4,4'-Bis(1,1-dimethylethyl)<1,1'-biphenyl>-3,3'-diol | 159390-31-5

• 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(1,1-dimethylethyl)<1,1'-biphenyl>-3,3'-diol
• 英文别名: 4,4'-di-tert-butyl-[1,1'-biphenyl]-3,3'-diol；4,4a(2)-Bis(1,1-dimethylethyl)[1,1a(2)-biphenyl]-3,3a(2)-diol；2-tert-butyl-5-(4-tert-butyl-3-hydroxyphenyl)phenol
• CAS: 159390-31-5
• 化学式: C₂₀H₂₆O₂
• 分子量: 298.425
• InChiKey: YSKCTHDPEDEHJO-UHFFFAOYSA-N

物化性质

• 沸点：
  425.3±45.0 °C(predicted)
• 密度：
  1.047±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-二乙基氯甲酰胺 、 4,4'-Bis(1,1-dimethylethyl)<1,1'-biphenyl>-3,3'-diol 在 吡啶 作用下， 反应 19.0h， 以70%的产率得到4,4'-Bis(1,1-dimethylethyl)<1,1'-biphenyl>-3,3'-diol bis(diethylcarbamate)
  参考文献：
  名称：

  Synthesis and Structure of 2,2'-Dihydroxybenzophenones and 1,8-Dihydroxyfluorenones

  摘要：

  Derivatives of 2,2'-dihydroxybenzophenone and 1,8-dihydroxyfluorenone are interesting because their structures juxtapose a carbonyl group and two hydroxyl groups, thereby permitting them to be used to study the double electrophilic activation of carbonyl compounds by Lewis and Bronsted acids. Efficient syntheses of selected 2,2'-dihydroxybenzophenones 2a,b and 1,8-dihydroxyfluorenones 3a-c are described. Spectroscopic and X-ray crystallographic studies show that the carbonyl oxygen atom in each series of compounds accepts two approximately symmetric intramolecular hydrogen bonds. This observation illustrates the ability of carbonyl compounds to interact simultaneously with multiple electrophilic sites.

  DOI：

  10.1021/jo00104a040
• 作为产物：
  描述：

  5-Bromo-2-(1,1-dimethylethyl)-1-methoxybenzene 在 2,2'-联吡啶 、 2-甲基-2-丁醇 、 nickel diacetate 、 三溴化硼 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 4,4'-Bis(1,1-dimethylethyl)<1,1'-biphenyl>-3,3'-diol
  参考文献：
  名称：

  Synthesis and Structure of 2,2'-Dihydroxybenzophenones and 1,8-Dihydroxyfluorenones

  摘要：

  Derivatives of 2,2'-dihydroxybenzophenone and 1,8-dihydroxyfluorenone are interesting because their structures juxtapose a carbonyl group and two hydroxyl groups, thereby permitting them to be used to study the double electrophilic activation of carbonyl compounds by Lewis and Bronsted acids. Efficient syntheses of selected 2,2'-dihydroxybenzophenones 2a,b and 1,8-dihydroxyfluorenones 3a-c are described. Spectroscopic and X-ray crystallographic studies show that the carbonyl oxygen atom in each series of compounds accepts two approximately symmetric intramolecular hydrogen bonds. This observation illustrates the ability of carbonyl compounds to interact simultaneously with multiple electrophilic sites.

  DOI：

  10.1021/jo00104a040

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。
• 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.
• 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.