4-(1-Methyl-1,2,3,6-tetrahydro-pyridin-4-ylmethyl)-phenol | 130407-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(1-Methyl-1,2,3,6-tetrahydro-pyridin-4-ylmethyl)-phenol
• 英文别名: 4-[(1-methyl-3,6-dihydro-2H-pyridin-4-yl)methyl]phenol
• CAS: 130407-11-3
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: RAHTYEFRBBUIAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (4-methoxyphenyl)(pyridin-4-yl)methanol 在 sodium tetrahydroborate 、 甲酸 、 氢溴酸 、 锌 作用下， 以 溶剂黄146 为溶剂， 反应 54.0h， 生成 4-(1-Methyl-1,2,3,6-tetrahydro-pyridin-4-ylmethyl)-phenol
  参考文献：
  名称：

  Flexible N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine analog: synthesis and monoamine oxidase catalyzed bioactivation

  摘要：

  Eighteen analogues of N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and evaluated as substrates of monoamine oxidase. In general, the flexible analogues, characterized by the presence of a methylene (or ethylene) bridge between the aryl/heteroaryl and tetrahydropyridyl moieties, were better substrates of the enzyme than the conformationally restricted MPTP. It is suggested that the increased oxidative activity of these flexible analogues reflects enhanced binding due to the ability of the C-4-aryl/heteroaryl substituent to gain access to a hydrophobic pocket within the substrate binding site.

  DOI：

  10.1021/jm00174a007