4-[4-(3-Chloro-benzyloxy)-2-hydroxymethyl-phenoxy]-butyronitrile | 162011-38-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[4-(3-Chloro-benzyloxy)-2-hydroxymethyl-phenoxy]-butyronitrile
• 英文别名: 4-[4-[(3-chlorophenyl)methoxy]-2-(hydroxymethyl)phenoxy]butanenitrile
• CAS: 162011-38-3
• 化学式: C₁₈H₁₈ClNO₃
• 分子量: 331.799
• InChiKey: CFSVZLGZRCLWQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  62.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[4-(3-Chloro-benzyloxy)-2-hydroxymethyl-phenoxy]-butyronitrile 在 Celite 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 4-[2'-Formyl-4'-(m-chlorophenylmethyloxy)phenoxy]butyronitrile
  参考文献：
  名称：

  Alkylbenzyl ethers of hydroquinones as monoamine oxidase B inhibitors

  摘要：

  A series of alkylbenzylethers of substituted hydroquinone analogs of 4-(3-chlorophenyl methyloxy)-phenoxybutyronitrile I, and alcohol II were synthesized as monoamine oxidase (MAO) inhibitors. Incorporation of electron-withdrawing groups on the hydroquinone afforded compounds with higher levels of activity and selectivity than I or II for MAO B inhibition.

  DOI：

  10.1016/0960-894x(95)00561-7
• 作为产物：
  描述：

  2,5-二羟基苯甲酸甲酯 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 32.0h， 生成 4-[4-(3-Chloro-benzyloxy)-2-hydroxymethyl-phenoxy]-butyronitrile
  参考文献：
  名称：

  Alkylbenzyl ethers of hydroquinones as monoamine oxidase B inhibitors

  摘要：

  A series of alkylbenzylethers of substituted hydroquinone analogs of 4-(3-chlorophenyl methyloxy)-phenoxybutyronitrile I, and alcohol II were synthesized as monoamine oxidase (MAO) inhibitors. Incorporation of electron-withdrawing groups on the hydroquinone afforded compounds with higher levels of activity and selectivity than I or II for MAO B inhibition.

  DOI：

  10.1016/0960-894x(95)00561-7