5-ethyl-3-methyl-5-(2H5)phenylimidazolidine-2,4-dione

• ChemBase ID: 172663
• Molecular Formular: C12H14N2O2
• Molecular Mass: 218.25176
• Monoisotopic Mass: 218.1055277
• SMILES: N1(C(=O)C(NC1=O)(c1ccccc1)CC)C
• Canonical SMILES: CCC1(NC(=O)N(C1=O)C)c1ccccc1
• InChI: InChI=1S/C12H14N2O2/c1-3-12(9-7-5-4-6-8-9)10(15)14(2)11(16)13-12/h4-8H,3H2,1-2H3,(H,13,16)
• InChIKey: GMHKMTDVRCWUDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethyl-3-methyl-5-(^2H₅)phenylimidazolidine-2,4-dione
• IUPAC Traditional name: 5-ethyl-3-methyl-5-(^2H₅)phenylimidazolidine-2,4-dione
• Synonyms: 3-Ethylnirvanol-d5; 3-Methyl-5-ethyl-5-(phenyl-d5)-2,4-imidazolidinedione; 3-Methyl-5-ethyl-5-(phenyl-d5)hydantoin; Epiazin-d5; Epilan-d5; Mesantoin-d5; Mesontoin-d5; Methoin-d5; Sacerno-d5; Sedantional-d5; rac Mephenytoin-d5; rac 5-Ethyl-3-methyl-5-(phenyl-d5)hydantoin; (+/-)-5-Ethyl-3-methyl-5-(phenyl-d5)hydantoin; (+/-)-Mesantoin-d5

Database IDs

• CAS Number: 1185032-66-9
• PubChem SID: 164228573
• PubChem CID: 45039695

CALCULATED PROPERTIES

• Acid pKa: 11.179447
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6651723
• LogD (pH = 7.4): 1.665102
• Log P: 1.6651733
• Molar Refractivity: 59.538 cm^3
• Polarizability: 23.089336 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 137-138°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M225007

Labelled Mephenytoin. An anticonvulsant agent.

REFERENCES

• Shimada, et al.: Anal. Biochem., 147, 174 (1975)
• Dzhagatspanyan. IA., et al.: Pharm. Chem. J., 25, 181 (1975)