N-(2-propyn-1-yl)pyrene-1-sulfonamide | 1208365-46-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-(2-propyn-1-yl)pyrene-1-sulfonamide
• 英文别名: 1-N-(2-propynyl)pyrenesulfonamide
• CAS: 1208365-46-1
• 化学式: C₁₉H₁₃NO₂S
• 分子量: 319.384
• InChiKey: QOEHOKVRNAFWGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-propyn-1-yl)pyrene-1-sulfonamide 、 1-azido-4-tert-butylbenzene 在 triethylphosphite copper(I) iodide complex 作用下， 以 甲苯 为溶剂， 以86%的产率得到N-[[1-(4-tert-butylphenyl)triazol-4-yl]methyl]pyrene-1-sulfonamide
  参考文献：
  名称：

  A new pyrenyl-appended triazole for fluorescent recognition of Hg2+ ion in aqueous solution

  摘要：

  A new pyrenyl-appended triazole for fluorescent sensing of Hg2+, I, has been synthesized and characterized. Upon addition of Hg2+ to 1 in the acetonitrile aqueous solution, more than 80% of the initial fluorescence intensity of 1 was quenched, which allowed a selective and sensitive fluorescent detection of Hg(II) without any interference from other metal ions. H-1 NMR analysis revealed that the two sulfonamide and triazole groups of 1 played a critical role in the interactions with Hg2+ ion, which can be further proved by the density functional theory based theoretical calculation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.07.005
• 作为产物：
  描述：

  1-芘磺酰氯 、 炔丙胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(2-propyn-1-yl)pyrene-1-sulfonamide
  参考文献：
  名称：

  Inhibition of acetylcholinesterase by chromophore-linked fluorophosphonates

  摘要：

  Fluorophosphonate (FP) head groups were tethered to a variety of chromophores (C) via a triazole group and tested as FPC inhibitors of recombinant mouse (rMoAChE) and electric eel (EEAChE) acetylcholinesterase. The inhibitors showed bimolecular inhibition constants (k(i)) ranging from 0.3 x 10(5) M-1 min(1) to 10.4 x 10(5) M-1 min(1). When tested against rMoAChE, the dansyl FPC was 12.5-fold more potent than the corresponding inhibitor bearing a Texas Red as chromophore, whereas the Lissamine and dabsyl chromophores led to better anti-EEAChE inhibitors. Most inhibitors were equal or better inhibitors of rMoAChE than EEAChE. 3-Azidopropylfluorophosphonate, which served as one of the FP head groups, showed excellent inhibitory potency against both AChE's (congruent to 1 x 10(7) M-1 min(1)) indicating, in general, that addition of the chromophore reduced the overall anti-AChE activity. Covalent attachment of the dabsyl-FPC analog to rMoAChE was demonstrated using size exclusion chromatography and spectroscopic analysis, and visualized using molecular modeling. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.007

文献信息

• Fluorescent triazolium for sensing fluoride anions in semi-aqueous solution
  作者：Bin-Yong Wang、Zhi-Qiang Chen、Hongwei Huang、Qian-Yong Cao

  DOI：10.1039/c7ra08607e

  日期：——

  highly efficient receptor for fluoride anions. In an CH3CN–H2O competitive solution, this probe shows an exclusive fluorescence turn-off sensing of F− over other anions. 1H NMR titrations and density functional theory (DFT) calculations revealed that the triazolium (CH)+, sulfonamide NH and pyrenyl CH donors were involved in hydrogen bonding interactions with a F− anion to form a stable 1–F− complex

  合成了一种新的pyr加三唑鎓，并已探索出它是氟离子的高效受体。在一个CH 3 CN-H 2 ö有竞争力的解决方案，该探针节目异荧光关断的F传感-比其它阴离子。1个1 H NMR滴定和密度泛函理论（DFT）计算表明，三唑鎓（CH）+，磺酰胺NH基和芘基CH捐助者参与氢键相互作用与A F -阴离子以形成稳定的1 -F -复合物。此外，探针被成功应用于检测的F -从固态无机起源。