4-[2-(4-hydroxy-3-iodophenyl)propan-2-yl]-2-iodophenol | 67185-80-2

• 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-[2-(4-hydroxy-3-iodophenyl)propan-2-yl]-2-iodophenol
• 英文别名: 4,4'-(Propane-2,2-diyl)bis(2-iodophenol)
• CAS: 67185-80-2
• 化学式: C₁₅H₁₄I₂O₂
• 分子量: 480.084
• InChiKey: VOZDENSTGQZUID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  4-[2-(4-hydroxy-3-iodophenyl)propan-2-yl]-2-iodophenol 在 吡啶 、 硫酸 、 乙酸酐 、 ammonium hydroxide 作用下， 反应 0.75h， 生成
  参考文献：
  名称：

  Inhibition of classical pathway of complement activation with negative charged derivatives of bisphenol A and bisphenol disulphates

  摘要：

  In order to obtain strong inhibitors of classical pathway of complement activation the low weight negative charged compounds have been investigated. On the basis of bisphenol A anionic derivatives with one or two carboxylic, sulphate and phosphate groups the critical role of negative charged groups for complement-inhibiting activity has been established. It was determined that two sulphate or phosphate groups in the molecule provide the most inhibiting effect. At the next stage a set of bisphenol disulphates of varying structures has been synthesized and investigated. Bulky hydrophobic groups (cyclohexyliden, fluorenyliden, anthronyliden) at the central part of the bisphenol molecule it was found to increase complement-inhibiting activity markedly. The replacement of the ortho-positions to the charged group by halogens or alkyl groups (allyl, propyl) increases the inhibiting effect. It was showed by ELISA that several compounds studied interact with Clq, Cl (r) over bar /Cl (s) over bar components of complement. For the set of bisphenol disulphates the QSAR equation with hydrophobic coefficient and electronic parameters has been formulated. Both hydrophobic and electrostatic interactions it was established to have a great significance for the inhibition of classical pathway of complement activation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.11.056
• 作为产物：
  描述：

  4-[2-(4-hydroxyphenyl)propan-2-yl]-2-iodophenol 在 N-碘代丁二酰亚胺 、 三氟乙酸 作用下， 反应 1.0h， 以73%的产率得到4-[2-(4-hydroxy-3-iodophenyl)propan-2-yl]-2-iodophenol
  参考文献：
  名称：

  保护基控制的远程区域选择性亲电芳族卤代反应。

  摘要：

  能够利用保护基团影响远程区域控制提供了一种简单的替代方法来指导复杂有机分子的后期功能化。然而，在文献中没有广泛报道具有能够影响远离其局部化学环境的反应区域选择性的保护基团。在本文中，我们报道了远程区域选择性电芳族取代（S开发ë的Ar），其经由tetrafluoropyridyl（TFP）苯酚保护基团的应用程序启用反应。我们表明，通过连续反应和TFP组的保护/去保护，取代模式不符合经典小号Ë氩区域选择性规则可以很容易地访问。

  DOI：

  10.1021/acs.joc.9b03322

文献信息

• Inhibition of classical pathway of complement activation with negative charged derivatives of bisphenol A and bisphenol disulphates
  作者：Svetlana Bureeva、Julian Andia-Pravdivy、Gennadiy Petrov、Michael Igumnov、Sergey Romanov、Elena Kolesnikova、Alexander Kaplun、Leonid Kozlov

  DOI：10.1016/j.bmc.2004.11.056

  日期：2005.2

  In order to obtain strong inhibitors of classical pathway of complement activation the low weight negative charged compounds have been investigated. On the basis of bisphenol A anionic derivatives with one or two carboxylic, sulphate and phosphate groups the critical role of negative charged groups for complement-inhibiting activity has been established. It was determined that two sulphate or phosphate groups in the molecule provide the most inhibiting effect. At the next stage a set of bisphenol disulphates of varying structures has been synthesized and investigated. Bulky hydrophobic groups (cyclohexyliden, fluorenyliden, anthronyliden) at the central part of the bisphenol molecule it was found to increase complement-inhibiting activity markedly. The replacement of the ortho-positions to the charged group by halogens or alkyl groups (allyl, propyl) increases the inhibiting effect. It was showed by ELISA that several compounds studied interact with Clq, Cl (r) over bar /Cl (s) over bar components of complement. For the set of bisphenol disulphates the QSAR equation with hydrophobic coefficient and electronic parameters has been formulated. Both hydrophobic and electrostatic interactions it was established to have a great significance for the inhibition of classical pathway of complement activation. (C) 2004 Elsevier Ltd. All rights reserved.
• Protecting Group-Controlled Remote Regioselective Electrophilic Aromatic Halogenation Reactions
  作者：William D. G. Brittain、Steven L. Cobb

  DOI：10.1021/acs.joc.9b03322

  日期：2020.6.5

  influence reaction regioselectivity remote to their local chemical environment are not widely reported in the literature. Herein, we report the development of remote regioselective electrophilic aromatic substitution (SEAr) reactions that are enabled via the application of the tetrafluoropyridyl (TFP) phenol-protecting group. We demonstrate that through sequential reactions and protection/deprotection of

  能够利用保护基团影响远程区域控制提供了一种简单的替代方法来指导复杂有机分子的后期功能化。然而，在文献中没有广泛报道具有能够影响远离其局部化学环境的反应区域选择性的保护基团。在本文中，我们报道了远程区域选择性电芳族取代（S开发ë的Ar），其经由tetrafluoropyridyl（TFP）苯酚保护基团的应用程序启用反应。我们表明，通过连续反应和TFP组的保护/去保护，取代模式不符合经典小号Ë氩区域选择性规则可以很容易地访问。