9-(5'-fluoro-2'-hydroxyphenyl)-3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione | 1622326-38-8

• 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-(5'-fluoro-2'-hydroxyphenyl)-3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
• 英文别名: 9-(5-Fluoro-2-hydroxyphenyl)-3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione；9-(5-fluoro-2-hydroxyphenyl)-3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
• CAS: 1622326-38-8
• 化学式: C₂₃H₂₆FNO₃
• 分子量: 383.463
• InChiKey: HMENNNQUFSGBLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氟水杨醛 、 5,5-二甲基-1,3-环己二酮 在 γ-maghemite 、 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.1h， 以95%的产率得到9-(5'-fluoro-2'-hydroxyphenyl)-3,3,6,6-tetramethyl-2,4,5,7,9,10-hexahydroacridine-1,8-dione
  参考文献：
  名称：

  Magnetically Separable Recyclable Nano-ferrite Catalyst for the Synthesis of Acridinediones and Their Derivatives under Solvent-free Conditions

  摘要：

  纳米铁氧体在温和条件下合成吖啶二酮及其衍生物的催化活性得到了探讨；在无溶剂反应中，报告了一种更环保的方案，具有优异的产率和可回收性，无需使用任何添加剂或助催化剂。纳米铁氧体催化剂采用溶胶-凝胶法在低温下合成。X射线衍射（XRD）和透射电子显微镜（TEM）结果显示，具有立方相的磁铁矿（γ-Fe2O3）平均粒径为18纳米。此外，该催化剂可以通过外部磁铁轻松分离，并在九个循环内重复使用，活性几乎没有显著损失。

  DOI：

  10.1246/cl.150503

文献信息

• One pot synthesis of acridine analogues from 1,2-diols as key reagents
  作者：Narasashetty Jagadishbabu、Kalegowda Shivashankar

  DOI：10.1039/c5ra19595k

  日期：——

  Lead tetraacetate is an efficient reagent for the one pot synthesis of acridines from a variety of 1,2-diols, dimedone and ammonium acetate.

  铅四醋酸盐是一种有效的试剂，可用于从多种1,2-二醇、二甲二酮和醋酸铵一锅法合成吖啶。
• Study on one-pot four-component synthesis of 9-aryl-hexahydro-acridine-1,8-diones using SiO2–I as a new heterogeneous catalyst and their anticancer activity
  作者：K.B. Ramesh、M.A. Pasha

  DOI：10.1016/j.bmcl.2014.06.047

  日期：2014.8

  A simple, efficient and cost-effective method for the synthesis of 9-aryl-hexahydro-acridine-1,8-diones by a one-pot four-component cyclocondensation of dimedone, aromatic aldehydes and ammonium acetate as a nitrogen source in the presence of a new heterogeneous catalyst silica iodide (SiO2-I) in EtOH at 80 °C is described. SiO2-I was subjected to SEM-EDX and found to have iodo group bound to the catalyst. Some of the prepared acridine-diones were found to exhibit promising anti-cancer activity against HepG2 and MCF-7 cell lines.