1-(4-heptylphenyl)-3-methylbut-2-en-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-heptylphenyl)-3-methylbut-2-en-1-ol
• 化学式: C₁₈H₂₈O
• 分子量: 260.42
• InChiKey: YVRHSZJDZKPODI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-heptylphenyl)-3-methylbut-2-en-1-ol 在 四丙基高钌酸铵 molecular sieve 、 N-甲基吗啉氧化物 作用下， 以 乙腈 为溶剂， 以67%的产率得到1-(4-Heptylphenyl)-3-methylbut-2-en-1-one
  参考文献：
  名称：

  Inhibitors of the Interaction of a Thyroid Hormone Receptor and Coactivators:  Preliminary Structure−Activity Relationships

  摘要：

  The modulation of gene regulation by blocking the interaction between the thyroid receptor (TR) and obligate coregulators has been reported recently with the discovery of the lead compound 3-(dimethylamino)-1-(4-hexylphenyl)propan-1-one). Herein we report studies aimed at optimization of this initial hit to determine the basic parameters of the structure -activity relationships and clarify the mechanism of action. These studies provided new insights, showing that activity and TR beta isoform selectivity is highly correlated with the structural composition of these covalent inhibitors.

  DOI：

  10.1021/jm070556y
• 作为产物：
  描述：

  3-甲基-2-丁烯醛 、 4-正庚基溴苯 在 正丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.33h， 以46%的产率得到1-(4-heptylphenyl)-3-methylbut-2-en-1-ol
  参考文献：
  名称：

  Inhibitors of the Interaction of a Thyroid Hormone Receptor and Coactivators:  Preliminary Structure−Activity Relationships

  摘要：

  The modulation of gene regulation by blocking the interaction between the thyroid receptor (TR) and obligate coregulators has been reported recently with the discovery of the lead compound 3-(dimethylamino)-1-(4-hexylphenyl)propan-1-one). Herein we report studies aimed at optimization of this initial hit to determine the basic parameters of the structure -activity relationships and clarify the mechanism of action. These studies provided new insights, showing that activity and TR beta isoform selectivity is highly correlated with the structural composition of these covalent inhibitors.

  DOI：

  10.1021/jm070556y

文献信息

• Inhibitors of the Interaction of a Thyroid Hormone Receptor and Coactivators:  Preliminary Structure−Activity Relationships
  作者：Leggy A. Arnold、Aaron Kosinski、Eva Estébanez-Perpiñá、R. Kiplin Guy

  DOI：10.1021/jm070556y

  日期：2007.11.1

  The modulation of gene regulation by blocking the interaction between the thyroid receptor (TR) and obligate coregulators has been reported recently with the discovery of the lead compound 3-(dimethylamino)-1-(4-hexylphenyl)propan-1-one). Herein we report studies aimed at optimization of this initial hit to determine the basic parameters of the structure -activity relationships and clarify the mechanism of action. These studies provided new insights, showing that activity and TR beta isoform selectivity is highly correlated with the structural composition of these covalent inhibitors.