2-tert-butyl-5-cyclohexyl-1,4-quinone | 1229193-47-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-tert-butyl-5-cyclohexyl-1,4-quinone
• 英文别名: 2-Tert-butyl-5-cyclohexylcyclohexa-2,5-diene-1,4-dione
• CAS: 1229193-47-8
• 化学式: C₁₆H₂₂O₂
• 分子量: 246.349
• InChiKey: SYEKXJSPUQRMOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-tert-butyl-5-(2-cyclohexen-1-yl)-2,5-cyclohexadiene-1,4-dione 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以92%的产率得到2-tert-butyl-5-cyclohexyl-1,4-quinone
  参考文献：
  名称：

  Synthesis and inhibitory evaluation of cyclohexen-2-yl- and cyclohexyl-substituted phenols and quinones to endothelial cell and cancer cells

  摘要：

  Alkylanon of phenols with 1,3-cyclohexadiene (1) has been conducted and a series of cyclohexen-2-yl- and cyclohexyl-substituted phenols and quinones were screened against the proliferation of HUVEC and cancer cells. Phenol type as well as the size and occupied position of the substitute are important for the alkylating reaction and the inhibitory activity and selectivity of a compound. 2,5-Di(cyclohexen-2-yl)benzene-1,4-diol (25) bearing two cyclohexen-2-yl groups and 2-tert-butyl-5-(cyclohexen-2-yl)benzene-1,4-diol (30) bearing cyclohexen-2-yl and tert-butyl groups exhibited good selectivity against HUVEC pioliferation (IC(50)s of 2 0 and 1 4 mu M, respectively) with relatively low toxicity to ccc-HPF-1.

  DOI：

  10.1016/j.ejmech.2010.01.051

文献信息

• Synthesis and inhibitory evaluation of cyclohexen-2-yl- and cyclohexyl-substituted phenols and quinones to endothelial cell and cancer cells
  作者：Xin Liu、Yingyong Ou、Shaopeng Chen、Xin Lu、Hao Cheng、Xian Jia、Decai Wang、Guo-Chun Zhou

  DOI：10.1016/j.ejmech.2010.01.051

  日期：2010.6

  Alkylanon of phenols with 1,3-cyclohexadiene (1) has been conducted and a series of cyclohexen-2-yl- and cyclohexyl-substituted phenols and quinones were screened against the proliferation of HUVEC and cancer cells. Phenol type as well as the size and occupied position of the substitute are important for the alkylating reaction and the inhibitory activity and selectivity of a compound. 2,5-Di(cyclohexen-2-yl)benzene-1,4-diol (25) bearing two cyclohexen-2-yl groups and 2-tert-butyl-5-(cyclohexen-2-yl)benzene-1,4-diol (30) bearing cyclohexen-2-yl and tert-butyl groups exhibited good selectivity against HUVEC pioliferation (IC(50)s of 2 0 and 1 4 mu M, respectively) with relatively low toxicity to ccc-HPF-1.