2-Chloro-5-[(2-chloro-4-methylsulfonylbenzoyl)amino]benzoic acid | 1431662-72-4

• 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: 2-Chloro-5-[(2-chloro-4-methylsulfonylbenzoyl)amino]benzoic acid
• CAS: 1431662-72-4
• 化学式: C₁₅H₁₁Cl₂NO₅S
• 分子量: 388.228
• InChiKey: CUYGQCURBOUXMS-UHFFFAOYSA-N

物化性质

• 沸点：
  555.5±50.0 °C(Predicted)
• 密度：
  1.574±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Chloro-5-[(2-chloro-4-methylsulfonylbenzoyl)amino]benzoic acid 、 2,3-二甲基苯胺 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 、 N,N-二甲基乙酰胺 为溶剂， 生成 2-chloro-5-[(2-chloro-4-methylsulfonylbenzoyl)amino]-N-(2,3-dimethylphenyl)benzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzamide derivatives as potent smoothened antagonists

  摘要：

  A series of novel benzamide derivatives were prepared and evaluated using cell-based measurements. Among these compounds, 10f significantly inhibited Hedgehog signaling and showed equivalent or more potency than GDC-0449 in different tests. Furthermore, compound 10f potently inhibited the proliferation of Daoy, a medulloblastoma cell line that is reported to be resistant to GDC-0449, which indicated a promising prospect in the treatment of Hedgehog signaling pathway related cancer in clinical trial. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.006
• 作为产物：
  描述：

  2-氯-4-甲砜基苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 2-Chloro-5-[(2-chloro-4-methylsulfonylbenzoyl)amino]benzoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzamide derivatives as potent smoothened antagonists

  摘要：

  A series of novel benzamide derivatives were prepared and evaluated using cell-based measurements. Among these compounds, 10f significantly inhibited Hedgehog signaling and showed equivalent or more potency than GDC-0449 in different tests. Furthermore, compound 10f potently inhibited the proliferation of Daoy, a medulloblastoma cell line that is reported to be resistant to GDC-0449, which indicated a promising prospect in the treatment of Hedgehog signaling pathway related cancer in clinical trial. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.006