4-(2,4-Dimethylphenyl)-1,3-oxazol-2-amine | 1134986-57-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(2,4-Dimethylphenyl)-1,3-oxazol-2-amine
• CAS: 1134986-57-4
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: MGIFGHVXWKPYIV-UHFFFAOYSA-N

物化性质

• 沸点：
  335.8±50.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2,4-Dimethylphenyl)-1,3-oxazol-2-amine 、 苯甲酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以92 mg的产率得到N-[4-(2,4-dimethylphenyl)oxazol-2-yl]benzamide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of a Series of Novel Inhibitor of Nek2/Hec1 Analogues

  摘要：

  High expression in cancer 1 (Hec1) is an oncogene overly expressed in many human cancers. Small molecule inhibitor of Nek2/Hcc1 (INH) targeting the Heel and its regulator, Nek2, in the mitotic pathway, was identified to inactivate Hec1/Nek2 function mediated by protein degradation that subsequently leads to chromosome mis-segregation and cell death. To further improve the efficacy of INH, a series of INH analogues were designed, synthesized, and evaluated. Among these 33 newly synthesized analogues, three of them, 6, 13, and 21, have 6-8 fold more potent cell killing activity than the previous lead compound INH1. Compounds 6 and 21 were chosen for analyzing the underlying action mechanism. They target directly the Hec1/Nek2 pathway and cause chromosome mis-alignment as well as cell death, a mechanism similar to that of INH1, This initial exploration of structural/functional relationship of INH may advance the progress for developing clinically applicable INH analogue.

  DOI：

  10.1021/jm8015969
• 作为产物：
  描述：

  2-溴-1-(2,4-二甲基苯基)乙酮 、 尿素 以 乙醇 为溶剂， 反应 4.0h， 以100 mg的产率得到4-(2,4-Dimethylphenyl)-1,3-oxazol-2-amine
  参考文献：
  名称：

  Synthesis and Biological Evaluation of a Series of Novel Inhibitor of Nek2/Hec1 Analogues

  摘要：

  High expression in cancer 1 (Hec1) is an oncogene overly expressed in many human cancers. Small molecule inhibitor of Nek2/Hcc1 (INH) targeting the Heel and its regulator, Nek2, in the mitotic pathway, was identified to inactivate Hec1/Nek2 function mediated by protein degradation that subsequently leads to chromosome mis-segregation and cell death. To further improve the efficacy of INH, a series of INH analogues were designed, synthesized, and evaluated. Among these 33 newly synthesized analogues, three of them, 6, 13, and 21, have 6-8 fold more potent cell killing activity than the previous lead compound INH1. Compounds 6 and 21 were chosen for analyzing the underlying action mechanism. They target directly the Hec1/Nek2 pathway and cause chromosome mis-alignment as well as cell death, a mechanism similar to that of INH1, This initial exploration of structural/functional relationship of INH may advance the progress for developing clinically applicable INH analogue.

  DOI：

  10.1021/jm8015969