1-(3,6-dibromo-9H-carbazol-9-yl)-3-((3-methoxyphenyl)amino)propan-2-yl acetate | 1447967-43-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3,6-dibromo-9H-carbazol-9-yl)-3-((3-methoxyphenyl)amino)propan-2-yl acetate
• 英文别名: [1-(3,6-Dibromocarbazol-9-yl)-3-(3-methoxyanilino)propan-2-yl] acetate；[1-(3,6-dibromocarbazol-9-yl)-3-(3-methoxyanilino)propan-2-yl] acetate
• CAS: 1447967-43-2
• 化学式: C₂₄H₂₂Br₂N₂O₃
• 分子量: 546.258
• InChiKey: NXQSTIVSNDAUGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  52.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  化合物P7C3-OME 在 二苯硫醚 、 palladium on activated carbon 、 氢气 、 sodium hydride 、 silver(l) oxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 1-(3,6-dibromo-9H-carbazol-9-yl)-3-((3-methoxyphenyl)amino)propan-2-yl acetate
  参考文献：
  名称：

  Aminopropyl carbazole analogues as potent enhancers of neurogenesis

  摘要：

  Neural stem cells are multipotent and self-renewing cells that can differentiate into new neurons and hold great promise for treating various neurological disorders including multiple sclerosis, Parkinson's disease, and Alzheimer's disease. Small molecules that can trigger neurogenesis and neuroprotection are particularly useful not only because of their therapeutic implications but also because they can provide an invaluable tool to study the mechanisms of neurogenesis. In this report, we have developed and screened 25 aminopropyl carbazole derivatives that can enhance neurogenesis of cultured neural stem cells. Among these analogues, compound 9 demonstrated an excellent proneurogenic and neuroprotective activity with no apparent toxicity. We believe that compound 9 can serve as an excellent lead to develop various analogues and to study the underlying mechanisms of neurogenesis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.08.066

文献信息

• Development of a scalable synthesis of P7C3-A20, a potent neuroprotective agent
  作者：Jacinth Naidoo、Christopher J. Bemben、Shawn R. Allwein、Jue Liang、Andrew A. Pieper、Joseph M. Ready

  DOI：10.1016/j.tetlet.2013.06.024

  日期：2013.8

  A scalable synthesis of the neuroprotective agent P7C3-A20 is described. The synthesis has provided hundred-gram batches of the final compound for biological evaluation in rodents and primates. The synthesis can be performed without chromatographic purification of intermediates or the final product. (C) 2013 Elsevier Ltd. All rights reserved.
• Aminopropyl carbazole analogues as potent enhancers of neurogenesis
  作者：Hye Jin Yoon、Sun-Young Kong、Min-Hye Park、Yongsung Cho、Sung-Eun Kim、Jae-Yeon Shin、Sunghye Jung、Jiyoun Lee、Farhanullah、Hyun-Jung Kim、Jeewoo Lee

  DOI：10.1016/j.bmc.2013.08.066

  日期：2013.11

  Neural stem cells are multipotent and self-renewing cells that can differentiate into new neurons and hold great promise for treating various neurological disorders including multiple sclerosis, Parkinson's disease, and Alzheimer's disease. Small molecules that can trigger neurogenesis and neuroprotection are particularly useful not only because of their therapeutic implications but also because they can provide an invaluable tool to study the mechanisms of neurogenesis. In this report, we have developed and screened 25 aminopropyl carbazole derivatives that can enhance neurogenesis of cultured neural stem cells. Among these analogues, compound 9 demonstrated an excellent proneurogenic and neuroprotective activity with no apparent toxicity. We believe that compound 9 can serve as an excellent lead to develop various analogues and to study the underlying mechanisms of neurogenesis. (C) 2013 Elsevier Ltd. All rights reserved.