1-methyl-5-nitro-1H-imidazole

• ChemBase ID: 68238
• Molecular Formular: C4H5N3O2
• Molecular Mass: 127.1014
• Monoisotopic Mass: 127.03817642
• SMILES: c1ncc(n1C)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cncn1C
• InChI: InChI=1S/C4H5N3O2/c1-6-3-5-2-4(6)7(8)9/h2-3H,1H3
• InChIKey: JLZXSFPSJJMRIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-5-nitro-1H-imidazole
• IUPAC Traditional name: 1-methyl-5-nitroimidazole
• Synonyms: 1-Methyl-5-nitroimidazole; 1-Methyl-5-nitro-1H-imidazole; 1-Methyl-5-nitroimidazole; 1-甲基-5-硝基咪唑

Database IDs

• CAS Number: 3034-42-2
• EC Number: 221-225-2
• MDL Number: MFCD00126968
• Beilstein Number: 123550
• PubChem SID: 162033970; 24890002
• PubChem CID: 18210

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.107604586
• LogD (pH = 7.4): 0.107725516
• Log P: 0.10772706
• Molar Refractivity: 29.4833 cm^3
• Polarizability: 10.921649 Å^3
• Polar Surface Area: 60.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 54-57 °C; 55-57°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• RTECS: NI7530000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: >97.0% (HPLC); 95+%
• Empirical Formula (Hill Notation): C4H5N3O2

DETAILS

Sigma Aldrich - 94489

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - M323760

Used in the synthesis of new 5-nitroimidazoles as potential antibacterial drugs via VNS procedure.

REFERENCES

• Cudmore, S., et al.: Clin. Microbiol. Rev., 17, 783 (2004)
• Upcroft, J., et al.: Antimicrob. Agents Chemother., 50, 344 (2004)