methanesulfonic acid 4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzyl ester | 1312772-96-5

• 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: methanesulfonic acid 4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzyl ester
• 英文别名: [4-[6-(p-Tolyl)-1,2,4,5-tetraoxan-3-yl]phenyl]methyl methanesulfonate；[4-[6-(4-methylphenyl)-1,2,4,5-tetraoxan-3-yl]phenyl]methyl methanesulfonate
• CAS: 1312772-96-5
• 化学式: C₁₇H₁₈O₇S
• 分子量: 366.392
• InChiKey: AUEAPDZMJGWGSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  88.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methanesulfonic acid 4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzyl ester 、 3-氨基苯酚 以 四氢呋喃 为溶剂， 反应 18.0h， 以43%的产率得到3-[4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzylamino]phenol
  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：

  对甲基苯甲醛 在 sodium tetrahydroborate 、 MeReO₃ 、 双氧水 、 三乙胺 作用下， 以 四氢呋喃 、 2,2,2-三氟乙醇 、 水 为溶剂， 反应 11.0h， 生成 methanesulfonic acid 4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzyl ester
  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