(4-piperidinylphenyl)-1-carbamic acid 3,3-diethyl-4,5-dihydro-2-oxo-(3H)furan-5-ylmethyl ester | 1226878-71-2

• 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-piperidinylphenyl)-1-carbamic acid 3,3-diethyl-4,5-dihydro-2-oxo-(3H)furan-5-ylmethyl ester
• 英文别名: (4,4-diethyl-5-oxooxolan-2-yl)methyl N-(4-piperidin-1-ylphenyl)carbamate
• CAS: 1226878-71-2
• 化学式: C₂₁H₃₀N₂O₄
• 分子量: 374.48
• InChiKey: NNXSNWTVWSFEKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,3-diethyl-4,5-dihydro-5-(hydroxymethyl)-2(3H)-furanone 、 1-(4-异氰酰基苯基)哌啶 以 二氯甲烷 为溶剂， 以52.66%的产率得到(4-piperidinylphenyl)-1-carbamic acid 3,3-diethyl-4,5-dihydro-2-oxo-(3H)furan-5-ylmethyl ester
  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.