3-[(E)-Propyliminomethyl]-phenol | 213891-21-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-[(E)-Propyliminomethyl]-phenol
• 英文别名: 3-(Propyliminomethyl)phenol
• CAS: 213891-21-5
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: RWUOPCSNNKPJCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[(E)-Propyliminomethyl]-phenol 在 sodium tetrahydroborate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 35.0h， 生成 3-[N-n-propyl-N-(3-hydroxybenzyl)amino]propoxyxanthen-9-one
  参考文献：
  名称：

  Acetylcholinesterase Inhibitors:  Synthesis and Structure−Activity Relationships of ω-[N-Methyl-N-(3-alkylcarbamoyloxyphenyl)- methyl]aminoalkoxyheteroaryl Derivatives

  摘要：

  Acetylcholinesterase (AChE) inhibitors are one of the most actively investigated classes of compounds in the search for an effective treatment of Alzheimer's disease. This work describes the synthesis, AChE inhibitory activity, and structure-activity relationships of some compounds related to a recently discovered series of AChE inhibitors: the omega-[N-methyl-N-(3-alkylcarbamoyloxyphenyl)methyl]aminoalkoxyxanthen-9-ones. The influence of structural variations on the inhibitory potency was carefully investigated by modifying different parts of the parent molecule, and a theoretical model of the binding of one representative compound to the enzyme was developed. The biological properties of the series were investigated in some detail by considering not only the activity on isolated enzyme but the selectivity with respect to butyrylcholinesterase (BuChE) and the in vitro inhibitory activity on rat cerebral cortex as well. Some of the newly synthesized derivatives, when tested on isolated and/or AChE-enriched rat brain cortex fraction, displayed a selective inhibitory activity and were more active than physostigmine. In particular, compound 13, an azaxanthone derivative, displayed the best rat cortex AChE inhibition (190-fold higher than physostigmine), as well as a high degree of enzyme selectivity (over 60-fold more selective for AChE than for BuChE). When tested in the isolated enzyme, compound 13 was less active, suggesting some differences either in drug availability/biotransformation or in the inhibitor-sensitive residues of the enzyme when biologically positioned in rat brain membranes.

  DOI：

  10.1021/jm9810046
• 作为产物：
  描述：

  正丙胺 、 间羟基苯甲醛 以 甲醇 为溶剂， 生成 3-[(E)-Propyliminomethyl]-phenol
  参考文献：
  名称：

  Development of chemosensor for Sr²⁺using organic nanoparticles: application of sensor in product analysis for oral care

  摘要：

  开发了一系列新的化合物来识别金属离子，并且发现有机化合物中取代基的位置被证明是化学传感器开发的决定因素。采用再沉淀法在水介质中制备有机纳米粒子（ONP），ONP在水介质中的悬浮液可保持稳定1个月。使用荧光光谱研究了这些 ONP 的识别能力，只有化合物 1 的 ONP 产生了 Sr2+ 传感器，并且发现传感器活性不受任何其他阳离子存在的影响。该传感器已成功用于研究口腔凝胶以及用于治疗敏感牙齿的牙膏中的 Sr2+ 水平。

  DOI：

  10.1039/c4ob01234h

文献信息

• Kuwano, Eiichi; Hisano, Tomomi; Eto, Morifusa, Agricultural and Biological Chemistry, 1991, vol. 55, # 12, p. 2999 - 3004
  作者：Kuwano, Eiichi、Hisano, Tomomi、Eto, Morifusa

  DOI：——

  日期：——