2-(5-chloro-2-methoxyphenylamino)-6-(trifluoromethyl)nicotinohydrazide | 1191256-43-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(5-chloro-2-methoxyphenylamino)-6-(trifluoromethyl)nicotinohydrazide
• 英文别名: 2-(5-Chloro-2-methoxyanilino)-6-(trifluoromethyl)pyridine-3-carbohydrazide
• CAS: 1191256-43-5
• 化学式: C₁₄H₁₂ClF₃N₄O₂
• 分子量: 360.723
• InChiKey: FKILIECJPZJYGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  89.3
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(5-chloro-2-methoxyphenylamino)-6-(trifluoromethyl)nicotinohydrazide 、 香草醛 以 乙醇 为溶剂， 反应 3.0h， 生成 (E)-N'-(4-hydroxy-3-methoxybenzylidene)-2-(5-chloro-2-methoxyphenylamino)-6-(trifluoromethyl) nicotinohydrazide
  参考文献：
  名称：

  Synthesis and evaluation of anticancer activity of 2-arylamino-6-trifluoromethyl-3-(hydrazonocarbonyl)pyridines

  摘要：

  The synthesis and anticancer activity of 2-arylamino-6-trifluoromethyl-3-(hydrazonocarbonyl)pyridines is described. The new trifluoromethylpyridine derivatives were evaluated for their anticancer activity toward human cancer cell lines by the National Cancer Institute (NCI). Most of them had excellent growth inhibition activity, having GI(50) values in the low micromolar to nanomolar concentration range. The most potent 2,6-dichlorobenzaldehydehydrazone 29 inhibited the growth of all tested cancer cell lines with nanomolar potency, and did not show animal toxicity. Hydrazone 29 has been selected by the Biological Evaluation Committee of NCI for testing in vivo Hollow Fiber Assay. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.066
• 作为产物：
  描述：

  ethyl 2-((5-chloro-2-methoxyphenyl)amino)-6-trifluoromethylpyridine-3-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.5h， 生成 2-(5-chloro-2-methoxyphenylamino)-6-(trifluoromethyl)nicotinohydrazide
  参考文献：
  名称：

  Synthesis and evaluation of anticancer activity of 2-arylamino-6-trifluoromethyl-3-(hydrazonocarbonyl)pyridines

  摘要：

  The synthesis and anticancer activity of 2-arylamino-6-trifluoromethyl-3-(hydrazonocarbonyl)pyridines is described. The new trifluoromethylpyridine derivatives were evaluated for their anticancer activity toward human cancer cell lines by the National Cancer Institute (NCI). Most of them had excellent growth inhibition activity, having GI(50) values in the low micromolar to nanomolar concentration range. The most potent 2,6-dichlorobenzaldehydehydrazone 29 inhibited the growth of all tested cancer cell lines with nanomolar potency, and did not show animal toxicity. Hydrazone 29 has been selected by the Biological Evaluation Committee of NCI for testing in vivo Hollow Fiber Assay. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.066