4-(1-methyl-1H-indol-2-yl)pyridine-2,6-dicarboxylic acid dimethyl ester | 1355594-81-8

• 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: 4-(1-methyl-1H-indol-2-yl)pyridine-2,6-dicarboxylic acid dimethyl ester
• 英文别名: Dimethyl 4-(1-methylindol-2-yl)pyridine-2,6-dicarboxylate
• CAS: 1355594-81-8
• 化学式: C₁₈H₁₆N₂O₄
• 分子量: 324.336
• InChiKey: OPENEUXRTKYWJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(1-methyl-1H-indol-2-yl)pyridine-2,6-dicarboxylic acid dimethyl ester 在 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 68.0h， 以100%的产率得到4-(1-methyl-1H-indol-2-yl)pyridine-2,6-dicarboxylic acid
  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
• 作为产物：
  描述：

  4-溴-2.6-二甲酸甲酯吡啶 、 N-甲基吲哚-2-硼酸 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 19.0h， 以59%的产率得到4-(1-methyl-1H-indol-2-yl)pyridine-2,6-dicarboxylic acid dimethyl ester
  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

• 4-SUBSTITUTED PYRIDINE-2,6-DICARBOXYLIC ACID DERIVATIVES AND METHOD OF PREPARING SAME
  申请人：Okinawa Institute of Science and Technology School Corporation

  公开号：EP3191451B1

  公开（公告）日：2019-06-05