N,N,N-trimethyl(5,5,6,6-tetramethyl-1,4-dioxan-2-yl)methanaminium iodide | 1202882-85-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N,N,N-trimethyl(5,5,6,6-tetramethyl-1,4-dioxan-2-yl)methanaminium iodide
• 英文别名: trimethyl-[(5,5,6,6-tetramethyl-1,4-dioxan-2-yl)methyl]azanium;iodide
• CAS: 1202882-85-6
• 化学式: C₁₂H₂₆NO₂*I
• 分子量: 343.248
• InChiKey: HHQWGXVMIJSVBU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.33
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  dimethyl(5,5,6,6-tetramethyl-[1,4]dioxan-2-ylmethyl)amine 、 碘甲烷 以 乙醚 为溶剂， 反应 24.0h， 生成 N,N,N-trimethyl(5,5,6,6-tetramethyl-1,4-dioxan-2-yl)methanaminium iodide
  参考文献：
  名称：

  Properly substituted 1,4-dioxane nucleus favours the selective M3 muscarinic receptor activation

  摘要：

  Novel analogues of cis-N,N,N-trimethyl-(6-methyl-1,4-dioxan-2-yl)methanaminium iodide (2a) were synthesized by inserting methyl groups alternatively or simultaneously in positions 5 and 6 of the 1,4-dioxane nucleus in all combinations. Their biological profile was assessed by receptor binding assays at human muscarinic M-1-M-5 receptors stably expressed in CHO cells and by functional studies performed on classical isolated organ preparations, namely, rabbit electrically stimulated vas deferens, and guinea pig electrically stimulated left atrium, ileum, and lung strips. The results showed that the simultaneous presence of one methyl group in both positions 5 and 6 with a trans stereochemical relationship with each other (diastereomers 4 and 5) or the geminal dimethylation in position 6 (compound 8) favour the selective activation of M-3 receptors. Compounds 4, 5, and 8 might be valuable tools in the characterization of the M-3 receptor, as well as provide useful information for the design and development of novel selective M3 antagonists. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.027