5-[[4-(1H-benzimidazol-2-yl)piperidin-1-yl]methyl]-3,3-diethyloxolan-2-one | 1226878-78-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-[[4-(1H-benzimidazol-2-yl)piperidin-1-yl]methyl]-3,3-diethyloxolan-2-one
• CAS: 1226878-78-9
• 化学式: C₂₁H₂₉N₃O₂
• 分子量: 355.48
• InChiKey: FXPSFBYHZCBQKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  58.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-哌啶)-1H-苯并咪唑 、 3,3-diethyl-5-(iodomethyl)dihydrofuran-2(3H)-one 以 四氢呋喃 为溶剂， 反应 48.0h， 以10.15%的产率得到5-[[4-(1H-benzimidazol-2-yl)piperidin-1-yl]methyl]-3,3-diethyloxolan-2-one
  参考文献：
  名称：

  Modifications to five-substituted 3,3-diethyl-4,5-dihydro-2(3H)-furanones en route to novel muscarinic receptor ligands

  摘要：

  Lead lactone-based ligands with modest affinity for muscarinic receptors were modified based on structure-activity relationship data in the literature to provide a new series of 5-substituted 4,5-dihydro-2(3H)-furanones. The modifications included the addition of various nitrogen-containing heterocycles attached to substituted and unsubstituted aromatic rings. The target compounds were synthesized in modest yields and evaluated in preliminary muscarinic binding assays. A lactone-based ligand containing a diphenylmethylpiperazine moiety was identified as a nonselective muscarinic ligand with IC(50) of 340 nM. The design of future ligands will be based, in part, on structure-activity data reported herein.

  DOI：

  10.1007/s00044-010-9349-7

文献信息

• Modifications to five-substituted 3,3-diethyl-4,5-dihydro-2(3H)-furanones en route to novel muscarinic receptor ligands
  作者：Richie R. Bhandare、Daniel J. Canney

  DOI：10.1007/s00044-010-9349-7

  日期：2011.6

  Lead lactone-based ligands with modest affinity for muscarinic receptors were modified based on structure-activity relationship data in the literature to provide a new series of 5-substituted 4,5-dihydro-2(3H)-furanones. The modifications included the addition of various nitrogen-containing heterocycles attached to substituted and unsubstituted aromatic rings. The target compounds were synthesized in modest yields and evaluated in preliminary muscarinic binding assays. A lactone-based ligand containing a diphenylmethylpiperazine moiety was identified as a nonselective muscarinic ligand with IC(50) of 340 nM. The design of future ligands will be based, in part, on structure-activity data reported herein.