9,10-dichloro-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione | 674308-99-7

• 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: 9,10-dichloro-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione
• 英文别名: 1,8-Dichloro-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione；1,8-dichloro-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione
• CAS: 674308-99-7
• 化学式: C₁₈H₁₁Cl₂NO₂
• 分子量: 344.197
• InChiKey: BKMAOYXRRTVIDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 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：

  9,10-dichloro-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 100.0h， 生成
  参考文献：
  名称：

  Kossakowski, Jerzy; Perlinski, Miroslaw, Acta poloniae pharmaceutica, 2003, vol. 60, # 3, p. 183 - 189

  摘要：

  DOI：
• 作为产物：
  描述：

  马来酰亚胺 、 9,10-二氯蒽 以 甲苯 为溶剂， 以36%的产率得到9,10-dichloro-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione
  参考文献：
  名称：

  Polycyclic maleimide-based derivatives as first dual modulators of neuronal calcium channels and GSK-3β for Alzheimer's disease treatment

  摘要：

  Current healthcare has significantly increased the average life expectancy, leading to a consequently greater incidence of age-related diseases, such as Alzheimer's disease. Following a multitarget approach, in this paper a series of polycyclic maleimide-based derivatives were designed and synthesized aimed at simultaneously modulate neuronal calcium channels and glycogen synthase kinase 3-beta (GSK-3(3 beta), validated targets to combat Alzheimer' disease. Different structural modifications were performed on the polycyclic scaffold in order to investigate the structure-activity relationships and compound 10 emerged as a promising non-toxic lead compound, endowed with calcium modulating brain-addressed properties and significant GSK-3 beta inhibitory activity. Moreover, the easily affordable polycyclic core appears as a new appealing privileged structure in medicinal chemistry. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.12.003

文献信息

• Kuran, Bozena; Krawiecka, Mariola; Kossakowski, Jerzy, Acta poloniae pharmaceutica, 2012, vol. 69, # 5, p. 901 - 910
  作者：Kuran, Bozena、Krawiecka, Mariola、Kossakowski, Jerzy、Szymanek, Ksenia、Kierzkowska, Marta、Mlynarczyk, Grazyna

  DOI：——

  日期：——
• Polycyclic maleimide-based derivatives as first dual modulators of neuronal calcium channels and GSK-3β for Alzheimer's disease treatment
  作者：Alessandra Bisi、Raquel L. Arribas、Matteo Micucci、Roberta Budriesi、Alessandra Feoli、Sabrina Castellano、Federica Belluti、Silvia Gobbi、Cristobal de los Rios、Angela Rampa

  DOI：10.1016/j.ejmech.2018.12.003

  日期：2019.2

  Current healthcare has significantly increased the average life expectancy, leading to a consequently greater incidence of age-related diseases, such as Alzheimer's disease. Following a multitarget approach, in this paper a series of polycyclic maleimide-based derivatives were designed and synthesized aimed at simultaneously modulate neuronal calcium channels and glycogen synthase kinase 3-beta (GSK-3(3 beta), validated targets to combat Alzheimer' disease. Different structural modifications were performed on the polycyclic scaffold in order to investigate the structure-activity relationships and compound 10 emerged as a promising non-toxic lead compound, endowed with calcium modulating brain-addressed properties and significant GSK-3 beta inhibitory activity. Moreover, the easily affordable polycyclic core appears as a new appealing privileged structure in medicinal chemistry. (C) 2018 Elsevier Masson SAS. All rights reserved.
• Kossakowski, Jerzy; Perlinski, Miroslaw, Acta poloniae pharmaceutica, 2003, vol. 60, # 3, p. 183 - 189
  作者：Kossakowski, Jerzy、Perlinski, Miroslaw

  DOI：——

  日期：——