1-[[2-(2,5-Dioxo-4,4-diphenylimidazolidin-1-yl)acetyl]amino]-3-(4-methylphenyl)thiourea | 1426998-90-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-[[2-(2,5-Dioxo-4,4-diphenylimidazolidin-1-yl)acetyl]amino]-3-(4-methylphenyl)thiourea
• 英文别名: 1-[[2-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetyl]amino]-3-(4-methylphenyl)thiourea
• CAS: 1426998-90-4
• 化学式: C₂₅H₂₃N₅O₃S
• 分子量: 473.555
• InChiKey: PHAFXRMZICZEAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[[2-(2,5-Dioxo-4,4-diphenylimidazolidin-1-yl)acetyl]amino]-3-(4-methylphenyl)thiourea 在 sodium hydroxide 作用下， 反应 4.0h， 以70%的产率得到3-[[4-(4-methylphenyl)-5-sulfanylidene-1H-1,2,4-triazol-3-yl]methyl]-5,5-diphenylimidazolidine-2,4-dione
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of new phenytoin derivatives

  摘要：

  Hybrids between phenytoin and thiosemicarbazide, 1,3,4-oxadiazole, 1,3,4-thiadiazole or 1,2,4-triazole were synthesized and tested for anticonvulsant activity. Preliminary anticonvulsant screening was performed using standard maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) screens in mice. The neurotoxicity was determined applying the rotarod test. Among these compounds, 4 and 5d showed the highest protection (80%) in the scPTZ test at a dose of 100 mg/kg, whereas the compound 5b displayed promising anticonvulsant effect in the MES model. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.025
• 作为产物：
  描述：

  sodium phenytoin 在 hydrazine hydrate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 1-[[2-(2,5-Dioxo-4,4-diphenylimidazolidin-1-yl)acetyl]amino]-3-(4-methylphenyl)thiourea
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of new phenytoin derivatives

  摘要：

  Hybrids between phenytoin and thiosemicarbazide, 1,3,4-oxadiazole, 1,3,4-thiadiazole or 1,2,4-triazole were synthesized and tested for anticonvulsant activity. Preliminary anticonvulsant screening was performed using standard maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) screens in mice. The neurotoxicity was determined applying the rotarod test. Among these compounds, 4 and 5d showed the highest protection (80%) in the scPTZ test at a dose of 100 mg/kg, whereas the compound 5b displayed promising anticonvulsant effect in the MES model. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.025