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

• ChemBase编号: 139864
• 分子式: C12H14N2O3
• 平均质量: 234.25116
• 单一同位素质量: 234.10044232
• SMILES: CCC1(C(=O)N(C(=O)N1)C)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

名称和登记号

名称

• IUPAC标准名: 5-ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-2,4-dione
• IUPAC传统名: 5-ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-2,4-dione
• 别名: (±)-5-乙基-5-(4-羟苯基)-3-甲基海因; (±)-5-乙基-5-(4-羟苯基)-3-甲基羟基香豆素-2,4-二酮; 4-羟基美芬妥英; (±)-5-Ethyl-5-(4-hydroxyphenyl)-3-methylhydantoin; (±)-5-Ethyl-5-(4-hydroxyphenyl)-3-methylimididazolidine-2,4-dione; 4-Hydroxymephenytoin; 5-Ethyl-5-(4-hydroxyphenyl)-3-methyl-2,4-imidazolidinedione; (+/-)-5-Ethyl-(4-hydroxyphenyl)-3-methylhydantoin; p-Hydroxymephenytoin; (+/-)-4-Hydroxy Mephenytoin

登记号

• CAS号: 61837-65-8
• MDL号: MFCD00142316
• PubChem SID: 24895460; 24724640; 162234112
• PubChem CID: 119507

理论计算性质

• Acid pKa: 9.455566
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.3615601
• LogD (pH = 7.4): 1.3578259
• Log P: 1.3616079
• 摩尔折射率: 61.5189 cm^3
• 极化性: 23.699648 Å^3
• 极化表面积: 69.64 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO: >5 mg/mL; Ethyl Acetate
• 外观: white; White Solid
• 熔点: 152-153°C; 153-154 °C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Unknown
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C12H14N2O3

详细说明

Sigma Aldrich - UC126

General description
美芬妥英的 YP2C19 代谢物。

Sigma Aldrich - H146

General description
美芬妥英的 YP2C19 代谢物。
Application
Pharmacological activity investigating:
• The drug effects on metabolization1
• In vitro cytochrome P450 activity in microsomes2Analyte for electron-capture gas chromatography procedures3

Toronto Research Chemicals - H944875

CYP2C19 metabolite of Mephenytoin.

参考文献

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