1-((4-chlorobenzyl)oxy)-4-(chloromethyl)-2-methoxybenzene | 1040011-32-2

• 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-((4-chlorobenzyl)oxy)-4-(chloromethyl)-2-methoxybenzene
• 英文别名: 4-(Chloromethyl)-1-[(4-chlorophenyl)methoxy]-2-methoxybenzene
• CAS: 1040011-32-2
• 化学式: C₁₅H₁₄Cl₂O₂
• mdl: MFCD12443632
• 分子量: 297.181
• InChiKey: HGQSDHWAGRTQCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-((4-chlorobenzyl)oxy)-4-(chloromethyl)-2-methoxybenzene 、 N-(1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)piperidine-4-carboxamide hydrochloride 在 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 丙酮 为溶剂， 生成 1-[[4-[(4-chlorophenyl)methoxy]-3-methoxyphenyl]methyl]-N-(1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)piperidine-4-carboxamide
  参考文献：
  名称：

  Synthesis and inotropic evaluation of 1-substituted-N-(4,5-dihydro-1-methyl-[1,2,4]triazolo[4,3-a]quinolin-7-yl)piperidine-4-carboxamides

  摘要：

  A series of 1-substituted-N-(4,5-dihydro-1-methyl-[1,2,4]triazolo[4,3-a]quinolin-7-yl) piperidine-4-carboxamides has been synthesized and evaluated for positive inotropic activity by measuring left atrium stroke volume in isolated rabbit-heart preparations. Some of these derivatives exhibited favorable activity compared with the standard drug, milrinone, among which 1-(2-fluorobenzyl)-N-(4,5-dihydro-1-methyl-[1,2,4] triazolo[4,3-a] quinolin-7-yl) piperidine-4-carboxamide 6a was the most potent, increasing stroke volume by 11.92 +/- 0.35% (milrinone: 6.36 +/- 0.13%) at 1 x 10(-4) M. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.089

文献信息

• Exploring how structural changes to new Licarin A derivatives effects their bioactive properties against rapid growing mycobacteria and biofilm formation
  作者：Dalila Junqueira Alvarenga、Laira Maria Faria Matias、Lucas Martins Oliveira、Luiz Paulo Melchior de Oliveira Leão、Jamie Anthony Hawkes、Breno Vilas Boas Raimundo、Lívia de Figueiredo Diniz Castro、Marli Matiko Anraku de Campos、Fallon dos Santos Siqueira、Thiago dos Santos、Diogo Teixeira Carvalho

  DOI：10.1016/j.micpath.2020.104203

  日期：2020.7

  to create derivatives with a higher partition coefficient; as the activity of a compound against mycobacteria seems to be strongly influenced by its hydrophobicity. Further, polar groups were inserted into the side chain to change the hydrophilic-lipophilic profile of the molecules. Results showed variability in the susceptibility profile of mycobacteria against the Licarin A derivatives under analysis

  几种快速生长的分枝杆菌（RGM）已与生物膜相关联，例如生物医学设备，水分配系统，整容手术和导管相关的血液感染。表现出抗药性的生物膜，例如由分枝杆菌属形成的生物膜，对健康构成重大威胁，研究人员对此特别感兴趣。据报道，Licarin A（一种在许多植物物种（例如肉豆蔻）中发现的新木脂素）显示出广泛的生物学作用，包括抗炎，抗氧化和抗菌特性。这项研究的目的是准备一套Licarin A衍生物，并研究特定结构变化对其抗分枝杆菌能力的影响及其对RGM物种生物膜形成的影响。原来，修饰Licarin A的酚亚基和烯基侧链以产生具有更高分配系数的衍生物。因为化合物的抗分枝杆菌活性似乎受到其疏水性的强烈影响。此外，将极性基团插入侧链以改变分子的亲水亲脂性。结果显示，分枝杆菌对Licarin A衍生物的敏感性分析中存在差异。许多衍生物显示出对所使用的三种分枝杆菌菌株的浮游生物生长具有显着的抑制作用，其MIC值甚至比参考药物和Licarin
• Synthesis and inotropic evaluation of 1-substituted-N-(4,5-dihydro-1-methyl-[1,2,4]triazolo[4,3-a]quinolin-7-yl)piperidine-4-carboxamides
  作者：Ji-Yong Liu、Hai-Ling Yu、Zhe-Shan Quan、Xun Cui、Hu-Ri Piao

  DOI：10.1016/j.bmcl.2009.03.089

  日期：2009.5

  A series of 1-substituted-N-(4,5-dihydro-1-methyl-[1,2,4]triazolo[4,3-a]quinolin-7-yl) piperidine-4-carboxamides has been synthesized and evaluated for positive inotropic activity by measuring left atrium stroke volume in isolated rabbit-heart preparations. Some of these derivatives exhibited favorable activity compared with the standard drug, milrinone, among which 1-(2-fluorobenzyl)-N-(4,5-dihydro-1-methyl-[1,2,4] triazolo[4,3-a] quinolin-7-yl) piperidine-4-carboxamide 6a was the most potent, increasing stroke volume by 11.92 +/- 0.35% (milrinone: 6.36 +/- 0.13%) at 1 x 10(-4) M. (c) 2009 Elsevier Ltd. All rights reserved.