N-(2-chloro-6-methylphenyl)-5-((7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl)amino)benzo[b]thiophene-2-carboxamide | 1357387-55-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: N-(2-chloro-6-methylphenyl)-5-((7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl)amino)benzo[b]thiophene-2-carboxamide
• CAS: 1357387-55-3
• 化学式: C₂₈H₂₄Cl₂N₄O₃S
• 分子量: 567.496
• InChiKey: WFCWLCGBWAANDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.82
• 重原子数：
  38.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  85.37
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-(2-chloro-6-methylphenyl)-5-((7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl)amino)benzo[b]thiophene-2-carboxamide 、 N-乙基乙醇胺 在 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 N-(2-chloro-6-methylphenyl)-5-(7-(3-(ethyl(2-hydroxyethyl)amino)propoxy)-6-methoxyquinazolin-4-ylamino)benzo[b]thiophene-2-carboxamide
  参考文献：
  名称：

  Design, synthesis, and in vitro antiproliferative activity of novel Dasatinib derivatives

  摘要：

  Two series of novel Dasatinib derivatives have been designed and synthesized, with their in vitro cytostatic effect screened on human chronic myeloid leukemia cell line K562 and human myeloid leukemia cell line U937. Some target compounds demonstrated significant inhibitory activities against both cell lines. Compared to the contrast drug Dasatinib, 1b, 1c, 1d, 1e and 1f were found to demonstrate more potent antitumor activities. The structures of all the newly synthesized compounds were determined by H-1 NMR and C-13 NMR. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.070
• 作为产物：
  描述：

  2-氯-5-硝基苯甲醛 在 草酰氯 、 palladium on activated charcoal 、 水 、 氢气 、 甲酸铵 、 potassium carbonate 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 21.5h， 生成 N-(2-chloro-6-methylphenyl)-5-((7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl)amino)benzo[b]thiophene-2-carboxamide
  参考文献：
  名称：

  Design, synthesis, and in vitro antiproliferative activity of novel Dasatinib derivatives

  摘要：

  Two series of novel Dasatinib derivatives have been designed and synthesized, with their in vitro cytostatic effect screened on human chronic myeloid leukemia cell line K562 and human myeloid leukemia cell line U937. Some target compounds demonstrated significant inhibitory activities against both cell lines. Compared to the contrast drug Dasatinib, 1b, 1c, 1d, 1e and 1f were found to demonstrate more potent antitumor activities. The structures of all the newly synthesized compounds were determined by H-1 NMR and C-13 NMR. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.070