2-bromo-N-(2-(pyridin-2-yl)ethyl)acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-bromo-N-(2-(pyridin-2-yl)ethyl)acetamide
• 英文别名: 2-bromo-N-(2-pyridin-2-ylethyl)acetamide
• 化学式: C₉H₁₁BrN₂O
• 分子量: 243.103
• InChiKey: PVMKBHUYHQPAHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  轮环藤宁 、 2-bromo-N-(2-(pyridin-2-yl)ethyl)acetamide 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 50.0h， 以65%的产率得到
  参考文献：
  名称：

  Cyclen-based chelators for the inhibition of Aβ aggregation: Synthesis, anti-oxidant and aggregation evaluation

  摘要：

  The aggregation of the protein amyloid-beta in the brain has been associated with neurodegenerative diseases such as Alzheimer's disease. Such aggregation of amyloid-b can be induced by misregulated metal ions such as Cu2+ and Zn2+. Here we present four metal chelating compounds based on the cyclen macrocycle that each bear a pendant arm to provide additional anti-oxidant activity. The corresponding Cu2+, Zn2+ and Ni2+ complexes have been synthesized and characterized to examine the ability of the chelators to bind to the metal centres. A beta(40) de-aggregation by the cyclen compounds was assessed using turbidometry and the re-solubilization of the A beta(40) was also examined. Our results show that the cyclen compounds have the ability to effectively chelate Cu2+ and Zn2+ metal ions and thus de-aggregate A beta(40) that has been aggregated due to the presence of these ions. The antioxidant properties of the cyclen compounds were tested by using the DPPH scavenging assay and the results show that some of the compounds can decrease oxidative stress. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.07.060
• 作为产物：
  描述：

  2-(2-氨乙基)吡啶 、 溴乙酰溴 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以81%的产率得到2-bromo-N-(2-(pyridin-2-yl)ethyl)acetamide
  参考文献：
  名称：

  Cyclen-based chelators for the inhibition of Aβ aggregation: Synthesis, anti-oxidant and aggregation evaluation

  摘要：

  The aggregation of the protein amyloid-beta in the brain has been associated with neurodegenerative diseases such as Alzheimer's disease. Such aggregation of amyloid-b can be induced by misregulated metal ions such as Cu2+ and Zn2+. Here we present four metal chelating compounds based on the cyclen macrocycle that each bear a pendant arm to provide additional anti-oxidant activity. The corresponding Cu2+, Zn2+ and Ni2+ complexes have been synthesized and characterized to examine the ability of the chelators to bind to the metal centres. A beta(40) de-aggregation by the cyclen compounds was assessed using turbidometry and the re-solubilization of the A beta(40) was also examined. Our results show that the cyclen compounds have the ability to effectively chelate Cu2+ and Zn2+ metal ions and thus de-aggregate A beta(40) that has been aggregated due to the presence of these ions. The antioxidant properties of the cyclen compounds were tested by using the DPPH scavenging assay and the results show that some of the compounds can decrease oxidative stress. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.07.060

文献信息

• Solid phase synthesis of a 1,3,5-trisubstituted pyridinium salt library
  作者：M. Amparo Lago、Thomas T. Nguyen、Pradip Bhatnagar

  DOI：10.1016/s0040-4039(98)00683-2

  日期：1998.6
• Cyclen-based chelators for the inhibition of Aβ aggregation: Synthesis, anti-oxidant and aggregation evaluation
  作者：Mahmoud El Safadi、Mohan Bhadbhade、Ronald Shimmon、Anthony T. Baker、Andrew M. McDonagh

  DOI：10.1016/j.ica.2017.07.060

  日期：2017.10

  The aggregation of the protein amyloid-beta in the brain has been associated with neurodegenerative diseases such as Alzheimer's disease. Such aggregation of amyloid-b can be induced by misregulated metal ions such as Cu2+ and Zn2+. Here we present four metal chelating compounds based on the cyclen macrocycle that each bear a pendant arm to provide additional anti-oxidant activity. The corresponding Cu2+, Zn2+ and Ni2+ complexes have been synthesized and characterized to examine the ability of the chelators to bind to the metal centres. A beta(40) de-aggregation by the cyclen compounds was assessed using turbidometry and the re-solubilization of the A beta(40) was also examined. Our results show that the cyclen compounds have the ability to effectively chelate Cu2+ and Zn2+ metal ions and thus de-aggregate A beta(40) that has been aggregated due to the presence of these ions. The antioxidant properties of the cyclen compounds were tested by using the DPPH scavenging assay and the results show that some of the compounds can decrease oxidative stress. (C) 2017 Elsevier B.V. All rights reserved.