N-Methyl-9,10-dihydro-9,10-ethanoanthracen-11,12-dicarboximid | 55894-50-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: N-Methyl-9,10-dihydro-9,10-ethanoanthracen-11,12-dicarboximid
• 英文别名: 13-methyl-10,11-dihydro-9H-9,10-[3,4]epipyrroloanthracene-12,14(13H,15H)-dione；17-methyl-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione
• CAS: 55894-50-3；74493-67-7
• 化学式: C₁₉H₁₅NO₂
• 分子量: 289.334
• InChiKey: UNVNRAVERNELKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Methyl-9,10-dihydro-9,10-ethanoanthracen-11,12-dicarboximid 在 正丁基锂 、 硼烷四氢呋喃络合物 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 77.58h， 生成 (3aR,9aS,17r)-17-(hydroxymethyl)-2-methyl-4,9-dihydro-4,9-[1’,2’]benzeno-3a,9a-propano-1H-benz[f]isoindole-1,3(2H)-dione 、 (3aR,9aS,17s)-17-(hydroxymethyl)-2-methyl-4,9-dihydro-4,9-[1’,2’]benzeno-3a,9a-propano-1H-benz[f]isoindole-1,3(2H)-dione
  参考文献：
  名称：

  从 N-甲基马来酰亚胺改进 5-(t-丁基二甲基甲硅烷氧基甲基)-2-methyl-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione 的合成

  摘要：

  5-(叔丁基二甲基甲硅烷氧基甲基)-2-甲基-5,6-二氢环戊二烯[c]吡咯-1,3(2H,4H)-二酮的改进制备，这是制备新型多环支架的关键中间体，甲基2-methyl-1,3-dioxo-1,2,3,4,5,6,7,8-octahydro-3a,7,8-(epiprop[2]ene[1,1,3]triyl)- 5,8a-methanocyclohepta[c]pyrrole-7-carboxylate，来自 N-甲基马来酰亚胺，

  DOI：

  10.3998/ark.5550190.p008.240
• 作为产物：
  描述：

  17-[2,6-Di(propan-2-yl)phenyl]-15,17,19-triazapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione 以 氘代氯仿 为溶剂， 反应 504.0h， 生成 N-Methyl-9,10-dihydro-9,10-ethanoanthracen-11,12-dicarboximid
  参考文献：
  名称：

  动态共价化学：蒽衍生物与N-苯基三唑啉二酮之间的室温，可逆的Diels-Alder反应

  摘要：

  在蒽衍生物如二烯和N-苯基-1，2，4-三唑啉-3，5-二酮作为亲二烯体之间，已经开发出一系列在室温下可逆的，容易逆转的动态狄尔斯-阿尔德反应。形成的加合物经历可逆的组分交换，以形成平衡环加合物的动态库。此外，可逆加合物的形成允许对蒽组分的荧光性质进行温度依赖性调节。通过仔细选择和操纵这些简单的二烯和亲二烯体，可能对光动力聚合物材料的设计产生潜在的影响。

  DOI：

  10.1002/asia.201100244

文献信息

• Synthesis of rigidified flavin–guanidinium ion conjugates and investigation of their photocatalytic properties
  作者：Harald Schmaderer、Mouchumi Bhuyan、Burkhard König

  DOI：10.3762/bjoc.5.26

  日期：——

  Flavin chromophores can mediate redox reactions upon irradiation by blue light. In an attempt to increase their catalytic efficacy, flavin derivatives bearing a guanidinium ion as oxoanion binding site were prepared. Chromophore and substrate binding site are linked by a rigid Kemp’s acid structure. The molecular structure of the new flavins was confirmed by an X-ray structure analysis and their photocatalytic activity was investigated in benzyl ester cleavage, nitroarene reduction and a Diels–Alder reaction. The modified flavins photocatalyze the reactions, but the introduced substrate binding site does not enhance their performance.

  黄素色团可以在受到蓝光照射时介导氧化还原反应。为了增加它们的催化效率，制备了带有鸟氨酸离子作为氧酸根结合位点的黄素衍生物。色团和底物结合位点通过刚性的Kemp's酸结构连接。新黄素的分子结构经过X射线结构分析证实，并且它们的光催化活性在苯甲酸酯裂解、硝基芳烃还原和Diels-Alder反应中进行了研究。改性黄素光催化反应，但引入的底物结合位点并没有增强它们的性能。
• Photoactivatable Anthracenes
  作者：Ek Raj Thapaliya、Burjor Captain、Françisco M. Raymo

  DOI：10.1021/jo5004482

  日期：2014.5.2

  Fifteen substituted maleimide cycloadducts of anthracene derivatives were synthesized in one or two steps from available precursors in yields ranging from 32 to 63%. They differ in the nature of the group on the maleimide nitrogen atom and of the substituents on the anthracene platform. In all instances, the introduction of a maleimide bridge across positions 9 and 10 of the anthracene skeleton isolates electronically its peripheral phenylene rings and suppresses its characteristic fluorescence. The cycloadducts with a 4-(dimethylamino)phenyl group on the maleimide nitrogen atom undergo retro-cycloaddition upon ultraviolet illumination with quantum yields ranging from 0.001 to 0.01. This structural transformation restores the aromatic character of the central ring of the oligoacene chromophore and activates its emission with fluorescence quantum yields ranging from 0.07 to 0.85. Thus, this particular choice of building blocks for the construction of photoresponsive compounds can translate into viable operating principles for fluorescence activation and, ultimately, lead to the realization of valuable photoactivatable fluorophores for imaging applications.
• Enantioselective Brønsted base catalyzed [4+2] cycloaddition using novel amino-substituted tetraphenylene derivatives
  作者：Chun-Kit Hau、Hao He、Albert W.M. Lee、David T.W. Chik、Zongwei Cai、Henry N.C. Wong

  DOI：10.1016/j.tet.2010.10.064

  日期：2010.12

  This paper is concerned with the syntheses of 1,8,9,16-tetrahydroxytetraphenylene derivatives and their applications as Brensted base organocatalysts for [4+2] cycloaddition between anthrone and maleimides. The structural modifications of the catalysts and their related catalytic properties are described and discussed in details. (C) 2010 Elsevier Ltd. All rights reserved.
• KOLODYNSKA Z.; KRUPA A.; WIENIAWSKI W., ACTA POL. PHARM., 1979, 36, NO 3, 265-270
  作者：KOLODYNSKA Z.、 KRUPA A.、 WIENIAWSKI W.

  DOI：——

  日期：——
• ANTHRACENE BASED COMPOUNDS AND THEIR USES
  申请人：UNIVERSITY OF HERTFORDSHIRE HIGHER EDUCATION CORPORATION

  公开号：US20180118685A1

  公开（公告）日：2018-05-03

  A compound of the general formula (A) or a pharmaceutically acceptable salt, solvate, hydrate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, stereoisomer or mixture thereof, in which: X is independently NO 2 or H; and Y is selected from H, amino, amide, ester, carboxy and its esters and amides, alkyl, alkenyl, alkynyl, cycloalkyl, alkaryl, aryl, heterocyclic or heteroaryl groups, all of which can be substituted with heteroatoms and/or side groups, and wherein any chains can be straight or branched is disclosed.