ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-(3-pyridinyl)propenoate | 115816-06-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-(3-pyridinyl)propenoate
• 英文别名: ethyl (Z)-3-(3,5-ditert-butyl-4-hydroxyphenyl)-2-pyridin-3-ylprop-2-enoate
• CAS: 115816-06-3
• 化学式: C₂₄H₃₁NO₃
• 分子量: 381.515
• InChiKey: YXZQJWFBLJNIMN-PDGQHHTCSA-N

物化性质

• 熔点：
  119.5-120.5 °C
• 沸点：
  471.8±45.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-(3-pyridinyl)propenoate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以60%的产率得到(E)-2,6-di-tert-butyl-4-<2-(3-pyridinyl)ethenyl>phenol
  参考文献：
  名称：

  Antiinflammatory 2,6-di-tert-butyl-4-(2-arylethenyl)phenols

  摘要：

  A series of 2,6-di-tert-butyl-4-(2-arylethenyl)phenols was prepared and examined for their ability to inhibit cyclooxygenase and 5-lipoxygenase in vitro and developing adjuvant arthritis in vivo in the rat. Structure-activity relationships are discussed. Among the best compounds is (E)-2,6-di-tert-butyl-4-[2-(3-pyridinyl)ethenyl]phenol (7d). It has an IC50 of 0.67 microM for cyclooxygenase and 2.7 microM for 5-lipoxygenase and an ED50 of 2.1 mg/kg in developing adjuvant arthritis. Additional in vivo data are reported for 7d.

  DOI：

  10.1021/jm00121a021
• 作为产物：
  描述：

  3-吡啶乙酸乙酯 、 3,5-二叔丁基-4-羟基苯甲醛 在 哌啶 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以47%的产率得到ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-(3-pyridinyl)propenoate
  参考文献：
  名称：

  Antiinflammatory 2,6-di-tert-butyl-4-(2-arylethenyl)phenols

  摘要：

  A series of 2,6-di-tert-butyl-4-(2-arylethenyl)phenols was prepared and examined for their ability to inhibit cyclooxygenase and 5-lipoxygenase in vitro and developing adjuvant arthritis in vivo in the rat. Structure-activity relationships are discussed. Among the best compounds is (E)-2,6-di-tert-butyl-4-[2-(3-pyridinyl)ethenyl]phenol (7d). It has an IC50 of 0.67 microM for cyclooxygenase and 2.7 microM for 5-lipoxygenase and an ED50 of 2.1 mg/kg in developing adjuvant arthritis. Additional in vivo data are reported for 7d.

  DOI：

  10.1021/jm00121a021

文献信息

• LAZER, EDWARD S.
  作者：LAZER, EDWARD S.

  DOI：——

  日期：——
• LAZER, EDWARD S.;WONG, HIN-CHOR;POSSANZA, GENUS J.;GRAHAM, ANNE G.;FARINA+, J. MED. CHEM., 32,(1989) N, C. 100-104
  作者：LAZER, EDWARD S.、WONG, HIN-CHOR、POSSANZA, GENUS J.、GRAHAM, ANNE G.、FARINA+

  DOI：——

  日期：——
• Antiinflammatory 2,6-di-tert-butyl-4-(2-arylethenyl)phenols
  作者：Edward S. Lazer、Hin Chor Wong、Genus J. Possanza、Anne G. Graham、Peter R. Farina

  DOI：10.1021/jm00121a021

  日期：1989.1

  A series of 2,6-di-tert-butyl-4-(2-arylethenyl)phenols was prepared and examined for their ability to inhibit cyclooxygenase and 5-lipoxygenase in vitro and developing adjuvant arthritis in vivo in the rat. Structure-activity relationships are discussed. Among the best compounds is (E)-2,6-di-tert-butyl-4-[2-(3-pyridinyl)ethenyl]phenol (7d). It has an IC50 of 0.67 microM for cyclooxygenase and 2.7 microM for 5-lipoxygenase and an ED50 of 2.1 mg/kg in developing adjuvant arthritis. Additional in vivo data are reported for 7d.