3,3'-(ethane-1,2-diyl)bis(2-hydroxybenzaldehyde) | 650601-28-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,3'-(ethane-1,2-diyl)bis(2-hydroxybenzaldehyde)
• 英文别名: 3-[2-(3-formyl-2-hydroxyphenyl)ethyl]-2-hydroxybenzaldehyde
• CAS: 650601-28-8
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: NSDCPBGEJLYNBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2'-Dihydroxy-stilben 在 palladium on activated charcoal 氢气 、 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 3,3'-(ethane-1,2-diyl)bis(2-hydroxybenzaldehyde)
  参考文献：
  名称：

  乙烯连接的双（苯酚）配体：高效合成，Ti（IV）配位化学和路易斯酸催化

  摘要：

  我们在本文中报道了一系列螯合双（芳氧基）配体的有效合成，该配体在后期可以分开以产生多种结构。根据（ArO）2 TiCl 2（dmpe）六配位酸基加成物的链接和未链接类似物之间的结构差异，一种假设预测，当化合物在四键和六键之间穿梭时，两种结构类型之间的差异将很明显。六坐标结构。比较它们在路易斯酸中的效率会加速Diels-Alder反应，但并不支持这一观点。

  DOI：

  10.1016/j.jorganchem.2003.08.046

文献信息

• [EN] BISPHENOL COMPOUNDS<br/>[FR] COMPOSÉS BISPHÉNOL
  申请人：UNIV PENNSYLVANIA

  公开号：WO2019104153A1

  公开（公告）日：2019-05-31

  The present disclosure provides compounds of formula (I) or salts thereof, wherein R1- R10 and x are defined herein; compositions containing these compounds; methods of inhibiting, reducing, or ameliorating bacterial growth on a substrate using these compound; and products such as dental care products, soaps, antibacterial products, and plastics comprise one or more compounds described herein.

  本公开提供了式（I）的化合物或其盐，其中R1-R10和x在此处定义；含有这些化合物的组合物；使用这些化合物抑制、减少或改善基质上细菌生长的方法；以及包括本文描述的一个或多个化合物的产品，如口腔护理产品、肥皂、抗菌产品和塑料。
• Ethylene-linked bis(phenol) ligands: efficient synthesis, Ti(IV) coordination chemistry, and Lewis acid catalysis
  作者：Jeffrey W Anthis、Andrew O Larsen、Peter S White、Michel R Gagné

  DOI：10.1016/j.jorganchem.2003.08.046

  日期：2003.12

  We report herein an efficient synthesis of a series of chelating bis(aryloxide) ligands that can be diverged at a late stage to generate a variety of structures. Based on structural differences between linked and unlinked analogs of six-coordinate acid–base adducts of (ArO)2TiCl2(dmpe), a hypothesis predicted that a difference between the two structure types would be apparent when the compounds shuttled

  我们在本文中报道了一系列螯合双（芳氧基）配体的有效合成，该配体在后期可以分开以产生多种结构。根据（ArO）2 TiCl 2（dmpe）六配位酸基加成物的链接和未链接类似物之间的结构差异，一种假设预测，当化合物在四键和六键之间穿梭时，两种结构类型之间的差异将很明显。六坐标结构。比较它们在路易斯酸中的效率会加速Diels-Alder反应，但并不支持这一观点。
• BISPHENOL COMPOUNDS
  申请人：THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA

  公开号：US20200375949A1

  公开（公告）日：2020-12-03

  The present disclosure provides compounds of formula (I) or salts thereof, wherein R 1 -R 10 and x are defined herein; compositions containing these compounds; methods of inhibiting, reducing, or ameliorating bacterial growth on a substrate using these compound; and products such as dental care products, soaps, antibacterial products, and plastics comprise one or more compounds described herein.
• A Bisphenolic Honokiol Analog Outcompetes Oral Antimicrobial Agent Cetylpyridinium Chloride via a Membrane-Associated Mechanism
  作者：Cristian Ochoa、Amy E. Solinski、Marcus Nowlan、Madeline M. Dekarske、William M. Wuest、Marisa C. Kozlowski

  DOI：10.1021/acsinfecdis.9b00190

  日期：2020.1.10

  Targeting Streptococcus mutans is the primary focus in reducing dental caries, one of the most common maladies in the world. Previously, our groups discovered a potent bactericidal biaryl compound that was inspired by the natural product honokiol. Herein, a structure activity relationship (SAR) study to ascertain structural motifs key to inhibition is outlined. Furthermore, mechanism studies show that bacterial membrane disruption is central to the bacterial growth inhibition. During this process, it was discovered that analog C2 demonstrated a 4-fold better therapeutic index compared to the commercially available antimicrobial cetylpyridinium chloride (CPC) making it a viable alternative for oral care.