2-(4-chloro-phenyl)-3-cyclopropylmethoxy-2H-pyrazolo[4,3-c]quinoline | 1118100-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-chloro-phenyl)-3-cyclopropylmethoxy-2H-pyrazolo[4,3-c]quinoline
• 英文别名: 2-(4-chlorophenyl)-3-(cyclopropylmethoxy)-2H-pyrazolo[4,3-c]quinoline；2-(4-chlorophenyl)-3-(cyclopropylmethoxy)pyrazolo[4,3-c]quinoline
• CAS: 1118100-38-1
• 化学式: C₂₀H₁₆ClN₃O
• 分子量: 349.82
• InChiKey: NFINWJGHOWQVKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  羟甲基环丙烷 、 CGS-9896 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.5h， 以66%的产率得到2-(4-chloro-phenyl)-3-cyclopropylmethoxy-2H-pyrazolo[4,3-c]quinoline
  参考文献：
  名称：

  Exploring subtype selectivity and metabolic stability of a novel series of ligands for the benzodiazepine binding site of the GABAA receptor

  摘要：

  A novel series of agonists at the benzodiazepine binding site of the GABA(A) receptor was prepared by functionalizing a known template. Adding substituents to the pyrazolone-oxygen of CGS-9896 led to a number of compounds with selectivities for either alpha 2- or alpha 1- containing GABA(A) receptor subtypes offering an entry into indications such as anxiety and insomnia. In this communication, structure- activity relationship and efforts to increase in vitro stabilities are discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.107

文献信息

• Exploring subtype selectivity and metabolic stability of a novel series of ligands for the benzodiazepine binding site of the GABAA receptor
  作者：Samuel Hintermann、Konstanze Hurth、Joachim Nozulak、Marina Tintelnot-Blomley、Reiner Aichholz、Joachim Blanz、Klemens Kaupmann、Johannes Mosbacher

  DOI：10.1016/j.bmcl.2010.12.107

  日期：2011.3

  A novel series of agonists at the benzodiazepine binding site of the GABA(A) receptor was prepared by functionalizing a known template. Adding substituents to the pyrazolone-oxygen of CGS-9896 led to a number of compounds with selectivities for either alpha 2- or alpha 1- containing GABA(A) receptor subtypes offering an entry into indications such as anxiety and insomnia. In this communication, structure- activity relationship and efforts to increase in vitro stabilities are discussed. (C) 2011 Elsevier Ltd. All rights reserved.