[4-(2-Diethylamino-ethoxy)-3-methoxy-phenyl]-ethyl-amine | 917563-48-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [4-(2-Diethylamino-ethoxy)-3-methoxy-phenyl]-ethyl-amine
• CAS: 917563-48-5
• 化学式: C₁₅H₂₆N₂O₂
• 分子量: 266.384
• InChiKey: LYOGGRPHGSPFQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  19.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  33.73
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [4-(2-Diethylamino-ethoxy)-3-methoxy-phenyl]-ethyl-amine 、 联苯-4-甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以65%的产率得到N-[4-[2-(diethylamino)ethoxy]-3-methoxyphenyl]-N-ethyl-4-phenylbenzamide
  参考文献：
  名称：

  SAR of biphenyl carboxamide ligands of the human melanin-concentrating hormone receptor 1 (MCH R1): Discovery of antagonist SB-568849

  摘要：

  We report here the discovery of a class of MCH R1 ligands based on a biphenyl carboxamide template. A docked-in model is presented indicating key interactions in the putative binding site of the receptor. Parallel high throughput synthetic techniques were utilised to allow rapid exploration of the structure-activity relationship around this template, leading to compound SB-568849 which possessed good receptor affinity and selectivity. This compound proved to be an antagonist with stability in vivo, an acceptable brain-blood ratio and oral bioavailability. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.056
• 作为产物：
  描述：

  N,N-diethyl-2-(2-methoxy-4-nitrophenoxy)ethanamine 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 [4-(2-Diethylamino-ethoxy)-3-methoxy-phenyl]-ethyl-amine
  参考文献：
  名称：

  SAR of biphenyl carboxamide ligands of the human melanin-concentrating hormone receptor 1 (MCH R1): Discovery of antagonist SB-568849

  摘要：

  We report here the discovery of a class of MCH R1 ligands based on a biphenyl carboxamide template. A docked-in model is presented indicating key interactions in the putative binding site of the receptor. Parallel high throughput synthetic techniques were utilised to allow rapid exploration of the structure-activity relationship around this template, leading to compound SB-568849 which possessed good receptor affinity and selectivity. This compound proved to be an antagonist with stability in vivo, an acceptable brain-blood ratio and oral bioavailability. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.056