2-methyl-4-nitro-1H-imidazole

• ChemBase ID: 79414
• Molecular Formular: C4H5N3O2
• Molecular Mass: 127.1014
• Monoisotopic Mass: 127.03817642
• SMILES: n1c(C)[nH]cc1[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1c[nH]c(n1)C
• InChI: InChI=1S/C4H5N3O2/c1-3-5-2-4(6-3)7(8)9/h2H,1H3,(H,5,6)
• InChIKey: FFYTTYVSDVWNMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-4-nitro-1H-imidazole; 2-methyl-5-nitro-1H-imidazole
• IUPAC Traditional name: 2-methyl-4-nitro-1H-imidazole; 2-methyl-5-nitroimidazole
• Synonyms: 2-methyl-4-nitro-1H-imidazole; 5-NITRO-2-METHYL IMIDAZOLE; 2-Methyl-5-nitro-1H-imidazole; 2-Methyl-5-nitro-1H-imidazole; L 581490; Menidazole; RP 8532; 2-Methyl-5-nitroimidazole; 2-Methyl-4(5)-nitroimidazole; 2-methyl-4-nitroimidazole; 2-甲基-4(5)-硝基咪唑; 2-甲基-4(5)硝基咪唑

Database IDs

• CAS Number: 696-23-1; 88054-22-2
• EC Number: 211-790-3
• MDL Number: MFCD00151322; MFCD00005191
• Beilstein Number: 4032
• PubChem SID: 24848270; 162044177
• PubChem CID: 12760

CALCULATED PROPERTIES

• Acid pKa: 8.106737
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.0054310123
• LogD (pH = 7.4): -0.060459554
• Log P: 0.0071157217
• Molar Refractivity: 29.0273 cm^3
• Polarizability: 10.924789 Å^3
• Polar Surface Area: 71.82 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 251-254°C; 251-255 °C(lit.); 252-254°C
• Flash Point: 195 °C; 383 °F

Safety Information

• Storage Condition: Refrigerator
• RTECS: NI7550000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%; 98%; 99%
• Empirical Formula (Hill Notation): C4H5N3O2

DETAILS

MP Biomedicals - 05225229

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 136255

Packaging
50, 250 g in poly bottle

Toronto Research Chemicals - M323765

Floconazole impurity.

REFERENCES

• Sanderson, H., et al.: Toxicol. Lett., 187, 84 (2009)
• Kumar, L., et al.: Eur. J. Med. Chem., 45, 817 (2009)
• Effect of temperature on regioselective N-alkylation: J. Chem. Soc., Perkin 1, 2399 (1994).