5-Methoxy-3-[1-pyridin-3-yl-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one | 141946-38-5

• 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: 5-Methoxy-3-[1-pyridin-3-yl-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one
• 英文别名: (3Z)-5-methoxy-3-(pyridin-3-ylmethylidene)-1H-indol-2-one
• CAS: 141946-38-5
• 化学式: C₁₅H₁₂N₂O₂
• 分子量: 252.272
• InChiKey: NFNBEERTMYKIFV-QPEQYQDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-吡啶甲醛 、 5-甲氧基吲哚酮 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以70%的产率得到5-Methoxy-3-[1-pyridin-3-yl-meth-(E)-ylidene]-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  Synthesis and cardiotonic activity of pyridylmethylene-2-indolinones

  摘要：

  The title compounds were prepared by reaction of 3 2-indolinones with 3 different pyridinecarboxaldehydes. In one case (7b) it was possible to isolate and characterize both the E and Z isomers. In the other cases (except 5b) the E isomer was largely predominant or the only one present. The pharmacological activity of E-7b was not significantly different from that of Z-7b. Compound 6b, arising from the reaction of 5-methoxy-2-indolinone with 3-pyridinecarboxaldehyde, was significantly more active than the other compounds prepared.

  DOI：

  10.1016/0223-5234(92)90106-b

文献信息

• Synthesis and cardiotonic activity of pyridylmethylene-2-indolinones
  作者：A Andreani、M Rambaldi、A Locatelli、A Bongini、R Bossa、I Galatulas、M Ninci

  DOI：10.1016/0223-5234(92)90106-b

  日期：1992.3

  The title compounds were prepared by reaction of 3 2-indolinones with 3 different pyridinecarboxaldehydes. In one case (7b) it was possible to isolate and characterize both the E and Z isomers. In the other cases (except 5b) the E isomer was largely predominant or the only one present. The pharmacological activity of E-7b was not significantly different from that of Z-7b. Compound 6b, arising from the reaction of 5-methoxy-2-indolinone with 3-pyridinecarboxaldehyde, was significantly more active than the other compounds prepared.