5-ethyl-5-(2H5)phenylimidazolidine-2,4-dione

• ChemBase ID: 166515
• Molecular Formular: C11H12N2O2
• Molecular Mass: 204.22518
• Monoisotopic Mass: 204.08987763
• SMILES: N1C(=O)C(NC1=O)(c1ccccc1)CC
• Canonical SMILES: CCC1(NC(=O)NC1=O)c1ccccc1
• InChI: InChI=1S/C11H12N2O2/c1-2-11(8-6-4-3-5-7-8)9(14)12-10(15)13-11/h3-7H,2H2,1H3,(H2,12,13,14,15)
• InChIKey: UDTWZFJEMMUFLC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethyl-5-(^2H₅)phenylimidazolidine-2,4-dione
• IUPAC Traditional name: 5-ethyl-5-(^2H₅)phenylimidazolidine-2,4-dione
• Synonyms: (+/-)-Nirvanol-d5; (+/-)-5-Ethyl-5-(phenyl-d5)hydantoin; (RS)-5-Ethyl-5-(phenyl-d5)-2,4-imidazolidinedione; 5-(Phenyl-d5)-5-ethylhydantoin; Desmethylmephenytoin-d5; Ethylphenylhydantoin-d5; NSC 150466-d5; NSC 33388-d5; Nirvanol-d5; Normephenytoin-d5; rac N-Desmethyl Mephenytoin-D5 (Major)

Database IDs

• CAS Number: 119458-27-4
• PubChem SID: 162260648
• PubChem CID: 12217789

CALCULATED PROPERTIES

• Acid pKa: 9.824812
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.441477
• LogD (pH = 7.4): 1.439886
• Log P: 1.4414972
• Molar Refractivity: 54.6413 cm^3
• Polarizability: 21.252436 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Ethanol; Methanol
• Apperance: Off-White Solid
• Melting Point: 186-189°C

DETAILS

Toronto Research Chemicals - D292062

An anticonvulsant, hypnotic. A labelled metabolite of Mephentoin.A representative lot was 85% d5; 15% d4 1% d3 with no detectable d0.

REFERENCES

• Karlaganis, G., et al.: Drug Metab. Dispos., 8, 173 (1980)
• Knabe, J., et al.: Arch. Phar., 313, 538 (1980)