3-(4-chloro-6-methoxyquinazolin-7-yloxy)-N, N-diethylpropan-1-amine | 1227263-98-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(4-chloro-6-methoxyquinazolin-7-yloxy)-N, N-diethylpropan-1-amine
• 英文别名: 3-(4-chloro-6-methoxyquinazolin-7-yl)oxy-N,N-diethylpropan-1-amine
• CAS: 1227263-98-0
• 化学式: C₁₆H₂₂ClN₃O₂
• 分子量: 323.823
• InChiKey: WHQHAGVCVIIQAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-chloro-6-methoxyquinazolin-7-yloxy)-N, N-diethylpropan-1-amine 、 2-amino-N-(2-chloro-6-methylphenyl)benzo[d]thiazole-6-carboxamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以30%的产率得到N-(2-chloro-6-methylphenyl)-2-(7-(3-(diethylamino)propoxy)-6-methoxyquinazolin-4-ylamino)benzo[d]thiazole-6-carboxamide
  参考文献：
  名称：

  Design and synthesis of novel 4-benzothiazole amino quinazolines Dasatinib derivatives as potential anti-tumor agents

  摘要：

  Three series of novel 4-benzothiazole amino quinazolines Dasatinib derivatives have been designed and synthesized. The entire target compounds were investigated for their in vitro cytotoxic activity by the MTT-based assay against 6 human cancer cell lines. Compared with the parental Dasatinib, most of the new compounds, especially 2, 4, 6-trimethylaniline series (3), demonstrated significant inhibitory activities against six cell lines. Furthermore, the target compounds were screened for Src and Abl kinase inhibitory activity. Among them, 1a, 1f and 3a-3f are more potential dual Src/Abl kinase inhibitors. Thus they may be promising lead compounds to be developed as an alternative for current Dasatinib therapy or for Imatinib-resistant patients, potentially via simultaneously blocking multiple RTK signaling pathways. (c) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.013
• 作为产物：
  描述：

  香草酸甲酯 在 氯化亚砜 、 硝酸 、 铁粉 、 potassium carbonate 、 N,N-二甲基甲酰胺 、 potassium iodide 作用下， 以 乙醇 、 溶剂黄146 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.5h， 生成 3-(4-chloro-6-methoxyquinazolin-7-yloxy)-N, N-diethylpropan-1-amine
  参考文献：
  名称：

  Design and synthesis of novel 4-benzothiazole amino quinazolines Dasatinib derivatives as potential anti-tumor agents

  摘要：

  Three series of novel 4-benzothiazole amino quinazolines Dasatinib derivatives have been designed and synthesized. The entire target compounds were investigated for their in vitro cytotoxic activity by the MTT-based assay against 6 human cancer cell lines. Compared with the parental Dasatinib, most of the new compounds, especially 2, 4, 6-trimethylaniline series (3), demonstrated significant inhibitory activities against six cell lines. Furthermore, the target compounds were screened for Src and Abl kinase inhibitory activity. Among them, 1a, 1f and 3a-3f are more potential dual Src/Abl kinase inhibitors. Thus they may be promising lead compounds to be developed as an alternative for current Dasatinib therapy or for Imatinib-resistant patients, potentially via simultaneously blocking multiple RTK signaling pathways. (c) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.013