1-methyl-4-phenoxypyridinium iodide | 101975-74-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-methyl-4-phenoxypyridinium iodide
• 英文别名: 1-methyl-4-phenoxy-pyridinium; iodide；1-Methyl-4-phenoxy-pyridinium; Jodid；4-Phenoxypicolinium iodide；1-methyl-4-phenoxypyridin-1-ium;iodide
• CAS: 101975-74-0
• 化学式: C₁₂H₁₂NO*I
• 分子量: 313.138
• InChiKey: UJAQESUCPDWONJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.69
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-4-phenoxypyridinium iodide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 1-methyl-4-phenoxy-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel 4-substituted 1-methyl-1,2,3,6-tetrahydropyridine analogs of MPTP

  摘要：

  The exceptionally good MAO-B substrate properties of several 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) derivatives have prompted studies to evaluate the corresponding properties of tetrahydropyridines bearing heteroatom-linked groups at C-4. The 1-methyl-4-phenoxy-1,2,3,6-tetrahydropyridine analog proved to be an excellent MAO-B substrate. Unlike analogs bearing hydrocarbon substituents at C-4, the resulting dihydropyridinium metabolite did not undergo further oxidation to the pyridinium compound but rather underwent hydrolytic cleavage. This observation has led to studies designed to explore the possibility of developing novel, nontoxic derivatives of MPTP bearing potential pharmacologically active leaving groups at C-4. In this paper we report the results of synthetic and metabolic studies on a series of tetrahydropyridine analogs of MPTP with oxygen, sulfur, and carbamoyloxy derivatives on C-4 which serve as model compounds to evaluate the scope of this prodrug concept.

  DOI：

  10.1021/jm00101a026
• 作为产物：
  描述：

  sodium phenoxide 在 乙醚 作用下， 生成 1-methyl-4-phenoxypyridinium iodide
  参考文献：
  名称：

  Quaternary Derivation of Pyridyl Ethers. Onium Compounds. XVI

  摘要：

  DOI：

  10.1021/ja01281a021

文献信息

• Jerchel; Jakob, Chemische Berichte, 1958, vol. 91, p. 1266,1272
  作者：Jerchel、Jakob

  DOI：——

  日期：——