1-[4-[(Z)-(5-chloro-2-oxo-1H-indol-3-ylidene)methyl]phenyl]-3-phenylurea | 946618-62-8

• 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-[4-[(Z)-(5-chloro-2-oxo-1H-indol-3-ylidene)methyl]phenyl]-3-phenylurea
• CAS: 946618-62-8
• 化学式: C₂₂H₁₆ClN₃O₂
• 分子量: 389.841
• InChiKey: KVBCNGYLYMLZQO-UNOMPAQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-氯氧化吲哚 、 (4-formylphenyl)-3-phenylurea 在 哌啶 作用下， 以 乙醇 为溶剂， 以35%的产率得到1-[4-[(Z)-(5-chloro-2-oxo-1H-indol-3-ylidene)methyl]phenyl]-3-phenylurea
  参考文献：
  名称：

  Synthesis and RET protein kinase inhibitory activity of 3-arylureidobenzylidene-indolin-2-ones

  摘要：

  A novel series of 3-arylureidobenzylidene-indolin-2-ones was synthesized and their inhibitory activity against Ret tyrosine kinase investigated in comparison with the Ret inhibitor RPI-1 as a reference compound for this series. A few compounds were able to revert the RETC634R oncogene-transformed morphologic phenotype of NIH3T3(MEN2A) cells and showed a selective antiproliferative activity against these cells as compared to parental NIH3T3 cells or NIH3T3 cells transformed with a non-tyrosine kinase oncogene (NIH3T3(H-RAS)). Inhibition of Ret enzyme activity by effective derivatives was confirmed in a kinase assay. Structure-activity relationship indicated a favourable activity for 5,6-dimethoxyindolinone derivatives with H, OH, or OMe in the para position of the distal aryl ring. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.091

文献信息

• Synthesis and RET protein kinase inhibitory activity of 3-arylureidobenzylidene-indolin-2-ones
  作者：Eleonora Rizzi、Giuliana Cassinelli、Sabrina Dallavalle、Cinzia Lanzi、Raffaella Cincinelli、Raffaella Nannei、Giuditta Cuccuru、Franco Zunino

  DOI：10.1016/j.bmcl.2007.04.091

  日期：2007.7

  A novel series of 3-arylureidobenzylidene-indolin-2-ones was synthesized and their inhibitory activity against Ret tyrosine kinase investigated in comparison with the Ret inhibitor RPI-1 as a reference compound for this series. A few compounds were able to revert the RETC634R oncogene-transformed morphologic phenotype of NIH3T3(MEN2A) cells and showed a selective antiproliferative activity against these cells as compared to parental NIH3T3 cells or NIH3T3 cells transformed with a non-tyrosine kinase oncogene (NIH3T3(H-RAS)). Inhibition of Ret enzyme activity by effective derivatives was confirmed in a kinase assay. Structure-activity relationship indicated a favourable activity for 5,6-dimethoxyindolinone derivatives with H, OH, or OMe in the para position of the distal aryl ring. (C) 2007 Elsevier Ltd. All rights reserved.