1,8,9,10-tetramethoxyanthracene | 106752-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,8,9,10-tetramethoxyanthracene
• CAS: 106752-94-7
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: DPTFJEMBEVUKPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,8,9,10-tetramethoxyanthracene 在 zinc(II) nitrate 、 silica gel 作用下， 以 四氯化碳 为溶剂， 反应 0.33h， 以98%的产率得到1,8-二甲氧基蒽醌
  参考文献：
  名称：

  Obtention of Anthraquinones by Selective Oxidation of the Corresponding Anthracenes and 9,10-Dimethoxyanthracenes with Copper or Zinc Nitrate supported on Silica Gel

  摘要：

  蒽、9,10-二甲氧基蒽和取代的类似物可被硅胶上的硝酸铜（II）或硝酸锌（II）选择性地氧化成相应的蒽醌类化合物，且收率良好；位于 9 和 10 不同位置的醚基不受影响。

  DOI：

  10.1055/s-1990-27101
• 作为产物：
  描述：

  1,8-二甲氧基蒽醌 、 硫酸二甲酯 在 氢氧化钾 、 sodium dithionite 、 四丁基溴化铵 作用下， 生成 1,8,9,10-tetramethoxyanthracene
  参考文献：
  名称：

  Kraus, George; Man, Tim On, Synthetic Communications, 1986, vol. 16, # 9, p. 1037 - 1042

  摘要：

  DOI：

文献信息

• Total Synthesis of (−)-Balanol
  作者：Hideto Miyabe、Mayumi Torieda、Kyoko Inoue、Kazumi Tajiri、Toshiko Kiguchi、Takeaki Naito

  DOI：10.1021/jo980208r

  日期：1998.6.1

  The efficient total synthesis of (-)-balanol, a potent inhibitor of the protein kinase C, is described. (-)-Balanol consists,of a chiral hexahydroazepine-containing fragment and a benzophenone fragment, both of which were prepared via novel synthetic routes. The hexahydroazepine fragment was prepared in racemic form through either Bu3SnH- or SmI2-promoted radical cyclization of oxime ethers 2ab intramolecularly connected with the formyl group. SmI2-promoted radical cyclization of 2b was found to be particularly successful in the selective synthesis of the seven-membered trans-amino alcohol 8b. Preparation of the enantiomerically pure hexahydroazepine-containing fragment was achieved through the enantioselective enzymatic acetylation of racemic alcohol 9, employing the immobilized lipase from Pseudomonas sp. The benzophenone fragment was prepared in short steps through a biomimetic oxidative anthraquinone ring cleavage starting from commercially available natural chrysophanic acid 15c. This reaction proceeded via [4 + 2]-cycloaddition of singlet oxygen to anthracene derivative 17c, followed by Baeyer-Villiger-type rearrangement of the resulting hydroperoxide to afford the benzophenone derivatives 22 and 23.
• Structure–activity relationship studies of acridones as potential antipsoriatic agents. 1. Synthesis and antiproliferative activity of simple N-unsubstituted 10H-acridin-9-ones against human keratinocyte growth
  作者：Aleksandar Putic、Lambert Stecher、Helge Prinz、Klaus Müller

  DOI：10.1016/j.ejmech.2010.04.013

  日期：2010.8

  A series of N-unsubstituted hydroxy-10H-acridin-9-ones were synthesized and evaluated for inhibitory action against HaCaT keratinocyte growth, in order to explore their potential as antipsoriatic agents. For structure activity relationship studies, the number and position of the hydroxyl groups were modified, the oxygen functions substituted or replaced, or additional functional groups were introduced into the acridone scaffold. 1,8-Dihydroxy-10H-acridin-9-one (4), which is an aza-analogue of the antipsoriatic anthralin, was only marginally active. However, 1,3-dihydroxy-substituted 5ee was the most potent acridone within this series and inhibited keratinocyte growth with an IC(50) value comparable to that of anthralin. In contrast to anthralin, nearly all members of the acridone series were devoid of radical generating properties, which were determined by their capability to interact with the free radical 2,2-diphenyl-1-picrylhydrazyl. Structures with a phenolic hydroxyl or an aromatic amine arranged ortho or para to the acridone NH group were exceptions. Also in contrast to anthralin, membrane-damaging effects as documented by the release of lactate dehydrogenase into the culture medium were not observed for acridones. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Radiation curable ink comprising a condensed polycyclic aromatic photosensitizer
  申请人：FUJIFILM Corporation

  公开号：EP1760121B1

  公开（公告）日：2009-10-07
• Ink composition, inkjet recording method, printed material, process for producing lithographic printing plate, and lithographic printing plate
  申请人：Tsuchimura Tomotaka

  公开号：US20070048506A1

  公开（公告）日：2007-03-01

  An ink composition is provided that includes a condensed polycyclic aromatic compound, a polymerization initiator, and a polymerizable compound, and the condensed polycyclic aromatic compound is a compound selected from the group consisting of a compound represented by the formula below, a compound having at least three hydroxy groups, alkoxy groups, and/or aryloxy groups on a condensed polycyclic aromatic ring, and a compound having at least one atom having an atomic weight of 32 or greater bonded to a condensed polycyclic aromatic ring and/or one group bonded to the condensed polycyclic aromatic ring via an atom having an atomic weight of 32 or greater. There are also provided a printed material obtained by employing the ink composition, a process for producing a lithographic printing plate employing the ink composition, and a lithographic printing plate obtained by the production process.
• US7935741B2
  申请人：——

  公开号：US7935741B2

  公开（公告）日：2011-05-03