-1H-iMidazole, AzoMycin Imidazole, 2-nitro- NITRO-1H-IMIDAZOLE WLN: T5M CNJ BNW AZOMYCINE 2-NITROIMIDAZOLE 11a 2-nitro-1h-imidazol 2-nitro-imidazol amicin 2-Nitroimidazole, 98%, for synthesis 2-Nitroimidazole> 2-Nitroimidazole Basic information 2-nitro-1H-imidazole - [A37862] 2-nitro-1h-imidazole AZOMYCIN 527-73-1 527-3-1 N2C3H2NO2 Building Blocks Heterocyclic Building Blocks Imidazoles Heterocycles Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines Imidazol&Benzimidazole Heterocyclic Compounds Imidaxoles Building Blocks C3 to C8 Chemical Synthesis Heterocyclic Building Blocks Imidazoles OLED materials,pharm chemical,electronic Pharmaceutical intermediates Inhibitors 527-73-1