1-(2-Nitro-benzoyl)-3-[4-(pyrimidin-2-ylsulfanyl)-phenyl]-urea | 886572-77-6

• 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: 1-(2-Nitro-benzoyl)-3-[4-(pyrimidin-2-ylsulfanyl)-phenyl]-urea
• 英文别名: 2-nitro-N-[(4-pyrimidin-2-ylsulfanylphenyl)carbamoyl]benzamide
• CAS: 886572-77-6
• 化学式: C₁₈H₁₃N₅O₄S
• 分子量: 395.398
• InChiKey: RDZYNHKQXWHBOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(2-Nitro-benzoyl)-3-[4-(pyrimidin-2-ylsulfanyl)-phenyl]-urea 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 1-(2-nitrobenzoyl)-3-[4-(pyrimidin-2-sulfinyl)phenyl]urea
  参考文献：
  名称：

  Benzoylphenylurea Sulfur Analogues with Potent Antitumor Activity

  摘要：

  A novel series of BPU analogues were synthesized and evaluated for antitumor activity. In particular, BPU sulfur analogues 6n and 7d were shown to possess up to10-fold increased potency, when compared to I (NSC-639829), against cancer cell lines. 6n was more effective than I in causing apoptosis of MCF-7 cells. When compared to other drugs with a similar mechanism of action, 6n retained significant ability to inhibit tubulin assembly, with an IC50 of 2.1 mu M.

  DOI：

  10.1021/jm051261s
• 作为产物：
  描述：

  4-氨基苯硫酚 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 20.5h， 生成 1-(2-Nitro-benzoyl)-3-[4-(pyrimidin-2-ylsulfanyl)-phenyl]-urea
  参考文献：
  名称：

  Benzoylphenylurea Sulfur Analogues with Potent Antitumor Activity

  摘要：

  A novel series of BPU analogues were synthesized and evaluated for antitumor activity. In particular, BPU sulfur analogues 6n and 7d were shown to possess up to10-fold increased potency, when compared to I (NSC-639829), against cancer cell lines. 6n was more effective than I in causing apoptosis of MCF-7 cells. When compared to other drugs with a similar mechanism of action, 6n retained significant ability to inhibit tubulin assembly, with an IC50 of 2.1 mu M.

  DOI：

  10.1021/jm051261s

文献信息

• US7595326B2
  申请人：——

  公开号：US7595326B2

  公开（公告）日：2009-09-29