1-[(E)-[(2-nitrophenyl)methylidene]amino]imidazolidine-2,4-dione

• ChemBase ID: 175743
• Molecular Formular: C10H8N4O4
• Molecular Mass: 248.19492
• Monoisotopic Mass: 248.05455476
• SMILES: c1cc(c(cc1)/C=N/N1CC(=O)NC1=O)[N+](=O)[O-]
• Canonical SMILES: O=C1NC(=O)N(C1)/N=C/c1ccccc1[N+](=O)[O-]
• InChI: InChI=1S/C10H8N4O4/c15-9-6-13(10(16)12-9)11-5-7-3-1-2-4-8(7)14(17)18/h1-5H,6H2,(H,12,15,16)/b11-5+
• InChIKey: FULJCJZKZXOFQZ-VZUCSPMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(E)-[(2-nitrophenyl)methylidene]amino]imidazolidine-2,4-dione
• IUPAC Traditional name: 1-[(E)-[(2-nitrophenyl)methylidene]amino]imidazolidine-2,4-dione
• Synonyms: 1-[[(2-Nitrophenyl)methylene]amino]-2,4-imidazolidinedione; NP-AHD

Database IDs

• CAS Number: 623145-57-3
• PubChem SID: 164231653
• PubChem CID: 9690702

CALCULATED PROPERTIES

• Acid pKa: 9.2336
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.6289326
• LogD (pH = 7.4): 0.6227606
• Log P: 0.62901235
• Molar Refractivity: 61.4699 cm^3
• Polarizability: 22.14589 Å^3
• Polar Surface Area: 107.59 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N894900

A derivative of the metabolite of nitrofuran antibiotics, 1-aminohydantoin (AH) (A611090).

REFERENCES

• Vroomen, L., et al.: Food Addit. Contam., 3, 331 (1986)
• Vroomen, L., et al.: Toxicol. Appl. Pharmacol., 95, 53 (1986)