3,6-Bis(2-methylphenyl)-1,2,4,5-tetraoxane | 1018987-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,6-Bis(2-methylphenyl)-1,2,4,5-tetraoxane
• CAS: 1018987-81-9
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: SMZYTUHRQBJUMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2-甲基苯甲醛 在 甲基三氧化铼(VII) 双氧水 、 tetrafluoroboric acid 作用下， 以 2,2,2-三氟乙醇 、 乙醚 为溶剂， 反应 3.0h， 以19%的产率得到3,6-Bis(2-methylphenyl)-1,2,4,5-tetraoxane
  参考文献：
  名称：

  对称和不对称取代的四恶烷的合成，热稳定性和抗疟活性。

  摘要：

  对称和不对称取代的1,2,4,5-四恶烷由MeReO（3）作为催化剂的氧化系统H（2）O（2）/ TFE合成。对所有合成的化合物进行光谱表征，并评估其细胞毒性和抗疟活性。这些四恶烷中的几种表现出体外抗疟活性，而没有显示任何细胞毒性。通过差示扫描量热法研究了这些化合物的热稳定性。

  DOI：

  10.1016/j.bmcl.2007.12.069

文献信息

• Synthesis and in vitro antimalarial activity of tetraoxane-amine/amide conjugates
  作者：Nitin Kumar、Shabana I. Khan、Himanshu Atheaya、Ritu Mamgain、Diwan S. Rawat

  DOI：10.1016/j.ejmech.2011.04.002

  日期：2011.7

  A series of tetraoxanes, tetraoxane-amine and tetraoxane-amide conjugates have been synthesized and screened for in vitro antimalarial activity against chloroquine-sensitive and chloroquine-resistant strains of Plasmodium falciparum. Most of the conjugates showed slightly better antimalarial activity than the parent tetraoxanes. Three of the conjugate compounds were potentially active with IC(50) values in the range of 0.38-0.80 mu M. Cytotoxicity of four selected compounds was also evaluated in a panel of four cancer (SK-MEL, KB, BT-549, SK-OV-3) and two non-cancer (Vero and LLC-PK(11)) cell lines up to a concentration of 25 mu M and none of the compounds was found toxic to any of the cells. (C) 2011 Elsevier Masson SAS. All rights reserved.
• 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.
• Synthesis, thermal stability, antimalarial activity of symmetrically and asymmetrically substituted tetraoxanes
  作者：Himanshu Atheaya、Shabana I. Khan、Ritu Mamgain、Diwan S. Rawat

  DOI：10.1016/j.bmcl.2007.12.069

  日期：2008.2

  asymmetrically substituted 1,2,4,5-tetraoxanes were synthesized by the oxidative system H(2)O(2)/TFE in presence of MeReO(3) as a catalyst. All of the synthesized compounds were characterized spectroscopically, and evaluated for cytotoxicity, and antimalarial activity. Several of these tetraoxanes exhibited in vitro antimalarial activity without showing any cytotoxicity. Thermal stability of these compounds

  对称和不对称取代的1,2,4,5-四恶烷由MeReO（3）作为催化剂的氧化系统H（2）O（2）/ TFE合成。对所有合成的化合物进行光谱表征，并评估其细胞毒性和抗疟活性。这些四恶烷中的几种表现出体外抗疟活性，而没有显示任何细胞毒性。通过差示扫描量热法研究了这些化合物的热稳定性。