2-benzyl-1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole | 937047-96-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-benzyl-1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
• 英文别名: 2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole；2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
• CAS: 937047-96-6
• 化学式: C₂₀H₂₃BN₂O₂
• 分子量: 334.226
• InChiKey: JBEISMMFOHLSPV-UHFFFAOYSA-N

物化性质

• 沸点：
  552.7±33.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  47.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-3-iodo-1-(4-morpholin-4-yl-cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine 、 2-benzyl-1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 3-(2-benzyl-1H-benzo[d]imidazol-6-yl)-1-((1r,4r)-4-morpholinocyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
  参考文献：
  名称：

  Development of multitargeted inhibitors of both the insulin-like growth factor receptor (IGF-IR) and members of the epidermal growth factor family of receptor tyrosine kinases

  摘要：

  Emerging clinical and pre-clinical data indicate that both insulin-like growth factor receptor (IGF-IR) and members of the epidermal growth factor (EGF) family of receptor tyrosine kinases (RTKs) exhibit significant cross-talk in human cancers. Therefore, a small molecule that successfully inhibits the signaling of both classes of oncogenic kinases might provide an attractive agent for chemotherapeutic use. Herein, we disclose the structure activity relationships that led to the synthesis and biological characterization of 14, a novel small molecule inhibitor of both IGF-IR and members of the epidermal growth factor family of RTKs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.086
• 作为产物：
  描述：

  4-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)-1,2-苯二胺 、 1-(Phenylacetyl)imidazole 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 2-benzyl-1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
  参考文献：
  名称：

  [EN] PYRIMIDINE INHIBITORS OF KINASE ACTIVITY
  [FR] INHIBITEURS PYRIMIDINES DE L'ACTIVITÉ KINASE

  摘要：

  本文描述了式（I）的化合物或其药用可接受的盐或溶剂化合物，其中G1、L1、R2、R3、n、p、Ar1和Ar2在描述中有定义。还公开了制备所述化合物的方法，以及包含所述化合物的用于抑制IGF-IR等激酶的组合物。

  公开号：

  WO2010138575A1

文献信息

• PROTEIN KINASE INHIBITORS
  申请人：Sheppard S. George

  公开号：US20070203143A1

  公开（公告）日：2007-08-30

  Compounds that inhibit protein kinases, compositions containing the compounds and methods of treating diseases using the compounds are disclosed.

  抑制蛋白激酶的化合物、含有这些化合物的组合物以及利用这些化合物治疗疾病的方法被披露。
• [EN] PYRIMIDINE INHIBITORS OF KINASE ACTIVITY<br/>[FR] INHIBITEURS PYRIMIDINES DE L'ACTIVITÉ KINASE
  申请人：ABBOTT LAB

  公开号：WO2010138575A1

  公开（公告）日：2010-12-02

  Described herein are compounds of formula (I) or pharmaceutical acceptable salts or solvates thereof, wherein G1, L1, R2, R3, n, p, Ar1, and Ar2 are defined in the description. Methods of making said compounds, and compositions comprising said compounds which are useful for inhibiting kinases such as IGF-IR are also disclosed.

  本文描述了式（I）的化合物或其药用可接受的盐或溶剂化合物，其中G1、L1、R2、R3、n、p、Ar1和Ar2在描述中有定义。还公开了制备所述化合物的方法，以及包含所述化合物的用于抑制IGF-IR等激酶的组合物。
• Development of multitargeted inhibitors of both the insulin-like growth factor receptor (IGF-IR) and members of the epidermal growth factor family of receptor tyrosine kinases
  作者：Robert D. Hubbard、Nwe Y. Bamaung、Steve D. Fidanze、Scott A. Erickson、Fabio Palazzo、Julie L. Wilsbacher、Qian Zhang、Lora A. Tucker、Xiaoming Hu、Peter Kovar、Donald J. Osterling、Eric F. Johnson、Jennifer Bouska、Jieyi Wang、Steven K. Davidsen、Randy L. Bell、George S. Sheppard

  DOI：10.1016/j.bmcl.2009.01.086

  日期：2009.3

  Emerging clinical and pre-clinical data indicate that both insulin-like growth factor receptor (IGF-IR) and members of the epidermal growth factor (EGF) family of receptor tyrosine kinases (RTKs) exhibit significant cross-talk in human cancers. Therefore, a small molecule that successfully inhibits the signaling of both classes of oncogenic kinases might provide an attractive agent for chemotherapeutic use. Herein, we disclose the structure activity relationships that led to the synthesis and biological characterization of 14, a novel small molecule inhibitor of both IGF-IR and members of the epidermal growth factor family of RTKs. (C) 2009 Elsevier Ltd. All rights reserved.