1,2-bis[2-(4-chloromethyl)thiazolyl]methyloxybenzene | 1010691-20-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-bis[2-(4-chloromethyl)thiazolyl]methyloxybenzene
• CAS: 1010691-20-9
• 化学式: C₁₆H₁₄Cl₂N₂O₂S₂
• 分子量: 401.337
• InChiKey: AFLTZKVPSKFIKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.24
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,2-bis[2-(4-chloromethyl)thiazolyl]methyloxybenzene 在 potassium carbonate 、 三氟乙酸 、 sodium iodide 作用下， 以 二氯甲烷 、 丁酮 为溶剂， 反应 19.0h， 生成 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
• 作为产物：
  描述：

  1,3-二氯丙酮 、 1,2-bis(thioamidomethyloxy)benzene 以 苯 为溶剂， 反应 20.0h， 以84%的产率得到1,2-bis[2-(4-chloromethyl)thiazolyl]methyloxybenzene
  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

文献信息

• Fluorescence Sensing Properties of Thiazolobenzo-crown Ether Incorporating Coumarin
  作者：Sang-Hoon Lee、Aasif Helal、Hong-Seok Kim

  DOI：10.5012/bkcs.2010.31.03.615

  日期：2010.3.20

  A new coumarin-thiazolobenzo-crown ether based fluorogenic chemosensor BTC (1) was reported. The ion-selective binding properties of 1 with different alkali, alkaline earth metals and transitional metals were investigated in an ethanol-DMSO system. BTC (1) showed the highest binding constant toward $Hg^2+}$ over $Ag^+$, $Pb^2+}$ and $Cu^2+}$.

  一种基于香豆素-噻唑苯并冠醚的新型荧光化学传感器BTC（1）被报道。在乙醇-二甲基亚砜体系中，研究了1与不同碱金属、碱土金属和过渡金属的离子选择性结合特性。BTC（1）对$Hg^2+}$的结合常数高于$Ag^+$、$Pb^2+}$和$Cu^2+}$。