8-Methoxy-3-methyl-indeno[1,2-c]pyridazin-5-one | 898540-67-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 8-Methoxy-3-methyl-indeno[1,2-c]pyridazin-5-one
• 英文别名: 3-methyl-8-methoxy-5H-indeno[1,2-c]pyridazin-5-one；8-methoxy-3-methylindeno[1,2-c]pyridazin-5-one
• CAS: 898540-67-5
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: XSAAXKYPHJXQGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-Methoxy-3-methyl-indeno[1,2-c]pyridazin-5-one 在 氢溴酸 、 溶剂黄146 作用下， 反应 24.0h， 生成 3-methyl-8-hydroxy-5H-indeno[1,2-c]pyridazin-5-one
  参考文献：
  名称：

  Synthesis, Structural Reassignment, and Biological Activity of Type B MAO Inhibitors Based on the 5H-Indeno[1,2-c]pyridazin-5-one Core

  摘要：

  The synthesis and enzyme inhibitor properties of reversible type B monoamine oxidase inhibitors are described. These compounds belong to the 5H-indeno[ 1,2-c] pyridazine family and possess a hydrophobic benzyloxy or 4,4,4-trifluorobutoxy side chain which, in contrast to a previous assignment, has been unambiguously located at C( 8) of the heterocyclic moiety. Investigation of the regioisomeric structures establishes that substitution of the 5H-indeno[ 1,2-c] pyridazin-5-one core at C( 7) vs C( 8) dramatically influences the MAO-inhibiting properties of these compounds.

  DOI：

  10.1021/jm051091j
• 作为产物：
  描述：

  2,2-二羟基-5-甲氧基茚-1,3-二酮 在 一水合肼 、 溶剂黄146 作用下， 反应 2.0h， 生成 8-Methoxy-3-methyl-indeno[1,2-c]pyridazin-5-one
  参考文献：
  名称：

  Synthesis, Structural Reassignment, and Biological Activity of Type B MAO Inhibitors Based on the 5H-Indeno[1,2-c]pyridazin-5-one Core

  摘要：

  The synthesis and enzyme inhibitor properties of reversible type B monoamine oxidase inhibitors are described. These compounds belong to the 5H-indeno[ 1,2-c] pyridazine family and possess a hydrophobic benzyloxy or 4,4,4-trifluorobutoxy side chain which, in contrast to a previous assignment, has been unambiguously located at C( 8) of the heterocyclic moiety. Investigation of the regioisomeric structures establishes that substitution of the 5H-indeno[ 1,2-c] pyridazin-5-one core at C( 7) vs C( 8) dramatically influences the MAO-inhibiting properties of these compounds.

  DOI：

  10.1021/jm051091j