(R)-methyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate | 1364266-94-3

• 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: (R)-methyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate
• 英文别名: Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate；Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[1-[2-(trifluoromethyl)phenyl]ethoxy]benzoate
• CAS: 1364266-94-3
• 化学式: C₂₃H₂₆BF₃O₅
• 分子量: 450.263
• InChiKey: ZOFHPVKGHRZGHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (R)-methyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate 在 四(三苯基膦)钯 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 氨 、 碳酸氢钠 、 sodium carbonate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 98.5h， 生成 (+/-)-4-(2-amino-5-(5-((dimethylamino)methyl)-4-methylthiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzamide
  参考文献：
  名称：

  Design of Potent and Selective Hybrid Inhibitors of the Mitotic Kinase Nek2: Structure–Activity Relationship, Structural Biology, and Cellular Activity

  摘要：

  We report herein a series of Nek2 inhibitors based on an aminopyridine scaffold. These compounds have been designed by combining key elements of two previously discovered chemical series. Structure based design led to aminopyridine (R)-21, a potent and selective inhibitor able to modulate Nek2 activity in cells.

  DOI：

  10.1021/jm201683b
• 作为产物：
  描述：

  4-溴-2-羟基苯羧酸甲酯 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 偶氮二甲酸二叔丁酯 、 potassium acetate 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 (R)-methyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate
  参考文献：
  名称：

  Design of Potent and Selective Hybrid Inhibitors of the Mitotic Kinase Nek2: Structure–Activity Relationship, Structural Biology, and Cellular Activity

  摘要：

  We report herein a series of Nek2 inhibitors based on an aminopyridine scaffold. These compounds have been designed by combining key elements of two previously discovered chemical series. Structure based design led to aminopyridine (R)-21, a potent and selective inhibitor able to modulate Nek2 activity in cells.

  DOI：

  10.1021/jm201683b

文献信息

• Design of Potent and Selective Hybrid Inhibitors of the Mitotic Kinase Nek2: Structure–Activity Relationship, Structural Biology, and Cellular Activity
  作者：Paolo Innocenti、Kwai-Ming J. Cheung、Savade Solanki、Corine Mas-Droux、Fiona Rowan、Sharon Yeoh、Kathy Boxall、Maura Westlake、Lisa Pickard、Tara Hardy、Joanne E. Baxter、G. Wynne Aherne、Richard Bayliss、Andrew M. Fry、Swen Hoelder

  DOI：10.1021/jm201683b

  日期：2012.4.12

  We report herein a series of Nek2 inhibitors based on an aminopyridine scaffold. These compounds have been designed by combining key elements of two previously discovered chemical series. Structure based design led to aminopyridine (R)-21, a potent and selective inhibitor able to modulate Nek2 activity in cells.