4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzoic acid | 1312773-21-9

• 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: 4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzoic acid
• 英文别名: 4-[6-(p-Tolyl)-1,2,4,5-tetraoxan-3-yl]benzoic acid；4-[6-(4-methylphenyl)-1,2,4,5-tetraoxan-3-yl]benzoic acid
• CAS: 1312773-21-9
• 化学式: C₁₆H₁₄O₆
• 分子量: 302.284
• InChiKey: QZDTZOWFHQPZSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzoic acid 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.75h， 生成 N-(7-aminoheptyl)-4-(6-p-tolyl-1,2,4,5-tetraoxan-3-yl)benzamide
  参考文献：
  名称：

  Synthesis and in vitro antimalarial activity of tetraoxane-amine/amide conjugates

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2011.04.002
• 作为产物：
  描述：

  4-(6-p-tolyl-[1,2,4,5]tetroxan-3-yl)-benzaldehyde 在 Jones reagent 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以82%的产率得到4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzoic acid
  参考文献：
  名称：

  Synthesis and in vitro antimalarial activity of tetraoxane-amine/amide conjugates

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2011.04.002

文献信息

• Synthesis and Antimalarial-Activity Evaluation of TetraoxaneTriazine Hybrids and Spiro[piperidine-4,3′-tetraoxanes]
  作者：Nitin Kumar、Shabana I. Khan、Diwan S. Rawat

  DOI：10.1002/hlca.201200015

  日期：2012.7

  A series of tetraoxanetriazine hybrids and spiro[piperidine‐4,3′‐tetraoxanes] have been synthesized, and all the compounds were screened for in vitro antimalarial activity against chloroquine‐sensitive (D6) and chloroquine‐resistant (W2) strains of Plasmodium falciparum. Most of the spiro[piperidine‐4,3′‐tetraoxanes] exhibited moderate to good antimalarial activities, and two compounds have shown

  已合成了一系列四恶烷三嗪杂化物和螺[哌啶-4,3'-四恶烷]，并筛选了所有化合物的体外抗疟原虫对氯喹敏感性（D6）和耐氯喹（W2）菌株的抗疟活性。恶性疟原虫。大部分螺[哌啶-4,3'- tetraoxanes]显示中等至良好抗疟疾活性，以及两个化合物显示出具有良好的抗疟疾活性IC 50点为0.30的范围的值至0.70μ中号对两种具有高选择性指数菌株对哺乳动物肾细胞系无细胞毒性。