3-fluoro-4-hydroxyphenyl-4-((3-hydroxybenzyl)(methyl)aminomethyl)phenylmethanone | 1608502-12-0

• 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: 3-fluoro-4-hydroxyphenyl-4-((3-hydroxybenzyl)(methyl)aminomethyl)phenylmethanone
• 英文别名: (3-Fluoro-4-hydroxyphenyl)-[4-[[(3-hydroxyphenyl)methyl-methylamino]methyl]phenyl]methanone；(3-fluoro-4-hydroxyphenyl)-[4-[[(3-hydroxyphenyl)methyl-methylamino]methyl]phenyl]methanone
• CAS: 1608502-12-0
• 化学式: C₂₂H₂₀FNO₃
• 分子量: 365.404
• InChiKey: KUYCJLJUBHNIOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3-fluoro-4-methoxyphenyl)(p-tolyl)methanone 在 N-溴代丁二酰亚胺(NBS) 、 三溴化硼 、 三乙胺 、 benzoic peroxyanhydride 作用下， 以 四氯化碳 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 3-fluoro-4-hydroxyphenyl-4-((3-hydroxybenzyl)(methyl)aminomethyl)phenylmethanone
  参考文献：
  名称：

  Fluorinated benzophenone derivatives: Balanced multipotent agents for Alzheimer's disease

  摘要：

  In an effort to develop multipotent agents against beta-secretase (BACE-1) and acetylcholinesterase (AChE), able to counteract intracellular ROS formation as well, the structure of the fluorinated benzophenone 3 served as starting point for the synthesis of a small library of 3-fluoro-4-hydroxy- analogues. Among the series, derivatives 5 and 12, carrying chemically different amino functions, showed a balanced micromolar potency against the selected targets. In particular, compound 12, completely devoid of toxic effects, seems to be a promising lead for obtaining effective anti-AD drug candidates. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.042

文献信息

• Fluorinated benzophenone derivatives: Balanced multipotent agents for Alzheimer's disease
  作者：Federica Belluti、Angela De Simone、Andrea Tarozzi、Manuela Bartolini、Alice Djemil、Alessandra Bisi、Silvia Gobbi、Serena Montanari、Andrea Cavalli、Vincenza Andrisano、Giovanni Bottegoni、Angela Rampa

  DOI：10.1016/j.ejmech.2014.03.042

  日期：2014.5

  In an effort to develop multipotent agents against beta-secretase (BACE-1) and acetylcholinesterase (AChE), able to counteract intracellular ROS formation as well, the structure of the fluorinated benzophenone 3 served as starting point for the synthesis of a small library of 3-fluoro-4-hydroxy- analogues. Among the series, derivatives 5 and 12, carrying chemically different amino functions, showed a balanced micromolar potency against the selected targets. In particular, compound 12, completely devoid of toxic effects, seems to be a promising lead for obtaining effective anti-AD drug candidates. (C) 2014 Elsevier Masson SAS. All rights reserved.