N-(4-methoxybenzyl)-2-[2-(3-methoxyphenyl)ethyl]aniline | 1012321-31-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N-(4-methoxybenzyl)-2-[2-(3-methoxyphenyl)ethyl]aniline
• 英文别名: 2-[2-(3-methoxyphenyl)ethyl]-N-[(4-methoxyphenyl)methyl]aniline
• CAS: 1012321-31-1
• 化学式: C₂₃H₂₅NO₂
• 分子量: 347.457
• InChiKey: DFVRBLCXTZXAOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-[2-(3-甲氧基苯基)乙基]苯胺 、 4-甲氧基氯苄 在 potassium iodide 作用下， 以 乙腈 为溶剂， 110.0 ℃ 、1.38 MPa 条件下， 反应 0.17h， 生成 N-(4-methoxybenzyl)-2-[2-(3-methoxyphenyl)ethyl]aniline
  参考文献：
  名称：

  Synthesis and Biological Evaluation of (Hetero)Arylmethyloxy- and Arylmethylamine-phenyl Derivatives as Potent P-glycoprotein Modulating Agents

  摘要：

  Starting from lead compounds 12b and 28b, previously characterized as P-glycoprotein (P-gp) modulating agents, two series of new compounds were investigated. Compounds 14a,b and 15a,b displayed high P-gp modulating activity in the submicromolar range (EC(50) values from 0.25 to 0.80 mu M). Moreover, amino derivatives 23-27 showed EC(50) values ranging from 0.085 to 0.90 mu M. In the pyridyl series, the best result has been obtained for 4-pyridyl derivative 17b (EC(50) = 0.85 mu M). The best P-gp modulating agents 14a,b, 15a,b, and 23-27 also have been studied for determining their breast cancer resistance protein (BCRP) inhibition activity. The results demonstrated that only the amino derivatives 23-27 displayed moderate BCRP inhibition activity.

  DOI：

  10.1021/jm701267q

文献信息

• Synthesis and Biological Evaluation of (Hetero)Arylmethyloxy- and Arylmethylamine-phenyl Derivatives as Potent P-glycoprotein Modulating Agents
  作者：Nicola Antonio Colabufo、Francesco Berardi、Roberto Perrone、Simona Rapposelli、Maria Digiacomo、Michael Vanni、Aldo Balsamo

  DOI：10.1021/jm701267q

  日期：2008.3.13

  Starting from lead compounds 12b and 28b, previously characterized as P-glycoprotein (P-gp) modulating agents, two series of new compounds were investigated. Compounds 14a,b and 15a,b displayed high P-gp modulating activity in the submicromolar range (EC(50) values from 0.25 to 0.80 mu M). Moreover, amino derivatives 23-27 showed EC(50) values ranging from 0.085 to 0.90 mu M. In the pyridyl series, the best result has been obtained for 4-pyridyl derivative 17b (EC(50) = 0.85 mu M). The best P-gp modulating agents 14a,b, 15a,b, and 23-27 also have been studied for determining their breast cancer resistance protein (BCRP) inhibition activity. The results demonstrated that only the amino derivatives 23-27 displayed moderate BCRP inhibition activity.