2-(4-Acetylphenoxy)-1-(3-methoxyphenyl)ethanone | 1197894-41-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-Acetylphenoxy)-1-(3-methoxyphenyl)ethanone
• CAS: 1197894-41-9
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: ATIBPOXOXYDZNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-Acetylphenoxy)-1-(3-methoxyphenyl)ethanone 、 2-氨基二苯甲酮 在 camphor-10-sulfonic acid 作用下， 以 乙醇 、 水 为溶剂， 反应 2.5h， 以85%的产率得到2-(3-methoxyphenyl)-4-phenyl-3-[4-(4-phenyl-2-quinolyl)phenoxy]quinoline
  参考文献：
  名称：

  Camphorsulfonic acid catalysed facile tandem double Friedlander annulation protocol for the synthesis of phenoxy linked bisquinoline derivatives and discovery of antitubercular agents

  摘要：

  A series of phenoxy linked bisquinoline derivatives were synthesised from the Friedlander annulation of 2-(4-acetylphenoxy)-1-aryl-1-ethanones with 2-aminobenzophenone in good yields using (+/-)-camphor-10- sulfonic acid (CSA) as the catalyst. These compounds were screened for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB) and among the 23 compounds screened, 2-(3-bromophenyl)-6-chloro-3-[4-(6-chloro-4-phenyl-2-quinolyl) phenoxy]-4-phenylquinoline (3q) and 2-(4-bromophenyl)-6-chloro-3-[4-(6-chloro-4-phenyl-2-quinolyl) phenoxy]-4-phenylquinoline (3o) were found to be the most active compounds with MIC of 1.1 and 2.2 mu M against MTB. The cytotoxic effects against mouse fibroblasts (NIH 3T3) in vitro were evaluated for 3o and 3q, which displayed no toxic effects against mouse fibroblast cell line NIH 3T3. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.119

文献信息

• NOVEL SYNTHESIS FOR THIAZOLIDINEDIONE COMPOUNDS
  申请人：Parker Timothy

  公开号：US20130211095A1

  公开（公告）日：2013-08-15

  The present invention provides novel methods for synthesizing PPARγ sparing compounds, e.g., thiazolidinediones, that are useful for preventing and/or treating metabolic disorders such as diabetes, obesity, hypertension, and inflammatory diseases.

  本发明提供了一种合成PPARγ保护化合物的新方法，例如噻唑烷二酮，该方法可用于预防和/或治疗代谢性疾病，如糖尿病、肥胖症、高血压和炎症性疾病。