(S)-2-((S)-4-(4-bromobenzyl)-2,5-dioxoimidazolidin-1-yl)-3-phenylpropanoic acid | 1826900-83-7

• 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: (S)-2-((S)-4-(4-bromobenzyl)-2,5-dioxoimidazolidin-1-yl)-3-phenylpropanoic acid
• 英文别名: (2S)-2-[(4S)-4-[(4-bromophenyl)methyl]-2,5-dioxoimidazolidin-1-yl]-3-phenylpropanoic acid
• CAS: 1826900-83-7
• 化学式: C₁₉H₁₇BrN₂O₄
• 分子量: 417.259
• InChiKey: VUWMEVLUXGYDMI-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  86.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯磺酰胺 、 (S)-2-((S)-4-(4-bromobenzyl)-2,5-dioxoimidazolidin-1-yl)-3-phenylpropanoic acid 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以32.3%的产率得到(S)-2-((S)-4-(4-bromobenzyl)-2,5-dioxoimidazolidin-1-yl)-3-phenyl-N-(phenylsulfonyl)propanamide
  参考文献：
  名称：

  Design, synthesis and preliminary bioactivity studies of imidazolidine-2,4-dione derivatives as Bcl-2 inhibitors

  摘要：

  Anti-apoptotic B-cell lymphoma-2 (Bcl-2) proteins are promising targets for cancer therapy. In the present study, a series of imidazolidine-2,4-dione derivatives were designed and synthesized to test their inhibitory activities against anti-apoptotic Bcl-2 proteins. Among them, compound 8k had better growth inhibitory effects on K562 and PC-3 cell lines compared to lead compound WL-276. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.10.023
• 作为产物：
  描述：

  Boc-L-4-溴苯丙氨酸 在 吡啶 、 盐酸 、 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 (S)-2-((S)-4-(4-bromobenzyl)-2,5-dioxoimidazolidin-1-yl)-3-phenylpropanoic acid
  参考文献：
  名称：

  Design, synthesis and preliminary bioactivity studies of imidazolidine-2,4-dione derivatives as Bcl-2 inhibitors

  摘要：

  Anti-apoptotic B-cell lymphoma-2 (Bcl-2) proteins are promising targets for cancer therapy. In the present study, a series of imidazolidine-2,4-dione derivatives were designed and synthesized to test their inhibitory activities against anti-apoptotic Bcl-2 proteins. Among them, compound 8k had better growth inhibitory effects on K562 and PC-3 cell lines compared to lead compound WL-276. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.10.023