Ethyl 6-(4-methylphenoxy)hexanoate | 243648-16-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Ethyl 6-(4-methylphenoxy)hexanoate
• CAS: 243648-16-0
• 化学式: C₁₅H₂₂O₃
• mdl: MFCD20554635
• 分子量: 250.338
• InChiKey: LBEFJPSDCFBTFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 6-(4-methylphenoxy)hexanoate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 、 xylene 为溶剂， 生成
  参考文献：
  名称：

  Self-Assembly of Styryl Naphthalene Amphiphiles in Aqueous Dispersions and Interfacial Films:  Aggregate Structure, Assembly Properties, Photochemistry, and Photophysics

  摘要：

  A study of phospholipid and fatty acid amphiphiles containing the isomeric trans-alpha- and beta-styrylnaphthalene chromophores is reported. On the basis of simulations for Langmuir films of fatty acids terminated with the two chromophores, it was anticipated that the beta-styrylnaphthalene fatty acids should be able to Pack into compact layers, having an extended glide or herringbone arrangement similar to those observed for corresponding stilbene, tolan, or azobenzene amphiphiles. In contrast, the simulations suggested that such an arrangement might be precluded on steric grounds for the isomeric alpha-styrylnaphthalene derivatives. The experimental studies carried out indicate that the beta-styrylnaphthalene fatty acids and phospholipids do in fact exhibit assembly properties and photophysical behavior similar to that observed for the stilbene and tolan amphiphiles; thus we find evidence for aggregates having similar "signatures" to those observed previously for both films at the air-water interface and aqueous suspensions. The behavior of the alpha-styrylnaphthalene amphiphiles is much more complex. Whereas aqueous dispersions of the phospholipid and highly compressed films at the air-water interface suggest the presence of weak aggregates (possibly dimers) having a translation or face-to-face structure, studies of the fatty acid derivative at the air-water interface suggest that the alpha fatty acid may form a "pinwheel" or herringbone cluster before compression such that drastically different photochemistry and photophysics is observed as a function of compression.

  DOI：

  10.1021/jp990857m
• 作为产物：
  描述：

  对甲酚 、 6-溴己酸乙酯 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 生成 Ethyl 6-(4-methylphenoxy)hexanoate
  参考文献：
  名称：

  群体感应抑制剂恶唑并吡啶酮衍生物的设计、合成与评价

  摘要：

  抗生素危机与多重耐药（MDR）病原体的出现有关，这导致了严重的细菌感染，给现代社会带来了巨大的负担。因此，迫切需要开发作用机制新颖的新型抗菌药物。在这里，我们设计并合成了三个系列的苯并恶唑酮、恶唑并吡啶酮和 3-(2-羟基苯基) 乙内酰脲衍生物，并评估了它们作为新型群体感应 (QS) 抑制剂的活性。我们发现苯并恶唑酮和恶唑并吡啶酮衍生物在最小抑制浓度、绿脓素和鼠李糖脂抑制试验中具有很有前途的 QS 抑制活性。特别是， 256 μg/mL 的A10和B20不仅抑制了 QS 调节的绿脓素的产生铜绿假单胞菌PAO1 分别降低 36.55% 和 46.90%，而且还显示出最强的鼠李糖脂抑制活性，IC 50值分别为 66.35 和 56.75 µg/mL。进一步的研究表明， 64 μg/mL 的B20抑制了 40% 的铜绿假单胞菌PAO1生物膜形成，并削弱了其集群运动。更重要的是，B20联合环丙沙星

  DOI：

  10.1016/j.bioorg.2022.106266

文献信息

• Self-Assembly of Styryl Naphthalene Amphiphiles in Aqueous Dispersions and Interfacial Films:  Aggregate Structure, Assembly Properties, Photochemistry, and Photophysics
  作者：Liaohai Chen、Cristina Geiger、Jerry Perlstein、David G. Whitten

  DOI：10.1021/jp990857m

  日期：1999.10.1

  A study of phospholipid and fatty acid amphiphiles containing the isomeric trans-alpha- and beta-styrylnaphthalene chromophores is reported. On the basis of simulations for Langmuir films of fatty acids terminated with the two chromophores, it was anticipated that the beta-styrylnaphthalene fatty acids should be able to Pack into compact layers, having an extended glide or herringbone arrangement similar to those observed for corresponding stilbene, tolan, or azobenzene amphiphiles. In contrast, the simulations suggested that such an arrangement might be precluded on steric grounds for the isomeric alpha-styrylnaphthalene derivatives. The experimental studies carried out indicate that the beta-styrylnaphthalene fatty acids and phospholipids do in fact exhibit assembly properties and photophysical behavior similar to that observed for the stilbene and tolan amphiphiles; thus we find evidence for aggregates having similar "signatures" to those observed previously for both films at the air-water interface and aqueous suspensions. The behavior of the alpha-styrylnaphthalene amphiphiles is much more complex. Whereas aqueous dispersions of the phospholipid and highly compressed films at the air-water interface suggest the presence of weak aggregates (possibly dimers) having a translation or face-to-face structure, studies of the fatty acid derivative at the air-water interface suggest that the alpha fatty acid may form a "pinwheel" or herringbone cluster before compression such that drastically different photochemistry and photophysics is observed as a function of compression.
• Design, synthesis and evaluation of oxazolopyridinone derivatives as quorum sensing inhibitors
  作者：Weijin Chen、Panpan Zhang、Ting Guo、Xiaotong Gu、Bingfang Bai、Shenyan Zhang、Xiaohong Chang、Yingmei Wang、Shutao Ma

  DOI：10.1016/j.bioorg.2022.106266

  日期：2023.1

  to develop new antibacterial drugs with novel mechanism of action. Here we designed and synthesized three series of benzoxazolone, oxazolopyridinone and 3-(2-hydroxyphenyl)hydantoin derivatives and evaluated their activity as novel quorum sensing (QS) inhibitors. We found that benzoxazolone and oxazolopyridinone derivatives had promising QS inhibitory activity in the minimum inhibitory concentration

  抗生素危机与多重耐药（MDR）病原体的出现有关，这导致了严重的细菌感染，给现代社会带来了巨大的负担。因此，迫切需要开发作用机制新颖的新型抗菌药物。在这里，我们设计并合成了三个系列的苯并恶唑酮、恶唑并吡啶酮和 3-(2-羟基苯基) 乙内酰脲衍生物，并评估了它们作为新型群体感应 (QS) 抑制剂的活性。我们发现苯并恶唑酮和恶唑并吡啶酮衍生物在最小抑制浓度、绿脓素和鼠李糖脂抑制试验中具有很有前途的 QS 抑制活性。特别是， 256 μg/mL 的A10和B20不仅抑制了 QS 调节的绿脓素的产生铜绿假单胞菌PAO1 分别降低 36.55% 和 46.90%，而且还显示出最强的鼠李糖脂抑制活性，IC 50值分别为 66.35 和 56.75 µg/mL。进一步的研究表明， 64 μg/mL 的B20抑制了 40% 的铜绿假单胞菌PAO1生物膜形成，并削弱了其集群运动。更重要的是，B20联合环丙沙星