2-(methylthio)-4-(2-(4-nitrophenyl)-1H-imidazol-1-yl)pyrimidine | 1220701-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(methylthio)-4-(2-(4-nitrophenyl)-1H-imidazol-1-yl)pyrimidine
• CAS: 1220701-15-4
• 化学式: C₁₄H₁₁N₅O₂S
• 分子量: 313.34
• InChiKey: LGFLKRZGLURCQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(methylthio)-4-(2-(4-nitrophenyl)-1H-imidazol-1-yl)pyrimidine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 2-(methylsulfonyl)-4-(2-(4-nitrophenyl)-1H-imidazol-1-yl)pyrimidine
  参考文献：
  名称：

  Discovery and initial SAR of pyrimidin-4-yl-1H-imidazole derivatives with antiproliferative activity against melanoma cell lines

  摘要：

  The synthesis of a novel series of pyrimidin-4-yl-1H-imidazol-2-yl derivatives 7, 8, 9 and their antiproliferative activities against A375P human melanoma cell line and WM3629 cell line were described. Most compounds showed superior antiproliferative activities compared to Sorafenib, the well-known RAF inhibitor. Among them, 7a exhibited potent activities on both cell lines (IC50 = 0.62 and 4.49 mu M, respectively) and turned out to be a selective and potent CRAF inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.064
• 作为产物：
  描述：

  2-(4-硝基苯基)-1H-咪唑 、 4-碘-2-甲基磺酰基嘧啶 在 tris-(dibenzylideneacetone)dipalladium(0) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 2-(methylthio)-4-(2-(4-nitrophenyl)-1H-imidazol-1-yl)pyrimidine
  参考文献：
  名称：

  Discovery and initial SAR of pyrimidin-4-yl-1H-imidazole derivatives with antiproliferative activity against melanoma cell lines

  摘要：

  The synthesis of a novel series of pyrimidin-4-yl-1H-imidazol-2-yl derivatives 7, 8, 9 and their antiproliferative activities against A375P human melanoma cell line and WM3629 cell line were described. Most compounds showed superior antiproliferative activities compared to Sorafenib, the well-known RAF inhibitor. Among them, 7a exhibited potent activities on both cell lines (IC50 = 0.62 and 4.49 mu M, respectively) and turned out to be a selective and potent CRAF inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.064