4-Trifluormethyl-3'-hydroxy-4'-nitrodiphenylether | 76119-96-5

• 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-Trifluormethyl-3'-hydroxy-4'-nitrodiphenylether
• 英文别名: 5-(4-trifluoromethylphenoxy)-2-nitrophenol；2-Nitro-5-[4-(trifluoromethyl)phenoxy]phenol
• CAS: 76119-96-5
• 化学式: C₁₃H₈F₃NO₄
• 分子量: 299.206
• InChiKey: FJUYHMPUGWAKLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-Trifluormethyl-3'-hydroxy-4'-nitrodiphenylether 在 盐酸 、 tin(ll) chloride 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 异丙醇 为溶剂， 反应 10.5h， 生成 4-[6-(4-trifluoromethylphenoxy)benzoxazol-2-yl]phenol
  参考文献：
  名称：

  6-Phenoxy-2-phenylbenzoxazoles, novel inhibitors of receptor for advanced glycation end products (RAGE)

  摘要：

  Receptor for advanced glycation end products (RAGE) is known to be involved in the transportation of amyloid beta (A beta) peptides and causes the accumulation of Ab in the brain. Moreover, recent studies suggest that the interactions between RAGE and Ab peptides may be the culprit behind Alzheimer's disease (AD). Inhibitors of the RAGE-A beta interactions would not only prevent the accumulation of toxic Ab in the brain, and but also block the progress of AD, therefore, have the potential to provide a 'disease-modifying therapy'. In this study, we have developed a series of 6-phenoxy-2-phenylbenzoxazole analogs as novel inhibitors of RAGE. Among these derivatives, we found several effective inhibitors that block the RAGE-Ab interactions without causing significant cellular toxicity. Further testing showed that compound 48 suppressed Ab induced toxicity in mouse hippocampal neuronal cells and reduced Ab levels in the brains of a-transgenic mouse model of AD after oral administration. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.022
• 作为产物：
  描述：

  4-氟-1-硝基-2-(苯基甲氧基)苯 在 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 4-Trifluormethyl-3'-hydroxy-4'-nitrodiphenylether
  参考文献：
  名称：

  6-Phenoxy-2-phenylbenzoxazoles, novel inhibitors of receptor for advanced glycation end products (RAGE)

  摘要：

  Receptor for advanced glycation end products (RAGE) is known to be involved in the transportation of amyloid beta (A beta) peptides and causes the accumulation of Ab in the brain. Moreover, recent studies suggest that the interactions between RAGE and Ab peptides may be the culprit behind Alzheimer's disease (AD). Inhibitors of the RAGE-A beta interactions would not only prevent the accumulation of toxic Ab in the brain, and but also block the progress of AD, therefore, have the potential to provide a 'disease-modifying therapy'. In this study, we have developed a series of 6-phenoxy-2-phenylbenzoxazole analogs as novel inhibitors of RAGE. Among these derivatives, we found several effective inhibitors that block the RAGE-Ab interactions without causing significant cellular toxicity. Further testing showed that compound 48 suppressed Ab induced toxicity in mouse hippocampal neuronal cells and reduced Ab levels in the brains of a-transgenic mouse model of AD after oral administration. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.022

文献信息

• Diphenyl ether derivatives, process for preparing the same and herbicidal compositions containing the same
  申请人：UBE INDUSTRIES, LTD.

  公开号：EP0023725B1

  公开（公告）日：1982-03-31
• 6-Phenoxy-2-phenylbenzoxazoles, novel inhibitors of receptor for advanced glycation end products (RAGE)
  作者：Kwanghyun Choi、Kwang Su Lim、Juhee Shin、Seo Hee Kim、Young-Ger Suh、Hyun-Seok Hong、Hee Kim、Hee-Jin Ha、Young-Ho Kim、Jiyoun Lee、Jeewoo Lee

  DOI：10.1016/j.bmc.2015.05.022

  日期：2015.8

  Receptor for advanced glycation end products (RAGE) is known to be involved in the transportation of amyloid beta (A beta) peptides and causes the accumulation of Ab in the brain. Moreover, recent studies suggest that the interactions between RAGE and Ab peptides may be the culprit behind Alzheimer's disease (AD). Inhibitors of the RAGE-A beta interactions would not only prevent the accumulation of toxic Ab in the brain, and but also block the progress of AD, therefore, have the potential to provide a 'disease-modifying therapy'. In this study, we have developed a series of 6-phenoxy-2-phenylbenzoxazole analogs as novel inhibitors of RAGE. Among these derivatives, we found several effective inhibitors that block the RAGE-Ab interactions without causing significant cellular toxicity. Further testing showed that compound 48 suppressed Ab induced toxicity in mouse hippocampal neuronal cells and reduced Ab levels in the brains of a-transgenic mouse model of AD after oral administration. (C) 2015 Elsevier Ltd. All rights reserved.