Methyl 2-(4-dodecoxyphenyl)acetate | 144766-55-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Methyl 2-(4-dodecoxyphenyl)acetate
• CAS: 144766-55-2
• 化学式: C₂₁H₃₄O₃
• 分子量: 334.499
• InChiKey: ICLGCWCMBRYLBX-UHFFFAOYSA-N

物化性质

• 沸点：
  426.2±20.0 °C(Predicted)
• 密度：
  0.961±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  Methyl 2-(4-dodecoxyphenyl)acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 p-(dodecyloxy)phenylacetic acid
  参考文献：
  名称：

  Analogs of platelet activating factor. 7. Bis-aryl amide and bis-aryl urea receptor antagonists of PAF

  摘要：

  A series of bis-aryl amide (13-57 and 66-81) and bis-aryl urea (58 and 85) antagonists of platelet-activating factor (PAF) was prepared that contain, separating the two aromatic rings, linear amide linkages of the form -(CH2)nCONH- (n = 0-2), -OCH2CONH-, and -(CH2)nNHCO- (n = 0-1), branched amide linkages of the form -(CH2)nN(COR)- (n = 1-3, R = CH3 or n-C3H7), and -N(COCH3)CH2-, and urea linkages of the form -NHCONH- and -CH2N(CONHCH3)-. These compounds were examined for their ability to inhibit PAF-induced platelet aggregation of rabbit platelets. These in vitro data were compared to similar data obtained for a number of known PAF antagonists. The compounds were evaluated in vivo, in the mouse, for their ability to prevent death induced by a lethal challenge of PAF. The relationships between the biological activity and the nature, lipophilicity, and position of substituents of the aromatic rings were studied. Best activity was observed for compounds having linkages of the type -CH2CONH-, -CH2N(COR)-, and -CH2NHCO-. Many of these compounds inhibit PAF-induced platelet aggregation with IC50's under 1 muM.

  DOI：

  10.1021/jm00104a002
• 作为产物：
  描述：

  4-羟基苯乙酸甲酯 、 溴代十二烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 Methyl 2-(4-dodecoxyphenyl)acetate
  参考文献：
  名称：

  Analogs of platelet activating factor. 7. Bis-aryl amide and bis-aryl urea receptor antagonists of PAF

  摘要：

  A series of bis-aryl amide (13-57 and 66-81) and bis-aryl urea (58 and 85) antagonists of platelet-activating factor (PAF) was prepared that contain, separating the two aromatic rings, linear amide linkages of the form -(CH2)nCONH- (n = 0-2), -OCH2CONH-, and -(CH2)nNHCO- (n = 0-1), branched amide linkages of the form -(CH2)nN(COR)- (n = 1-3, R = CH3 or n-C3H7), and -N(COCH3)CH2-, and urea linkages of the form -NHCONH- and -CH2N(CONHCH3)-. These compounds were examined for their ability to inhibit PAF-induced platelet aggregation of rabbit platelets. These in vitro data were compared to similar data obtained for a number of known PAF antagonists. The compounds were evaluated in vivo, in the mouse, for their ability to prevent death induced by a lethal challenge of PAF. The relationships between the biological activity and the nature, lipophilicity, and position of substituents of the aromatic rings were studied. Best activity was observed for compounds having linkages of the type -CH2CONH-, -CH2N(COR)-, and -CH2NHCO-. Many of these compounds inhibit PAF-induced platelet aggregation with IC50's under 1 muM.

  DOI：

  10.1021/jm00104a002

文献信息

• Photochemical cyclopropanation in aqueous micellar media – experimental and theoretical studies
  作者：Joseph P. Milton、Adam Milanowski、Martin Andersson、Dorota Gryko

  DOI：10.1039/d4cc00828f

  日期：——

  been often regarded as an unsuitable medium for organic reactions. We have, however, found that photochemical cyclopropanation of styrenes with diazo compounds or their precursors can be performed in micellar systems. COSMO-RS studies revealed that the reactivity correlates with the predicted critical micelle concentration (CMC), with higher CMC values delivering higher yields.

  虽然在自然界中，反应发生在水基密闭空间中，但长期以来，水通常被认为是不适合有机反应的介质。然而，我们发现苯乙烯与重氮化合物或其前体的光化学环丙烷化可以在胶束体系中进行。 COSMO-RS 研究表明，反应性与预测的临界胶束浓度 (CMC) 相关，CMC 值越高，产率越高。