2-(4'-butoxyphenyl)thiomorpholine | 1218947-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: 2-(4'-butoxyphenyl)thiomorpholine
• 英文别名: (+/-)-2-(4'-Butoxyphenyl)thiomorpholine；2-(4-butoxyphenyl)thiomorpholine
• CAS: 1218947-85-3
• 化学式: C₁₄H₂₁NOS
• 分子量: 251.393
• InChiKey: SHHIIRIFRIVAFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4'-butoxyphenyl)thiomorpholine 、 草酸 以 乙醚 、 乙醇 为溶剂， 生成 2-(4'-butoxyphenyl)thiomorpholine oxalate
  参考文献：
  名称：

  2-Arylthiomorpholine derivatives as potent and selective monoamine oxidase B inhibitors

  摘要：

  2-Arylthiomorpholine and 2-arylthiomorpholin-5-one derivatives, designed as rigid and/or non-basic phenylethylamine analogues, were evaluated as rat and human monoamine oxidase inhibitors. Molecular docking provided insight into the binding mode of these inhibitors and rationalized their different potencies. Making the phenylethylamine scaffold rigid by. xing the amine chain in an extended six-membered ring conformation increased MAO-B (but not MAO-A) inhibitory activity relative to the more flexible alpha-methylated derivative. The presence of a basic nitrogen atom is not a prerequisite in either MAO-A or MAO-B. The best K-i values were in the 10(8) M range, with selectivities towards human MAO-B exceeding 2000-fold. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.029
• 作为产物：
  描述：

  2-(4'-butoxyphenyl)thiomorpholin-5-one 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 2-(4'-butoxyphenyl)thiomorpholine
  参考文献：
  名称：

  2-Arylthiomorpholine derivatives as potent and selective monoamine oxidase B inhibitors

  摘要：

  2-Arylthiomorpholine and 2-arylthiomorpholin-5-one derivatives, designed as rigid and/or non-basic phenylethylamine analogues, were evaluated as rat and human monoamine oxidase inhibitors. Molecular docking provided insight into the binding mode of these inhibitors and rationalized their different potencies. Making the phenylethylamine scaffold rigid by. xing the amine chain in an extended six-membered ring conformation increased MAO-B (but not MAO-A) inhibitory activity relative to the more flexible alpha-methylated derivative. The presence of a basic nitrogen atom is not a prerequisite in either MAO-A or MAO-B. The best K-i values were in the 10(8) M range, with selectivities towards human MAO-B exceeding 2000-fold. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.029

文献信息

• 2-Arylthiomorpholine derivatives as potent and selective monoamine oxidase B inhibitors
  作者：Susan Lühr、Marcelo Vilches-Herrera、Angélica Fierro、Rona R. Ramsay、Dale E. Edmondson、Miguel Reyes-Parada、Bruce K. Cassels、Patricio Iturriaga-Vásquez

  DOI：10.1016/j.bmc.2010.01.029

  日期：2010.2

  2-Arylthiomorpholine and 2-arylthiomorpholin-5-one derivatives, designed as rigid and/or non-basic phenylethylamine analogues, were evaluated as rat and human monoamine oxidase inhibitors. Molecular docking provided insight into the binding mode of these inhibitors and rationalized their different potencies. Making the phenylethylamine scaffold rigid by. xing the amine chain in an extended six-membered ring conformation increased MAO-B (but not MAO-A) inhibitory activity relative to the more flexible alpha-methylated derivative. The presence of a basic nitrogen atom is not a prerequisite in either MAO-A or MAO-B. The best K-i values were in the 10(8) M range, with selectivities towards human MAO-B exceeding 2000-fold. (C) 2010 Elsevier Ltd. All rights reserved.