16,31,50-Trimethyl-2,28-dithia-13,17,30,34,47,51,52,53-octazatetracyclo[46.3.1.113,17.129,33]tetrapentaconta-1(51),15,29,31,33(53),48(52),49-heptaene-14,54-dione | 1336915-77-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 16,31,50-Trimethyl-2,28-dithia-13,17,30,34,47,51,52,53-octazatetracyclo[46.3.1.113,17.129,33]tetrapentaconta-1(51),15,29,31,33(53),48(52),49-heptaene-14,54-dione
• CAS: 1336915-77-5
• 化学式: C₄₇H₇₈N₈O₂S₂
• 分子量: 851.321
• InChiKey: UVTKOYBZLVSLIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  59
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  167
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  16,31,50-Trimethyl-2,28-dithia-13,17,30,34,47,51,52,53-octazatetracyclo[46.3.1.113,17.129,33]tetrapentaconta-1(51),15,29,31,33(53),48(52),49-heptaene-14,54-dione 、 对甲苯磺酸甲酯 反应 7.0h， 以91%的产率得到
  参考文献：
  名称：

  Antimicrobial activity of pyrimidinophanes with thiocytosine and uracil moieties

  摘要：

  Reactions of pyrimidinophanes with two 6-methylthiocytosine and one 5(6)-alkyluracil moieties bridged with each other by polymethylene spacers with methyl or nonyl p-toluenesulfonate, p-toluenesulfonic acid, methanesulfonate and trifluorosulfonate afforded amphiphilic macrocyclic bis-p-toluene-, methane- and trifluorosulfonates. Despite the presence of several reaction centers in the initial pyrimidinophane molecules, protonation and methylation occurred only at the N-1 atom (with quaternization) of the 6-methylthiocytosine moieties. The bacteriostatic and fungistatic activity of the products was estimated. Macrocyclic tosylates exhibit a remarkable selectivity towards Staphylococcus aureus, with MIC values comparable with a reference drug. Bacteriostatic activity of the amphiphilic pyrimiclinophanes depends on the size of the macrocycles, and the highest activity corresponds to definite lengths of polymethylene bridges. Besides, the antimicrobial activity of the screened pyrimidine derivatives depends on their topology. While macrocyclic tosylates are more active against bacteria than against fungi, acyclic tosylate with the same structural fragments shows a dramatical decrease of MIC towards mold and yeast with respect to the corresponding macrocycle. It is found that macrocyclic and acyclic tosylates in high dilutions decrease the extracellular lipase activity. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.034
• 作为产物：
  描述：

  、 1,3-bis(10-bromodecyl)-6-methylpyrimidin-2,4(1H,3H)-dione 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 以16%的产率得到16,31,50-Trimethyl-2,28-dithia-13,17,30,34,47,51,52,53-octazatetracyclo[46.3.1.113,17.129,33]tetrapentaconta-1(51),15,29,31,33(53),48(52),49-heptaene-14,54-dione
  参考文献：
  名称：

  Antimicrobial activity of pyrimidinophanes with thiocytosine and uracil moieties

  摘要：

  Reactions of pyrimidinophanes with two 6-methylthiocytosine and one 5(6)-alkyluracil moieties bridged with each other by polymethylene spacers with methyl or nonyl p-toluenesulfonate, p-toluenesulfonic acid, methanesulfonate and trifluorosulfonate afforded amphiphilic macrocyclic bis-p-toluene-, methane- and trifluorosulfonates. Despite the presence of several reaction centers in the initial pyrimidinophane molecules, protonation and methylation occurred only at the N-1 atom (with quaternization) of the 6-methylthiocytosine moieties. The bacteriostatic and fungistatic activity of the products was estimated. Macrocyclic tosylates exhibit a remarkable selectivity towards Staphylococcus aureus, with MIC values comparable with a reference drug. Bacteriostatic activity of the amphiphilic pyrimiclinophanes depends on the size of the macrocycles, and the highest activity corresponds to definite lengths of polymethylene bridges. Besides, the antimicrobial activity of the screened pyrimidine derivatives depends on their topology. While macrocyclic tosylates are more active against bacteria than against fungi, acyclic tosylate with the same structural fragments shows a dramatical decrease of MIC towards mold and yeast with respect to the corresponding macrocycle. It is found that macrocyclic and acyclic tosylates in high dilutions decrease the extracellular lipase activity. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.034