1-(2-Pentyloxy-quinolin-3-yl)-but-3-yn-1-ol | 868526-60-7

• 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: 1-(2-Pentyloxy-quinolin-3-yl)-but-3-yn-1-ol
• CAS: 868526-60-7
• 化学式: C₁₈H₂₁NO₂
• 分子量: 283.37
• InChiKey: IBYMGMHEFXLWEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  42.35
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-Pentyloxy-quinolin-3-yl)-but-3-yn-1-ol 在 咪唑 、 lithium hydroxide 、 sodium tetrahydroborate 、 正丁基锂 、 四丁基氟化铵 、 氢气 、 nickel diacetate 、 草酸 作用下， 以 四氢呋喃 、 甲醇 、 六甲基磷酰三胺 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 (Z)-8-Hydroxy-8-(2-pentyloxy-quinolin-3-yl)-oct-5-enoic acid
  参考文献：
  名称：

  Synthesis of new carbo- and heterocyclic analogues of 8-HETE and evaluation of their activity towards the PPARs

  摘要：

  A new class of dual PPARs alpha and gamma agonists was developed. These compounds are structural analogues of the arachidonic acid metabolite, the 8-(S)-HETE. A versatile strategy has been introduced to prepare the target molecules having different carbo- and heterocyclic cores and to modulate the unsaturations on the side chains. Their affinity towards the PPARs alpha and gamma receptors is reported, together with their transactivation percentage. Most of these derivatives have a good activity as dual agonists but the quinoline-derived products appear as the most promising compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.049
• 作为产物：
  描述：

  quinoline-3-carboxaldehyde dimethylacetal 在 腺苷-5'-O-(1-硫代三磷酸酯) 、 sodium hydride 、 magnesium 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 乙醚 为溶剂， 反应 0.33h， 生成 1-(2-Pentyloxy-quinolin-3-yl)-but-3-yn-1-ol
  参考文献：
  名称：

  Synthesis of new carbo- and heterocyclic analogues of 8-HETE and evaluation of their activity towards the PPARs

  摘要：

  A new class of dual PPARs alpha and gamma agonists was developed. These compounds are structural analogues of the arachidonic acid metabolite, the 8-(S)-HETE. A versatile strategy has been introduced to prepare the target molecules having different carbo- and heterocyclic cores and to modulate the unsaturations on the side chains. Their affinity towards the PPARs alpha and gamma receptors is reported, together with their transactivation percentage. Most of these derivatives have a good activity as dual agonists but the quinoline-derived products appear as the most promising compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.049