2-(2-triisopropylsilylethynyl)benzimidazole | 486999-92-2

• 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: 2-(2-triisopropylsilylethynyl)benzimidazole
• 英文别名: 2-((triisopropylsilyl)ethynyl)-1H-benzo[d]imidazole；2-[(triisopropylsilanyl)ethynyl]-1H-benzoimidazole；2-TIPS-acetylenebenzimidazole；2-(1H-benzimidazol-2-yl)ethynyl-tri(propan-2-yl)silane
• CAS: 486999-92-2
• 化学式: C₁₈H₂₆N₂Si
• 分子量: 298.503
• InChiKey: KRCRTEGQYHVUBN-UHFFFAOYSA-N

物化性质

• 沸点：
  379.5±25.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-triisopropylsilylethynyl)benzimidazole 在 正丁基锂 、 potassium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 1-ethynyl-2-[(triisopropylsilanyl)-ethynyl]benzimidazole
  参考文献：
  名称：

  Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹

  摘要：

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.

  DOI：

  10.1021/ol027100p
• 作为产物：
  描述：

  2-[(triisopropylsilanyl)-ethynyl]-1-tert-butoxycarbonylbenzimidazole 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到2-(2-triisopropylsilylethynyl)benzimidazole
  参考文献：
  名称：

  Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹

  摘要：

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.

  DOI：

  10.1021/ol027100p

文献信息

• [EN] INHIBITORS FOR THE Β-CATENIN / T-CELL FACTOR PROTEIN–PROTEIN INTERACTION<br/>[FR] INHIBITORS POUR L'INTERACTION PROTÉINE-PROTÉINE BÊTA-CATÉNINE/FACTEUR DES LYMPHOCYTES T
  申请人：H LEE MOFFITT CANCER CT & RES

  公开号：WO2019191410A1

  公开（公告）日：2019-10-03

  Disclosed are inhibitors for the β-catenin/T-cell factor interaction. The inhibitors are selective for β-catenin/T-cell factor over β-catenin/cadherin and β-catenin/APC interactions. Methods of using the disclosed compounds to treat cancer are also disclosed.

  公开了β-连环蛋白/T细胞因子相互作用的抑制剂。这些抑制剂对β-连环蛋白/T细胞因子的选择性高于β-连环蛋白/钙粘蛋白和β-连环蛋白/APC相互作用。还公开了使用所述化合物治疗癌症的方法。
• Designing Structural Motifs for Clickamers: Exploiting the 1,2,3-Triazole Moiety to Generate Conformationally Restricted Molecular Architectures
  作者：Denise Zornik、Robert M. Meudtner、Tamer El Malah、Christina M. Thiele、Stefan Hecht

  DOI：10.1002/chem.201002491

  日期：2011.2.1

  around the single bonds attached to both the 1‐ and 4‐positions of the 1,2,3‐triazole moiety and should therefore be able to induce well‐defined conformational preferences in higher oligomers and polymers, that is, foldamers. Various compounds were synthesized and characterized with regard to their preferred conformations in all three aggregation states—that is, in the gas phase, in solution as well

  限制在一个大分子中的非共价相互作用，尤其是氢键相互作用以及静电力，是设计在溶液中采用定义明确的构型的折叠剂的关键。在三唑连接的折叠剂（即所谓的Clickamers）领域近期的重要活动中，我们提出了一项基础研究，比较了带有相邻N-，O-或F-杂原子取代基的各种模型化合物。吸引和排斥相互作用的相互作用导致围绕连接于1,2,3-三唑部分的1和4位的单键周围的旋转约束，因此应能够在较高的低聚物中诱导明确定义的构象偏好和聚合物，即折叠剂。通过使用DFT计算，NMR光谱实验和X射线晶体学，合成并表征了所有化合物在所有三种聚集状态下（即气相，溶液中和固态）的优选构象，并对其进行了表征， 分别。根据对单个连接基序构象行为的一般理解，在不影响其独特折叠特性的情况下，由不同基序制备了异质结构。因此，这项工作提供了一种折叠架构造套件，该套件应能够设计出具有特定形状和所包含功能的各种Clickamer。NMR光谱
• BENZIMIDAZOLE DERIVATIVES AS GPX4 INHIBITORS
  申请人：[en]SONATA THERAPEUTICS, INC.

  公开号：WO2024129780A1

  公开（公告）日：2024-06-20

  The present disclosure provides a compounds of Formula (I) or a pharmaceutically acceptable salt thereof and its use in,e.g. treating a condition, disease, or disorder in which inhibiting GPX4 in a subject is of therapeutic benefit, specifically in treating cancer or autoimmune diseases. This disclosure also features a composition containing the same as well as methods of using and making the same.