2,2′-(4-phenylpyridine-2,6-diyl)diphenol | 1227851-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,2′-(4-phenylpyridine-2,6-diyl)diphenol
• 英文别名: 2,2'-(4-phenylpyridine-2,6-diyl)diphenol；2-[6-(2-Hydroxyphenyl)-4-phenylpyridin-2-yl]phenol；2-[6-(2-hydroxyphenyl)-4-phenylpyridin-2-yl]phenol
• CAS: 1227851-68-4
• 化学式: C₂₃H₁₇NO₂
• 分子量: 339.393
• InChiKey: HLWCUDVVLCBGPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-hydroxyphenacyl)pyridinium iodide 、 2'-羟基查耳酮 在 ammonium acetate 、 溶剂黄146 作用下， 以37.7%的产率得到2,2′-(4-phenylpyridine-2,6-diyl)diphenol
  参考文献：
  名称：

  Synthesis, topoisomerase I and II inhibitory activity, cytotoxicity, and structure–activity relationship study of hydroxylated 2,4-diphenyl-6-aryl pyridines

  摘要：

  A new series of 2,4-diphenyl-6-aryl pyridines containing hydroxyl group(s) at the ortho, meta, or para position of the phenyl ring were synthesized, and evaluated for topoisomerase I and II inhibitory activity and cytotoxicity against several human cancer cell lines for the development of novel anticancer agents. Structure-activity relationship study revealed that the substitution of hydroxyl group( s) increased topoisomerase I and II inhibitory activity in the order of meta > para > ortho position. Substitution of hydroxyl group on the para position showed better cytotoxicity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.051

文献信息

• NH₄OAc-Promoted Domino Route to Hydroxyarylated Unsymmetrical Pyridines under Neat Conditions
  作者：Meher Prakash、Santosh K. Gudimella、Rajni Lodhi、Soumitra Guin、Sampak Samanta

  DOI：10.1021/acs.joc.9b02896

  日期：2020.2.21

  domino method has been established for modular synthesis of a diverse range of medicinally promising hydroxyarylated unsymmetrical pyridines in good to high chemical yields with an excellent regioselectivity. This domino process involves a range of N-sulfonyl ketimines as C,N-binucleophiles, enolizable ketones, and aromatic/heteroaromatic aldehydes using ammonium acetate as an ideal promoter under neat

  已经建立了一种新的无金属，无氧化剂和无溶剂的环保多米诺骨牌方法，用于以良好的化学收率和良好的区域选择性，以模块化方式合成多种医学前景看好的羟基芳基化不对称吡啶。该多米诺过程涉及一系列N-磺酰基酮亚胺，如C，N-双亲核试剂，可烯化的酮和芳香族/杂芳香族醛，使用乙酸铵作为理想的促进剂，在纯净条件下产生两个新的CC键和一个CN键。值得注意的是，中性反应条件温和到足以耐受一定范围的功能并覆盖各种底物，因此为接触包括碳-和杂环稠合吡啶的三和四取代吡啶提供了强大的途径。有趣的是，实用，可扩展，
• Synthesis, topoisomerase I and II inhibitory activity, cytotoxicity, and structure–activity relationship study of hydroxylated 2,4-diphenyl-6-aryl pyridines
  作者：Radha Karki、Pritam Thapa、Mi Jeong Kang、Tae Cheon Jeong、Jung Min Nam、Hye-Lin Kim、Younghwa Na、Won-Jea Cho、Youngjoo Kwon、Eung-Seok Lee

  DOI：10.1016/j.bmc.2010.03.051

  日期：2010.5

  A new series of 2,4-diphenyl-6-aryl pyridines containing hydroxyl group(s) at the ortho, meta, or para position of the phenyl ring were synthesized, and evaluated for topoisomerase I and II inhibitory activity and cytotoxicity against several human cancer cell lines for the development of novel anticancer agents. Structure-activity relationship study revealed that the substitution of hydroxyl group( s) increased topoisomerase I and II inhibitory activity in the order of meta > para > ortho position. Substitution of hydroxyl group on the para position showed better cytotoxicity. (c) 2010 Elsevier Ltd. All rights reserved.