9-(4-bromophenyl)-7-methyl-4,9-dihydrofura[3,4-b]quinolin-1(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-(4-bromophenyl)-7-methyl-4,9-dihydrofura[3,4-b]quinolin-1(3H)-one
• 英文别名: 9-(4-bromophenyl)-7-methyl-4,9-dihydro-3H-furo[3,4-b]quinolin-1-one
• 化学式: C₁₈H₁₄BrNO₂
• 分子量: 356.219
• InChiKey: AQYKKCFRPMJKMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-羟乙酰乙酸内酯 、 乙烷,三氯氟- 、 对溴苯甲醛 以 水 为溶剂， 反应 0.1h， 以95%的产率得到9-(4-bromophenyl)-7-methyl-4,9-dihydrofura[3,4-b]quinolin-1(3H)-one
  参考文献：
  名称：

  在微波辐射条件下在水中合成 4-氮杂-鬼臼毒素衍生物的简单程序

  摘要：

  4-氮杂-鬼臼毒素衍生物是通过醛、芳香胺和特电子酸或 1,3-茚满二酮在微波辐射条件下在水中的三组分反应合成的。这种新方案具有产量更高、成本更低、对环境影响更小、程序方便等优点。

  DOI：

  10.1055/s-2006-950279

文献信息

• A Simple Procedure for the Synthesis of 4-Aza-podophyllotoxin Derivatives in Water under Microwave Irradiation Conditions
  作者：Shujiang Tu、Shunjun Ji、Yan Zhang、Junyong Zhang、Bo Jiang、Runhong Jia、Jinpeng Zhang

  DOI：10.1055/s-2006-950279

  日期：2006.10

  4-Aza-podophyllotoxin derivatives were synthesized via the three-component reaction of an aldehyde, an aromatic amine, and either tetronic acid or 1,3-indanedione in water under microwave irradiation conditions. This new protocol has the advantages of higher yield, lower cost, reduced environmental impact, and convenient procedure.

  4-氮杂-鬼臼毒素衍生物是通过醛、芳香胺和特电子酸或 1,3-茚满二酮在微波辐射条件下在水中的三组分反应合成的。这种新方案具有产量更高、成本更低、对环境影响更小、程序方便等优点。
• Regioselective Synthesis and in Vitro Anticancer Activity of 4-Aza-podophyllotoxin Derivatives Catalyzed by <scp>l</scp>-Proline
  作者：Chunling Shi、Juxian Wang、Hui Chen、Daqing Shi

  DOI：10.1021/cc100003c

  日期：2010.7.12

  A series of 4-aza-podophyllotoxin derivatives have been synthesized regioselectively via the three-component reaction of aldehydes, aromatic amines, and tetronic acid catalyzed by L-proline. This method has the advantages of high yield, high regioselectivity, extensive adaptability, easy operation, and environmental friendliness. These compounds were also investigated in vitro, and sonic were found to have good anticancer activity.