5-bromo-2-((1E,3E)-4-(pyridin-4-yl)-1,3-butadienyl)benzo[d]oxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-bromo-2-((1E,3E)-4-(pyridin-4-yl)-1,3-butadienyl)benzo[d]oxazole
• 英文别名: 5-bromo-2-[(1E,3E)-4-pyridin-4-ylbuta-1,3-dienyl]-1,3-benzoxazole
• 化学式: C₁₆H₁₁BrN₂O
• 分子量: 327.18
• InChiKey: HICTVOOLOANCFB-ZPUQHVIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-溴-2-(氯甲基)-1,3-苯并恶唑 在 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 5.5h， 生成 5-bromo-2-((1E,3E)-4-(pyridin-4-yl)-1,3-butadienyl)benzo[d]oxazole
  参考文献：
  名称：

  Anti-oligomerization sheet molecules: Design, synthesis and evaluation of inhibitory activities against α-synuclein aggregation

  摘要：

  Aggregation of alpha-synuclein (alpha-Syn) play a key role in the development of Parkinson Disease (PD). One of the effective approaches is to stabilize the native, monomeric protein with suitable molecule ligands. We have designed and synthesized a series of sheet-like conjugated compounds which possess different skeletons and various heteroatoms in the two blocks located at both ends of linker, which have good pi-electron delocalization and high ability of hydrogen-bond formation. They have shown anti-aggregation activities in vitro towards alpha-Syn with IC50 down to 1.09 mu M. The molecule is found binding in parallel to the NACore within NAC domain of alpha-Syn, interfering aggregation of NAC region within different alpha-Syn monomer, and further inhibiting or slowing down the formation of alpha-Syn oligomer nuclei at lag phase. The potential inhibitor obtained by our strategy is considered to be highly efficient to inhibit alpha-Syn aggregation.

  DOI：

  10.1016/j.bmc.2019.05.032