1,3-双(2-苯基乙基)苯 | 52995-87-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 中文名称: 1,3-双(2-苯基乙基)苯
• 英文名称: 1,3-Bis-(2-phenylaethyl)benzol
• 英文别名: 1,3-diphenethyl-benzene；1,3-Diphenaethyl-benzol；1,3-Diphenethylbenzene；1,3-bis(2-phenylethyl)benzene
• CAS: 52995-87-6
• 化学式: C₂₂H₂₂
• 分子量: 286.417
• InChiKey: VRQMVGOYGOIVDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  硫酸 、 1,3-双(2-苯基乙基)苯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 间苯二甲酸 、 苯甲酸
  参考文献：
  名称：

  Sisido; Kato, The journal of the Society of Chemical Industry, Japan. Supplemental binding., 1941, vol. 44, p. 25

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-bis(phenylethynyl)benzene 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、250.0 kPa 条件下， 以99%的产率得到1,3-双(2-苯基乙基)苯
  参考文献：
  名称：

  Strategies To Reduce hERG K⁺Channel Blockade. Exploring Heteroaromaticity and Rigidity in Novel Pyridine Analogues of Dofetilide

  摘要：

  Drug-induced blockade of the human ether-a-go-go-related gene K+ channel (hERG) represents one of the major antitarget concerns in pharmaceutical industry. SAR studies of this ion channel have shed light on the structural requirements for hERG interaction but most importantly may reveal drug design principles to reduce hERG affinity. In the present study, a novel library of neutral and positively charged heteroaromatic derivatives of the class III antiarrhythmic agent dofetilide was synthesized and assessed for hERG affinity in radioligand binding and manual patch clamp assays. Structural modifications of the pyridine moiety, side chain, and peripheral aromatic moieties were evaluated, thereby revealing approaches for reducing hERG binding affinity. In particular, we found that the extra rigidity imposed close to the positively charged pyridine moiety can be very efficient in decreasing hERG affinity.

  DOI：

  10.1021/jm301564f

文献信息

• Fulvenes and thermochromic ethylenes. Part LXXXIII. ‘Double dibenzotropones’ within C₆-C₇-C₆-C₇-C₆ring systems. Synthesis of bisbenzo[4,5]cyclohepta[1,2-a:2′,1′-d]benzene-5,7-dione and bisbenzo-[4,5]cyclohepta[1,2-a:1′,2′-d]benzene-5,13-dione
  作者：Israel Agranat、David Avnir

  DOI：10.1039/p19740001155

  日期：——

  Condensation of pyromellitic anhydride with phenylacetic acid (2 mol. equiv.) gave the two isomeric di-γ-lactones of 4,6-bis-(α-hydroxystyryl)isophthalic acid (IX) and 2,5-bis-(α-hydroxystyryl)terephthalic acid (X) in the ratio of 5:3. 4,6-Bis-(2-phenylethyl)isophthalic acid (XI) and 2,5-bis-(2-phenylethyl)terephthalic acid (XIII), formed by reduction of (IX) and (X), respectively, have been cyclized

  与苯乙酸苯均四酸酐的缩合（2摩尔当量），得到两种异构体的二γ内酯的4,6-双- （α-羟基苯乙烯基）间苯二甲酸（IX）和2,5-二- （α-羟基苯乙烯基）对苯二甲酸（X）的比例为5：3。通过还原（IX）和（X）分别形成的4，6-双（2-苯基乙基）对苯二甲酸（XI）和2，5-双-（2-苯基乙基）对苯二甲酸（XIII）已经被开发。环化和脱氢为双苯并[4,5]-环庚[1,2- a：2'，1' - d ]苯-5,7-二酮（III）和双苯并[4,5]环庚[1,2- a：1'，2' - d ]苯-5，13-二酮（IV）。
• The Organic Reactions with Aluminum Chloride. XX. The Action of Aluminum Chloride upon Ethylene Chloride
  作者：Keiiti Sisido、Yosio Yosikawa

  DOI：10.1021/ja01184a089

  日期：1948.4
• Sisido, The journal of the Society of Chemical Industry, Japan. Supplemental binding., 1941, vol. 44, p. 55
  作者：Sisido

  DOI：——

  日期：——
• Strategies To Reduce hERG K⁺Channel Blockade. Exploring Heteroaromaticity and Rigidity in Novel Pyridine Analogues of Dofetilide
  作者：João F. S. Carvalho、Julien Louvel、Maarten L. J. Doornbos、Elisabeth Klaasse、Zhiyi Yu、Johannes Brussee、Adriaan P. IJzerman

  DOI：10.1021/jm301564f

  日期：2013.4.11

  Drug-induced blockade of the human ether-a-go-go-related gene K+ channel (hERG) represents one of the major antitarget concerns in pharmaceutical industry. SAR studies of this ion channel have shed light on the structural requirements for hERG interaction but most importantly may reveal drug design principles to reduce hERG affinity. In the present study, a novel library of neutral and positively charged heteroaromatic derivatives of the class III antiarrhythmic agent dofetilide was synthesized and assessed for hERG affinity in radioligand binding and manual patch clamp assays. Structural modifications of the pyridine moiety, side chain, and peripheral aromatic moieties were evaluated, thereby revealing approaches for reducing hERG binding affinity. In particular, we found that the extra rigidity imposed close to the positively charged pyridine moiety can be very efficient in decreasing hERG affinity.
• Sisido; Kato, The journal of the Society of Chemical Industry, Japan. Supplemental binding., 1941, vol. 44, p. 25
  作者：Sisido、Kato

  DOI：——

  日期：——