9-ethyl-6-nicotinamido-γ-carboline | 1158628-05-7

• 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: 9-ethyl-6-nicotinamido-γ-carboline
• 英文别名: N-(5-ethylpyrido[4,3-b]indol-8-yl)pyridine-3-carboxamide
• CAS: 1158628-05-7
• 化学式: C₁₉H₁₆N₄O
• 分子量: 316.362
• InChiKey: LDQRRBGOACYFDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  烟酰氯 、 5-ethyl-8-amino-γ-carboline 在 水 、 sodium carbonate 作用下， 以 异丙醇 为溶剂， 反应 2.0h， 以21%的产率得到9-ethyl-6-nicotinamido-γ-carboline
  参考文献：
  名称：

  Design, synthesis, and quantitative structure–activity relationship of cytotoxic γ-carboline derivatives

  摘要：

  Three series of gamma-carboline derivatives were designed and synthesized. All the compounds were tested for their cytotoxic activities in vitro against five human tumor cell lines (A549, SGC, HCT116, MCF-7, K562) and one multi-drug resistant subline (K562R). Most compounds showed moderate to potent cytotoxic activities against the tested cell lines. Sulfonate 11f exhibited more potent cytotoxic activities against almost all of the tested cells in comparison with the positive control, taxol, with IC50 values ranging from 0.15 to 4.5 mu M. The structure-activity relationships were discussed and a statistically reliable QSAR model (r(2) = 0.936, q(2) = 0.581) was established by the CoMFA analysis performed using the cytotoxic data against K562 cell line as a template. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.037

文献信息

• Design, synthesis, and quantitative structure–activity relationship of cytotoxic γ-carboline derivatives
  作者：Jing Chen、Xiaowu Dong、Tao Liu、Jianshu Lou、Chaoyi Jiang、Wenhai Huang、Qiaojun He、Bo Yang、Yongzhou Hu

  DOI：10.1016/j.bmc.2009.03.037

  日期：2009.5

  Three series of gamma-carboline derivatives were designed and synthesized. All the compounds were tested for their cytotoxic activities in vitro against five human tumor cell lines (A549, SGC, HCT116, MCF-7, K562) and one multi-drug resistant subline (K562R). Most compounds showed moderate to potent cytotoxic activities against the tested cell lines. Sulfonate 11f exhibited more potent cytotoxic activities against almost all of the tested cells in comparison with the positive control, taxol, with IC50 values ranging from 0.15 to 4.5 mu M. The structure-activity relationships were discussed and a statistically reliable QSAR model (r(2) = 0.936, q(2) = 0.581) was established by the CoMFA analysis performed using the cytotoxic data against K562 cell line as a template. (C) 2009 Elsevier Ltd. All rights reserved.