5-nitro-2-(propan-2-yl)-1H-imidazole

• ChemBase ID: 166449
• Molecular Formular: C6H9N3O2
• Molecular Mass: 155.15456
• Monoisotopic Mass: 155.06947654
• SMILES: c1c([nH]c(n1)C(C)C)[N+](=O)[O-]
• Canonical SMILES: CC(c1ncc([nH]1)[N+](=O)[O-])C
• InChI: InChI=1S/C6H9N3O2/c1-4(2)6-7-3-5(8-6)9(10)11/h3-4H,1-2H3,(H,7,8)
• InChIKey: SQZCZXRYOJJCDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitro-2-(propan-2-yl)-1H-imidazole
• IUPAC Traditional name: 2-isopropyl-4-nitro-3H-imidazole
• Synonyms: 2-(1-Methylethyl)-5-nitro-1H-imidazole; 2-(1-Methylethyl)-4-nitro-1H-imidazole; 2-Isopropyl-4-nitroimidazole; 2-Isopropyl-5-nitroimidazole; N-Desmethyl Ipronidazole

Database IDs

• CAS Number: 13373-32-5
• PubChem SID: 162260582
• PubChem CID: 83389

CALCULATED PROPERTIES

• Acid pKa: 6.1795554
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1777332
• LogD (pH = 7.4): 0.4869553
• Log P: 1.2506379
• Molar Refractivity: 39.2329 cm^3
• Polarizability: 14.548224 Å^3
• Polar Surface Area: 74.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - D291820

Ipronidazole (I747000) derivative. A nitroimidazole with mutagenic properties.

REFERENCES

• Voogd, C. et al.: Mutat. Res. 66, 207 (1979)