4-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]phenyl]-1-methyl-4-piperidinol | 180912-10-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]phenyl]-1-methyl-4-piperidinol
• 英文别名: 4-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-1-methylpiperidin-4-ol
• CAS: 180912-10-1
• 化学式: C₁₈H₃₁NO₂Si
• 分子量: 321.535
• InChiKey: ZTOQLIXKJOUZTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]phenyl]-1-methyl-4-piperidinol 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 生成 4-(1-甲基-1,2,3,6-四氢吡啶-4-基)苯酚盐酸盐
  参考文献：
  名称：

  Assessment of Structural Requirements for the Monoamine Oxidase-B-Catalyzed Oxidation of 1,4-Disubstituted-1,2,3,6-tetrahydropyridine Derivatives Related to the Neurotoxin 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine

  摘要：

  The monoamine oxidase B (MAO-B) substrate properties and distance measurements along the N-1-C-4 axis of 38 1,4-disubstituted-1,2,3,6-tetrahydropyridine derivatives, including seven newly synthesized MPTP analogs, were used to define the maximum size that can be accommodated by the MAO-B active site. Only those compounds measuring less than 12 Angstrom displayed significant MAO-B substrate properties. The behavior of various 4-substituted-1-cyclopropyltetrahydropyl tetrahydropyridine analogs also is discussed in terms of this N-1-C-4 distance parameter in an effort to understand factors which contribute to their substrate vs inactivator properties. We conclude that this distance parameter will predict the majority of substrates vs nonsubstrates with this class of compound.

  DOI：

  10.1021/jm9603882
• 作为产物：
  描述：

  N-甲基-4-哌啶酮 、 {p-[(tert-butyldimethylsilyl)oxy]phenyl}lithium 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 4-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]phenyl]-1-methyl-4-piperidinol
  参考文献：
  名称：

  Assessment of Structural Requirements for the Monoamine Oxidase-B-Catalyzed Oxidation of 1,4-Disubstituted-1,2,3,6-tetrahydropyridine Derivatives Related to the Neurotoxin 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine

  摘要：

  The monoamine oxidase B (MAO-B) substrate properties and distance measurements along the N-1-C-4 axis of 38 1,4-disubstituted-1,2,3,6-tetrahydropyridine derivatives, including seven newly synthesized MPTP analogs, were used to define the maximum size that can be accommodated by the MAO-B active site. Only those compounds measuring less than 12 Angstrom displayed significant MAO-B substrate properties. The behavior of various 4-substituted-1-cyclopropyltetrahydropyl tetrahydropyridine analogs also is discussed in terms of this N-1-C-4 distance parameter in an effort to understand factors which contribute to their substrate vs inactivator properties. We conclude that this distance parameter will predict the majority of substrates vs nonsubstrates with this class of compound.

  DOI：

  10.1021/jm9603882

文献信息

• Assessment of Structural Requirements for the Monoamine Oxidase-B-Catalyzed Oxidation of 1,4-Disubstituted-1,2,3,6-tetrahydropyridine Derivatives Related to the Neurotoxin 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
  作者：Stéphane Mabic、Neal Castagnoli

  DOI：10.1021/jm9603882

  日期：1996.1.1

  The monoamine oxidase B (MAO-B) substrate properties and distance measurements along the N-1-C-4 axis of 38 1,4-disubstituted-1,2,3,6-tetrahydropyridine derivatives, including seven newly synthesized MPTP analogs, were used to define the maximum size that can be accommodated by the MAO-B active site. Only those compounds measuring less than 12 Angstrom displayed significant MAO-B substrate properties. The behavior of various 4-substituted-1-cyclopropyltetrahydropyl tetrahydropyridine analogs also is discussed in terms of this N-1-C-4 distance parameter in an effort to understand factors which contribute to their substrate vs inactivator properties. We conclude that this distance parameter will predict the majority of substrates vs nonsubstrates with this class of compound.