(E)-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-(2-thienyl)-2-propen-1-one | 116376-80-8

• 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: (E)-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-(2-thienyl)-2-propen-1-one
• 英文别名: (E)-3-(3,5-ditert-butyl-4-hydroxyphenyl)-1-thiophen-2-ylprop-2-en-1-one
• CAS: 116376-80-8
• 化学式: C₂₁H₂₆O₂S
• 分子量: 342.502
• InChiKey: MWOLNVWGWSYXGK-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙酰基噻吩 、 3,5-二叔丁基-4-羟基苯甲醛 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以65%的产率得到(E)-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-(2-thienyl)-2-propen-1-one
  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.;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.