3-chloropyridazino[3,4-b][1,5]benzoxazepin-5(6H)-one | 185420-02-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-chloropyridazino[3,4-b][1,5]benzoxazepin-5(6H)-one
• 英文别名: 3-chloro-6H-pyridazino[3,4-b][1,5]benzoxazepin-5-one
• CAS: 185420-02-4
• 化学式: C₁₁H₆ClN₃O₂
• 分子量: 247.641
• InChiKey: YFVKUNSDRSBJQC-UHFFFAOYSA-N

物化性质

• 沸点：
  398.0±42.0 °C(Predicted)
• 密度：
  1.493±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 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：
  64.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-chloropyridazino[3,4-b][1,5]benzoxazepin-5(6H)-one 在 palladium on activated charcoal 氢氧化钾 、 甲酸铵 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 6-Pentylpyridazino[3,4-b][1,5]benzoxazepin-5-one
  参考文献：
  名称：

  Synthesis of Substituted Tri- and Tetracyclic Compounds Bearing a Pyridazine Core and their Biological Evaluation as Antimycobacterial Agents

  摘要：

  Starting from substituted 3,6-dichloropyridazine-4-carboxamides (2, 3) tri- and tetracyclic compounds (4, 5) could be smoothly prepared. Structural modifications of interest with regard to biological activity were performed by N-alkylation and reductive dehalogenation. The new substituted heterocyclic compounds were screened as antimycobacterial agents; the influence of the substitution pattern on activity is discussed.

  DOI：

  10.1002/1521-4184(20007)333:7<231::aid-ardp231>3.0.co;2-1
• 作为产物：
  描述：

  3,6-二氯哒嗪-4-甲酰氯 在 sodium hydride 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-chloropyridazino[3,4-b][1,5]benzoxazepin-5(6H)-one
  参考文献：
  名称：

  取代哒嗪并[3,4-b] [1,5]苯并恶嗪-5（6H）酮类作为多药耐药性调节剂。

  摘要：

  合成了由丙烯连接的基本侧链取代的吡嗪并[3,4-b] [1,5]苯并x杂-5（6H）酮，并研究了长春新碱预处理的HeLa-MDR1细胞逆转多药耐药性的能力。发现该物质是有效的化学增敏剂，其活性与已知的MDR调节剂维拉帕米相当。观察到的抗增殖作用不是由直接的药物细胞毒性引起的。

  DOI：

  10.1021/jm040803n

文献信息

• Synthesis of Substituted Tri- and Tetracyclic Compounds Bearing a Pyridazine Core and their Biological Evaluation as Antimycobacterial Agents
  作者：Gottfried Heinisch、Barbara Matuszczak、Karin Planitzer

  DOI：10.1002/1521-4184(20007)333:7<231::aid-ardp231>3.0.co;2-1

  日期：2000.7

  Starting from substituted 3,6-dichloropyridazine-4-carboxamides (2, 3) tri- and tetracyclic compounds (4, 5) could be smoothly prepared. Structural modifications of interest with regard to biological activity were performed by N-alkylation and reductive dehalogenation. The new substituted heterocyclic compounds were screened as antimycobacterial agents; the influence of the substitution pattern on activity is discussed.
• Substituted Pyridazino[3,4-<i>b</i>][1,5]benzoxazepin-5(6<i>H</i>)ones as Multidrug-Resistance Modulating Agents
  作者：Ingo Ott、Brigitte Kircher、Gottfried Heinisch、Barbara Matuszczak

  DOI：10.1021/jm040803n

  日期：2004.8.1

  Pyridazino[3,4-b][1,5]benzoxazepin-5(6H)ones substituted with propylene-linked basic side chains were synthesized and investigated for the ability to reverse multidrug resistance (MDR) at vincristine-pretreated HeLa-MDR1 cells. The substances were found to be effective chemosensitizers with activity comparable to that of the known MDR modulator verapamil. The observed antiproliferative effects were

  合成了由丙烯连接的基本侧链取代的吡嗪并[3,4-b] [1,5]苯并x杂-5（6H）酮，并研究了长春新碱预处理的HeLa-MDR1细胞逆转多药耐药性的能力。发现该物质是有效的化学增敏剂，其活性与已知的MDR调节剂维拉帕米相当。观察到的抗增殖作用不是由直接的药物细胞毒性引起的。