2,7-dimethoxy-10-methyl-9-acridinone | 156644-24-5

• 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: 2,7-dimethoxy-10-methyl-9-acridinone
• 英文别名: 2,7-Dimethoxy-10-methylacridan-9-one；2,7-dimethoxy-10-methylacridin-9(10H)one；2,7-Dimethoxy-10-methylacridin-9-one
• CAS: 156644-24-5
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: APLFACCHMFQXDF-UHFFFAOYSA-N

物化性质

• 熔点：
  170-172 °C(Solvent: Cyclohexane)
• 沸点：
  451.4±45.0 °C(predicted)
• 密度：
  1.215±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,7-dimethoxy-10-methyl-9-acridinone 在 N,N-二甲基丙烯基脲 、 tetraphosphorus decasulfide 作用下， 以 various solvent(s) 为溶剂， 以94%的产率得到2,7-dimethoxy-10-methyl-9-thioacridinone
  参考文献：
  名称：

  cri啶酮，硫代rid啶酮，氨基ac啶和相关冠醚的吸收和荧光性质

  摘要：

  我们报告了对9-nes啶酮，9-硫ac啶酮和9-氨基ac啶的吸收和发射性质的研究，其中包括6个冠醚衍生物。研究了溶剂和阳离子（Na +，K +，Ca2 +和Mg2 +）的添加对这些性质的影响。9-硫ac啶酮的冠醚衍生物的吸收对溶剂敏感，而衍生自9-氨基ac啶的冠醚的荧光显示出对阳离子的某些特异性。使用经验模型来讨论这些化合物的排放特性。

  DOI：

  10.1002/jhet.5570380515
• 作为产物：
  描述：

  9-氯-2,7-二甲氧基吖啶 在 盐酸 、 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 生成 2,7-dimethoxy-10-methyl-9-acridinone
  参考文献：
  名称：

  Crown Ethers Derived from 2,7-Dihydroxyacridine and 2,7-Dihydroxyacridan-9-one

  摘要：

  We report the synthesis of nine acridine crown ethers 11a, 11b, 12a, 12b, 13a, 13b, 14b, 15b, and 16b having one or two acridine rings linked by poly(ethylene glycol) chains. Their H-1 and C-13 NMR spectra have been analyzed and the chemical shifts related to conformational aspects of the chain and to the tautomerism of the acridan-9-one ring. The transport rates have been determined for compounds 11b and 12b against a large variety of ions. While compound 11b is devoid of complexing properties, compound 12b transports Fe2+, Cu+, and Ag+ but not alkali-metal cations.

  DOI：

  10.1021/jo00097a016

文献信息

• Photoswitchable Macrocycles Incorporating Acridane Moieties
  作者：Werner Abraham、Marzena Orda-Zgadzaj

  DOI：10.1055/s-2007-990829

  日期：2007.11

  Novel crown ethers incorporating one to three 9-phenyl­acridinium units were synthesized in moderate yields. The acridinium units within the macrocycles were converted into the photoactive N-methyl-9-methoxy-9-phenyl-9,10-dihydroacridine (N-methyl-9-methoxy-9-phenylacridane) units.

  合成了包含一个到三个9-苯基-芴啶单元的新型冠醚，产率适中。大环中的芴啶单元被转化为光活性的N-甲基-9-甲氧基-9-苯基-9,10-二氢芴啶（N-甲基-9-甲氧基-9-苯基芴啶）单元。
• Absorption and fluorescence properties of acridinones, thioacridinones, aminoacridines and related crown ethers
  作者：Anne-Marie Patellis、Jean-Pierre Galy、Jacky Kister、Robert Chicheportiche、José Elguero

  DOI：10.1002/jhet.5570380515

  日期：2001.9

  9-thioacridinones and 9-aminoacridines including six crown ether derivatives. The effect of solvents and of the addition of cations (Na+, K+, Ca2+ and Mg2+) on these properties has been studied. The absorption of the crown ether derivative of 9-thioacridinone is sensitive to solvents while the fluorescence of crown ethers derived from 9-aminoacridines shows some specificity towards cations. Empirical modeling

  我们报告了对9-nes啶酮，9-硫ac啶酮和9-氨基ac啶的吸收和发射性质的研究，其中包括6个冠醚衍生物。研究了溶剂和阳离子（Na +，K +，Ca2 +和Mg2 +）的添加对这些性质的影响。9-硫ac啶酮的冠醚衍生物的吸收对溶剂敏感，而衍生自9-氨基ac啶的冠醚的荧光显示出对阳离子的某些特异性。使用经验模型来讨论这些化合物的排放特性。
• Crown Ethers Derived from 2,7-Dihydroxyacridine and 2,7-Dihydroxyacridan-9-one
  作者：Alain Vichet、Anne-Marie Patellis、Jean-Pierre Galy、Anne-Marie Galy、Jacques Barbe、Jose Elguero

  DOI：10.1021/jo00097a016

  日期：1994.9

  We report the synthesis of nine acridine crown ethers 11a, 11b, 12a, 12b, 13a, 13b, 14b, 15b, and 16b having one or two acridine rings linked by poly(ethylene glycol) chains. Their H-1 and C-13 NMR spectra have been analyzed and the chemical shifts related to conformational aspects of the chain and to the tautomerism of the acridan-9-one ring. The transport rates have been determined for compounds 11b and 12b against a large variety of ions. While compound 11b is devoid of complexing properties, compound 12b transports Fe2+, Cu+, and Ag+ but not alkali-metal cations.