3-(4-isopropyl-phenyl)-6-p-tolyl-[1,2,4,5]tetraoxane | 1148055-56-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-(4-isopropyl-phenyl)-6-p-tolyl-[1,2,4,5]tetraoxane
• 英文别名: 3-(4-Methylphenyl)-6-(4-propan-2-ylphenyl)-1,2,4,5-tetraoxane
• CAS: 1148055-56-4
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: BQBFESUBYNUBBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (4-methylphenyl)methylene dihydroperoxide 、 4-异丙基苯甲醛 在 tetrafluoroboric acid diethyl ether 作用下， 以 乙腈 为溶剂， 生成 3-(4-isopropyl-phenyl)-6-p-tolyl-[1,2,4,5]tetraoxane
  参考文献：
  名称：

  Iodine-catalyzed one-pot synthesis and antimalarial activity evaluation of symmetrically and asymmetrically substituted 3,6-diphenyl[1,2,4,5]tetraoxanes

  摘要：

  A novel iodine-catalyzed one-pot synthesis of symmetrically and asymmetrically substituted 3,6-diphenyl[1,2,4,5] tetraoxanes is described. The synthetic protocol is general with substituted benzaldehydes and proceeds well under acidic conditions. Total 17 tetraoxanes have been prepared during this study and some of these compounds exhibit promising antimalarial activity. None of the compounds shows any toxicity against vero cells. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.103

文献信息

• Synthesis, antimalarial activity and cytotoxicity of substituted 3,6-diphenyl-[1,2,4,5]tetraoxanes
  作者：Nitin Kumar、Shabana I. Khan、Beena、G. Rajalakshmi、P. Kumaradhas、Diwan S. Rawat

  DOI：10.1016/j.bmc.2009.06.020

  日期：2009.8

  Substituted tetraoxanes with different substitution pattern on the aromatic ring were synthesized in order to explore the influence of different substituents in the antimalarial activity. Antimalarial activity of these compounds improves by the introduction of ethyl, iso-propyl or n-propyl groups in the aromatic ring but substitution with n-butyl or t-butyl leads decrease in antimalarial activity.

  为了探索不同取代基对抗疟活性的影响，合成了在芳香环上具有不同取代方式的取代四恶烷。这些化合物的抗疟活性通过引入乙基，改进了异-丙基或ñ在芳族环丙基基团，但取代具有Ñ丁基或吨丁基引线在抗疟疾活性降低。这些化合物中的一些表现出有希望的抗疟活性。没有一种化合物对维罗细胞和三种化合物有任何毒性（2a – 2c）针对六种细胞系进行了测试，这些化合物均未显示任何毒性。化合物2w的X射线晶体结构表明，四恶烷环为椅子构型，两个苯环均位于赤道位置。此外，还研究了FeCl 3介导的四恶烷（2a - 2c）的O-O键断裂。
• Iodine-catalyzed one-pot synthesis and antimalarial activity evaluation of symmetrically and asymmetrically substituted 3,6-diphenyl[1,2,4,5]tetraoxanes
  作者：Nitin Kumar、Shabana I. Khan、Mukul Sharma、Himanshu Atheaya、Diwan S. Rawat

  DOI：10.1016/j.bmcl.2009.01.103

  日期：2009.3

  A novel iodine-catalyzed one-pot synthesis of symmetrically and asymmetrically substituted 3,6-diphenyl[1,2,4,5] tetraoxanes is described. The synthetic protocol is general with substituted benzaldehydes and proceeds well under acidic conditions. Total 17 tetraoxanes have been prepared during this study and some of these compounds exhibit promising antimalarial activity. None of the compounds shows any toxicity against vero cells. (C) 2009 Elsevier Ltd. All rights reserved.