7-(3-bromopropoxy)-2-(4-chlorophenyl)-4H-chromen-4-one | 191936-17-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 7-(3-bromopropoxy)-2-(4-chlorophenyl)-4H-chromen-4-one
• 英文别名: 7-(3-Bromopropoxy)-2-(4-chlorophenyl)chromen-4-one
• CAS: 191936-17-1
• 化学式: C₁₈H₁₄BrClO₃
• 分子量: 393.664
• InChiKey: ABHXTYWLTUCOMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-甲基苯基)哌嗪 、 7-(3-bromopropoxy)-2-(4-chlorophenyl)-4H-chromen-4-one 以 甲苯 为溶剂， 反应 48.0h， 以23.5%的产率得到2-(4-Chlorophenyl)-7-[3-[4-(4-methylphenyl)piperazin-1-yl]propoxy]chromen-4-one
  参考文献：
  名称：

  Design, synthesis and biological evaluation of new arylpiperazine derivatives bearing a flavone moiety as α1-adrenoceptor antagonists

  摘要：

  Elaborate study on the three-dimensional model of alpha(1)-adrenoceptor (alpha(1)-AR) antagonists led to the development of a series of new arylpiperazine derivatives bearing a flavone nucleus as alpha(1)-AR antagonists. The in vitro activities were evaluated and compounds 1, 4, 10, 13 and 15 showed activities close to the reference compound (Prazosin). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.080
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 在 碘 、 potassium carbonate 、 potassium hydroxide 作用下， 以 甲醇 、 二甲基亚砜 、 丙酮 为溶剂， 反应 76.75h， 生成 7-(3-bromopropoxy)-2-(4-chlorophenyl)-4H-chromen-4-one
  参考文献：
  名称：

  Chromone derivatives bearing pyridinium moiety as multi-target-directed ligands against Alzheimer’s disease

  摘要：

  DOI：

  10.1016/j.bioorg.2021.104750

文献信息

• Multifunctional tacrine–flavonoid hybrids with cholinergic, β-amyloid-reducing, and metal chelating properties for the treatment of Alzheimer's disease
  作者：Su-Yi Li、Xiao-Bing Wang、Sai-Sai Xie、Neng Jiang、Kelvin D.G. Wang、He-Quan Yao、Hong-Bin Sun、Ling-Yi Kong

  DOI：10.1016/j.ejmech.2013.09.024

  日期：2013.11

  A new series of tacrine flavonoid hybrids (13a u) had been designed, synthesized, and evaluated as multifunctional cholinesterase (ChE) inhibitors against Alzheimer's disease (AD). In vitro studies showed that most of the molecules exhibited a significant ability to inhibit ChE and self-induced amyloid-beta (A beta(1-42)) aggregation. Kinetic and molecular modeling studies also indicated compounds were mixed-type inhibitors, binding simultaneously to active, peripheral and mid-gorge sites of AChE. Particularly, compound 13k was found to be highly potent and showed a balanced inhibitory profile against ChE and self-induced A beta(1-42) aggregation. Moreover, it also showed excellent metal chelating property and low cell toxicity. These results suggested that 13k might be an excellent multifunctional agent for AD treatment. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Chromone derivatives bearing pyridinium moiety as multi-target-directed ligands against Alzheimer’s disease
  作者：Shahin Abdpour、Leili Jalili-Baleh、Hamid Nadri、Hamid Forootanfar、Syed Nasir Abbas Bukhari、Ali Ramazani、Seyed Esmaeil Sadat Ebrahimi、Alireza Foroumadi、Mehdi Khoobi

  DOI：10.1016/j.bioorg.2021.104750

  日期：2021.5
• Design, synthesis and biological evaluation of new arylpiperazine derivatives bearing a flavone moiety as α1-adrenoceptor antagonists
  作者：Jing Jin、Xiao-Bing Wang、Ling-Yi Kong

  DOI：10.1016/j.bmcl.2010.12.080

  日期：2011.2

  Elaborate study on the three-dimensional model of alpha(1)-adrenoceptor (alpha(1)-AR) antagonists led to the development of a series of new arylpiperazine derivatives bearing a flavone nucleus as alpha(1)-AR antagonists. The in vitro activities were evaluated and compounds 1, 4, 10, 13 and 15 showed activities close to the reference compound (Prazosin). (C) 2010 Elsevier Ltd. All rights reserved.