14-Bromo-5-hydroxy-8,18-diazatetracyclo[9.7.0.0;{2,7}.0;{12,17}]octadeca-1(11),2,4,6,12(17),13,15-heptaen-9-one | 498557-39-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 14-Bromo-5-hydroxy-8,18-diazatetracyclo[9.7.0.0;{2,7}.0;{12,17}]octadeca-1(11),2,4,6,12(17),13,15-heptaen-9-one
• 英文别名: 9-bromo-3-hydroxy-7,12-dihydro-5H-indolo[3,2-d][1]benzazepin-6-one
• CAS: 498557-39-4
• 化学式: C₁₆H₁₁BrN₂O₂
• 分子量: 343.18
• InChiKey: PMQCIJDDBNRBBC-UHFFFAOYSA-N

物化性质

• 沸点：
  677.1±55.0 °C(predicted)
• 密度：
  1.687±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  65.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  14-Bromo-5-hydroxy-8,18-diazatetracyclo[9.7.0.0;{2,7}.0;{12,17}]octadeca-1(11),2,4,6,12(17),13,15-heptaen-9-one 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 C3-Paullone
  参考文献：
  名称：

  Synthesis of Paullones with Aminoalkyl Side Chains

  摘要：

  Paullones 3 and 4 with aminoalkyl side chains in 2- or 3-position were synthesized as derivatives of kenpaullone 1. Both 3 and 4 showed the characteristic CDK1-inhibitory activity of the paullones and a modest antiproliferative activity on cultured human tumor cell lines. Hence, 3 and 4 appear to be suitable tools for affinity studies directed to find additional intracellular paullone targets.

  DOI：

  10.1002/1521-4184(200209)335:7<311::aid-ardp311>3.0.co;2-f
• 作为产物：
  描述：

  9-Bromo-3-methoxypaullone 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以60%的产率得到14-Bromo-5-hydroxy-8,18-diazatetracyclo[9.7.0.0;{2,7}.0;{12,17}]octadeca-1(11),2,4,6,12(17),13,15-heptaen-9-one
  参考文献：
  名称：

  Synthesis of Paullones with Aminoalkyl Side Chains

  摘要：

  Paullones 3 and 4 with aminoalkyl side chains in 2- or 3-position were synthesized as derivatives of kenpaullone 1. Both 3 and 4 showed the characteristic CDK1-inhibitory activity of the paullones and a modest antiproliferative activity on cultured human tumor cell lines. Hence, 3 and 4 appear to be suitable tools for affinity studies directed to find additional intracellular paullone targets.

  DOI：

  10.1002/1521-4184(200209)335:7<311::aid-ardp311>3.0.co;2-f

文献信息

• Synthesis of Paullones with Aminoalkyl Side Chains
  作者：Karen Wieking、Marie Knockaert、Maryse Leost、Daniel W. Zaharevitz、Laurent Meijer、Conrad Kunick

  DOI：10.1002/1521-4184(200209)335:7<311::aid-ardp311>3.0.co;2-f

  日期：2002.9

  Paullones 3 and 4 with aminoalkyl side chains in 2- or 3-position were synthesized as derivatives of kenpaullone 1. Both 3 and 4 showed the characteristic CDK1-inhibitory activity of the paullones and a modest antiproliferative activity on cultured human tumor cell lines. Hence, 3 and 4 appear to be suitable tools for affinity studies directed to find additional intracellular paullone targets.