3,3-diethyl-5-[(4-(4-fluorobenzyl)piperazin-1-yl)methyl]dihydrofuran-2-one | 1453083-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3-diethyl-5-[(4-(4-fluorobenzyl)piperazin-1-yl)methyl]dihydrofuran-2-one
• CAS: 1453083-72-1
• 化学式: C₂₀H₂₉FN₂O₂
• 分子量: 348.461
• InChiKey: YLRFKFLOXMAMLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  32.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  ethyl 2,2-diethylpent-4-enoate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 48.0h， 生成 3,3-diethyl-5-[(4-(4-fluorobenzyl)piperazin-1-yl)methyl]dihydrofuran-2-one
  参考文献：
  名称：

  Homologation as a lead modification approach en route to a series of lactone-based muscarinic ligands

  摘要：

  Previous work identified the lactone ring as a useful scaffold for the design of muscarinic ligands and reported a lactone-based ligand with an IC50 of 340 nM. Using homologation as a lead modification approach, a new series of lactone-based compounds have been designed, synthesized, and screened in muscarinic binding assays. The approach provided a series of compounds with improved % inhibition values and identified the highest affinity lactone-based ligand reported to date. The results of these efforts and the structure-activity relationship for this series of lactones-based ligands are discussed.

  DOI：

  10.1007/s00044-013-0692-3