5-ethyl-5-(4-hydroxyphenyl)-3-(2H3)methylimidazolidine-2,4-dione

• ChemBase ID: 135983
• Molecular Formular: C12H14N2O3
• Molecular Mass: 234.25116
• Monoisotopic Mass: 234.10044232
• SMILES: CN1C(=O)C(NC1=O)(CC)c1ccc(cc1)O
• Canonical SMILES: CCC1(NC(=O)N(C1=O)C)c1ccc(cc1)O
• InChI: InChI=1S/C12H14N2O3/c1-3-12(8-4-6-9(15)7-5-8)10(16)14(2)11(17)13-12/h4-7,15H,3H2,1-2H3,(H,13,17)
• InChIKey: OQPLORUDZLXXPD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethyl-5-(4-hydroxyphenyl)-3-(^2H₃)methylimidazolidine-2,4-dione
• IUPAC Traditional name: 5-ethyl-5-(4-hydroxyphenyl)-3-(^2H₃)methylimidazolidine-2,4-dione
• Synonyms: 5-Ethyl-5-(4-hydroxyphenyl)-3-methyl-d3 hydantoin; 5-Ethyl-5-(4-hydroxyphenyl)-3-methyl-2,4-imidazolidinedione-d3; (+/-)-5-Ethyl-(4-hydroxyphenyl)-3-methylhydantoin-d3; p-Hydroxymephenytoin-d3; (+/-)-4-Hydroxy Mephenytoin-d3; 5-乙基-5-(4-羟基苯基)-3-甲基-d3 乙内酰脲

Database IDs

• MDL Number: MFCD08063462
• PubChem SID: 162230254
• PubChem CID: 45039459

CALCULATED PROPERTIES

• Acid pKa: 9.455566
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3615601
• LogD (pH = 7.4): 1.3578259
• Log P: 1.3616079
• Molar Refractivity: 61.5189 cm^3
• Polarizability: 23.699648 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 148-150°C
• Mass Shift: M+3

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Isotopic Purity: 99 atom % D
• Mol. Weight: mol wt 237.24 by atom % calculation
• Empirical Formula (Hill Notation): C12D3H10N2O3

DETAILS

Sigma Aldrich - 616435

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - H944877

A deuterated CYP2C19 metabolite of Mephenytoin.

REFERENCES

• Karlaganis, G., et al.: Drug Metab. Dispos., 8, 173 (1980)