1-(3-环己基-4-羟基苯基)乙酮 | 23299-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(3-环己基-4-羟基苯基)乙酮
• 英文名称: 3-cyclohexyl-4-hydroxyacetophenone
• 英文别名: 3-Cyclohexyl-4-hydroxy-acetophenon；1-(3-Cyclohexyl-4-hydroxyphenyl)ethanone
• CAS: 23299-00-5
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: HZCDRZOAMBOWAS-UHFFFAOYSA-N

物化性质

• 熔点：
  148–149°C
• 沸点：
  335.3±30.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-环己基-4-羟基苯基)乙酮 在 palladium on activated charcoal 盐酸 、 1,4-dioxane dibromide 、 氢气 作用下， 以 1,4-二氧六环 、 乙醚 、 乙醇 、 丁酮 为溶剂， 25.0 ℃ 、98.06 kPa 条件下， 反应 112.0h， 生成 4-(2-Amino-1-hydroxy-ethyl)-2-cyclohexyl-phenol; hydrochloride
  参考文献：
  名称：

  Synthesis and structure-activity relationships among .alpha.-adrenergic receptor agonists of the phenylethanolamine type

  摘要：

  Nineteen arylethanolamine derivatives related to norepinephrine were prepared and tested for alpha-adrenergic stimulant activity. In one series the analogues possess a p-hydroxy function, while the meta position is substituted by methyl, ethyl, isopropyl, chlohexyl, fluoro, chloro, iodo, carboxy, carbomethoxy, and methylsulfamido groups. The other series is meta hydroxylated with the para position substituted by the same groups. The influence of these groups upon the alpha-adrenergic activity is discussed, and the compounds are compared to octopamine, normetanephrine, norepinephrine, and norphenylephrine. It has been found that the introduction of an isopropyl, cyclohexyl, and fluoro group in the meta position of octopamine improves its affinity by three, five, and six times, respectively, whereas when these groups are introduced in the para position of norphenylephrine their effects are always detrimental. The most active compound, alpha-(aminomethyl)(4-fluoro-3-hydroxyphenyl)methanol (44), has about one-hundredth the affinity and the same intrinsic activity as norepinephrine.

  DOI：

  10.1021/jm00181a008
• 作为产物：
  描述：

  环己酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氯化铝 作用下， 以 硝基苯 为溶剂， 反应 10.0h， 生成 1-(3-环己基-4-羟基苯基)乙酮
  参考文献：
  名称：

  Synthesis and structure-activity relationships among .alpha.-adrenergic receptor agonists of the phenylethanolamine type

  摘要：

  Nineteen arylethanolamine derivatives related to norepinephrine were prepared and tested for alpha-adrenergic stimulant activity. In one series the analogues possess a p-hydroxy function, while the meta position is substituted by methyl, ethyl, isopropyl, chlohexyl, fluoro, chloro, iodo, carboxy, carbomethoxy, and methylsulfamido groups. The other series is meta hydroxylated with the para position substituted by the same groups. The influence of these groups upon the alpha-adrenergic activity is discussed, and the compounds are compared to octopamine, normetanephrine, norepinephrine, and norphenylephrine. It has been found that the introduction of an isopropyl, cyclohexyl, and fluoro group in the meta position of octopamine improves its affinity by three, five, and six times, respectively, whereas when these groups are introduced in the para position of norphenylephrine their effects are always detrimental. The most active compound, alpha-(aminomethyl)(4-fluoro-3-hydroxyphenyl)methanol (44), has about one-hundredth the affinity and the same intrinsic activity as norepinephrine.

  DOI：

  10.1021/jm00181a008

文献信息

• JPS59175448A
  申请人：——

  公开号：JPS59175448A

  公开（公告）日：1984-10-04