2,6-dimethyl-4-<2-(2-thienyl)ethenyl>anisole | 127036-02-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,6-dimethyl-4-<2-(2-thienyl)ethenyl>anisole
• 英文别名: 2,6-dimethyl-4-[2-(2-thienyl)ethenyl]anisole；2,6-Dimethyl-4-(2-(2-thienyl)ethenyl)anisole；2-[(E)-2-(4-methoxy-3,5-dimethylphenyl)ethenyl]thiophene
• CAS: 127036-02-6
• 化学式: C₁₅H₁₆OS
• 分子量: 244.357
• InChiKey: PTSNVPHZYHFONX-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-噻吩乙酸 在 哌啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 26.0h， 生成 2,6-dimethyl-4-<2-(2-thienyl)ethenyl>anisole
  参考文献：
  名称：

  Effect of structure on potency and selectivity in 2,6-disubstituted-4-(2-arylethenyl)phenol lipoxygenase inhibitors

  摘要：

  A series of 2,6-disubstituted 4-(2-arylethenyl)phenols with potent human neutrophil 5-lipoxygenase (5-LO) inhibiting activity (IC50S in the 10(-7) M range) and weaker human platelet cyclooxygenase (CO) inhibiting activity (IC50S in the 10(-6) M range) is described. This series evolved from the chemical modification of an antiinflammatory dual CO/5-LO inhibitor, 2,6-di-tert-butyl-4-[2-(3-pyridyl)ethenyl]phenol (BI-L-93 BS). The potency and selectivity for 5-LO inhibition is greatly influenced by the nature of the substituents in the 2- and 6-positions. Other structure-activity relationships that determine relative 5-LO and CO potency are discussed. In vivo activity against antigen-induced leukotriene-mediated bronchoconstriction and cell influx in guinea pigs is presented. Representatives of the series are active when administered at 30 mg/kg ip.

  DOI：

  10.1021/jm00169a010

文献信息

• LAZER, EDWARD S.;WONG, HIN-CHOR;WEGNER, GRAIG D.;GRAHAM, ANNE G.;FARINA, +, J. MED. CHEM., 33,(1990) N, C. 1892-1898
  作者：LAZER, EDWARD S.、WONG, HIN-CHOR、WEGNER, GRAIG D.、GRAHAM, ANNE G.、FARINA, +

  DOI：——

  日期：——
• Effect of structure on potency and selectivity in 2,6-disubstituted-4-(2-arylethenyl)phenol lipoxygenase inhibitors
  作者：Edward S. Lazer、Hin Chor Wong、Craig D. Wegner、Anne G. Graham、Peter R. Farina

  DOI：10.1021/jm00169a010

  日期：1990.7

  A series of 2,6-disubstituted 4-(2-arylethenyl)phenols with potent human neutrophil 5-lipoxygenase (5-LO) inhibiting activity (IC50S in the 10(-7) M range) and weaker human platelet cyclooxygenase (CO) inhibiting activity (IC50S in the 10(-6) M range) is described. This series evolved from the chemical modification of an antiinflammatory dual CO/5-LO inhibitor, 2,6-di-tert-butyl-4-[2-(3-pyridyl)ethenyl]phenol (BI-L-93 BS). The potency and selectivity for 5-LO inhibition is greatly influenced by the nature of the substituents in the 2- and 6-positions. Other structure-activity relationships that determine relative 5-LO and CO potency are discussed. In vivo activity against antigen-induced leukotriene-mediated bronchoconstriction and cell influx in guinea pigs is presented. Representatives of the series are active when administered at 30 mg/kg ip.