2-(4-chlorobutoxy)quinoline

• 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: 2-(4-chlorobutoxy)quinoline
• 化学式: C₁₃H₁₄ClNO
• 分子量: 235.713
• InChiKey: FKXPYDMYNONWCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-chlorobutoxy)quinoline 、 6,7-二甲氧基-1,2,3,4-四氢异喹啉 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以79%的产率得到2-(4-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)butoxy)quinoline
  参考文献：
  名称：

  Activity–lipophilicity relationship studies on P-gp ligands designed as simplified tariquidar bulky fragments

  摘要：

  A series of alkyloxyquinoline derivatives has been developed to evaluate the relationship between P-gp potency and lipophilicity. The results show a satisfactory lipophilicity-activity correlation although a series of derivatives showing higher P-gp potency is needed in order to confirm this hypothesis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.019
• 作为产物：
  描述：

  1,4-二氯丁烷 、 2-喹啉醇 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以60%的产率得到2-(4-chlorobutoxy)quinoline
  参考文献：
  名称：

  Activity–lipophilicity relationship studies on P-gp ligands designed as simplified tariquidar bulky fragments

  摘要：

  A series of alkyloxyquinoline derivatives has been developed to evaluate the relationship between P-gp potency and lipophilicity. The results show a satisfactory lipophilicity-activity correlation although a series of derivatives showing higher P-gp potency is needed in order to confirm this hypothesis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.019

文献信息

• Synthesis and SAR of highly potent and selective dopamine D3-receptor antagonists: Quinolin(di)one and benzazepin(di)one derivatives
  作者：Hervé Geneste、Gisela Backfisch、Wilfried Braje、Jürgen Delzer、Andreas Haupt、Charles W. Hutchins、Linda L. King、Wilfried Lubisch、Gerd Steiner、Hans-Jürgen Teschendorf、Liliane Unger、Wolfgang Wernet

  DOI：10.1016/j.bmcl.2005.10.035

  日期：2006.2

  The synthesis and SAR of novel and selective dopamine D3-receptor antagonists based on a 3,4-dihydro-1H-quinolin-2-one, a 1,3,4,5-tetrahydro-benzo[b]azepin-2-one, 1H-quinoline-2,4-dione or a 3,4-dihydro-1H-benzo[b]azepine-2,5-dione scaffold are discussed. A-706149 (2.15 mg/kg, po) antagonizes PD 128907-induced huddling deficits in rat, a social interaction paradigm. (c) 2005 Elsevier Ltd. All rights reserved.
• US6087365A
  申请人：——

  公开号：US6087365A

  公开（公告）日：2000-07-11