1,2-dihydroindeno[1,7-gh]quinoline | 5695-33-0

• 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: 1,2-dihydroindeno[1,7-gh]quinoline
• 英文别名: 4,5-dihydroindeno[1,7-gh]quinoline；pyrido[2,3-e]acenaphthene；4,5-Dihydro-indeno[1,7-gh]chinolin；3-Azatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),2(7),3,5,8,12(16),13-heptaene
• CAS: 5695-33-0
• 化学式: C₁₅H₁₁N
• 分子量: 205.259
• InChiKey: AQCILIXDWUMGLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2-dihydroindeno[1,7-gh]quinoline 在 sodium dichromate 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 22.0h， 生成 5-(2-Dimethylamino-ethyl)-5,11-diaza-benzo[de]anthracene-4,6-dione
  参考文献：
  名称：

  Analogues of Amonafide and Azonafide with Novel Ring Systems

  摘要：

  Three new types of amonafide and azonafide analogues were synthesized and screened in a panel of human solid tumor cells and murine L1210 leukemia cells. The structural types included tetrahydroazonafides, which have the naphthalene chromophore of amonafide within the anthracene nucleus of azonafide; phenanthrene analogues, in which the linear anthracene nucleus is replaced by the bent phenanthrene nucleus; and azaphenanthrenes. The tetrahydroazonafides were generally intermediate in potencies between amonafide and azonafide against the tumor cells, but some of them had high potencies against the L1210 cells and were more potent against the MDR strain than the sensitive strain. The phenanthrene and azaphenanthrene analogues showed no improvement on the potencies of the anthracenes.

  DOI：

  10.1021/jm9905817
• 作为产物：
  描述：

  1,2-二氢苊-5-胺 、 甘油 在 arsenic(V) oxide 、 硫酸 作用下， 反应 1.0h， 以36%的产率得到1,2-dihydroindeno[1,7-gh]quinoline
  参考文献：
  名称：

  Analogues of Amonafide and Azonafide with Novel Ring Systems

  摘要：

  Three new types of amonafide and azonafide analogues were synthesized and screened in a panel of human solid tumor cells and murine L1210 leukemia cells. The structural types included tetrahydroazonafides, which have the naphthalene chromophore of amonafide within the anthracene nucleus of azonafide; phenanthrene analogues, in which the linear anthracene nucleus is replaced by the bent phenanthrene nucleus; and azaphenanthrenes. The tetrahydroazonafides were generally intermediate in potencies between amonafide and azonafide against the tumor cells, but some of them had high potencies against the L1210 cells and were more potent against the MDR strain than the sensitive strain. The phenanthrene and azaphenanthrene analogues showed no improvement on the potencies of the anthracenes.

  DOI：

  10.1021/jm9905817

文献信息

• Proton-induced fluorescence in modified quino[7,8-<i>h</i>]quinolines: dual sensing for protons and π-donors
  作者：Alexander F. Pozharskii、Valery A. Ozeryanskii、Vladimir Y. Mikshiev、Anatoly V. Chernyshev、Anatoly V. Metelitsa、Alexander S. Antonov

  DOI：10.1039/c9ob01391a

  日期：——

  fluorescence of compound 5 can be switched on not only by means of organic or inorganic acids, but also through the formation of chelate complexes with such weak H-donors as water and primary alcohols. It was disclosed that water is present in the complex as a cluster comprising 8 interconnected H2O molecules. Overall, the studied compounds demonstrate a previously unobserved type of dual mode optical response

  代表二齿-N []的二吡啶并[3,2-e：2'，3'-h] ac啶5和喹唑啉基[7,8-h]喹唑啉6的合成以及光谱，结构和光致发光性质报告了双键，长度为m-破折号/ -N [双键，长度为m-破折号]超碱基。这些氮碱基是光学静音的喹[7,8-h]喹啉的刚性更高的（5）或π扩展的（6）类似物，在荧光方面均具有活性，量子产率高达φ= 0.71-0.77。同时，它们的发光行为与per-NMe2 / NMe2萘质子海绵及其杂化的NMe2 / -N [双键，长度为m-点类似物]相反。尽管5和6在质子化时显示出可见区域发射，但对于杂化系统，荧光仅针对碱基显示。最显着的观察结果是，化合物5的荧光不仅可以通过有机酸或无机酸来打开，而且还可以通过与水和伯醇等弱氢供体的螯合物形成。公开了水以包含8个互连的H 2 O分子的簇的形式存在于复合物中。总体而言，所研究的化合物表现出前所未有的双模光学响应类型：H感测（质
• Mayer; Kaufmann, Chemische Berichte, 1920, vol. 53, p. 296
  作者：Mayer、Kaufmann

  DOI：——

  日期：——
• Zinke; Raith, Monatshefte fur Chemie, 1919, vol. 40, p. 273
  作者：Zinke、Raith

  DOI：——

  日期：——
• Analogues of Amonafide and Azonafide with Novel Ring Systems
  作者：Salah M. Sami、Robert T. Dorr、David S. Alberts、Anikó M. Sólyom、William A. Remers

  DOI：10.1021/jm9905817

  日期：2000.8.1

  Three new types of amonafide and azonafide analogues were synthesized and screened in a panel of human solid tumor cells and murine L1210 leukemia cells. The structural types included tetrahydroazonafides, which have the naphthalene chromophore of amonafide within the anthracene nucleus of azonafide; phenanthrene analogues, in which the linear anthracene nucleus is replaced by the bent phenanthrene nucleus; and azaphenanthrenes. The tetrahydroazonafides were generally intermediate in potencies between amonafide and azonafide against the tumor cells, but some of them had high potencies against the L1210 cells and were more potent against the MDR strain than the sensitive strain. The phenanthrene and azaphenanthrene analogues showed no improvement on the potencies of the anthracenes.