3α-succinyl-bis-N-ethyl-nortropane | 1019982-77-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: 3α-succinyl-bis-N-ethyl-nortropane
• CAS: 1019982-77-4
• 化学式: C₂₂H₃₆N₂O₄
• 分子量: 392.539
• InChiKey: OFFKZSGHNGBIJX-BVFILSHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  丁二酰氯 、 endo-8-ethyl-8-azabicyclo[3.2.1]octan-3-ol 在 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 以38%的产率得到3α-succinyl-bis-N-ethyl-nortropane
  参考文献：
  名称：

  Synthesis of (nor)tropeine (di)esters and allosteric modulation of glycine receptor binding

  摘要：

  (Hetero) aromatic mono- and diesters of tropine and nortropine were prepared. Modulation of [H-3] strychnine binding to glycine receptors of rat spinal cord was examined with a ternary allosteric model. The esters displaced [H-3] strychnine binding with nano- or micromolar potencies and strong negative cooperativity. Coplanarity and distance of the ester moieties of diesters affected the binding affinity being nanomolar for isophthaloyl-bistropane and nortropeines. Nortropisetron had the highest affinity (K-A similar to 10 nM). Two esters displayed negative cooperativity with glycine in displacement, while three esters of low-affinity and nor-tropisetron exerted positive cooperativity with glycine. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.097

文献信息

• Synthesis of (nor)tropeine (di)esters and allosteric modulation of glycine receptor binding
  作者：Gábor Maksay、Péter Nemes、Zoltán Vincze、Timea Bíró

  DOI：10.1016/j.bmc.2007.10.097

  日期：2008.2.15

  (Hetero) aromatic mono- and diesters of tropine and nortropine were prepared. Modulation of [H-3] strychnine binding to glycine receptors of rat spinal cord was examined with a ternary allosteric model. The esters displaced [H-3] strychnine binding with nano- or micromolar potencies and strong negative cooperativity. Coplanarity and distance of the ester moieties of diesters affected the binding affinity being nanomolar for isophthaloyl-bistropane and nortropeines. Nortropisetron had the highest affinity (K-A similar to 10 nM). Two esters displayed negative cooperativity with glycine in displacement, while three esters of low-affinity and nor-tropisetron exerted positive cooperativity with glycine. (c) 2007 Elsevier Ltd. All rights reserved.