1-chloro-2-(hexyloxy)benzene | 15560-52-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-chloro-2-(hexyloxy)benzene
• 英文别名: 2-Hexylchlorbenzol；(2-chloro-phenyl)-hexyl ether；(2-Chlor-phenyl)-hexyl-aether；1-Chloro-2-hexoxybenzene
• CAS: 15560-52-8
• 化学式: C₁₂H₁₇ClO
• 分子量: 212.719
• InChiKey: RCDAALKEGSZEHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-chloro-2-(hexyloxy)benzene 在 盐酸羟胺 、 sodium methylate 、 zinc(II) chloride 作用下， 以 甲醇 为溶剂， 生成 2-(3-Chloro-4-hexyloxy-phenyl)-N-hydroxy-acetamide
  参考文献：
  名称：

  Buu-Hoi,N.P. et al., Chimica Therapeutica, 1967, vol. 2, p. 39 - 48

  摘要：

  DOI：
• 作为产物：
  描述：

  溴己烷 、 邻氯苯酚 在 sodium ethanolate 作用下， 生成 1-chloro-2-(hexyloxy)benzene
  参考文献：
  名称：

  Dalal et al., Journal of the Indian Chemical Society, 1958, vol. 35, p. 745,747

  摘要：

  DOI：

文献信息

• An Improved Cu-Based Catalyst System for the Reactions of Alcohols with Aryl Halides
  作者：Ryan A. Altman、Alexandr Shafir、Alice Choi、Phillip A. Lichtor、Stephen L. Buchwald

  DOI：10.1021/jo702024p

  日期：2008.1.1

  The use of 3,4,7,8-tetramethyl-1,10-phenanthroline (Me4Phen) as a ligand improves the Cu-catalyzed cross-coupling reactions of aryl iodides and bromides with primary and secondary aliphatic, benzylic, allylic, and propargylic alcohols. Most importantly, by employing this catalyst system, the need to use an excessive quantity of the alcohol coupling partner is alleviated. The relatively mild conditions

  使用 3,4,7,8-四甲基-1,10-菲咯啉 (Me 4 Phen) 作为配体改善了 Cu 催化的芳基碘化物和溴化物与伯、仲脂肪族、苄基、烯丙基、和炔丙醇。最重要的是，通过使用这种催化剂体系，可以减轻使用过量醇偶联剂的需要。相对温和的条件、较短的反应时间和适度低的催化剂负载量允许在亲电子和亲核偶联伙伴上容忍多种官能团。
• Imidazole derivatives. XXVII. Synthesis and radioprotective activity of substituted phenacylthioimidazoline and 3-phenyl-5,6-dihydroimidazo[2,1-B]thiazole hydrochlorides
  作者：M. A. Iradyan、R. A. Aroyan、A. P. Engoyan、G. Kh. Grigoryan、S. É. Nersesyan、A. G. Panosyan

  DOI：10.1007/bf02219246

  日期：1994.7

  Previously, we described the synthesis of phenacylthioimidazolines and investigated the biological properties of the corresponding hydrochlorides. It was found that some hydorchlorides exhibited quite significant sympathicolytic and mutagenic activity. Due to the low solubility of substituted phenacylthioimidazoline hydrobromides in water and the fact that they can cyclize into imidazothiazoles it

  以前，我们描述了苯甲酰硫基咪唑啉的合成并研究了相应盐酸盐的生物学特性。发现一些氯化物表现出相当显着的交感神经溶解和致突变活性。由于取代的苯甲酰硫基咪唑啉氢溴酸盐在水中的溶解度低，而且它们可以环化成咪唑并噻唑，因此很难将氢溴酸盐转化为相应的盐酸盐。由于这个原因，苯甲酰硫代咪唑啉盐酸盐在目前的工作中是通过苯甲酰氯与 2-硫代-2-咪唑啉反应合成的。8 个参考文献，2 个无花果，2 个标签。
• 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.