3-[N-(2-diethylamino)-ethyl]-aminomethyl-9-(3-chloro)benzyl-β-carboline | 1236311-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-[N-(2-diethylamino)-ethyl]-aminomethyl-9-(3-chloro)benzyl-β-carboline
• 英文别名: N-[[9-[(3-chlorophenyl)methyl]pyrido[3,4-b]indol-3-yl]methyl]-N',N'-diethylethane-1,2-diamine
• CAS: 1236311-34-4
• 化学式: C₂₅H₂₉ClN₄
• 分子量: 420.985
• InChiKey: HPJRQPHAZFPYRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  C₂₅H₂₇ClN₄ 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 3-[N-(2-diethylamino)-ethyl]-aminomethyl-9-(3-chloro)benzyl-β-carboline
  参考文献：
  名称：

  Synthesis of novel β-carbolines with efficient DNA-binding capacity and potent cytotoxicity

  摘要：

  A series of water-soluble beta-carbolines, bearing a flexible amino side chain, was prepared and evaluated in vitro against a panel of human tumor cell lines. The N-9-arylated alkyl substituted beta-carbolines represented the most interesting cytotoxic activities, and compound 7b was found to be the most potent antitumor agent with IC50 values lower than 10 mu M against eight human tumor cell lines. The results confirmed that the N-9-arylated alkyl substituents of beta-carboline nucleus played an important role in the modulation of the cytotoxic potencies. In addition, these compounds were found to exhibit significant DNA-binding affinity. (c) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.05.034