Bicyclo<2,2,2>-<2,3;5,6>dibenzo-2,5-octadiene-7,8-dicarboxylic imide | 5721-34-6

• 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: Bicyclo<2,2,2>-<2,3;5,6>dibenzo-2,5-octadiene-7,8-dicarboxylic imide
• 英文别名: cis-9,10-Dihydro-9,10-ethanoanthracene-11,12-dicarboximide；dibenzobicyclo<2.2.2>octane-2,3-dicarboximide；dibenzobicyclo<2.2.2>octane-2,3-dicarboxylic acid；17-azapentacyclo[6.6.5.0^2,7.0^9,14.0^15,19]nonadeca-2,4,6,9(14),20,12-esen-16,18-dione；3a,4,9,9a-tetrahydro-4,9-o-benzeno-benz[f]isoindole-1,3-dione；3a,4,9,9a-Tetrahydro-4,9-o-benzeno-benz[f]isoindol-1,3-dion；9,10-Dihydroanthracen-9,10-endo-α,β-succinimid；9,10-Dihydro-9,10-ethanoanthracene-11,12-dicarboximide；17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione
• CAS: 5721-34-6
• 化学式: C₁₈H₁₃NO₂
• 分子量: 275.307
• InChiKey: IWCDJJOTDGAXEF-UHFFFAOYSA-N

物化性质

• 熔点：
  303-304.5 °C (decomp)
• 沸点：
  515.5±50.0 °C(Predicted)
• 密度：
  1.337±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Bicyclo<2,2,2>-<2,3;5,6>dibenzo-2,5-octadiene-7,8-dicarboxylic imide 在 potassium tert-butylate 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 9.5h， 生成 17-[2-[2-(3,4-Dimethoxyphenyl)ethyl-methylamino]ethyl]-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione
  参考文献：
  名称：

  New Potent P-Glycoprotein Inhibitors Carrying a Polycyclic Scaffold

  摘要：

  New pentacyclic inhibitors of the P-glycoprotein carrying nitrogen-containing alkyl chains were synthesized and evaluated for MDR reverting activity on mouse lymphoma cells infected with pHa MDR1/A retrovirus. The activity of the compounds proved to be up to 5-fold higher than verapamil, used as reference compound.

  DOI：

  10.1021/jm060056p
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氨 、 水 作用下， 生成 Bicyclo<2,2,2>-<2,3;5,6>dibenzo-2,5-octadiene-7,8-dicarboxylic imide
  参考文献：
  名称：

  THE COUPLING OF DERIVATIVES OF POLYCYCLIC HYDROCARBONS WITH GLYCINE

  摘要：

  DOI：

  10.1021/jo01213a008

文献信息

• Design, Synthesis and Biochemical Evaluation of Novel Ethanoanthracenes and Related Compounds to Target Burkitt’s Lymphoma
  作者：Andrew J. Byrne、Sandra A. Bright、James P. McKeown、John E. O’Brien、Brendan Twamley、Darren Fayne、D. Clive Williams、Mary J. Meegan

  DOI：10.3390/ph13010016

  日期：——

  Burkitt’s lymphoma (BL) is a rare form of non-Hodgkin’s lymphoma in which the cancer starts in the immune B-cells. We report the synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG-75. Structural modifications were achieved by Diels-Alder

  淋巴瘤（淋巴系统癌）占全世界恶性疾病的12％。伯基特氏淋巴瘤（BL）是非霍奇金淋巴瘤的一种罕见形式，其癌症始于免疫B细胞。我们报告了9,10-dihydro-9,10-ethanananthracene基化合物与抗抑郁药Maprotiline对BL细胞系MUTU-1和DG-75结构相关的化合物的合成和抗增殖活性的初步研究。通过使9-（2-硝基乙烯基）蒽核心与许多亲二烯体包括马来酸酐，马来酰亚胺，丙烯腈和苯炔的狄尔斯-阿尔德反应进行结构修饰。在BL细胞系EBV- MUTU-1和EBV + DG-75（耐化学性）中评估了这些化合物的抗增殖活性。最有效的化合物13j，15、16a，16b，16c，图16d和19a显示的相对于BL细胞系EBV- MUTU-1的IC50值在0.17–0.38μM范围内，相对于耐化学性BL细胞系EBV + DG-75的IC50值在0.45–0.78μM范围内。化合物1
• Resist composition, and method of forming resist pattern
  申请人：TOKYO OHKA KOGYO CO., LTD.

  公开号：US11256169B2

  公开（公告）日：2022-02-22

  A resist composition containing a resin component having a structural unit containing a group which is dissociated under the action of an acid and compound represented by the general formula (bd1). In the formula (bd1), Rx1 to Rx4 represent a hydrocarbon group or a hydrogen atom or may be mutually bonded to form a ring structure, Ry1 to Ry2 represent a hydrocarbon group or a hydrogen atom or may be mutually bonded to form a ring structure, and Rz1 to Rz4 represent a hydrocarbon group or a hydrogen atom or may be mutually bonded to form a ring structure. At least one of Rx1 to Rx4, Ry1 to Ry2 and Rz1 to Rz4 has an anion group, the entire anion moiety may be an n-valent anion, and Mm+ represents an m-valent organic cation

  一种抗蚀剂组合物，含有一种树脂成分，其结构单元含有一个在酸作用下可离解的基团和通式（bd1）所代表的化合物。在通式（bd1）中，Rx1 至 Rx4 代表烃基或氢原子，或可相互键合形成环状结构；Ry1 至 Ry2 代表烃基或氢原子，或可相互键合形成环状结构；Rz1 至 Rz4 代表烃基或氢原子，或可相互键合形成环状结构。Rx1至Rx4、Ry1至Ry2和Rz1至Rz4中至少有一个具有阴离子基团，整个阴离子分子可以是n价阴离子，Mm+代表m价有机阳离子。
• CYCLIC IMIDE-SUBSTITUTED PYRIDYLALKANE, ALKENE, AND ALKINE CARBOXAMIDES USEFUL AS CYTOSTATIC AND IMMUNOSUPPRESSIVE AGENTS
  申请人：Klinge Pharma GmbH

  公开号：EP1042315B1

  公开（公告）日：2004-04-14
• Zawadowski; Zadrozna; Rump, Acta poloniae pharmaceutica, 1994, vol. 51, # 6, p. 467 - 470
  作者：Zawadowski、Zadrozna、Rump、Jakowicz

  DOI：——

  日期：——
• Diels—Alder Reactions of Maleimide¹
  作者：Francis Earl Ray、Eugene Sawicki、Olin H. Borum

  DOI：10.1021/ja01125a031

  日期：1952.3