3-(4-Nitro-phenyl)-5H-pyridazino[4,3-b]indole-4-carboxylic acid ethyl ester | 615286-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-(4-Nitro-phenyl)-5H-pyridazino[4,3-b]indole-4-carboxylic acid ethyl ester
• CAS: 615286-60-7
• 化学式: C₁₉H₁₄N₄O₄
• 分子量: 362.345
• InChiKey: HNTHBCIWWXQNDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  111.01
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(4-Nitro-phenyl)-5H-pyridazino[4,3-b]indole-4-carboxylic acid ethyl ester 在 sodium hydroxide 、 氯化亚砜 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.0h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of pyridazino[4,3-b]indoles and indeno[1,2-c]pyridazines as new ligands of central and peripheral benzodiazepine receptors

  摘要：

  A large number of pyridazino[4,3-b]indoles and indeno[1,2-c]pyridazines were synthesised and tested to evaluate their binding affinities at both central (CBR) and peripheral (PBR) benzodiazepine receptors. Relatively good PBR binding affinities were found for ligands belonging to the 3-arylmethyloxy-pyridazinoindole series, whereas only 2-aryl-indenopyridazines 7a, 8a and 10a display a weak binding affinity for CBR. To find out the main structural determinants affecting PBR affinity, a molecular modelling study based on the comparative analysis of the three-dimensional properties of four properly selected derivatives 24a, 3b, 18a and 10d, with those of highly active and selective PBR ligands, taken as reference, was performed.

  DOI：

  10.1016/s0014-827x(02)00017-4
• 作为产物：
  描述：

  2-氯-3H-吲哚-3-酮 在 一水合肼 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 3.0h， 生成 3-(4-Nitro-phenyl)-5H-pyridazino[4,3-b]indole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of pyridazino[4,3-b]indoles and indeno[1,2-c]pyridazines as new ligands of central and peripheral benzodiazepine receptors

  摘要：

  A large number of pyridazino[4,3-b]indoles and indeno[1,2-c]pyridazines were synthesised and tested to evaluate their binding affinities at both central (CBR) and peripheral (PBR) benzodiazepine receptors. Relatively good PBR binding affinities were found for ligands belonging to the 3-arylmethyloxy-pyridazinoindole series, whereas only 2-aryl-indenopyridazines 7a, 8a and 10a display a weak binding affinity for CBR. To find out the main structural determinants affecting PBR affinity, a molecular modelling study based on the comparative analysis of the three-dimensional properties of four properly selected derivatives 24a, 3b, 18a and 10d, with those of highly active and selective PBR ligands, taken as reference, was performed.

  DOI：

  10.1016/s0014-827x(02)00017-4