1-(2-hexanoylaminophenyl)pyrrole | 666213-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(2-hexanoylaminophenyl)pyrrole
• 英文别名: N-(2-pyrrol-1-ylphenyl)hexanamide
• CAS: 666213-04-3
• 化学式: C₁₆H₂₀N₂O
• 分子量: 256.348
• InChiKey: JAPAGRJGPLRRCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  443.6±28.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-hexanoylaminophenyl)pyrrole 在 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以61%的产率得到4-pentylpyrrolo[1,2-α]quinoxaline
  参考文献：
  名称：

  Synthesis, analytical behaviour and biological evaluation of new 4-substituted pyrrolo[1,2-a]quinoxalines as antileishmanial agents

  摘要：

  An original series of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives, new structural analogues of Galipea species quinoline alkaloids, was synthesized from various substituted 2-nitroanilines via multistep heterocyclizations and tested for in vitro antiparasitic activity upon Leishmania amazonensis and Leishmania infantum strains. Structure-activity relationships enlighten the importance of the 4-substituted alkenyl side chain on the pyrrolo[1,2-a]quinoxaline moiety to modulate the antileishmanial activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.068
• 作为产物：
  描述：

  1-(2-硝基苯基)吡咯 在 吡啶 、 bismuth(III) chloride 、 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 4.0h， 生成 1-(2-hexanoylaminophenyl)pyrrole
  参考文献：
  名称：

  Synthesis, analytical behaviour and biological evaluation of new 4-substituted pyrrolo[1,2-a]quinoxalines as antileishmanial agents

  摘要：

  An original series of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives, new structural analogues of Galipea species quinoline alkaloids, was synthesized from various substituted 2-nitroanilines via multistep heterocyclizations and tested for in vitro antiparasitic activity upon Leishmania amazonensis and Leishmania infantum strains. Structure-activity relationships enlighten the importance of the 4-substituted alkenyl side chain on the pyrrolo[1,2-a]quinoxaline moiety to modulate the antileishmanial activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.068

文献信息

• Synthesis, analytical behaviour and biological evaluation of new 4-substituted pyrrolo[1,2-a]quinoxalines as antileishmanial agents
  作者：Jean Guillon、Isabelle Forfar、Maria Mamani-Matsuda、Vanessa Desplat、Marion Saliège、Denis Thiolat、Stéphane Massip、Anais Tabourier、Jean-Michel Léger、Benoit Dufaure

  DOI：10.1016/j.bmc.2006.09.068

  日期：2007.1.1

  An original series of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives, new structural analogues of Galipea species quinoline alkaloids, was synthesized from various substituted 2-nitroanilines via multistep heterocyclizations and tested for in vitro antiparasitic activity upon Leishmania amazonensis and Leishmania infantum strains. Structure-activity relationships enlighten the importance of the 4-substituted alkenyl side chain on the pyrrolo[1,2-a]quinoxaline moiety to modulate the antileishmanial activity. (c) 2006 Elsevier Ltd. All rights reserved.