(2R,4R)-2,6-dimethyl-N-(4-methylphenyl)-1,2,3,4-tetrahydroquinolin-4-amine | 22609-18-3

• 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: (2R,4R)-2,6-dimethyl-N-(4-methylphenyl)-1,2,3,4-tetrahydroquinolin-4-amine
• CAS: 22609-18-3；26343-42-0；52128-97-9
• 化学式: C₁₈H₂₂N₂
• 分子量: 266.386
• InChiKey: FRYSDRKYEWCWRS-RDTXWAMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(p-methylphenylamino)propanoic acid 在 DPZ 、 C₃₇H₂₇O₄P 、 四正辛基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 30.0h， 以57%的产率得到
  参考文献：
  名称：

  顺序光氧化还原催化级联好氧脱羧Povarov和N-芳基α-氨基酸的氧化脱氢反应

  摘要：

  描述了可见光驱动的顺序光氧化还原催化，以使N-芳基α-氨基酸经历有效的级联好氧脱羧Povarov和氧化脱氢（ODH）反应。在两个转化过程中，都使用双氰基吡嗪衍生的生色团（DPZ）作为光氧化还原催化剂，得到了两个系列的有价值的氮杂芳烃，即 例如，以不同的2和2,3-取代形式获得令人满意的收率的4-氨基四氢喹啉（THQs）和喹啉。为了使4-氨基THQs发生ODH反应，开发了与N-羟基邻苯二甲酰亚胺的协同催化方法。此外，实现了具有高对映选择性的手性N-氨基-2-甲基THQ的空前合成。

  DOI：

  10.1002/adsc.201800135

文献信息

• COMPOUNDS AND MATRICES FOR USE IN BONE GROWTH AND REPAIR
  申请人：HUMAN BIOMOLECULAR RESEARCH INSTITUTE

  公开号：US20160038641A1

  公开（公告）日：2016-02-11

  Compositions of small molecules, matrices, and isolated cells including methods of preparation, and methods for differentiation, transdifferentiation, and proliferation of animal cells into the osteoblast blast cell lineage were described. Examples of osteogenic materials that were administered to cells or co-cultured with cells are represented by compounds of Formula II, IV, and VI independently or preferably in combination with a matrix to afford bone cells. Small molecule-stimulated cells were also combined with a matrix, placed with a cellular adhesive or material carrier and implanted to a site in an animal for bone repair. Matrix pretreated with compounds of Formula II, IV, and VI were also used to cause cells to migrate to the matrix that is of use for therapeutic purposes.

  描述了由小分子、基质和孤立细胞组成的组合物，包括制备方法，以及动物细胞分化、转分化和增殖成骨母细胞谱系的方法。给细胞施加的或与细胞共培养的成骨材料的示例由独立或首选与基质组合的Formula II、IV和VI化合物代表。受小分子刺激的细胞还与基质结合，与细胞粘合剂或材料载体一起植入到动物体内的部位进行骨修复。预先用Formula II、IV和VI化合物处理的基质也被用于导致细胞迁移到用于治疗目的的基质上。
• TETRAHYDROQUINOLINES FOR MODULATING THE EXPRESSION OF EXOGENOUS GENES VIA AN ECDYSONE RECEPTOR COMPLEX
  申请人：Michelotti Enrique

  公开号：US20050228016A1

  公开（公告）日：2005-10-13

  This invention relates to a method to modulate exogenous gene expression in which an ecdysone receptor complex comprising: a DNA binding domain; a ligand binding domain; a transactivation domain; and a ligand is contacted with a DNA construct comprising: the exogenous gene and a response element; wherein the exogenous gene is under the control of the response element and binding of the DNA binding domain to the response element in the presence of the ligand results in activation or suppression of the gene. The ligands comprise a class of 4-tetrahydroquinolines.

  本发明涉及一种调节外源基因表达的方法，其中包括一个包含：DNA结合域、配体结合域、转录激活域和配体的ecdysone受体复合物与包括：外源基因和响应元件的DNA构建物接触；其中外源基因受响应元件控制，在存在配体的情况下，DNA结合域与响应元件的结合会导致基因的激活或抑制。配体包括一类4-四氢喹啉。
• Compounds and matrices for use in bone growth and repair
  申请人：HUMAN BIOMOLECULAR RESEARCH INSTITUTE

  公开号：US10874766B2

  公开（公告）日：2020-12-29

  Compositions of small molecules, matrices, and isolated cells including methods of preparation, and methods for differentiation, trans-differentiation, and proliferation of animal cells into the osteoblast blast cell lineage were described. Examples of osteogenic materials that were administered to cells or co-cultured with cells are represented by compounds of Formula II, IV, and VI independently or preferably in combination with a matrix to afford bone cells. Small molecule-stimulated cells were also combined with a matrix, placed with a cellular adhesive or material carrier and implanted to a site in an animal for bone repair. Matrix pretreated with compounds of Formula II, IV, and VI were also used to cause cells to migrate to the matrix that is of use for therapeutic purposes.

  描述了小分子、基质和分离细胞的组合物，包括制备方法，以及将动物细胞分化、转分化和增殖为成骨细胞的方法。向细胞施用或与细胞共培养的成骨材料的例子以式 II、IV 和 VI 的化合物为代表，这些化合物可独立使用，或最好与基质结合使用，以产生骨细胞。小分子刺激的细胞也与基质结合，与细胞粘合剂或材料载体一起放置，并植入动物的骨修复部位。用式 II、IV 和 VI 的化合物预处理的基质也用于使细胞迁移到用于治疗目的的基质上。
• Sequential Photoredox Catalysis for Cascade Aerobic Decarboxylative Povarov and Oxidative Dehydrogenation Reactions of <i>N</i> -Aryl α-Amino Acids
  作者：Tianju Shao、Yanli Yin、Richmond Lee、Xiaowei Zhao、Guobi Chai、Zhiyong Jiang

  DOI：10.1002/adsc.201800135

  日期：2018.5.2

  A visible‐light‐driven sequential photoredox catalysis to allow N‐aryl α‐amino acids to experience efficient cascade aerobic decarboxylative Povarov and oxidative dehydrogenation (ODH) reactions is described. With a dicyanopyrazine‐derived chromophore (DPZ) as a photoredox catalyst in both transformations, two series of valuable azaarenes, i. e., 4‐amino tetrahydroquinolines (THQs) and quinolines,

  描述了可见光驱动的顺序光氧化还原催化，以使N-芳基α-氨基酸经历有效的级联好氧脱羧Povarov和氧化脱氢（ODH）反应。在两个转化过程中，都使用双氰基吡嗪衍生的生色团（DPZ）作为光氧化还原催化剂，得到了两个系列的有价值的氮杂芳烃，即 例如，以不同的2和2,3-取代形式获得令人满意的收率的4-氨基四氢喹啉（THQs）和喹啉。为了使4-氨基THQs发生ODH反应，开发了与N-羟基邻苯二甲酰亚胺的协同催化方法。此外，实现了具有高对映选择性的手性N-氨基-2-甲基THQ的空前合成。