2-(1-adamantyl)-N-[2-[4-[(2-methoxyphenyl)methyl]piperazin-1-yl]-2-oxoethyl]acetamide | 1416064-45-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(1-adamantyl)-N-[2-[4-[(2-methoxyphenyl)methyl]piperazin-1-yl]-2-oxoethyl]acetamide
• CAS: 1416064-45-3
• 化学式: C₂₆H₃₇N₃O₃
• 分子量: 439.598
• InChiKey: YWYSDGQCQVTDFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(adamantan-1-yl)-N-(2-oxo-2-(piperazin-1-yl)ethyl)acetamide 、 邻甲氧基苯甲醛 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 以66%的产率得到2-(1-adamantyl)-N-[2-[4-[(2-methoxyphenyl)methyl]piperazin-1-yl]-2-oxoethyl]acetamide
  参考文献：
  名称：

  Inhibition of Ebola Virus Infection: Identification of Niemann-Pick C1 as the Target by Optimization of a Chemical Probe

  摘要：

  A high-throughput screen identified adamantane dipeptide 1 as an inhibitor of Ebola virus (EboV) infection. Hit-to-lead optimization to determine the structure-activity relationship (SAR) identified the more potent EboV inhibitor 2 and a photoaffinity labeling agent 3. These antiviral compounds were employed to identify the target as Niemann-Pick C1 (NPC1), a host protein that binds the EboV glycoprotein and is essential for infection. These studies establish NPC1 as a promising target for antiviral therapy.

  DOI：

  10.1021/ml300370k

文献信息

• Small Molecule Inhibitors of Ebola and Lassa Fever Viruses
  申请人：Cunningham James

  公开号：US20140329834A1

  公开（公告）日：2014-11-06

  The present invention relates to compositions and methods for the treatment of infection by enveloped viruses, such as Ebola and Lassa fever viruses.

  本发明涉及用于治疗被包膜病毒感染，如埃博拉和拉沙热病毒的组合物和方法。
• US9452992B2
  申请人：——

  公开号：US9452992B2

  公开（公告）日：2016-09-27
• [EN] SMALL MOLECULE INHIBITORS OF EBOLA AND LASSA FEVER VIRUSES<br/>[FR] INHIBITEURS À PETITES MOLÉCULES DES VIRUS ÉBOLA ET DE LA FIÈVRE DE LASSA
  申请人：HARVARD COLLEGE

  公开号：WO2013022550A2

  公开（公告）日：2013-02-14

  The present invention relates to compositions and methods for the treatment of infection by enveloped viruses, such as Ebola and Lassa fever viruses.
• Inhibition of Ebola Virus Infection: Identification of Niemann-Pick C1 as the Target by Optimization of a Chemical Probe
  作者：Kyungae Lee、Tao Ren、Marceline Côté、Berahman Gholamreza、John Misasi、Anna Bruchez、James Cunningham

  DOI：10.1021/ml300370k

  日期：2013.2.14

  A high-throughput screen identified adamantane dipeptide 1 as an inhibitor of Ebola virus (EboV) infection. Hit-to-lead optimization to determine the structure-activity relationship (SAR) identified the more potent EboV inhibitor 2 and a photoaffinity labeling agent 3. These antiviral compounds were employed to identify the target as Niemann-Pick C1 (NPC1), a host protein that binds the EboV glycoprotein and is essential for infection. These studies establish NPC1 as a promising target for antiviral therapy.