1-[(E)-(phenylmethylidene)amino]imidazolidine-2,4,5-trione

• ChemBase ID: 161590
• Molecular Formular: C10H7N3O3
• Molecular Mass: 217.18088
• Monoisotopic Mass: 217.0487411
• SMILES: c1cccc(c1)/C=N/N1C(=O)C(=O)NC1=O
• Canonical SMILES: O=C1NC(=O)C(=O)N1/N=C/c1ccccc1
• InChI: InChI=1S/C10H7N3O3/c14-8-9(15)13(10(16)12-8)11-6-7-4-2-1-3-5-7/h1-6H,(H,12,14,16)/b11-6+
• InChIKey: QMHLKOIIYHZAID-IZZDOVSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(E)-(phenylmethylidene)amino]imidazolidine-2,4,5-trione
• IUPAC Traditional name: 1-[(E)-(phenylmethylidene)amino]imidazolidine-2,4,5-trione
• Synonyms: 1-Benzylideneamino-2,4,5-trioxoimidazolidine; 1-[(Phenylmethylene)amino]-2,4,5-imidazolidinetrione; 1-(Benzylideneamino)parabanic Acid

Database IDs

• CAS Number: 42839-64-5
• PubChem SID: 162255725
• PubChem CID: 12235328

CALCULATED PROPERTIES

• Acid pKa: 6.859322
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9172035
• LogD (pH = 7.4): 0.301861
• Log P: 0.93557125
• Molar Refractivity: 54.5247 cm^3
• Polarizability: 20.26475 Å^3
• Polar Surface Area: 78.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Powder

DETAILS

Toronto Research Chemicals - B279160

Analog of Nitrofurantoin.

REFERENCES

• White, R., et al.: J. Pharm. Sci., 66, 277 (1977)
• Ellis, K., et al.: J. Med. Chem., 21, 127 (1977)