五氟异烟酸苯酯 | 360574-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 五氟异烟酸苯酯
• 英文名称: isonicotinic acid pentafluorophenyl ester
• 英文别名: Pentafluorophenyl pyridine-4-carboxylate；(2,3,4,5,6-pentafluorophenyl) pyridine-4-carboxylate
• CAS: 360574-34-1
• 化学式: C₁₂H₄F₅NO₂
• 分子量: 289.161
• InChiKey: SECUXNAZTVWKIT-UHFFFAOYSA-N

物化性质

• 熔点：
  47.5 °C
• 沸点：
  398.5±42.0 °C(Predicted)
• 密度：
  1.545±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  per(2,3-di-O-methyl)-α-cyclodextrin 、 五氟异烟酸苯酯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 24.0h， 以47%的产率得到per-2,3-di-O-methyl-6-O-(para-pyridinyl)carboxyl-α-cyclodextrin
  参考文献：
  名称：

  Cyclodextrin-Templated Porphyrin Nanorings

  摘要：

  Abstractα‐ and β‐Cyclodextrins have been used as scaffolds for the synthesis of six‐ and seven‐legged templates by functionalizing every primary CH2OH with a 4‐pyridyl moiety. Although these templates are flexible, they are very effective for directing the synthesis of macrocyclic porphyrin oligomers consisting of six or seven porphyrin units. The transfer of chirality from the cyclodextrin templates to their nanoring hosts is evident from NMR and circular dichroism spectroscopy. Surprisingly, the mean effective molarity for binding the flexible α‐cyclodextrin‐based template within the six‐porphyrin nanoring (74 M) is almost as high as for the previously studied rigid hexadentate template (180 M). The discovery that flexible templates are effective in this system, and the availability of a template with a prime number of binding sites, open up many possibilities for the template‐directed synthesis of larger macrocycles.

  DOI：

  10.1002/anie.201402917
• 作为产物：
  描述：

  异烟酸 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 五氟异烟酸苯酯
  参考文献：
  名称：

  一种合成异烟酸和吡啶甲酸活性酯的简单方法

  摘要：

  报道了从相应的酸制备异烟酸和吡啶甲酸的对硝基苯基-、N-羟基琥珀酰亚胺基-和五氟苯基酯的方法。

  DOI：

  10.3390/60100047

文献信息

• A Complex Comprising a Cyanine Dye Rotaxane and a Porphyrin Nanoring as a Model Light‐Harvesting System
  作者：Jiratheep Pruchyathamkorn、William J. Kendrick、Andrew T. Frawley、Andrea Mattioni、Felipe Caycedo‐Soler、Susana F. Huelga、Martin B. Plenio、Harry L. Anderson

  DOI：10.1002/anie.202006644

  日期：2020.9.14

  A nanoring‐rotaxane supramolecular assembly with a Cy7 cyanine dye (hexamethylindotricarbocyanine) threaded along the axis of the nanoring was synthesized as a model for the energy transfer between the light‐harvesting complex LH1 and the reaction center in purple bacteria photosynthesis. The complex displays efficient energy transfer from the central cyanine dye to the surrounding zinc porphyrin nanoring

  合成了具有沿纳米环轴延伸的 Cy7 花青染料（六甲基吲哚三碳花青）的纳米环-轮烷超分子组装体，作为光捕获复合物 LH1 与紫色细菌光合作用反应中心之间能量转移的模型。该复合物表现出从中心花青染料到周围锌卟啉纳米环的有效能量转移。我们提出了一个理论模型，可以重现纳米环的吸收光谱并量化纳米环和中心染料之间的激子耦合，从而解释有效的能量转移并证明与结构相关的自然光捕获系统的相似性。
• Synthesis, Structure−Activity Relationships, and Pharmacological Profile of 9-Amino-4-oxo-1-phenyl-3,4,6,7-tetrahydro[1,4]diazepino[6,7,1-<i>h</i><i>i</i>]indoles:  Discovery of Potent, Selective Phosphodiesterase Type 4 Inhibitors
  作者：Catherine Burnouf、Eric Auclair、Nadine Avenel、Bernadette Bertin、Christèle Bigot、Alain Calvet、Kam Chan、Corinne Durand、Veronique Fasquelle、Frédéric Féru、Richard Gilbertsen、Henry Jacobelli、Adel Kebsi、Emmanuelle Lallier、Jacquie Maignel、Brigitte Martin、Stéphane Milano、Malika Ouagued、Yves Pascal、Marie-Pierre Pruniaux、Jocelyne Puaud、Marie-Noëlle Rocher、Christophe Terrasse、Roger Wrigglesworth、Annette M. Doherty

  DOI：10.1021/jm000315p

  日期：2000.12.1

  The synthesis, structure-activity relationships, and biological properties of a novel series of; potent and selective phosphodiesterase type 4 (PDE4) inhibitors are described. These new aminodiazepinoindoles displayed in vitro PDE4 activity with submicromolar IC50 values and PDE4 selectivity vs PDE1, -3, and -5. Specifically, one compound (CI-1044, 10e) provided efficient in vitro inhibition of TNF alpha release from hPBMC and; hWB with IC50:values of 0.34 and 0.84 muM, respectively. This compound was found to exhibit potent in vivo activity in antigen-induced eosinophil recruitment in Brown-Norway rats (ED50 = 3.2 mg/kg po) and in production of TNF alpha in Wistar fats (ED50 = 2.8; mg/kg po). No emetic side effects at therapeutic doses were observed in ferrets.
• Convenient syntheses of 1,1,1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers
  作者：L.A. Babadzhanova、N.V. Kirij、Yu.L. Yagupolskii、W. Tyrra、D. Naumann

  DOI：10.1016/j.tet.2004.12.023

  日期：2005.2

  A new convenient synthetic procedure to obtain various 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers has been worked out starting from anhydrides or activated esters of carboxylic acids and trimethyl(trifluoromethyl)silane in the presence of tetramethylammonium fluoride. Conditions for the selective formation of 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols as well as the trimethylsilyl derivatives have been found. (C) 2004 Elsevier Ltd. All rights reserved.