1-(2,2-diphenyl-[1,3]dioxolan-4-ylmethyl)-piperidine | 4968-86-9

• 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: 1-(2,2-diphenyl-[1,3]dioxolan-4-ylmethyl)-piperidine
• 英文别名: 1-(2,2-Diphenyl-[1,3]dioxolan-4-ylmethyl)-piperidin；1-[(2,2-Diphenyl-1,3-dioxolan-4-yl)methyl]piperidine
• CAS: 4968-86-9
• 化学式: C₂₁H₂₅NO₂
• 分子量: 323.435
• InChiKey: KYZBKOVTRZKIGT-UHFFFAOYSA-N

物化性质

• 沸点：
  195-200 °C(Press: 2 Torr)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2,2-Diphenyl-[1,3]dioxolan-4-yl)-acetic acid 在 lithium aluminium tetrahydride 、 氯甲酸乙酯 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 6.5h， 生成 1-(2,2-diphenyl-[1,3]dioxolan-4-ylmethyl)-piperidine
  参考文献：
  名称：

  Synthesis and structure—activity relationship studies in a series of 2-substituted 1,3-dioxolanes modified at the cationic head

  摘要：

  To develop ligands that may be useful in exploring muscarinic receptor heterogeneity, we synthesized a series of analogues of 2,2-diphenyl-[1,3]-dioxolan-4-ylmethyl-dimethylamine oxalate and methiodide bearing a modified cationic head. These compounds, when tested on tissues containing the three subtypes M-1, M-2, and M-3, behaved as muscarinic antagonists whose results showed that different substituents on the quaternary and tertiary nitrogen affect affinity and selectivity in different ways. In particular, comparison of the affinities of these ligands with those of the reference compounds points out that compounds bearing an ethyl substituent improve the affinity of the molecule at the three subtypes, while compounds bearing a phenethyl substituent are more selective for the M-3 sites. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00017-5

文献信息

• Antispasmodics. X. 1,3-Dioxolanes and 1,3-Dioxanes
  作者：F. F. Blicke、Floyd E. Anderson

  DOI：10.1021/ja01127a037

  日期：1952.4
• Synthesis and structure—activity relationship studies in a series of 2-substituted 1,3-dioxolanes modified at the cationic head
  作者：P. Angeli、L. Brasili、M.L. Cingolani、G. Marucci、A. Piergentili、M. Pigini、W. Quaglia

  DOI：10.1016/s0968-0896(97)00017-5

  日期：1997.4

  To develop ligands that may be useful in exploring muscarinic receptor heterogeneity, we synthesized a series of analogues of 2,2-diphenyl-[1,3]-dioxolan-4-ylmethyl-dimethylamine oxalate and methiodide bearing a modified cationic head. These compounds, when tested on tissues containing the three subtypes M-1, M-2, and M-3, behaved as muscarinic antagonists whose results showed that different substituents on the quaternary and tertiary nitrogen affect affinity and selectivity in different ways. In particular, comparison of the affinities of these ligands with those of the reference compounds points out that compounds bearing an ethyl substituent improve the affinity of the molecule at the three subtypes, while compounds bearing a phenethyl substituent are more selective for the M-3 sites. (C) 1997 Published by Elsevier Science Ltd.