1-(1-(bromoacetyl)piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(1-(bromoacetyl)piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one
• 英文别名: 3-[1-(2-bromoacetyl)piperidin-4-yl]-1H-benzimidazol-2-one
• 化学式: C₁₄H₁₆BrN₃O₂
• 分子量: 338.204
• InChiKey: YWFMOTQXYOPTMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-（2-酮酸-1-苯并咪唑）哌啶 、 溴乙酰溴 在 吡啶 作用下， 以 氯仿 为溶剂， 以88%的产率得到1-(1-(bromoacetyl)piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one
  参考文献：
  名称：

  Inhibition of activated STAT5 in Bcr/Abl expressing leukemia cells with new pimozide derivatives

  摘要：

  STATs are transcription factors acting as intracellular signaling after stimulation with cytokines, growth factors and hormones. STAT5 is also constitutively active in many forms of cancers, including chronic myelogenous leukemia, acute lymphoblastic leukemia and Hodgkin's lymphoma. Recently, literature reported that the neuroleptic drug pimozide inhibits STAT5 phosphorylation inducing apoptosis in CML cells. We undertook an investigation from pimozide structure, obtaining simple derivatives with cytotoxic and STAT5-inhibitory activity, two of them markedly more potent than pimozide. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.07.069

文献信息

• Inhibition of activated STAT5 in Bcr/Abl expressing leukemia cells with new pimozide derivatives
  作者：Riccardo Rondanin、Daniele Simoni、Romeo Romagnoli、Riccardo Baruchello、Paolo Marchetti、Cristiana Costantini、Sara Fochi、Giacomo Padroni、Stefania Grimaudo、Rosaria Maria Pipitone、Maria Meli、Manlio Tolomeo

  DOI：10.1016/j.bmcl.2014.07.069

  日期：2014.9

  STATs are transcription factors acting as intracellular signaling after stimulation with cytokines, growth factors and hormones. STAT5 is also constitutively active in many forms of cancers, including chronic myelogenous leukemia, acute lymphoblastic leukemia and Hodgkin's lymphoma. Recently, literature reported that the neuroleptic drug pimozide inhibits STAT5 phosphorylation inducing apoptosis in CML cells. We undertook an investigation from pimozide structure, obtaining simple derivatives with cytotoxic and STAT5-inhibitory activity, two of them markedly more potent than pimozide. (C) 2014 Elsevier Ltd. All rights reserved.