4-[2-(3-methoxyphenyl)-2-oxoethoxy]benzaldehyde | 901414-51-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[2-(3-methoxyphenyl)-2-oxoethoxy]benzaldehyde
• CAS: 901414-51-5
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: IDQMERRJOHURTL-UHFFFAOYSA-N

物化性质

• 沸点：
  462.0±30.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  4-[2-(3-methoxyphenyl)-2-oxoethoxy]benzaldehyde 在 哌啶 、 2,2'-联吡啶 、 sodium tetrahydroborate 、 [RhCl2(p-cymene)]2 、 cobalt(II) chloride hexahydrate 、 溶剂黄146 、 三乙胺 、 sodium hydroxide 、 (1R,2R)-(-)-N-(对甲基苯磺酰基)-1,2-二苯基乙二胺 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 乙醇 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 59.5h， 生成 5-[[4-[(2S)-2-hydroxy-2-(3-methoxyphenyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
  参考文献：
  名称：

  PPARγ-sparing thiazolidinediones as insulin sensitizers. Design, synthesis and selection of compounds for clinical development

  摘要：

  DOI：

  10.1016/j.bmc.2018.10.033
• 作为产物：
  描述：

  对羟基苯甲醛 、 2-溴-3‘-甲氧基苯乙酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以62%的产率得到4-[2-(3-methoxyphenyl)-2-oxoethoxy]benzaldehyde
  参考文献：
  名称：

  PPARγ-sparing thiazolidinediones as insulin sensitizers. Design, synthesis and selection of compounds for clinical development

  摘要：

  DOI：

  10.1016/j.bmc.2018.10.033

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。
• Synthesis and bioactivity evaluation of rhodanine derivatives as potential anti-bacterial agents
  作者：Ming-Xia Song、Chang-Ji Zheng、Xian-Qing Deng、Qing Wang、Shao-Pu Hou、Ting-Ting Liu、Xiao-Lan Xing、Hu-Ri Piao

  DOI：10.1016/j.ejmech.2012.05.023

  日期：2012.8

  Five series of (Z)-5-(4-(2-oxo-2-phenylethoxy)benzylidene)-2-thioxothiazolidin-4-one derivatives (I-V) were synthesized, characterized, and evaluated for their anti-bacterial activity. Most of the synthesized compounds showed potent inhibition against several Gram-positive bacteria (including multidrug-resistant clinical isolates) with MIC values in the range of 1-32 mu g/mL. Compounds IIIi, Vb and Vc presented the most potent activity, showing four-fold more potency than norfloxacin (MIC = 8 mu g/mL and 4 mu g/mL) and 64-fold more activity than oxacillin (MIC > 64 mu g/mL) against MRSA CCARM 3167 and 3506 strains with MIC values of 1 mu g/mL, and 64-fold more potency than norfloxacin (MIC > 64 mu g/mL) and comparable activity to oxacillin (MIC = 1 mu g/mL) against the QRSA CCARM 3505 and 3519 strains. None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 at 64 mu g/mL. (C) 2012 Elsevier Masson SAS. All rights reserved.
• [EN] NOVEL SYNTHESIS FOR THIAZOLIDINEDIONE COMPOUNDS<br/>[FR] NOUVELLE SYNTHÈSE POUR DES COMPOSÉS DE THIAZOLIDINEDIONE
  申请人：METABOLIC SOLUTIONS DEV CO

  公开号：WO2011133441A2

  公开（公告）日：2011-10-27

  The present invention provides novel methods for synthesizing PPARy sparing compounds, e.g., thiazolidinediones, that are useful for preventing and/or treating metabolic disorders such as diabetes, obesity, hypertension, and inflammatory diseases.
• PPARγ-sparing thiazolidinediones as insulin sensitizers. Design, synthesis and selection of compounds for clinical development
  作者：Steven P. Tanis、Jerry R. Colca、Timothy T. Parker、Gerald D. Artman、Scott D. Larsen、William G. McDonald、Robert C. Gadwood、Rolf F. Kletzien、James B. Zeller、Pil H. Lee、Wade J. Adams

  DOI：10.1016/j.bmc.2018.10.033

  日期：2018.12