2-methyl-3-phenyl-6-(N,N-dimethylamino)quinoline | 1190374-09-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-methyl-3-phenyl-6-(N,N-dimethylamino)quinoline
• 英文别名: N,N,2-trimethyl-3-phenylquinolin-6-amine
• CAS: 1190374-09-4
• 化学式: C₁₈H₁₈N₂
• 分子量: 262.354
• InChiKey: VMEMDSCYUDDHSX-UHFFFAOYSA-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：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 溶剂黄146 作用下， 反应 24.0h， 以131 mg的产率得到2-methyl-3-phenyl-6-(N,N-dimethylamino)quinoline
  参考文献：
  名称：

  A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines

  摘要：

  A titanium-catalyzed three-component coupling reaction can be used to generate tautomers of N-aryl-1,3-diimines. Simple treatment of these products with acetic acid leads to cyclization forming quinoline derivatives in a one-pot procedure. The primary amines employed can be substituted anilines, aminonaphthalenes, or even heterocyclic amines, which leads to a variety of fused-ring heterocyclic frameworks. The one-pot yields varied from 25-71% for the 18 examples presented in this study.

  DOI：

  10.1021/ol901855b

文献信息

• A silica-supported titanium catalyst for heterogeneous hydroamination and multicomponent coupling reactions
  作者：Kelly E. Aldrich、Aaron L. Odom

  DOI：10.1039/c9dt01835b

  日期：——

  bound to the surface, on average, through a single O–Si–Ti linkage. This material was tested for its properties as a catalyst for C–N bond forming reactions and was found to be a competent alkyne hydroamination and iminoamination catalyst. For iminoamination, which is the 3-component coupling of an alkyne, primary amine, and isonitrile, this heterogeneous catalyst was able to carry out some catalyses

  高度脱水的硅胶SiO 2 700得到的材料的总表面羟基密度为0.31±0.05 mmol g -1，每nm 2具有0.9±0.1个Si-OH位。用Ti（NMe 2）4处理该材料得到Ti（NMe 2）3 / SiO 2 700，这是1.50％±0.07 Ti，其中钛平均通过单个O-Si-Ti键与表面结合。测试了该材料作为C–N键形成反应的催化剂的性能，发现它是有效的炔烃加氢胺化和亚氨基化催化剂。对于亚胺化（这是炔烃，伯胺和异腈的三组分偶联），这种多相催化剂能够以比以前报道的均相催化剂更快的方式进行某些催化剂，并且催化剂负载量较低。该材料还是将苯胺加成到二环己基碳二亚胺上以形成取代的胍的催化剂。另外，使用一锅法，使用先前报道的合成的一半催化剂负载量，使用多相催化剂制备了具有生物活性的已知喹啉。
• QUINOLINE-BASED PROTEASOME INHIBITORS AND USES THEREOF
  申请人：Board of Trustees of Michigan State University

  公开号：US20180282280A1

  公开（公告）日：2018-10-04

  Described herein are quinoline compounds useful for, among other things, inhibition of the proteasome and for treatment of cancer and inflammation.

  本文描述了喹啉化合物，可用于抑制蛋白酶体，治疗癌症和炎症等。
• Quinoline-based proteasome inhibitors and uses thereof
  申请人：Board of Trustees of Michigan State University

  公开号：US10752590B2

  公开（公告）日：2020-08-25

  Described herein are quinoline compounds useful for, among other things, inhibition of the proteasome and for treatment of cancer and inflammation.

  本文描述的喹啉化合物主要用于抑制蛋白酶体以及治疗癌症和炎症。