2-morpholinoethyl 3-amino-4-(cyclohexylamino)benzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-morpholinoethyl 3-amino-4-(cyclohexylamino)benzoate
• 英文别名: 2-Morpholin-4-ylethyl 3-amino-4-(cyclohexylamino)benzoate；2-morpholin-4-ylethyl 3-amino-4-(cyclohexylamino)benzoate
• 化学式: C₁₉H₂₉N₃O₃
• 分子量: 347.458
• InChiKey: GDMWBMAGFZHNNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  76.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-吗啉乙醇 在 4-二甲氨基吡啶 、 氢气 、 palladium(II) hydroxide 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 51.0h， 生成 2-morpholinoethyl 3-amino-4-(cyclohexylamino)benzoate
  参考文献：
  名称：

  Ferrostatins Inhibit Oxidative Lipid Damage and Cell Death in Diverse Disease Models

  摘要：

  Ferrostatin-1 (Fer-1) inhibits ferroptosis, a form of regulated, oxidative, nonapoptotic cell death. We found that Fer-1 inhibited cell death in cellular models of Huntington's disease (HD), periventricular leukomalacia (PVL), and kidney dysfunction; Fer-1 inhibited lipid peroxidation, but not mitochondrial reactive oxygen species formation or lysosomal membrane permeability. We developed a mechanistic model to explain the activity of Fer-1, which guided the development of ferrostatins with improved properties. These studies suggest numerous therapeutic uses for ferrostatins, and that lipid peroxidation mediates diverse disease phenotypes.

  DOI：

  10.1021/ja411006a

文献信息

• [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR MODULATING FERROPTOSIS AND TREATING EXCITOTOXIC DISORDERS<br/>[FR] COMPOSÉS, COMPOSITIONS, ET PROCÉDÉS POUR MODULER LA FERROPTOSE ET TRAITER DES TROUBLES EXCITOTOXIQUES
  申请人：UNIV COLUMBIA

  公开号：WO2013152039A1

  公开（公告）日：2013-10-10

  The present invention provides, inter alia, a compound having the structure: (Formula (I). Also provided are compositions containing a pharmaceutically acceptable carrier and a compound according to the present invention. Further provided are methods for treating or ameliorating the effects of an excitotoxic disorder in a subject, methods of modulating ferroptosis in a subject, methods of reducing reactive oxygen species (ROS) in a cell, and methods for treating or ameliorating the effects of a neurodegenerative disease.

  本发明提供了一种具有以下结构的化合物：（化学式（I）。还提供了含有药用载体和根据本发明的化合物的组合物。进一步提供了用于治疗或改善受体内兴奋毒性障碍影响的方法，用于调节受体内铁死亡的方法，用于减少细胞内活性氧化物种（ROS）的方法，以及用于治疗或改善神经退行性疾病影响的方法。
• [EN] MODULATING FERROPTOSIS AND TREATING EXCITOTOXIC DISORDERS<br/>[FR] MODULATION DE LA FERROPTOSE ET TRAITEMENT DES TROUBLES EXCITOTOXIQUES
  申请人：UNIV COLUMBIA

  公开号：WO2015084749A1

  公开（公告）日：2015-06-11

  The present invention provides, inter alia, a compound having the structure of Formula (I). Also provided are compositions containing a pharmaceutically acceptable carrier and a compound according to the present invention. Further provided are methods for treating or ameliorating the effects of an excitotoxic disorder in a subject, methods of modulating ferroptosis in a subject, methods of reducing reactive oxygen species (ROS) in a cell, and methods for treating or ameliorating the effects of a neurodegenerative disease.

  本发明提供了一种具有式（I）结构的化合物。还提供了含有药用载体和根据本发明的化合物的组合物。此外还提供了用于治疗或改善受体内兴奋毒性障碍影响的方法，用于调节受体内铁死亡的方法，用于减少细胞内活性氧化物种（ROS）的方法，以及用于治疗或改善神经退行性疾病影响的方法。
• Compounds, Compositions, and Methods For Modulating Ferroptosis and Treating Excitotoxic Disorders
  申请人：The Trustees of Columbia University in the City of New York

  公开号：US20150079035A1

  公开（公告）日：2015-03-19

  The present invention provides, inter alia, a compound having the structure: (Formula (I). Also provided are compositions containing a pharmaceutically acceptable carrier and a compound according to the present invention. Further provided are methods for treating or ameliorating the effects of an excitotoxic disorder in a subject, methods of modulating ferroptosis in a subject, methods of reducing reactive oxygen species (ROS) in a cell, and methods for treating or ameliorating the effects of a neurodegenerative disease.

  本发明提供了一种具有以下结构的化合物：（公式（I）。还提供了含有药用载体和本发明中所述化合物的组合物。此外，还提供了治疗或改善受体中兴奋毒性障碍影响的方法，调节受体中铁死亡的方法，降低细胞中反应性氧化物（ROS）的方法，以及治疗或改善神经退行性疾病影响的方法。
• Compounds, compositions, and methods for modulating ferroptosis and treating excitotoxic disorders
  申请人：THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK

  公开号：US10233171B2

  公开（公告）日：2019-03-19

  The present invention provides, inter alia, a compound having the structure: Also provided are compositions containing a pharmaceutically acceptable carrier and a compound according to the present invention. Further provided are methods for treating or ameliorating the effects of an excitotoxic disorder in a subject, methods of modulating ferroptosis in a subject, methods of reducing reactive oxygen species (ROS) in a cell, and methods for treating or ameliorating the effects of a neurodegenerative disease.

  本发明特别提供了一种具有以下结构的化合物： 还提供了含有药学上可接受的载体和根据本发明的化合物的组合物。本发明还提供了治疗或改善受试者兴奋性中毒症的方法、调节受试者铁变态反应的方法、减少细胞中活性氧（ROS）的方法，以及治疗或改善神经退行性疾病的方法。
• Ferrostatins Inhibit Oxidative Lipid Damage and Cell Death in Diverse Disease Models
  作者：Rachid Skouta、Scott J. Dixon、Jianlin Wang、Denise E. Dunn、Marina Orman、Kenichi Shimada、Paul A. Rosenberg、Donald C. Lo、Joel M. Weinberg、Andreas Linkermann、Brent R. Stockwell

  DOI：10.1021/ja411006a

  日期：2014.3.26

  Ferrostatin-1 (Fer-1) inhibits ferroptosis, a form of regulated, oxidative, nonapoptotic cell death. We found that Fer-1 inhibited cell death in cellular models of Huntington's disease (HD), periventricular leukomalacia (PVL), and kidney dysfunction; Fer-1 inhibited lipid peroxidation, but not mitochondrial reactive oxygen species formation or lysosomal membrane permeability. We developed a mechanistic model to explain the activity of Fer-1, which guided the development of ferrostatins with improved properties. These studies suggest numerous therapeutic uses for ferrostatins, and that lipid peroxidation mediates diverse disease phenotypes.