2-(hexyloxy)biphenyl | 59130-01-7

• 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: 2-(hexyloxy)biphenyl
• 英文别名: 2-Hexyloxy-1,1'-biphenyl；1-hexoxy-2-phenylbenzene
• CAS: 59130-01-7
• 化学式: C₁₈H₂₂O
• 分子量: 254.372
• InChiKey: SGPLGZMLIVHPET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  溴己烷 、 邻苯基苯酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 2-(hexyloxy)biphenyl
  参考文献：
  名称：

  Improvement of Pharmacological Properties of Irreversible Thyroid Receptor Coactivator Binding Inhibitors

  摘要：

  We have previously reported the discover), and preliminary structure activity relationships of a series of beta-aminoketones that disrupt the binding of coactivators to TR. However, the most active compounds had moderate inhibitory potency and relatively high cytotoxicity, resulting in narrow therapeutic index. Additionally, preliminary evaluation of in vivo toxicology revealed a significant dose related cardiotoxicity. Here we describe the improvement of pharmacological properties of thyroid hormone receptor coactivator binding inhibitors. A comprehensive Survey of the effects of substitutents in key areas of the molecule was carried out based on mechanistic insight from the earlier report. This study revealed that both electron withdrawing and hydrophobic substituents on the aromatic ring led to higher potency. On the other hand, moving from an alkyl to a sulfonyl alkyl side chain led to reduced cytotoxicity, Finally, utilization of airline moieties having low pK(a)'s resulted in lowered ion channel activity without any loss of pharmacological activity.

  DOI：

  10.1021/jm9002704

文献信息

• Anti-inflammatory guanidines, their preparation and compositions containing them
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0188333B1

  公开（公告）日：1989-07-19
• POLYMERS FOR USE AS ALIGNMENT LAYERS IN LIQUID CRYSTAL DEVICES
  申请人：ECSIBEO PPF2 AB

  公开号：EP1636324A1

  公开（公告）日：2006-03-22
• US5866036A
  申请人：——

  公开号：US5866036A

  公开（公告）日：1999-02-02
• [EN] POLYMERS FOR USE AS ALIGNMENT LAYERS IN LIQUID CRYSTAL DEVICES<br/>[FR] POLYMERES DESTINES A ETRE UTILISES COMME COUCHES D'ALIGNEMENT DANS DES DISPOSITIFS A CRISTAUX LIQUIDES
  申请人：ECSIBEO AB

  公开号：WO2004113470A1

  公开（公告）日：2004-12-29

  The invention relates to a polymer for use as a surface-director alignment layer in a liquid crystal device, said polymer comprising a polymeric backbone and side-chains attached thereto, wherein the polymeric backbone lacks directly coupled ring structures, and each side-chain of at least some of the side-chains comprises at least two unsubstituted and/or substituted phenyls cou­pled via a coupling selected from the group consisting of a carbon-carbon single bond (-), a carbon-carbon double bond containing unit (-CH=CH-), a carbon-carbon triple bond containing unit (-C=-C-), a methylene eter unit (-CH2O-) , an ethylene eter unit (-CH2CH2O-), an ester unit (-COO-) and an azo unit (-N=N-), exhibits a permanent and/or induced dipole moment that in ordered phase pro­vides dielectric anisotropy, and is attached to the polymeric backbone via at least two spacing atoms.
• Improvement of Pharmacological Properties of Irreversible Thyroid Receptor Coactivator Binding Inhibitors
  作者：Jong Yeon Hwang、Leggy A. Arnold、Fangyi Zhu、Aaron Kosinski、Thomas J. Mangano、Vincent Setola、Bryan L. Roth、R. Kiplin Guy

  DOI：10.1021/jm9002704

  日期：2009.7.9

  We have previously reported the discover), and preliminary structure activity relationships of a series of beta-aminoketones that disrupt the binding of coactivators to TR. However, the most active compounds had moderate inhibitory potency and relatively high cytotoxicity, resulting in narrow therapeutic index. Additionally, preliminary evaluation of in vivo toxicology revealed a significant dose related cardiotoxicity. Here we describe the improvement of pharmacological properties of thyroid hormone receptor coactivator binding inhibitors. A comprehensive Survey of the effects of substitutents in key areas of the molecule was carried out based on mechanistic insight from the earlier report. This study revealed that both electron withdrawing and hydrophobic substituents on the aromatic ring led to higher potency. On the other hand, moving from an alkyl to a sulfonyl alkyl side chain led to reduced cytotoxicity, Finally, utilization of airline moieties having low pK(a)'s resulted in lowered ion channel activity without any loss of pharmacological activity.