methyl 2-(3-(8-bromooctyl)-2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate | 1350707-03-7

• 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: methyl 2-(3-(8-bromooctyl)-2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate
• 英文别名: Methyl 2-[3-(8-bromooctyl)-2,5-dioxo-4,4-diphenylimidazolidin-1-yl]acetate
• CAS: 1350707-03-7
• 化学式: C₂₆H₃₁BrN₂O₄
• 分子量: 515.447
• InChiKey: MJRCNCXXDHFBPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-哌嗪甲酸乙酯 、 methyl 2-(3-(8-bromooctyl)-2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate 在 苄基三乙基氯化铵 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以67%的产率得到ethyl 4-(8-(3-(2-methoxy-2-oxoethyl)-2,4-dioxo-5,5-diphenylimidazolidin-1-yl)octyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Amine–alkyl derivatives of hydantoin: New tool to combat resistant bacteria

  摘要：

  A series of new 5,5-diphenylhydantoin derivatives with various amine alkyl terminal fragments at N1-position were synthesized. Then a series of twenty-eight compounds with the same hydantoin scaffold were evaluated for their potency to combat bacterial MultiDrug Resistance (MDR). Intrinsic antibacterial activities were first evaluated. As these compounds showed no direct activity on bacteria, their influence on minimal inhibitory concentration (MIC) of nalidixic acid was tested in two strains of Enterobacter aerogenes: the reference-strain ATCC-13048 and the CM-64 strain which over-produces AcrAB-ToIC efflux pump. The compounds showed moderate- or low- anti-MDR properties. According to SAR-studies, hit compounds containing 2-methoxyphenylpiperazine at N1-terminal fragment and methylcarboxyl acid one at N3-position of hydantoin have been identified for further microbiological studies and pharma-comodulations to develop efflux pump inhibitors. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.032
• 作为产物：
  描述：

  1,8-二溴辛烷 、 methyl 2-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate 在 苄基三乙基氯化铵 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 49.0h， 以47%的产率得到methyl 2-(3-(8-bromooctyl)-2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate
  参考文献：
  名称：

  Amine–alkyl derivatives of hydantoin: New tool to combat resistant bacteria

  摘要：

  A series of new 5,5-diphenylhydantoin derivatives with various amine alkyl terminal fragments at N1-position were synthesized. Then a series of twenty-eight compounds with the same hydantoin scaffold were evaluated for their potency to combat bacterial MultiDrug Resistance (MDR). Intrinsic antibacterial activities were first evaluated. As these compounds showed no direct activity on bacteria, their influence on minimal inhibitory concentration (MIC) of nalidixic acid was tested in two strains of Enterobacter aerogenes: the reference-strain ATCC-13048 and the CM-64 strain which over-produces AcrAB-ToIC efflux pump. The compounds showed moderate- or low- anti-MDR properties. According to SAR-studies, hit compounds containing 2-methoxyphenylpiperazine at N1-terminal fragment and methylcarboxyl acid one at N3-position of hydantoin have been identified for further microbiological studies and pharma-comodulations to develop efflux pump inhibitors. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.032