1-(3-Methoxypropyl)-5-[tri(propan-2-yl)silyloxymethyl]benzimidazol-2-amine | 658700-30-2

• 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: 1-(3-Methoxypropyl)-5-[tri(propan-2-yl)silyloxymethyl]benzimidazol-2-amine
• CAS: 658700-30-2
• 化学式: C₂₁H₃₇N₃O₂Si
• 分子量: 391.629
• InChiKey: CMIGAVQPXDJJCE-UHFFFAOYSA-N

物化性质

• 沸点：
  495.5±55.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.35
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  62.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-溴苯甲酰氯 、 1-(3-Methoxypropyl)-5-[tri(propan-2-yl)silyloxymethyl]benzimidazol-2-amine 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  5-Aminomethyl-1H-benzimidazoles as orally active inhibitors of inducible T-cell kinase (Itk)

  摘要：

  A series of novel 5-aminomethyl-1H-benzimidazole based inhibitors of Itk were prepared. Structure activity relationships, selectivity and cell activity are reported for this series. Compound 2, a potent and selective antagonist of Itk, inhibited anti-CD3 antibody induced IL-2 production in vivo in mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.016
• 作为产物：
  描述：

  溴化氰 、 1-N-(3-methoxypropyl)-4-[tri(propan-2-yl)silyloxymethyl]benzene-1,2-diamine 以 乙醇 为溶剂， 反应 24.0h， 以88%的产率得到1-(3-Methoxypropyl)-5-[tri(propan-2-yl)silyloxymethyl]benzimidazol-2-amine
  参考文献：
  名称：

  5-Aminomethyl-1H-benzimidazoles as orally active inhibitors of inducible T-cell kinase (Itk)

  摘要：

  A series of novel 5-aminomethyl-1H-benzimidazole based inhibitors of Itk were prepared. Structure activity relationships, selectivity and cell activity are reported for this series. Compound 2, a potent and selective antagonist of Itk, inhibited anti-CD3 antibody induced IL-2 production in vivo in mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.016

文献信息

• 5-Aminomethyl-1H-benzimidazoles as orally active inhibitors of inducible T-cell kinase (Itk)
  作者：Michael P. Winters、Darius J. Robinson、Hnin Hnin Khine、Steven S. Pullen、Joseph R. Woska、Ernest L. Raymond、Rosemarie Sellati、Charles L. Cywin、Roger J. Snow、Mohammed A. Kashem、John P. Wolak、Josephine King、Paul V. Kaplita、Lisa H. Liu、Thomas M. Farrell、Renee DesJarlais、Gregory P. Roth、Hidenori Takahashi、Kevin J. Moriarty

  DOI：10.1016/j.bmcl.2008.09.016

  日期：2008.10

  A series of novel 5-aminomethyl-1H-benzimidazole based inhibitors of Itk were prepared. Structure activity relationships, selectivity and cell activity are reported for this series. Compound 2, a potent and selective antagonist of Itk, inhibited anti-CD3 antibody induced IL-2 production in vivo in mice. (c) 2008 Elsevier Ltd. All rights reserved.