1-Naphthalen-2-yl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Naphthalen-2-yl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea
• 英文别名: 1-naphthalen-2-yl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea
• 化学式: C₂₃H₂₅BN₂O₃
• 分子量: 388.274
• InChiKey: IXIYKOFXRRPUHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-溴噻吩并[3,2-c]吡啶-4-胺 、 1-Naphthalen-2-yl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 1-(4-(4-Aminothieno[3,2-c]pyridin-3-yl)phenyl)-3-(naphthalen-2-yl)urea
  参考文献：
  名称：

  Thienopyridine urea inhibitors of KDR kinase

  摘要：

  A series of substituted thienopyridine ureas was prepared and evaluated for enzymatic and cellular inhibition of KDR kinase activity. Several of these analogs, such as 2, are potent inhibitors of KDR (<10 nM) in both enzymatic and cellular assays. Further characterization of inhibitor 2 indicated that this analog possessed excellent in vivo potency (ED50 2.1 mg/kg) as measured in an estradiol-induced mouse uterine edema model.

  DOI：

  10.1016/j.bmcl.2006.12.015
• 作为产物：
  描述：

  2-萘基异氰酸酯 、 4-氨基苯硼酸频哪醇酯 在 N-甲基吗啉 作用下， 以 四氢呋喃 为溶剂， 生成 1-Naphthalen-2-yl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea
  参考文献：
  名称：

  Thienopyridine urea inhibitors of KDR kinase

  摘要：

  A series of substituted thienopyridine ureas was prepared and evaluated for enzymatic and cellular inhibition of KDR kinase activity. Several of these analogs, such as 2, are potent inhibitors of KDR (<10 nM) in both enzymatic and cellular assays. Further characterization of inhibitor 2 indicated that this analog possessed excellent in vivo potency (ED50 2.1 mg/kg) as measured in an estradiol-induced mouse uterine edema model.

  DOI：

  10.1016/j.bmcl.2006.12.015

文献信息

• Thienopyridine urea inhibitors of KDR kinase
  作者：H. Robin Heyman、Robin R. Frey、Peter F. Bousquet、George A. Cunha、Maria D. Moskey、Asma A. Ahmed、Niru B. Soni、Patrick A. Marcotte、Lori J. Pease、Keith B. Glaser、Melinda Yates、Jennifer J. Bouska、Daniel H. Albert、Candace L. Black-Schaefer、Peter J. Dandliker、Kent D. Stewart、Paul Rafferty、Steven K. Davidsen、Michael R. Michaelides、Michael L. Curtin

  DOI：10.1016/j.bmcl.2006.12.015

  日期：2007.3

  A series of substituted thienopyridine ureas was prepared and evaluated for enzymatic and cellular inhibition of KDR kinase activity. Several of these analogs, such as 2, are potent inhibitors of KDR (<10 nM) in both enzymatic and cellular assays. Further characterization of inhibitor 2 indicated that this analog possessed excellent in vivo potency (ED50 2.1 mg/kg) as measured in an estradiol-induced mouse uterine edema model.