3-amino-5-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-N-(2-propan-2-ylsulfonylphenyl)-1,2,4-triazole-1-carboxamide | 1280594-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-amino-5-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-N-(2-propan-2-ylsulfonylphenyl)-1,2,4-triazole-1-carboxamide
• CAS: 1280594-76-4
• 化学式: C₂₄H₃₂N₈O₄S
• 分子量: 528.635
• InChiKey: KTVGBMRDHUBDLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  156
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-(异丙基磺酰基)苯胺 在 吡啶 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 5-amino-3-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-N-(2-propan-2-ylsulfonylphenyl)-1,2,4-triazole-1-carboxamide 、 3-amino-5-[2-methoxy-4-(4-methylpiperazin-1-yl)anilino]-N-(2-propan-2-ylsulfonylphenyl)-1,2,4-triazole-1-carboxamide
  参考文献：
  名称：

  Discovery of 3,5-Diamino-1,2,4-triazole Ureas as Potent Anaplastic Lymphoma Kinase Inhibitors

  摘要：

  A series of novel 3,5-diamino-1,2,4-triazole benzyl ureas was identified as having potent anaplastic lymphoma kinase (ALK) inhibition exemplified by 15a, 20a, and 23a, which exhibited antiproliferative IC50 values of 70, 40, and 20 nM in Tel-ALK transformed Ba/F3 cells, respectively. Moreover, 15a and 23a potently inhibited the growth and survival of NPM-ALK positive anaplastic large cell lymphoma cell (SU-DHL-1) and neuroblastoma cell lines (KELLY, SH-SY5Y) containing the F1174L ALK mutation. These compounds provide novel leads for the development of small-molecule ALK inhibitors for cancer therapy.

  DOI：

  10.1021/ml200002a

文献信息

• Discovery of 3,5-Diamino-1,2,4-triazole Ureas as Potent Anaplastic Lymphoma Kinase Inhibitors
  作者：Xianming Deng、Jinhua Wang、Jianming Zhang、Taebo Sim、Nam Doo Kim、Takaaki Sasaki、William Luther、Rani E. George、Pasi A. Jänne、Nathanael S. Gray

  DOI：10.1021/ml200002a

  日期：2011.5.12

  A series of novel 3,5-diamino-1,2,4-triazole benzyl ureas was identified as having potent anaplastic lymphoma kinase (ALK) inhibition exemplified by 15a, 20a, and 23a, which exhibited antiproliferative IC50 values of 70, 40, and 20 nM in Tel-ALK transformed Ba/F3 cells, respectively. Moreover, 15a and 23a potently inhibited the growth and survival of NPM-ALK positive anaplastic large cell lymphoma cell (SU-DHL-1) and neuroblastoma cell lines (KELLY, SH-SY5Y) containing the F1174L ALK mutation. These compounds provide novel leads for the development of small-molecule ALK inhibitors for cancer therapy.