8-(4-Hydroxyoxan-3-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one | 872360-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 8-(4-Hydroxyoxan-3-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• CAS: 872360-01-5
• 化学式: C₁₈H₂₅N₃O₃
• 分子量: 331.415
• InChiKey: ZNNQFOAWVJTYOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  65
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-(4-Hydroxyoxan-3-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one 在 pyridine-SO3 complex 、 TEA 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 rac-8-(4-oxo-tetrahydro-pyran-3-yl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one
  参考文献：
  名称：

  Discovery of N-(2-hydroxy-2-aryl-cyclohexyl) substituted spiropiperidines as GlyT1 antagonists with improved pharmacological profile

  摘要：

  During SAR exploration of N-(2-aryl-cyclohexyl) substituted spiropiperidine as GlyT1 inhibitors, it was found that introduction of an hydroxy group in position 2 of the cyclohexyl residue considerably improves the pharmacological profile. In particular, reduction of the binding affinity at the nociceptin/orphanin FQ peptide and the mu opioid receptors was achieved. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.067
• 作为产物：
  描述：

  1,5:3,4-二去氢-2-脱氧戊糖醇 、 1-苯基-1,3,8-三唑螺环(4,5)十烷-4-酮 以 乙醇 为溶剂， 生成 8-(3-Hydroxyoxan-4-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one 、 8-(4-Hydroxyoxan-3-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
  参考文献：
  名称：

  Discovery of N-(2-hydroxy-2-aryl-cyclohexyl) substituted spiropiperidines as GlyT1 antagonists with improved pharmacological profile

  摘要：

  During SAR exploration of N-(2-aryl-cyclohexyl) substituted spiropiperidine as GlyT1 inhibitors, it was found that introduction of an hydroxy group in position 2 of the cyclohexyl residue considerably improves the pharmacological profile. In particular, reduction of the binding affinity at the nociceptin/orphanin FQ peptide and the mu opioid receptors was achieved. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.067