5-amino-N-(3,4-dichlorophenyl)-2-hydroxybenzamide | 1352440-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-amino-N-(3,4-dichlorophenyl)-2-hydroxybenzamide
• CAS: 1352440-73-3
• 化学式: C₁₃H₁₀Cl₂N₂O₂
• 分子量: 297.141
• InChiKey: WAIKGBZGPVVOJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(氯甲酸基)己炔羧酸乙酯 、 5-amino-N-(3,4-dichlorophenyl)-2-hydroxybenzamide 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以49%的产率得到ethyl 7-[4-hydroxy-3-(N-3,4-dichlorophenylcarbamoyl)phenylamino]-7-oxoheptanoate
  参考文献：
  名称：

  Synthesis and biological evaluation of N-aryl salicylamides with a hydroxamic acid moiety at 5-position as novel HDAC–EGFR dual inhibitors

  摘要：

  A novel series of N-aryl salicylamides with a hydroxamic acid moiety at 5-position were synthesized efficiently. Their activities against EGFR kinase and HDACs were evaluated. All compounds displayed inhibitory activity against EGFR and HDACs. The antiproliferative activities of synthesized compounds were evaluated by MTT method against human cancer cell lines A431, A549 and HL-60. Compound 1o showed the most potent inhibitory activity against A431 and A549. Compounds 1k and 1n exhibited higher potency against HL-60 than gefitinib and SAHA. N-Aryl salicylamides with a hydroxamic acid moiety at 5-position is another new HDAC-EGFR dual inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.034
• 作为产物：
  描述：

  N-(3,4-dichlorophenyl)-2-hydroxy-5-nitrobenzamide 在 铁粉 、 溶剂黄146 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 7.0h， 生成 5-amino-N-(3,4-dichlorophenyl)-2-hydroxybenzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of N-aryl salicylamides with a hydroxamic acid moiety at 5-position as novel HDAC–EGFR dual inhibitors

  摘要：

  A novel series of N-aryl salicylamides with a hydroxamic acid moiety at 5-position were synthesized efficiently. Their activities against EGFR kinase and HDACs were evaluated. All compounds displayed inhibitory activity against EGFR and HDACs. The antiproliferative activities of synthesized compounds were evaluated by MTT method against human cancer cell lines A431, A549 and HL-60. Compound 1o showed the most potent inhibitory activity against A431 and A549. Compounds 1k and 1n exhibited higher potency against HL-60 than gefitinib and SAHA. N-Aryl salicylamides with a hydroxamic acid moiety at 5-position is another new HDAC-EGFR dual inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.034