rac-Mephenytoin (S)-5-乙基-3-甲基-5-苯基咪唑烷-2,4-二酮

CAS 70989-04-7 MFCD00270025

化学结构图

70989-04-7
SMILES: CCC1(NC(=O)N(C)C1=O)C1C=CC=CC=1

化学属性

Mol. FormulaC12H14N2O2
Mol. Weight218
Melting Point135-138 °C
Appearance solid 白色结晶性粉末。熔点136-137℃。易溶于氯仿，溶于醇、醚，不溶于水。无臭、无味。

别名和识别编码

Chemical Namerac-Mephenytoin
CAS Number70989-04-7
Synonym (+)-Mephenytoin (+/-)-5-ETHYL-3-METHYL-5-PHENYL-2,4-IMIDAZOLIDINEDIONE (+/-)-MEPHENYTOIN (5S)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (S)-(+)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (S)-(+)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione (S)-(+)-5-Ethyl-3-methyl-5-phenylhydantoin (S)-(+)-5-Ethyl-3-methyl-5-phenylhydantoin 2,4-Imidazolidinedione, 5-ethyl-3-methyl-5-phenyl- 3-Ethylnirvanol 3-Methyl-5,5-ethylphenylhydantoin 5-Ethyl-3-methyl-5-phenyl-2,4(3H,5H)-imidazoledione 5-Ethyl-3-methyl-5-phenylimidazolidin-2,4-dione 5-ethyl-3-methyl-5-phenyl-4-imidazolidinedione 5-ethyl-3-methyl-5-phenyl-hydantoi 5-乙基于-3-甲基-5-苯基乙内酰脲 MEPHENYTOIN Β-甲基乙內醯脲 美芬妥因 美芬妥英
MDL NumberMFCD00270025
PubChem Substance ID24724646
Chemical Name Translation(S)-5-乙基-3-甲基-5-苯基咪唑烷-2,4-二酮
EC Number200-012-8
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分类

  • {SNA} Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Drug and Xenobiotic Metabolism, M, Multi-Drug Resistance and Drug Metabolism, Substrates, Inducers, Inhibitors
  • Heterocycles
  • Pharmaceuticals
  • {SNA} Bioactive Small Molecule Alphabetical Index, Drug and Xenobiotic Metabolism, M, Multi-Drug Resistance and Drug Metabolism, Substrates, Ind

产品应用

  • An anticonvulsant agent.

相关文献及参考

  • Shimada, et al.: Anal. Biochem., 147, 174 (1975),
  • Dzhagatspanyan. IA., et al.: Pharm. Chem. J., 25, 181 (1991),

安全信息

GHS Symbol
Precautionary statements
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
WGK Germany2
Signal word
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
Hazard Codes Xn
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R22 Harmful if swallowed 吞咽有害
Storage condition 2-8°C

其他信息

  • MOL 文件:50-12-4.mol
  • 上游原料:氰化钾 --> 稀盐酸 --> 碳酸铵 --> 苯丙酮 --> 氰化物
  • 方法一:由苯丙酮环合、甲基化而得。1.环合将碳酸铵、氰化钾、氨水依次加入苯丙酮和乙醇的混合液中，加热反应后，将反应物放入冰水中，加稀盐酸至pH为5-6，析了白色粉末。过滤，滤液加硫酸亚铁水溶液破坏氰化物。滤饼用水洗至中性，干燥，得5-乙基-5-苯基乙内酰脲。2.甲基化将5-乙基-5-苯基乙内酰脲溶于氢氧化钠溶液中，缓缓加入硫酸二甲酯，在12-15℃反应2h至反应液为中性。过滤，滤饼先后用10%氢氧化钠溶液和水洗涤，干燥得美芬妥英粗品。精制而得成品。
  • color:off-white
  • 用途一:该品为抗癫痫病。大鼠腹腔注射LD50为270mg/kg。
  • Sigma Aldrich:50-12-4(sigmaaldrich)

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. M - Bioactive Small Molecules
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Multi-Drug Resistance and Drug Metabolism - Cell Signaling and Neuroscience
  5. Drug and Xenobiotic Metabolism - Multi-Drug Resistance and Drug Metabolism
  6. Substrates, Inducers, Inhibitors - Drug and Xenobiotic Metabolism

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