4-[hydroxy(diphenyl)methyl]-1-(4-phenylbutyl)-1-azoniabicyclo[2.2.2]octane bromide | 1138467-95-4

• 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: 4-[hydroxy(diphenyl)methyl]-1-(4-phenylbutyl)-1-azoniabicyclo[2.2.2]octane bromide
• 英文别名: Diphenyl-[1-(4-phenylbutyl)-1-azoniabicyclo[2.2.2]octan-4-yl]methanol;bromide
• CAS: 1138467-95-4
• 化学式: Br*C₃₀H₃₆NO
• 分子量: 506.526
• InChiKey: TUOUSRXPEXGSJA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二苯基(奎宁环-4-基)甲醇 、 4-苯基-1-丁基溴 以 氯仿 、 乙腈 为溶剂， 反应 16.0h， 以66.6%的产率得到4-[hydroxy(diphenyl)methyl]-1-(4-phenylbutyl)-1-azoniabicyclo[2.2.2]octane bromide
  参考文献：
  名称：

  Discovery of Novel 1-Azoniabicyclo[2.2.2]octane Muscarinic Acetylcholine Receptor Antagonists

  摘要：

  A novel 4-hydroxyl(diphenyl)methyl substituted quinuclidine series was discovered as a very promising class of muscarinic antagonists. The structure-activity relationships of the connectivity of the diphenyl moiety to the quinuclidine core and around the ring nitrogen side chain are described. Computational docking studies using an homology model of the M-3 receptor readily explained the observed structure-activity relationship of the various compounds. Compound 14o was identified as a very potent, slowly reversible M-3 antagonist with a very long in vivo duration of bronchoprotection.

  DOI：

  10.1021/jm801601v

文献信息

• Discovery of Novel 1-Azoniabicyclo[2.2.2]octane Muscarinic Acetylcholine Receptor Antagonists
  作者：Dramane I. Lainé、Brent McCleland、Sonia Thomas、Christopher Neipp、Brian Underwood、Jeremy Dufour、Katherine L. Widdowson、Michael R. Palovich、Frank E. Blaney、James J. Foley、Edward F. Webb、Mark A. Luttmann、Miriam Burman、Kristen Belmonte、Michael Salmon

  DOI：10.1021/jm801601v

  日期：2009.4.23

  A novel 4-hydroxyl(diphenyl)methyl substituted quinuclidine series was discovered as a very promising class of muscarinic antagonists. The structure-activity relationships of the connectivity of the diphenyl moiety to the quinuclidine core and around the ring nitrogen side chain are described. Computational docking studies using an homology model of the M-3 receptor readily explained the observed structure-activity relationship of the various compounds. Compound 14o was identified as a very potent, slowly reversible M-3 antagonist with a very long in vivo duration of bronchoprotection.