1-(4-(2-hydroxyethyl)piperazin-1-yl)-3-(naphthalen-1-yloxy)propan-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(4-(2-hydroxyethyl)piperazin-1-yl)-3-(naphthalen-1-yloxy)propan-2-ol
• 英文别名: 1-[4-(2-Hydroxyethyl)piperazin-1-yl]-3-naphthalen-1-yloxypropan-2-ol
• 化学式: C₁₉H₂₆N₂O₃
• 分子量: 330.427
• InChiKey: UFOSAQDYZALPQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-(2-hydroxyethyl)piperazin-1-yl)-3-(naphthalen-1-yloxy)propan-2-ol 在 盐酸 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  A novel class of small molecule inhibitors with radioprotective properties

  摘要：

  The goal of this study was to develop novel radioprotective agents targeting the intrinsic apoptotic pathway and thus decreasing the radiation-induced damage. For that purpose, we designed, synthesized and analyzed ten new compounds based on the 1-(4-(2-hydroxyethyl)piperazin-l-yl)-3-phenoxypropan-2-ol leading structure. The cytotoxicity of the newly synthesized substances was tested in vitro on cell lines derived from different progenitor cells by WST-1 proliferation assay. mTr test was utilized to assess half-maximal inhibitory concentrations and maximum tolerated concentrations of novel compounds in A-549 cells. Screening for radioprotective properties was performed using flow-cytometry in MOLT-4 cells exposed to Co-60 ionizing gamma radiation. Selected candidates underwent in vivo testing in C57BI/6J mice having a positive impact on their immunological status. In summary, we report here promising compounds with radioprotective effect in vivo. (C) 2019 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2019.111606
• 作为产物：
  描述：

  萘酚 在 哌嗪 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 1-(4-(2-hydroxyethyl)piperazin-1-yl)-3-(naphthalen-1-yloxy)propan-2-ol
  参考文献：
  名称：

  A novel class of small molecule inhibitors with radioprotective properties

  摘要：

  The goal of this study was to develop novel radioprotective agents targeting the intrinsic apoptotic pathway and thus decreasing the radiation-induced damage. For that purpose, we designed, synthesized and analyzed ten new compounds based on the 1-(4-(2-hydroxyethyl)piperazin-l-yl)-3-phenoxypropan-2-ol leading structure. The cytotoxicity of the newly synthesized substances was tested in vitro on cell lines derived from different progenitor cells by WST-1 proliferation assay. mTr test was utilized to assess half-maximal inhibitory concentrations and maximum tolerated concentrations of novel compounds in A-549 cells. Screening for radioprotective properties was performed using flow-cytometry in MOLT-4 cells exposed to Co-60 ionizing gamma radiation. Selected candidates underwent in vivo testing in C57BI/6J mice having a positive impact on their immunological status. In summary, we report here promising compounds with radioprotective effect in vivo. (C) 2019 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2019.111606

文献信息

• A novel class of small molecule inhibitors with radioprotective properties
  作者：Jan Marek、Ales Tichy、Radim Havelek、Martina Seifrtova、Alzbeta Filipova、Lenka Andrejsova、Tomas Kucera、Lukas Prchal、Lubica Muckova、Martina Rezacova、Zuzana Sinkorova、Jaroslav Pejchal

  DOI：10.1016/j.ejmech.2019.111606

  日期：2020.2

  The goal of this study was to develop novel radioprotective agents targeting the intrinsic apoptotic pathway and thus decreasing the radiation-induced damage. For that purpose, we designed, synthesized and analyzed ten new compounds based on the 1-(4-(2-hydroxyethyl)piperazin-l-yl)-3-phenoxypropan-2-ol leading structure. The cytotoxicity of the newly synthesized substances was tested in vitro on cell lines derived from different progenitor cells by WST-1 proliferation assay. mTr test was utilized to assess half-maximal inhibitory concentrations and maximum tolerated concentrations of novel compounds in A-549 cells. Screening for radioprotective properties was performed using flow-cytometry in MOLT-4 cells exposed to Co-60 ionizing gamma radiation. Selected candidates underwent in vivo testing in C57BI/6J mice having a positive impact on their immunological status. In summary, we report here promising compounds with radioprotective effect in vivo. (C) 2019 Elsevier Masson SAS. All rights reserved.