9-azido-6,8-dichloro-1,2,3,4-tetrahydroacridine | 365533-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-azido-6,8-dichloro-1,2,3,4-tetrahydroacridine
• CAS: 365533-83-1
• 化学式: C₁₃H₁₀Cl₂N₄
• 分子量: 293.155
• InChiKey: FPXJCWJKEXOLTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.36
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  61.65
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  9-azido-6,8-dichloro-1,2,3,4-tetrahydroacridine 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 6,8-Dichloro-1,2,3,4-tetrahydroacridin-9-amine
  参考文献：
  名称：

  Novel and potent tacrine-related hetero- and homobivalent ligands for acetylcholinesterase and butyrylcholinesterase

  摘要：

  Based upon synthetic and biochemical results, a novel and potent tacrine analogue and heterobivalent analogues of tacrine, were designed. The role played by the amino groups of homo- and heterobivalent ligands in the interaction with the peripheral and catalytic sites of AChE and BuChE were investigated. The syntheses of these materials together with the results of AChE/BuChE inhibition assays are detailed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00294-3
• 作为产物：
  描述：

  ethyl 2-oxocyclohexanecarboxilate 在 sodium azide 、 三氯氧磷 作用下， 以 二苯醚 、 乙醇 、 水 为溶剂， 反应 29.17h， 生成 9-azido-6,8-dichloro-1,2,3,4-tetrahydroacridine
  参考文献：
  名称：

  Specific Targeting of Acetylcholinesterase and Butyrylcholinesterase Recognition Sites. Rational Design of Novel, Selective, and Highly Potent Cholinesterase Inhibitors

  摘要：

  Tacrine-based AChE and BuChE inhibitors were designed by investigating the topology of the active site gorge of the two enzymes. The homobivalent ligands characterized by a nitrogen-bridged atom at the tether level could be considered among the most potent and selective cholinesterase inhibitors described to date. The nitrogen-containing homobivalent ligands 3e,g and the sulfur-containing 3h validated the hypothesis of extra sites of interaction in the AChE and BuChE active site gorges.

  DOI：

  10.1021/jm0255668