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

• ChemBase ID: 161591
• Molecular Formular: C10H9N3O2
• Molecular Mass: 203.19736
• Monoisotopic Mass: 203.06947654
• SMILES: C1(=O)CN(C(=O)N1)/N=C/c1ccccc1
• Canonical SMILES: O=C1NC(=O)CN1/N=C/c1ccccc1
• InChI: InChI=1S/C10H9N3O2/c14-9-7-13(10(15)12-9)11-6-8-4-2-1-3-5-8/h1-6H,7H2,(H,12,14,15)/b11-6+
• InChIKey: PEVLAELZNUZRPV-IZZDOVSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(E)-(phenylmethylidene)amino]imidazolidine-2,4-dione
• IUPAC Traditional name: 1-[(E)-(phenylmethylidene)amino]imidazolidine-2,4-dione
• Synonyms: 1-Benzylidineaminohydantoin; 1-[(Phenylmethylene)amino]-2,4-imidazolidinedione; 1-Benzylideneaminohydantoin

Database IDs

• CAS Number: 2827-57-8
• PubChem SID: 162255726
• PubChem CID: 6871263

CALCULATED PROPERTIES

• Acid pKa: 9.2336235
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.688923
• LogD (pH = 7.4): 0.68277645
• Log P: 0.68902814
• Molar Refractivity: 54.1452 cm^3
• Polarizability: 20.133621 Å^3
• Polar Surface Area: 61.77 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol

DETAILS

Toronto Research Chemicals - B279165

Intermediate in the preparation of 1-Amino Hydantoin.

REFERENCES

• Xie, Y., et al.: Bioorg. Med. Chem. Lett., 18, 2840 (2008)
• Du, L., et al.: Bioorg. Med. Chem. Lett., 19, 1477 (2008)