1-(2-methoxybenzyl)-amino-β-carboline | 1327080-15-8

• 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: 1-(2-methoxybenzyl)-amino-β-carboline
• 英文别名: N-[(2-methoxyphenyl)methyl]-9H-pyrido[3,4-b]indol-1-amine
• CAS: 1327080-15-8
• 化学式: C₁₉H₁₇N₃O
• 分子量: 303.363
• InChiKey: SXPRJSJDONNAPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-氨基-b-咔啉 在 sodium tetrahydroborate 作用下， 以 甲醇 、 苯 为溶剂， 反应 26.0h， 生成 1-(2-methoxybenzyl)-amino-β-carboline
  参考文献：
  名称：

  3-(3-Phenoxybenzyl)amino-β-carboline: A novel antitumor drug targeting α-tubulin

  摘要：

  3-(3-Phenoxybenzyl)amino-beta-carboline 2h showed extremely-high activity; the IC(50) value was 0.074 mu M. To verify 2h-induced cell death types, we observed the chromatin condensation, the DNA fragmentation and activated caspase-3 using Hoechst 33342, agarose electrophoresis and western blot, and suggesting 2h-induced cell death type was apoptosis. Flow cytometry showed that 2h-treated cell was induced SubG1 cell population after G2/M cell cycle arrest. In addition, using affinity chromatography and peptide mass fingerprinting, we found that interacting protein with this compound was a-tubulin protein. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.061

文献信息

• 3-(3-Phenoxybenzyl)amino-β-carboline: A novel antitumor drug targeting α-tubulin
  作者：Reiko Ikeda、Masaki Kurosawa、Takazumi Okabayashi、Ayako Takei、Masamichi Yoshiwara、Tadashi Kumakura、Norio Sakai、Osamu Funatsu、Akinori Morita、Masahiko Ikekita、Yumi Nakaike、Takeo Konakahara

  DOI：10.1016/j.bmcl.2011.06.061

  日期：2011.8

  3-(3-Phenoxybenzyl)amino-beta-carboline 2h showed extremely-high activity; the IC(50) value was 0.074 mu M. To verify 2h-induced cell death types, we observed the chromatin condensation, the DNA fragmentation and activated caspase-3 using Hoechst 33342, agarose electrophoresis and western blot, and suggesting 2h-induced cell death type was apoptosis. Flow cytometry showed that 2h-treated cell was induced SubG1 cell population after G2/M cell cycle arrest. In addition, using affinity chromatography and peptide mass fingerprinting, we found that interacting protein with this compound was a-tubulin protein. (C) 2011 Elsevier Ltd. All rights reserved.