4-bromo-5,6-dimethoxy-2-(2-(piperidin-1-yl)ethyl)isoindolin-1-one | 1144527-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4-bromo-5,6-dimethoxy-2-(2-(piperidin-1-yl)ethyl)isoindolin-1-one
• 英文别名: 4-bromo-5,6-dimethoxy-2-(2-piperidin-1-ylethyl)-3H-isoindol-1-one
• CAS: 1144527-39-8
• 化学式: C₁₇H₂₃BrN₂O₃
• 分子量: 383.285
• InChiKey: QIYZOQUIACCWCP-UHFFFAOYSA-N

物化性质

• 沸点：
  527.2±50.0 °C(predicted)
• 密度：
  1.362±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-bromo-5,6-dimethoxy-2-(2-(piperidin-1-yl)ethyl)isoindolin-1-one 、 2-甲酰基苯硼酸 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 0.17h， 以77%的产率得到1,2-dimethoxy-5-(2-piperidin-1-yl)ethyldibenzo[cd,f]indole-4(5H)-one
  参考文献：
  名称：

  Synthesis of aristolactam analogues and evaluation of their antitumor activity

  摘要：

  A series of natural aristolactams and their analogues have been prepared and evaluated for antitumor activity against human cancer cells, including multi-drug resistant cell lines. Naturally occurring aristolactams, such as aristolactam BII (cepharanone B), aristolactam BIII, aristolactam FI (piperolactam A), N-methyl piperolactam A, and sauristolactam showed moderate antitumor activities in selected cell lines. However, several synthetic aristolactam derivatives exhibited potent antitumor activities against a broad array of cancer cell lines with GI(50) values in the submicromolar range. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.020
• 作为产物：
  描述：

  1-(2-氨乙基)哌啶 、 methyl 3-bromo-2-bromomethyl-4,5-dimethoxybenzoate 以 四氢呋喃 为溶剂， 以99%的产率得到4-bromo-5,6-dimethoxy-2-(2-(piperidin-1-yl)ethyl)isoindolin-1-one
  参考文献：
  名称：

  Synthesis of aristolactam analogues and evaluation of their antitumor activity

  摘要：

  A series of natural aristolactams and their analogues have been prepared and evaluated for antitumor activity against human cancer cells, including multi-drug resistant cell lines. Naturally occurring aristolactams, such as aristolactam BII (cepharanone B), aristolactam BIII, aristolactam FI (piperolactam A), N-methyl piperolactam A, and sauristolactam showed moderate antitumor activities in selected cell lines. However, several synthetic aristolactam derivatives exhibited potent antitumor activities against a broad array of cancer cell lines with GI(50) values in the submicromolar range. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.020

文献信息

• [EN] PHENANTHRENE LACTAM DERIVATIVES HAVING ANTICANCER ACTIVITY AND METHOD FOR THE PREPARATION THEREOF<br/>[FR] DÉRIVÉS DE LACTAME PHÉNANTHRÈNE PRÉSENTANT UNE ACTIVITÉ ANTICANCÉREUSE ET PROCÉDÉ DE PRÉPARATION DE CEUX-CI
  申请人：KOREA RES INST CHEM TECH

  公开号：WO2009051417A2

  公开（公告）日：2009-04-23

  The present invention relates to a phenanthrene lactam derivative having anticanter activity, a method for the preparation thereof, and a pharmaceutical composition comprising same.