4-(cyclooctylamino)-N-ethyl-3-nitrobenzamide

• 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: 4-(cyclooctylamino)-N-ethyl-3-nitrobenzamide
• 化学式: C₁₇H₂₅N₃O₃
• 分子量: 319.404
• InChiKey: OVLASAGADIILJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(cyclooctylamino)-N-ethyl-3-nitrobenzamide 在 氢气 、 palladium(II) hydroxide 作用下， 以 甲醇 为溶剂， 反应 17.0h， 以66%的产率得到3-amino-4-(cyclooctylamino)-N-ethylbenzamide
  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
• 作为产物：
  描述：

  4-氯-3-硝基苯甲酸 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 34.0h， 生成 4-(cyclooctylamino)-N-ethyl-3-nitrobenzamide
  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。
• 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。
• 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：US20170233370A1

  公开（公告）日：2017-08-17

  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.
• US9580398B2
  申请人：——

  公开号：US9580398B2

  公开（公告）日：2017-02-28