4,4'-bis[5-pentafluoroethyl-4-(4-pyridyl)oxazolyl]biphenyl

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4'-bis[5-pentafluoroethyl-4-(4-pyridyl)oxazolyl]biphenyl
• 英文别名: 4,4'-Bis[5-(pentafluoroethyl)-4-(4-pyridyl)-2-oxazolyl]biphenyl；5-(1,1,2,2,2-pentafluoroethyl)-2-[4-[4-[5-(1,1,2,2,2-pentafluoroethyl)-4-pyridin-4-yl-1,3-oxazol-2-yl]phenyl]phenyl]-4-pyridin-4-yl-1,3-oxazole
• 化学式: C₃₂H₁₆F₁₀N₄O₂
• 分子量: 678.489
• InChiKey: RXYOTTZEDTVIGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  48
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  2-氯乙醇 、 4,4'-bis[5-pentafluoroethyl-4-(4-pyridyl)oxazolyl]biphenyl 以 异丙醇 为溶剂， 反应 2.0h， 以70%的产率得到4,4'-bis[5-pentafluoroethyl-4-(1-(2-hydroxyethyl)pyridinium-4-yl)oxazol-2-yl]biphenyl dichloride
  参考文献：
  名称：

  Synthesis and biological activity of new bispyridinium salts of 4,4′-bispyridyl-5,5′-perfluoroalkyl-2,2′-bisoxazoles

  摘要：

  A series of bispyridinium compounds were synthesized by a short sequence of reactions from symmetric diamides. All compounds were tested for their antiproliferative activity against HT-29, a cell line derived from a human colon adenocarcinoma, and their inhibitory activity against choline kinase (ChoK), a novel anticancer molecular target already in clinical trials. Most of the compounds analyzed showed good antiproliferative activities, in the micromolar range, with the identification of promising lead molecules as a new family of potential inhibitors of ChoK. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.046
• 作为产物：
  描述：

  4,4'-苯偶酰氯 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 4,4'-bis[5-pentafluoroethyl-4-(4-pyridyl)oxazolyl]biphenyl
  参考文献：
  名称：

  Synthesis and biological activity of new bispyridinium salts of 4,4′-bispyridyl-5,5′-perfluoroalkyl-2,2′-bisoxazoles

  摘要：

  A series of bispyridinium compounds were synthesized by a short sequence of reactions from symmetric diamides. All compounds were tested for their antiproliferative activity against HT-29, a cell line derived from a human colon adenocarcinoma, and their inhibitory activity against choline kinase (ChoK), a novel anticancer molecular target already in clinical trials. Most of the compounds analyzed showed good antiproliferative activities, in the micromolar range, with the identification of promising lead molecules as a new family of potential inhibitors of ChoK. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.046

文献信息

• A New Convergent Synthesis of 4,4′-Bispyridyl-5,5′-Disubstituted-2,2-Bisoxazoles and -Bisthiazoles
  作者：Yolanda Martín-Cantalejo、Beatriz Sáez、Javier Soto、María Jesús Villa、Miguel F. Braña

  DOI：10.1055/s-2003-42085

  日期：——

  A convergent strategy for the synthesis of 4,4′-bispyridyl-5,5′-disubstituted-2,2′-bisoxazoles and -bisthiazoles from di­amides has been achieved.

  实现了从二酰胺合成 4,4′-二吡啶基-5,5′-二取代-2,2′-双噁唑和双噻唑的聚合策略。
• Synthesis and biological activity of new bispyridinium salts of 4,4′-bispyridyl-5,5′-perfluoroalkyl-2,2′-bisoxazoles
  作者：Y. Martín-Cantalejo、B. Sáez、M.I. Monterde、M.T. Murillo、M.F. Braña

  DOI：10.1016/j.ejmech.2011.09.046

  日期：2011.11

  A series of bispyridinium compounds were synthesized by a short sequence of reactions from symmetric diamides. All compounds were tested for their antiproliferative activity against HT-29, a cell line derived from a human colon adenocarcinoma, and their inhibitory activity against choline kinase (ChoK), a novel anticancer molecular target already in clinical trials. Most of the compounds analyzed showed good antiproliferative activities, in the micromolar range, with the identification of promising lead molecules as a new family of potential inhibitors of ChoK. (C) 2011 Elsevier Masson SAS. All rights reserved.