2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethan-1-amine | 1010691-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethan-1-amine
• CAS: 1010691-22-1
• 化学式: C₂₄H₂₃N₃O₄S₂
• 分子量: 481.596
• InChiKey: KGTDUJRUTFAPJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  33.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  88.72
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethan-1-amine 、 2-(溴甲基)吡啶氢溴酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以61%的产率得到N-(pyridin-2-ylmethyl)-2-(3,10,17,24-tetraoxa-13,28-dithia-29,30-diazapentacyclo[24.2.1.112,15.04,9.018,23]triaconta-1(29),4,6,8,12(30),14,18(23),19,21,26-decaen-20-yl)ethanamine
  参考文献：
  名称：

  Molecular recognition of ω-amino acids by thiazolobenzocrown receptors: a GABA-selective ionophore

  摘要：

  Three new thiazolobenzocrown (TBC) ethers conjugated with picolinic acid, benzoic acid and pyridylmethyl were synthesised and their binding properties towards amino acids were assessed by 1H NMR titration and isothermal titration calorimety (ITC). The TBC-picolinic acid conjugate () showed a pronounced selectivity towards GABA by the 1H NMR titration, and the association constant for GABA had the largest value determined by ITC. The association constant of 4 for GABA was about 19 times higher than that of glycine.

  DOI：

  10.1080/10610278.2012.726731
• 作为产物：
  描述：

  tert-butyl (2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以70%的产率得到2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethan-1-amine
  参考文献：
  名称：

  Molecular recognition of ω-amino acids by thiazolobenzocrown receptors: a GABA-selective ionophore

  摘要：

  Three new thiazolobenzocrown (TBC) ethers conjugated with picolinic acid, benzoic acid and pyridylmethyl were synthesised and their binding properties towards amino acids were assessed by 1H NMR titration and isothermal titration calorimety (ITC). The TBC-picolinic acid conjugate () showed a pronounced selectivity towards GABA by the 1H NMR titration, and the association constant for GABA had the largest value determined by ITC. The association constant of 4 for GABA was about 19 times higher than that of glycine.

  DOI：

  10.1080/10610278.2012.726731