1-(Bromomethyl)-3-(4-bromophenyl)benzene | 859224-82-1

• 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: 1-(Bromomethyl)-3-(4-bromophenyl)benzene
• 英文别名: 1-bromo-4-[3-(bromomethyl)phenyl]benzene
• CAS: 859224-82-1
• 化学式: C₁₃H₁₀Br₂
• 分子量: 326.03
• InChiKey: LJYNDADXCDQQQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(Bromomethyl)-3-(4-bromophenyl)benzene 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 potassium acetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 C₃₀H₄₂BN₃O₆
  参考文献：
  名称：

  [EN] ANTIMICROBIAL AGENTS
  [FR] AGENTS ANTIMICROBIENS

  摘要：

  公开号：

  WO2013106761A3
• 作为产物：
  描述：

  3-甲酰基苯硼酸 在 四(三苯基膦)钯 、 硼烷 、 triphenylphosphine dibromide 1:1 addition complex 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 1-(Bromomethyl)-3-(4-bromophenyl)benzene
  参考文献：
  名称：

  Quinic Acid Derivatives as Sialyl Lewis^x-Mimicking Selectin Inhibitors:  Design, Synthesis, and Crystal Structure in Complex with E-Selectin

  摘要：

  A search for noncarbohydrate sLe(x) mimics led to the development of quinic acid derivatives as selectin inhibitors. At Wyeth we solved the first cocrystal structure of a small molecule, quinic acid, with E-selectin. In the cocomplex two hydroxyls of quinic acid mimic the calcium-bound fucose of the tetrasaccharide sLe(x). The X-ray structure, together with structure based computational methods, was used to design quinic acid based libraries that were synthesized and evaluated for their ability to block the interaction of sLex with P-selectin. A large number of analogues were prepared using solution-phase parallel synthesis. Selected compounds showed decrease in leukocyte rolling in the IVM mouse model. Compound 2 inhibited neutrophil influx in the murine TIP model and demonstrated good plasma exposure.

  DOI：

  10.1021/jm050049l

文献信息

• ANTIMICROBIAL AGENTS
  申请人：RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY

  公开号：US20150011559A1

  公开（公告）日：2015-01-08

  The invention provides methods of treating a bacterial infection in a mammal comprising administering to the mammal a compound of formula I: wherein A, B, and X have any of the meanings defined in the specification; or a pharmaceutically acceptable salt thereof, as well as novel compounds of formula I and salts thereof and pharmaceutical compositions comprising a compound of formula I or a pharmaceutically acceptable salt thereof.

  本发明提供了一种治疗哺乳动物细菌感染的方法，包括向哺乳动物施用式I的化合物：其中A、B和X具有规范中定义的任何含义；或其药学上可接受的盐，以及式I的新型化合物及其盐和包括式I的化合物或其药学上可接受的盐的药物组合物。
• [EN] ANTIMICROBIAL AGENTS<br/>[FR] AGENTS ANTIMICROBIENS
  申请人：UNIV RUTGERS

  公开号：WO2013106761A3

  公开（公告）日：2013-10-10
• Quinic Acid Derivatives as Sialyl Lewis^x-Mimicking Selectin Inhibitors:  Design, Synthesis, and Crystal Structure in Complex with E-Selectin
  作者：Neelu Kaila、William S. Somers、Bert E. Thomas、Paresh Thakker、Kristin Janz、Silvano DeBernardo、Steve Tam、William J. Moore、Ruiyang Yang、Wojciech Wrona、Patricia W. Bedard、Deidre Crommie、James C. Keith,、Desiree H. H. Tsao、Juan C. Alvarez、Heyu Ni、Erik Marchese、John T. Patton、John L. Magnani、Raymond T. Camphausen

  DOI：10.1021/jm050049l

  日期：2005.6.1

  A search for noncarbohydrate sLe(x) mimics led to the development of quinic acid derivatives as selectin inhibitors. At Wyeth we solved the first cocrystal structure of a small molecule, quinic acid, with E-selectin. In the cocomplex two hydroxyls of quinic acid mimic the calcium-bound fucose of the tetrasaccharide sLe(x). The X-ray structure, together with structure based computational methods, was used to design quinic acid based libraries that were synthesized and evaluated for their ability to block the interaction of sLex with P-selectin. A large number of analogues were prepared using solution-phase parallel synthesis. Selected compounds showed decrease in leukocyte rolling in the IVM mouse model. Compound 2 inhibited neutrophil influx in the murine TIP model and demonstrated good plasma exposure.