(Z)-3-amino-4,4,4-trichloro-1-(2-hydroxy-5-methylphenyl)but-2-en-1-one | 288087-80-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (Z)-3-amino-4,4,4-trichloro-1-(2-hydroxy-5-methylphenyl)but-2-en-1-one
• CAS: 288087-80-9
• 化学式: C₁₁H₁₀Cl₃NO₂
• 分子量: 294.565
• InChiKey: OALCLGPSDBJKFR-YHYXMXQVSA-N

物化性质

• 沸点：
  398.2±42.0 °C(Predicted)
• 密度：
  1.472±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-3-amino-4,4,4-trichloro-1-(2-hydroxy-5-methylphenyl)but-2-en-1-one 在 盐酸 、 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 24.5h， 生成 4-羟基-6-甲基香豆素
  参考文献：
  名称：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile as a route to 2-trichloromethylchromones and 4-hydroxycoumarins

  摘要：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile in the presence of N-methylanilinomagnesium bromide affords hydroxyaryl beta-amino-beta-trichloromethylvinyl ketones, which are converted into 2-trichloromethylchromones upon treatment with concentrated HCl. The resulting compounds react with alcoholic solutions of NH3 or KOH to Form 3-amino-1-(2-hydroxyaryl)-4,4,4-trichlorobut-2-en-1-ones and 4-hydroxycoumarins, respectively.

  DOI：

  10.1007/bf02494778
• 作为产物：
  描述：

  2-羟基-5-甲基苯乙酮 、 三氯乙腈 在 magnesium bromide- 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以49%的产率得到(Z)-3-amino-4,4,4-trichloro-1-(2-hydroxy-5-methylphenyl)but-2-en-1-one
  参考文献：
  名称：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile as a route to 2-trichloromethylchromones and 4-hydroxycoumarins

  摘要：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile in the presence of N-methylanilinomagnesium bromide affords hydroxyaryl beta-amino-beta-trichloromethylvinyl ketones, which are converted into 2-trichloromethylchromones upon treatment with concentrated HCl. The resulting compounds react with alcoholic solutions of NH3 or KOH to Form 3-amino-1-(2-hydroxyaryl)-4,4,4-trichlorobut-2-en-1-ones and 4-hydroxycoumarins, respectively.

  DOI：

  10.1007/bf02494778

文献信息

• Modulators of Hedgehog Signaling Pathways, Compositions and Uses Related Thereto
  申请人：Beachy Philip A.

  公开号：US20100069386A1

  公开（公告）日：2010-03-18

  The present invention makes available methods and reagents for inhibiting aberrant growth states resulting form hedgehog gain-of-function, ptc loss-of-function or smoothened gain-of-function comprising contacting the cell with a hedgehog antagonist, such as a small molecule, in a sufficient amount to aberrant growth state, e.g., to agonize a normal ptc pathway or antagonize smoothened or hedgehog activity. Such methods and reagents may also inhibit the hedgehog pathway in normal cells, e.g., where normal levels of hedgehog signalling are unwanted.
• US7655674B2
  申请人：——

  公开号：US7655674B2

  公开（公告）日：2010-02-02
• Condensation of 2-hydroxyacetophenones with trichloroacetonitrile as a route to 2-trichloromethylchromones and 4-hydroxycoumarins
  作者：V. Ya. Sosnovskikh、V. A. Kutsenko、I. S. Ovsyannikov

  DOI：10.1007/bf02494778

  日期：2000.3

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile in the presence of N-methylanilinomagnesium bromide affords hydroxyaryl beta-amino-beta-trichloromethylvinyl ketones, which are converted into 2-trichloromethylchromones upon treatment with concentrated HCl. The resulting compounds react with alcoholic solutions of NH3 or KOH to Form 3-amino-1-(2-hydroxyaryl)-4,4,4-trichlorobut-2-en-1-ones and 4-hydroxycoumarins, respectively.