(R)-4-(1-methyl-1H-indol-2-yl)-N2-(3-methylbutan-2-yl)-N6-(2-(pyridin-2-yl)ethyl)pyridine-2,6-dicarboxamide | 1355594-85-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (R)-4-(1-methyl-1H-indol-2-yl)-N2-(3-methylbutan-2-yl)-N6-(2-(pyridin-2-yl)ethyl)pyridine-2,6-dicarboxamide
• 英文别名: 2-N-[(2R)-3-methylbutan-2-yl]-4-(1-methylindol-2-yl)-6-N-[2-(pyridin-2-yl)ethyl]pyridine-2,6-dicarboxamide；6-N-[(2R)-3-methylbutan-2-yl]-4-(1-methylindol-2-yl)-2-N-(2-pyridin-2-ylethyl)pyridine-2,6-dicarboxamide
• CAS: 1355594-85-2
• 化学式: C₂₈H₃₁N₅O₂
• 分子量: 469.586
• InChiKey: NQCIABFWMPKOJV-LJQANCHMSA-N

物化性质

• 沸点：
  699.6±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  88.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-甲基吲哚-2-硼酸 在 四(三苯基膦)钯 、 碳酸氢钠 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 89.5h， 生成 (R)-4-(1-methyl-1H-indol-2-yl)-N2-(3-methylbutan-2-yl)-N6-(2-(pyridin-2-yl)ethyl)pyridine-2,6-dicarboxamide
  参考文献：
  名称：

  STAT6 phosphorylation inhibitors block eotaxin-3 secretion in bronchial epithelial cells

  摘要：

  The STAT6 (signal transducer and activator of transcription 6) protein facilitates T-helper cell 2 (Th2) mediated responses that control IgE-mediated atopic diseases such as asthma. We have identified compounds that bind to STAT6 and inhibit STAT6 tyrosine phosphorylation induced by IL-4. In the bronchial epithelial cell line BEAS-2B, compound (R)-84 inhibits the secretion of eotaxin-3, a chemokine eliciting eosinophil infiltration. (R)-84 appears to prevent STAT6 from assuming the active dimer configuration by directly binding the protein and inhibiting tyrosine phosphorylation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.12.006

文献信息

• STAT6 phosphorylation inhibitors block eotaxin-3 secretion in bronchial epithelial cells
  作者：Li Zhou、Tomohiko Kawate、Xiaorong Liu、Young Bae Kim、Yajuan Zhao、Guohong Feng、Julian Banerji、Huw Nash、Charles Whitehurst、Satish Jindal、Arshad Siddiqui、Brian Seed、Jia L. Wolfe

  DOI：10.1016/j.bmc.2011.12.006

  日期：2012.1

  The STAT6 (signal transducer and activator of transcription 6) protein facilitates T-helper cell 2 (Th2) mediated responses that control IgE-mediated atopic diseases such as asthma. We have identified compounds that bind to STAT6 and inhibit STAT6 tyrosine phosphorylation induced by IL-4. In the bronchial epithelial cell line BEAS-2B, compound (R)-84 inhibits the secretion of eotaxin-3, a chemokine eliciting eosinophil infiltration. (R)-84 appears to prevent STAT6 from assuming the active dimer configuration by directly binding the protein and inhibiting tyrosine phosphorylation. (C) 2011 Elsevier Ltd. All rights reserved.