2-(2-formyl-5-methoxyphenyl)-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile | 930292-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 2-(2-formyl-5-methoxyphenyl)-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile
• CAS: 930292-79-8
• 化学式: C₂₅H₁₈N₄O₂S
• 分子量: 438.51
• InChiKey: HVWQDWAIFLJPRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-formyl-5-methoxyphenyl)-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile 、 二甲胺 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-{2-[(dimethylamino)methyl]-5-methoxyphenyl}-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Second generation 4-(4-methyl-1H-indol-5-ylamino)-2-phenylthieno[2,3-b]pyridine-5-carbonitrile PKCθ inhibitors

  摘要：

  Thieno[2,3-b] pyridine-5-carbonitrile 16 with a 4-methyl-5-indolylamine at C-4 and a 5-methoxy-2-(dimethylamino)-methylphenyl group at C-2 had an IC50 value of 16 nM for the inhibition of PKC theta. While moderate inhibition of PKC delta was also observed (IC50 = 130 nM), 16 had IC50 values of greater than 5 mu M against Lyn and other members of the Src kinase family. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.021
• 作为产物：
  描述：

  2-Iodo-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile 、 2-醛基-5-甲氧基苯硼酸 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 2-(2-formyl-5-methoxyphenyl)-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Second generation 4-(4-methyl-1H-indol-5-ylamino)-2-phenylthieno[2,3-b]pyridine-5-carbonitrile PKCθ inhibitors

  摘要：

  Thieno[2,3-b] pyridine-5-carbonitrile 16 with a 4-methyl-5-indolylamine at C-4 and a 5-methoxy-2-(dimethylamino)-methylphenyl group at C-2 had an IC50 value of 16 nM for the inhibition of PKC theta. While moderate inhibition of PKC delta was also observed (IC50 = 130 nM), 16 had IC50 values of greater than 5 mu M against Lyn and other members of the Src kinase family. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.021