6-(2,6-dichlorophenoxy)hexyl bromide | 73515-06-7

• 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: 6-(2,6-dichlorophenoxy)hexyl bromide
• 英文别名: 2-(6-Bromohexoxy)-1,3-dichlorobenzene
• CAS: 73515-06-7
• 化学式: C₁₂H₁₅BrCl₂O
• 分子量: 326.06
• InChiKey: XLMMGQGLGBEIKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  16
• 可旋转键数：
  7
• 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：

  6-(2,6-dichlorophenoxy)hexyl bromide 在 亚磷酸三乙酯 作用下， 生成 Diethyl [6-(2,6-dichlorophenoxy)hexyl]phosphonate
  参考文献：
  名称：

  Arylalkyl and aryloxyalkyl phosphonates and use as antiviral agents

  摘要：

  芳基烷基和芳氧烷基膦酸酯，作为抗病毒剂有用，通过将芳基烷基或芳氧烷基卤化物与三烷基膦酸酯，或与二烷基膦酸酯、三烷基膦酸酯烷酸酯或二烷基膦酸酯烷酮的碱金属盐反应而制备。

  公开号：

  US04182759A1

文献信息

• Synthesis of some phosphonates with antiherpetic activity
  作者：G. D. Diana、E. S. Zalay、U. J. Salvador、F. Pancic、B. Steinberg

  DOI：10.1021/jm00371a024

  日期：1984.5

  Several keto phosphonates, phosphonoacetates , and dialkyl phosphonates containing (aryloxy)aryl groups were synthesized and evaluated for antiherpteic activity. Two of the most active compounds, 12 and 16, were evaluated topically in the mouse vaginal model against herpes simplex virus (HSV) type 2. Compound 16 exhibited an increased survival rate, as well as increased survival time. Evaluation of

  合成了几种含（芳氧基）芳基的酮基膦酸酯，膦酸酯，和二烷基膦酸酯，并评估了其抗疱疹活性。在小鼠阴道模型中针对2型单纯疱疹病毒（HSV）局部评估了活性最高的两种化合物12和16。化合物16的存活率提高了，存活时间也增加了。在豚鼠皮肤试验中针对HSV-2进行的评估中有16项评估导致病毒效价以及平均囊泡评分降低。
• Design, Synthesis, and Structure−Activity Relationship of Pyridyl Imidazolidinones:  A Novel Class of Potent and Selective Human Enterovirus 71 Inhibitors
  作者：Kak-Shan Shia、Wen-Tai Li、Chung-Ming Chang、Ming-Chu Hsu、Jyh-Haur Chern、Max K. Leong、Sung-Nien Tseng、Chung-Chi Lee、Yen-Chun Lee、Shu-Jen Chen、Kuan-Chang Peng、Huan-Yi Tseng、Yi-Ling Chang、Chia-Liang Tai、Shin-Ru Shih

  DOI：10.1021/jm010536a

  日期：2002.4.1

  When skeletons of Win compounds were used as templates, computer-assisted drug design led to the identification of a novel series of imidazolidinone derivatives with significant antiviral activity against enterovirus 71(EV 71), the infection of which had resulted in about 80 fatalities during the 1998 epidemic outbreak in Taiwan. In addition to inhibiting all the genotypes (A, B, and C) of EV 71 in the submicromolar to low micromolar range, compounds 1 and 8 were extensively evaluated against a variety of viruses, showing potent activity against coxsackievirus A9 (IC50 = 0.47-0.55 muM) and coxsackievirus A24 (IC50 = 0.47-0.55 muM) as well as moderate activity against enterovirus 68 (IC50 = 2.13 muM) and echovirus 9 (IC50 = 2.6 muM). Our SAR studies revealed that imidazolidinone analogues with an aryl substituent at the para position of the phenoxyl ring, such as compounds 20, 21, 27, 57, 58, and 61, in general exhibited the highest activity against EV 71. Among them, compound 20 and its corresponding hydrochloride salt 57, in terms of potency and selectivity index, appear to be the most promising candidates in this series for further development of anti-EV-71 agents. Preliminary results of the study on the mode of action by a time-course experiment suggest that test compounds 1 and 8 can effectively inhibit the virus replication at the early stages, referring to virus attachment or uncoating. This indicates that the surface protein may be the target for this type of compounds.
• US4182759A
  申请人：——

  公开号：US4182759A

  公开（公告）日：1980-01-08