3-((1-(2-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxoethyl)-5,6-dimethyl-1H-benzo[d]imidazol-2-yl)amino)propyl hept-6-ynoate | 1135306-30-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((1-(2-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxoethyl)-5,6-dimethyl-1H-benzo[d]imidazol-2-yl)amino)propyl hept-6-ynoate
• 英文别名: 3-[[1-[2-(3,5-Ditert-butyl-4-hydroxyphenyl)-2-oxoethyl]-5,6-dimethylbenzimidazol-2-yl]amino]propyl hept-6-ynoate
• CAS: 1135306-30-7
• 化学式: C₃₅H₄₇N₃O₄
• 分子量: 573.776
• InChiKey: AOAVJAQOVQJVEB-UHFFFAOYSA-N

物化性质

• 沸点：
  685.3±65.0 °C(predicted)
• 密度：
  1.08±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  93.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-庚炔酸 、 1-[3,5-二(1,1-二甲基乙基)-4-羟基苯基]-2-[2-[(3-羟基丙基)氨基]-5,6-二甲基-1H-苯并咪唑-1-基]-乙酮 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.17h， 以73%的产率得到3-((1-(2-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxoethyl)-5,6-dimethyl-1H-benzo[d]imidazol-2-yl)amino)propyl hept-6-ynoate
  参考文献：
  名称：

  Inhibition of Protein Kinase C-Driven Nuclear Factor-κB Activation: Synthesis, Structure−Activity Relationship, and Pharmacological Profiling of Pathway Specific Benzimidazole Probe Molecules

  摘要：

  A unique series of biologically active chemical probes that selectively inhibit NF-kappa B activation induced by protein kinase C (PKC) pathway activators have been identified through a cell-based phenotypic reporter gene assay. These 2-aminobenzimidazoles represent initial chemical tools to be used in gaining further understanding on the cellular mechanisms driven by B and T cell antigen receptors. Starting from the founding member of this chemical series 1a (notated in PubChem as CID-2858522), we report the chemical synthesis, SAR studies, and pharmacological profiling of this pathway-selective inhibitor of NF-kappa B activation.

  DOI：

  10.1021/jm1000248

文献信息

• Inhibition of Protein Kinase C-Driven Nuclear Factor-κB Activation: Synthesis, Structure−Activity Relationship, and Pharmacological Profiling of Pathway Specific Benzimidazole Probe Molecules
  作者：Satyamaheshwar Peddibhotla、Ranxin Shi、Pasha Khan、Layton H. Smith、Arianna Mangravita-Novo、Michael Vicchiarelli、Ying Su、Karl J. Okolotowicz、John R. Cashman、John C. Reed、Gregory P. Roth

  DOI：10.1021/jm1000248

  日期：2010.6.24

  A unique series of biologically active chemical probes that selectively inhibit NF-kappa B activation induced by protein kinase C (PKC) pathway activators have been identified through a cell-based phenotypic reporter gene assay. These 2-aminobenzimidazoles represent initial chemical tools to be used in gaining further understanding on the cellular mechanisms driven by B and T cell antigen receptors. Starting from the founding member of this chemical series 1a (notated in PubChem as CID-2858522), we report the chemical synthesis, SAR studies, and pharmacological profiling of this pathway-selective inhibitor of NF-kappa B activation.