2-(3-氯-4-甲氧基苯基)苯并恶唑 | 1004984-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(3-氯-4-甲氧基苯基)苯并恶唑
• 英文名称: 2-(3-chloro-4-methoxyphenyl)benzoxazole
• 英文别名: 2-(3-Chloro-4-methoxyphenyl)-1,3-benzoxazole
• CAS: 1004984-00-2
• 化学式: C₁₄H₁₀ClNO₂
• 分子量: 259.692
• InChiKey: AFTZWPSIBNOCDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-[(3-Chloro-4-methoxyphenyl)methoxy]aniline 在 二叔丁基过氧化物 、 iron(II) bromide 作用下， 以 苯 为溶剂， 以57%的产率得到2-(3-氯-4-甲氧基苯基)苯并恶唑
  参考文献：
  名称：

  氧原子邻位CH键氧化合成2-芳基苯并恶唑

  摘要：

  开发了一种从容易获得的底物合成苯并恶唑的实用且简单的方法。该协议由来自简单醚衍生物的铁催化串联氧化过程触发。

  DOI：

  10.1002/ejoc.201301504

文献信息

• A novel strategy for the construction of substituted benzoxazoles via a tandem oxidative process
  作者：Lijun Gu、Cheng Jin、Junming Guo、Lizhu Zhang、Wei Wang

  DOI：10.1039/c3cc46375c

  日期：——

  A practical and simple synthesis of benzoxazoles from easily available substrates was developed. The protocol is triggered by an iron-catalyzed tandem oxidative process from simple toluene derivatives and 2-aminophenols. This method represents a straightforward approach to access substituted benzoxazoles.

  从容易获得的底物上开发了一种实用，简单的苯并恶唑合成方法。该协议由简单的甲苯衍生物和2-氨基苯酚的铁催化串联氧化过程触发。该方法代表了一种直接的方法来获得取代的苯并恶唑。
• Biochemical and Structural Evaluation of Highly Selective 2-Arylbenzoxazole-Based Transthyretin Amyloidogenesis Inhibitors
  作者：Steven M. Johnson、Stephen Connelly、Ian A. Wilson、Jeffery W. Kelly

  DOI：10.1021/jm0708735

  日期：2008.1.1

  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.