N-1',N-3'-di-n-propyl-2'H,3H,5'H-spiro[2-benzofuran-1,4'-imidazolidine]-2',3,5'-trione

• 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: N-1',N-3'-di-n-propyl-2'H,3H,5'H-spiro[2-benzofuran-1,4'-imidazolidine]-2',3,5'-trione
• 英文别名: 1',3'-Dipropylspiro[2-benzofuran-3,5'-imidazolidine]-1,2',4'-trione
• 化学式: C₁₆H₁₈N₂O₄
• 分子量: 302.33
• InChiKey: GYZCROSSOGWDJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二丙基脲 在 sodium periodate 作用下， 以 乙醇 、 苯 为溶剂， 反应 1.0h， 生成 N-1',N-3'-di-n-propyl-2'H,3H,5'H-spiro[2-benzofuran-1,4'-imidazolidine]-2',3,5'-trione
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of new N-1′,N-3′-disubstituted-2′H,3H,5′H-spiro-(2-benzofuran-1,4′-imidazolidine)-2′,3,5′-triones

  摘要：

  Thirteen new N-1',N-3'-disubstituted-2'H,3H,5'H-spiro-(2-benzofuran-1,4'-imidazolidine)-2',3,5-triones were synthesized and their pharmacological activity determined with the objective to better understand their SAR for anticonvulsant activity. The anticonvulsant effects of these compounds were evaluated by standard pentylenetetrazol (scPTZ test) and maximum electroshock seizure (MES test) models in mice. Most of the compounds showed ability to protect against the pentylenetetrazol-induced convulsions. Compound 3o (the N-1'-p-nitrophenyl, N-3'-ethyl derivative) in the N-1'-aryl, N-3'-alkyl disubstituted series exhibited maximum activity with ED50 of 41.8 mg/kg in scPTZ convulsion model. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.102

文献信息

• The Preparation and Characterization of Nineteen New Phthalidyl Spirohydantoins
  作者：István Lengyel、Hardik J. Patel、Ralph A. Stephani

  DOI：10.3987/com-07-s(u)9

  日期：——

  Nineteen new N,N'-disubstituted phthalidyl spirohydantoins (6a-s) were prepared for the purpose of pharmacological testing. Their structure was deduced from the IR, H-1-NMR, C-13-NMR, mass spectra and elemental analysis. The two possible structural isomers - only one of which is formed - can be distinguished unequivocally on the basis of selective diastercotopicity of the alpha-methylene hydrogens adjacent to N-3' of the hydantoin ring.
• Synthesis and anticonvulsant activity of new N-1′,N-3′-disubstituted-2′H,3H,5′H-spiro-(2-benzofuran-1,4′-imidazolidine)-2′,3,5′-triones
  作者：Hardik J. Patel、Joe Sarra、Francesco Caruso、Miriam Rossi、Utkarsh Doshi、Ralph A. Stephani

  DOI：10.1016/j.bmcl.2006.05.102

  日期：2006.9

  Thirteen new N-1',N-3'-disubstituted-2'H,3H,5'H-spiro-(2-benzofuran-1,4'-imidazolidine)-2',3,5-triones were synthesized and their pharmacological activity determined with the objective to better understand their SAR for anticonvulsant activity. The anticonvulsant effects of these compounds were evaluated by standard pentylenetetrazol (scPTZ test) and maximum electroshock seizure (MES test) models in mice. Most of the compounds showed ability to protect against the pentylenetetrazol-induced convulsions. Compound 3o (the N-1'-p-nitrophenyl, N-3'-ethyl derivative) in the N-1'-aryl, N-3'-alkyl disubstituted series exhibited maximum activity with ED50 of 41.8 mg/kg in scPTZ convulsion model. (c) 2006 Elsevier Ltd. All rights reserved.