2-hexanoxy-3-(E-4-(para-chlorophenyl)-cyclohexyl)-1,4-naphthoquinone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hexanoxy-3-(E-4-(para-chlorophenyl)-cyclohexyl)-1,4-naphthoquinone
• 英文别名: 2-[4-(4-Chlorophenyl)cyclohexyl]-3-hexoxynaphthalene-1,4-dione
• 化学式: C₂₈H₃₁ClO₃
• 分子量: 451.005
• InChiKey: OCYIBNGPNBNCKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-氯己烷 、 trans-atovaquone 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 14.5h， 以30%的产率得到2-hexanoxy-3-(E-4-(para-chlorophenyl)-cyclohexyl)-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis and antimalarial activity of new atovaquone derivatives

  摘要：

  In this paper we describe the design and synthesis of 18 derivatives of the antimicrobial atovaquone which were substituted at the 3-hydroxy group by ester and ether functions. The compounds were evaluated in vitro for their activity against the growth of Plasmodium falciparum, the malaria causing parasite. All the compounds showed potent activity, with IC50 values in the range of 1.25-50 nM, comparable to those of atovaquone and much higher than chloroquine or quinine. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.07.021

文献信息

• Synthesis and antimalarial activity of new atovaquone derivatives
  作者：Salomé El Hage、Michèle Ane、Jean-Luc Stigliani、Maynadier Marjorie、Henri Vial、Geneviève Baziard-Mouysset、Marc Payard

  DOI：10.1016/j.ejmech.2009.07.021

  日期：2009.11

  In this paper we describe the design and synthesis of 18 derivatives of the antimicrobial atovaquone which were substituted at the 3-hydroxy group by ester and ether functions. The compounds were evaluated in vitro for their activity against the growth of Plasmodium falciparum, the malaria causing parasite. All the compounds showed potent activity, with IC50 values in the range of 1.25-50 nM, comparable to those of atovaquone and much higher than chloroquine or quinine. (C) 2009 Elsevier Masson SAS. All rights reserved.