2-(3,5-dibromophenyl)benzo[d]oxazole | 870543-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3,5-dibromophenyl)benzo[d]oxazole
• 英文别名: 2-(3,5-dibromobenzene)benzoxazole；2-(3,5-dibromophenyl)-1,3-benzoxazole
• CAS: 870543-91-2
• 化学式: C₁₃H₇Br₂NO
• 分子量: 353.013
• InChiKey: YSTYYRMWFJMZPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3,5-dibromophenyl)benzo[d]oxazole 在 tris-(dibenzylideneacetone)dipalladium(0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 二甲基硫 、 三氟化硼乙醚 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 38.66h， 生成 3-benzoxazol-2-yl-5-bromo-phenylamine
  参考文献：
  名称：

  Anti-cancer agents and uses thereof

  摘要：

  本发明涉及新化合物及其盐，它们的合成以及它们作为抗癌剂的用途。这些化合物包括式I的化合物： 和其溶剂化物、水合物和药用可接受盐，其中A 1 为N或CR 1 ；A 3 为N或CR 3 ；A 5 为N或CR 5 ；R 1 ，R 3 -R 6 和L在规范中定义；n为0或1；X为在环部分具有6-10个碳的可选择取代芳基，在环部分具有1-3个氮原子的可选择取代的6元杂芳基，在环部分具有0-4个氮原子且可选择在环部分有1个硫原子或1个氧原子的可选择取代的5元杂芳基，或者在其中6元环与5元环或6元环融合的可选择取代的杂芳基，其中在每种情况下1、2、3或4个环原子是从氮、氧和硫中独立选择的杂原子。它们对广泛范围的癌症，特别是白血病、前列腺癌、非小细胞肺癌和结肠癌有效。它们还可用于治疗增殖性视网膜病变，如糖尿病神经病变和黄斑变性。

  公开号：

  US20080280891A1
• 作为产物：
  描述：

  3,5-dibromo-N-(2-hydroxyphenyl)benzamide 在 对甲苯磺酸 作用下， 以 对二甲苯 为溶剂， 反应 2.0h， 以208 mg的产率得到2-(3,5-dibromophenyl)benzo[d]oxazole
  参考文献：
  名称：

  Biochemical and Structural Evaluation of Highly Selective 2-Arylbenzoxazole-Based Transthyretin Amyloidogenesis Inhibitors

  摘要：

  To develop potent transthyretin (TTR) amyloidogenesis inhibitors that also display high binding selectivity in blood, it proves useful to systematically optimize each of the three substructural elements that comprise a typical inhibitor: the two aryl rings and the linker joining them. In the first study, described herein, structural modifications to one aryl ring were evaluated by screening a library of 2-arylbenzoxazoles bearing thyroid hormone-like aryl substituents on the 2-aryl ring. Several potent and highly selective amyloidogenesis inhibitors were identified that exhibit minimal thyroid hormone nuclear receptor and COX-1 binding. High resolution crystal structures (1.3-1.5 angstrom) of three inhibitors (2f, 4f, and 4d) in complex with TTR were obtained to characterize their binding orientation. Collectively, the results demonstrate that thyroid hormone-like substitution patterns on one aryl ring lead to potent and highly selective TTR amyloidogenesis inhibitors that lack undesirable thyroid hormone receptor or COX-1 binding.

  DOI：

  10.1021/jm0708735

文献信息

• Continuous flow/waste-minimized synthesis of benzoxazoles catalysed by heterogeneous manganese systems
  作者：Francesco Ferlin、Mitchell K. van der Hulst、Stefano Santoro、Daniela Lanari、Luigi Vaccaro

  DOI：10.1039/c9gc01641d

  日期：——

  Herein, we present our results on the development of a waste minimized protocol for the synthesis of 2-arylbenzoxazoles in continuous flow by combining safe solvent and heterogeneous manganese-based catalyst.

  在这里，我们介绍了我们针对在连续流中合成2-芳基苯并噁唑化合物的废物最小化协议开发的结果，该协议通过结合安全溶剂和非均相锰基催化剂实现。
• Compound for organic photoelectric device and organic photoelectric device including the same
  申请人：Jung Ho-Kuk

  公开号：US20100200054A1

  公开（公告）日：2010-08-12

  A compound for an organic photoelectric device, represented by the following Chemical Formula 1:

  一种用于有机光电器件的化合物，化学式如下：Chemical Formula 1
• COMPOUND FOR ORGANIC PHOTOELECTRIC DEVICE, ORGANIC PHOTOELECTRIC DEVICE INCLUDING THE SAME, AND DISPLAY DEVICE INCLUDING THE SAME
  申请人：In Kyu-Yeol

  公开号：US20110260153A1

  公开（公告）日：2011-10-27

  A compound for an organic photoelectric device, an organic photoelectric device including the same, and a display device including the same the compound being represented by the following Chemical Formula 1:

  一种用于有机光电器件的化合物，包括该化合物的有机光电器件，以及包括该化合物的显示器件，该化合物由以下化学式1表示：
• COMPOUND FOR AN ORGANIC PHOTOELECTRIC DEVICE, ORGANIC PHOTOELECTRIC DEVICE INCLUDING THE SAME, AND DISPLAY DEVICE INCLUDING THE ORGANIC PHOTOELECTRIC DEVICE
  申请人：KANG Dong-Min

  公开号：US20120313091A1

  公开（公告）日：2012-12-13

  A compound for an organic photoelectric device, an organic photoelectric device including the same, and a display device including the organic photoelectric device, the compound being represented by the following Chemical Formula 1:

  一种用于有机光电器件的化合物，包括该化合物的有机光电器件，以及包括该有机光电器件的显示设备，该化合物由以下化学式1表示：
• Small organic molecules based on oxazole/thiazole with excellent performances in green and red phosphorescent organic light-emitting diodes
  作者：Guojian Tian、Xiang Wei、Ning Xiang、Jinhai Huang、Jin Cao、Zixing Wang、Jianhua Zhang、Jianhua Su

  DOI：10.1039/c6ra07976h

  日期：——

  Four small organic host materials based on oxazole/thiazole have been synthesized and fully characterized. The best performance of compound 2d was a maximum current efficiency of 50.7 cd A⁻¹ for green device and a maximum current efficiency of 18.7 cd A⁻¹ for red device.

  基于噁唑/噻唑的四种小有机主体材料已经合成并进行了全面表征。化合物2d的最佳性能是绿色器件的最大电流效率为50.7 cd A⁻¹，红色器件的最大电流效率为18.7 cd A^−1。