1,2-dihydro-1-oxo-5H-pyridazino<4,5-b>indole | 154953-18-1

• 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: 1,2-dihydro-1-oxo-5H-pyridazino<4,5-b>indole
• 英文别名: 2,5-dihydro-1H-pyridazino[4,5-b]indol-1-one；Dihydropyridazino[4,5-b]indolone；2,5-dihydropyridazino[4,5-b]indol-1-one
• CAS: 154953-18-1
• 化学式: C₁₀H₇N₃O
• 分子量: 185.185
• InChiKey: DTNTZNYBZJWXGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-dihydro-1-oxo-5H-pyridazino<4,5-b>indole 在 三氯氧磷 作用下， 反应 6.0h， 以50%的产率得到1-chloro-5H-pyridazino<4,5-b>indole
  参考文献：
  名称：

  Gueven, Alaeattin; Jones, R. Alan, Journal of Chemical Research, Miniprint, 1993, # 9, p. 2411 - 2428

  摘要：

  DOI：
• 作为产物：
  描述：

  5-chloro-4-phenylpyridazin-3(2H)-one 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以70%的产率得到1,2-dihydro-1-oxo-5H-pyridazino<4,5-b>indole
  参考文献：
  名称：

  Thermolysis of 5-Azido-4-arylpyridazin-3(2H)-ones: An Efficient and Versatile Synthesis of Pyridazino[4,5-b]indoles

  摘要：

  5-Azido-4-arylpyridazin-3(2H)-ones, which are easily available from 4,5-dihalopyridazin-3(2H)-ones in few steps, were found to undergo in high yields a thermally induced cyclization into pyridazino[4,5-b]indole derivatives ("azacarbolinones") by formation of the N-5/C-5a bond via a nitrene insertion process. This new method is complementary to a previously reported pathway in which the C-4a/N-5 bond of the ring system is formed.

  DOI：

  10.3987/com-06-10879

文献信息

• Gueven, Alaeattin; Jones, R. Alan, Journal of Chemical Research, Miniprint, 1993, # 9, p. 2411 - 2428
  作者：Gueven, Alaeattin、Jones, R. Alan

  DOI：——

  日期：——
• Thermolysis of 5-Azido-4-arylpyridazin-3(2H)-ones: An Efficient and Versatile Synthesis of Pyridazino[4,5-b]indoles
  作者：Norbert Haider、Andrea Wobus

  DOI：10.3987/com-06-10879

  日期：——

  5-Azido-4-arylpyridazin-3(2H)-ones, which are easily available from 4,5-dihalopyridazin-3(2H)-ones in few steps, were found to undergo in high yields a thermally induced cyclization into pyridazino[4,5-b]indole derivatives ("azacarbolinones") by formation of the N-5/C-5a bond via a nitrene insertion process. This new method is complementary to a previously reported pathway in which the C-4a/N-5 bond of the ring system is formed.