1,1-dimethyl-6-(4-methylphenyl)-4,6-diazaspiro[2.4]heptane-5,7-dione | 1060639-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1,1-dimethyl-6-(4-methylphenyl)-4,6-diazaspiro[2.4]heptane-5,7-dione
• 英文别名: 2,2-Dimethyl-6-(4-methylphenyl)-4,6-diazaspiro[2.4]heptane-5,7-dione
• CAS: 1060639-78-2
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: CMRDRIJFOYGVNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl 2,2-dimethyl-1-[3-(4-methylphenyl)ureido]cyclopropanecarboxylate 在 sodium ethanolate 作用下， 反应 2.0h， 以93%的产率得到1,1-dimethyl-6-(4-methylphenyl)-4,6-diazaspiro[2.4]heptane-5,7-dione
  参考文献：
  名称：

  Synthesis and potential anticonvulsant activity of new N-3-substituted 5,5-cyclopropanespirohydantoins

  摘要：

  Thirteen new 5-cyclopropanespirohydantoins with various N-3 substituents were synthesized and their pharmacological activity was determined with the objective to better understand their structure-activity relationship (SAR) for anticonvulsant activity. The anticonvulsant effects of these compounds were evaluated by maximal electroshock seizure (MES) test and subcutaneous pentylenetetrazole (scPTZ) test models in mice. All compounds substituted with cyclopropyl group at fifth position of hydantoin ring showed better protection against MES test. Compounds 5b, 5d, 5e, 5g and 5j were found to be the most potent compounds of this series and compared with the reference drug phenytoin sodium in MES test. Compound 5j also showed equipotent activity with the standard drug sodium valproate at the doses of 20 and 40 mg kg(-1) in scPTZ test. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.024

文献信息

• Synthesis and potential anticonvulsant activity of new N-3-substituted 5,5-cyclopropanespirohydantoins
  作者：Qifeng Zhu、Yuanhu Pan、Zaixu Xu、Ruimin Li、Guofu Qiu、Wenjin Xu、Xianbing Ke、Lamei Wu、Xianming Hu

  DOI：10.1016/j.ejmech.2008.02.024

  日期：2009.1

  Thirteen new 5-cyclopropanespirohydantoins with various N-3 substituents were synthesized and their pharmacological activity was determined with the objective to better understand their structure-activity relationship (SAR) for anticonvulsant activity. The anticonvulsant effects of these compounds were evaluated by maximal electroshock seizure (MES) test and subcutaneous pentylenetetrazole (scPTZ) test models in mice. All compounds substituted with cyclopropyl group at fifth position of hydantoin ring showed better protection against MES test. Compounds 5b, 5d, 5e, 5g and 5j were found to be the most potent compounds of this series and compared with the reference drug phenytoin sodium in MES test. Compound 5j also showed equipotent activity with the standard drug sodium valproate at the doses of 20 and 40 mg kg(-1) in scPTZ test. (C) 2008 Elsevier Masson SAS. All rights reserved.