1-(2-methyl-5-nitro-1H-imidazol-1-yl)(2H6)propan-2-ol

• ChemBase ID: 177723
• Molecular Formular: C7H11N3O3
• Molecular Mass: 185.18054
• Monoisotopic Mass: 185.08004123
• SMILES: c1nc(n(c1[N+](=O)[O-])CC(O)C)C
• Canonical SMILES: CC(Cn1c(C)ncc1[N+](=O)[O-])O
• InChI: InChI=1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3
• InChIKey: KPQZUUQMTUIKBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-methyl-5-nitro-1H-imidazol-1-yl)(^2H₆)propan-2-ol
• IUPAC Traditional name: 1-(2-methyl-5-nitroimidazol-1-yl)(^2H₆)propan-2-ol
• Synonyms: α,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol-d6; 1-(2-Methyl-5-nitroimidazol-1-yl)-2-propanol-d6; Flagentyl-d6; PM 185184-d6; RP 14539-d6; Secnidazole-d6

Database IDs

• PubChem SID: 164233633
• PubChem CID: 71752172

CALCULATED PROPERTIES

• Acid pKa: 15.158427
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.0442613
• LogD (pH = 7.4): -0.04275446
• Log P: -0.0427352
• Molar Refractivity: 45.6393 cm^3
• Polarizability: 17.055841 Å^3
• Polar Surface Area: 83.87 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 73-75°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S225002

Labelled Secnidazole (S225000). Analog of Metronidazole. Antiamebic. Antiprotozoal (Trichomonas).

REFERENCES

• Cosar, C., et al.: Arzneim.-Forsch., 16, 23 (1966)
• Videau, D., et al.: Br. J. Vener. Dis., 54, 77 (1966)
• Symonds, J., et al.: J. Antimicrob. Chemother., 5, 484 (1966)