2-nitro-1H-imidazole

• ChemBase ID: 60441
• Molecular Formular: C3H3N3O2
• Molecular Mass: 113.07482
• Monoisotopic Mass: 113.02252635
• SMILES: [N+](=O)(c1ncc[nH]1)[O-]
• Canonical SMILES: [O-][N+](=O)c1ncc[nH]1
• InChI: InChI=1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5)
• InChIKey: YZEUHQHUFTYLPH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-nitro-1H-imidazole
• IUPAC Traditional name: azomycin
• Synonyms: 2-Nitroimidazole; 2-Nitro-1H-imidazole; Azomycin; 2-Nitroimidazole; 2-Nitro-1H-imidazole; Azomycin; 2-NITROIMIDAZOLE; 吖素; 2-硝基咪唑

Database IDs

• CAS Number: 527-73-1
• EC Number: 208-425-5
• MDL Number: MFCD00005185
• Beilstein Number: 116444
• Merck Index: 14921
• PubChem SID: 24886548; 24851703; 162026182
• PubChem CID: 10701

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.4766144
• LogD (pH = 7.4): 0.323031
• Log P: 0.47901
• Molar Refractivity: 24.8066 cm^3
• Polarizability: 9.202401 Å^3
• Polar Surface Area: 71.82 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 7.740614

PROPERTIES

Physical Property

• Solubility: Acetone; Butyl Acetate; Ethanol; Ethyl Acetate; Methanol,
• Apperance: Pale Yellow Solid
• Melting Point: 275-277°C (dec); 287 °C (dec.)(lit.); ca 287°C dec.; ca. 287°C dec.

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: TOXIC; Toxic/Harmful
• RTECS: NI7875000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 22-36/37/38; 25-36/37/38; R:25
• Safety Statements: 26-36; 26-36/37-45; S:20-29-45-36/37/39
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: false; 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C3H3N3O2

DETAILS

MP Biomedicals - 02155884

(Azomycin)

Sigma Aldrich - 195650

Packaging
1 g in glass bottle
100, 250 mg in glass bottle
Application
Used to prepare nitroimidazole substituted boronic acids as precursors for imaging hypoxic tissue.1 Also used to prepare potential site-selective radiosensitizers for estrogen receptor-rich tumors.2

Toronto Research Chemicals - A965100

Antibiotic substance produced by an unidentified Streptomyces.

REFERENCES

• Maeda, et al.: J. Antibiot., 6A, 182 (1953)