2-Nitroimidazole

Names

[ CAS No. ]:
527-73-1

[ Name ]:
2-Nitroimidazole

[Synonym ]:
2-Nitroimidazol
Azomycin
2-Nitro-1H-imidazole
MFCD00005185
2-Nitroimidazole
EINECS 208-425-5
1H-Imidazole, 2-nitro-

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
373.6±25.0 °C at 760 mmHg

[ Melting Point ]:
287 °C (dec.)(lit.)

[ Molecular Formula ]:
C₃H₃N₃O₂

[ Molecular Weight ]:
113.075

[ Flash Point ]:
179.7±23.2 °C

[ Exact Mass ]:
113.022530

[ PSA ]:
74.50000

[ LogP ]:
0.15

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.612

[ Storage condition ]:
Refrigerator

[ Water Solubility ]:
insoluble

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NI7875000

CHEMICAL NAME :: Imidazole, 2-nitro-

CAS REGISTRY NUMBER :: 527-73-1

BEILSTEIN REFERENCE NO. :: 0116444

LAST UPDATED :: 199701

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C3-H3-N3-O2

MOLECULAR WEIGHT :: 113.09

WISWESSER LINE NOTATION :: T5M CNJ BNW

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 316 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 80 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 316 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 80 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 1 mg/plate

REFERENCE :: JGAMA9 Journal of General and Applied Microbiology. (Microbiology Research Foundation, c/o Japan Academic Soc. Center Bldg., 2-4-16 Yayoi, Bunkyo-ku, Tokyo, 113, Japan) V.1- 1955- Volume(issue)/page/year: 11,129,1965 *** REVIEWS *** TOXICOLOGY REVIEW ADCMAZ Advances in Chemotherapy. (New York, NY) V.1-3, 1964-68. For publisher information, see AVPCAQ. Volume(issue)/page/year: 3,39,1968 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X6614 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 1822 (estimated) No. of Female Employees: 272 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
NI7875000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

oxazolidinone
2,3-DIMETHYL-2,3-DINITROBUTANE
N-(1H-imidazol-2-yl)acetamide
1-ethyl-2-nitroimidazole
3-(2-hydroxy-3-(2-nitro-1H-imidazol-1-yl)propyl)-2-oxazolidinone
1-(2'-NITRO-1'-IMIDAZOLYL)-2-O-TETRAHYDROPYRANYL-3-O-TOLUENESULFONYL-PROPANEDIOL
1H-Imidazole-1-ethanol,a-(fluoromethyl)-2-nitro-
7-(4'-(2-nitroimidazole-1-yl)butyl)theophylline
α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol
1H-Imidazole,1-methyl-2-nitro-

Customs

[ HS Code ]: 2933290090

[ Summary ]:
2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

A (99m)Tc-labeled misonidazole analogue: step toward a (99m)Tc-alternative to [18F]fluromisonidazole for detecting tumor hypoxia.

Cancer Biother. Radiopharm. 30(2) , 79-86, (2015)

The PET radiopharmaceutical [(18)F]Fluromisonidazole ([(18)F]FMISO) is presently the agent of choice for the clinical imaging of tumor hypoxia. Considering the logistic advantages of (99m)Tc and wider...

The synthesis and radiolabeling of 2-nitroimidazole derivatives of cyclam and their preclinical evaluation as positive markers of tumor hypoxia.

J. Nucl. Med. 43(6) , 837-50, (2002)

The cyclam ligand (1,4,8,11-tetraazacyclotetradecane) was condensed with various azomycin-containing synthons to produce chemical compounds that could chelate radioactive metals. It was expected that ...

The oxygen dependence of the reduction of nitroimidazoles in a radiolytic model system.

Int. J. Radiat. Oncol. Biol. Phys. 10(8) , 1323-6, (1984)

Radiation chemical reductions using eaq- and CO2- have been carried out in the presence of oxygen with metronidazole, p-nitroacetophenone, misonidazole and three other 2-nitroimidazoles. Low concentra...