(6,6-diphenyl-1,4-dioxan-2-yl)-N,N-dimethylmethanamine | 1357157-37-9

• 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: (6,6-diphenyl-1,4-dioxan-2-yl)-N,N-dimethylmethanamine
• 英文别名: 1-(6,6-diphenyl-1,4-dioxan-2-yl)-N,N-dimethylmethanamine
• CAS: 1357157-37-9
• 化学式: C₁₉H₂₃NO₂
• 分子量: 297.397
• InChiKey: OANBYDFPBWKVGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (6,6-diphenyl-1,4-dioxan-2-yl)-N,N-dimethylmethanamine 、 碘甲烷 以 乙醚 为溶剂， 反应 24.0h， 生成 (6,6-diphenyl-1,4-dioxan-2-yl)-N,N,N-trimethylmethanaminium iodide
  参考文献：
  名称：

  1,4-Dioxane, a Suitable Scaffold for the Development of Novel M₃ Muscarinic Receptor Antagonists

  摘要：

  In this study the modulation of the pharmacological profile from agonist to antagonist was successfully obtained by replacing the methyl group in position 6 of the 1,4-dioxane scaffold of the potent M-2/M-3 muscarinic agonist 1 with bulkier groups. In particular, the 6,6-diphenyl substitution provided the potent M-3 preferring antagonist (+/-)-17, which in in vivo study proved to be effective in reducing the volume-induced contractions of rat urinary bladder and was devoid of cardiovascular effects.

  DOI：

  10.1021/jm2013216
• 作为产物：
  描述：

  6-(iodomethyl)-2,2-diphenyl-1,4-dioxane 、 二甲胺 以 苯 为溶剂， 反应 60.0h， 以80%的产率得到(6,6-diphenyl-1,4-dioxan-2-yl)-N,N-dimethylmethanamine
  参考文献：
  名称：

  1,4-Dioxane, a Suitable Scaffold for the Development of Novel M₃ Muscarinic Receptor Antagonists

  摘要：

  In this study the modulation of the pharmacological profile from agonist to antagonist was successfully obtained by replacing the methyl group in position 6 of the 1,4-dioxane scaffold of the potent M-2/M-3 muscarinic agonist 1 with bulkier groups. In particular, the 6,6-diphenyl substitution provided the potent M-3 preferring antagonist (+/-)-17, which in in vivo study proved to be effective in reducing the volume-induced contractions of rat urinary bladder and was devoid of cardiovascular effects.

  DOI：

  10.1021/jm2013216

文献信息

• 1,4-Dioxane, a Suitable Scaffold for the Development of Novel M₃ Muscarinic Receptor Antagonists
  作者：Fabio Del Bello、Elisabetta Barocelli、Simona Bertoni、Alessandro Bonifazi、Mercedes Camalli、Gaetano Campi、Mario Giannella、Rosanna Matucci、Marta Nesi、Maria Pigini、Wilma Quaglia、Alessandro Piergentili

  DOI：10.1021/jm2013216

  日期：2012.2.23

  In this study the modulation of the pharmacological profile from agonist to antagonist was successfully obtained by replacing the methyl group in position 6 of the 1,4-dioxane scaffold of the potent M-2/M-3 muscarinic agonist 1 with bulkier groups. In particular, the 6,6-diphenyl substitution provided the potent M-3 preferring antagonist (+/-)-17, which in in vivo study proved to be effective in reducing the volume-induced contractions of rat urinary bladder and was devoid of cardiovascular effects.