5-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione

• ChemBase ID: 154336
• Molecular Formular: C11H12N2O3
• Molecular Mass: 220.22458
• Monoisotopic Mass: 220.08479225
• SMILES: CCC1(C(=O)NC(=O)N1)c1ccc(cc1)O
• Canonical SMILES: CCC1(NC(=O)NC1=O)c1ccc(cc1)O
• InChI: InChI=1S/C11H12N2O3/c1-2-11(9(15)12-10(16)13-11)7-3-5-8(14)6-4-7/h3-6,14H,2H2,1H3,(H2,12,13,15,16)
• InChIKey: LZFIVJCLUUNXKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione
• IUPAC Traditional name: 5-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione
• Synonyms: (+/-)-4’-Hydroxynirvanol; 5-Ethyl-5-(4-hydroxyphenyl)hydantoin; NSC 52922; 5-Ethyl-5-(4-hydroxyphenyl)-2,4-imidazolidinedione,; 5-(4'-Hydroxyphenyl)-5-ethylhydantion; 5-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione; (±)-5-Ethyl-5-(4-hydroxyphenyl)hydantoin; (±)-5-Ethyl-5-(4-hydroxyphenyl)imidazolinidine-2,4-dione; (±)-4′-Hydroxynirvanol

Database IDs

• CAS Number: 61837-66-9
• MDL Number: MFCD00142318
• PubChem SID: 162248475
• PubChem CID: 173835

CALCULATED PROPERTIES

• Acid pKa: 9.306163
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.1378646
• LogD (pH = 7.4): 1.1326022
• Log P: 1.137932
• Molar Refractivity: 56.6222 cm^3
• Polarizability: 21.868656 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid; white
• Melting Point: 244-247°C; 260 °C; 279 - 281°C
• Hydrophobicity(logP): 0.908

Safety Information

• RTECS: NI9453716
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C11H12N2O3

DETAILS

Sigma Aldrich - UC134

Biochem/physiol Actions
Secondary mephenytoin metabolite; derivative of anticonvulsive agent.

Toronto Research Chemicals - H949220

A mephytoin metabolite.