4',6-dichloro-2'-(2,4-dichlorobenzoyloxy)acetophenone | 1023278-90-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4',6-dichloro-2'-(2,4-dichlorobenzoyloxy)acetophenone
• CAS: 1023278-90-1
• 化学式: C₁₅H₈Cl₄O₃
• 分子量: 378.039
• InChiKey: FVQQFDUPPGZXAX-UHFFFAOYSA-N

物化性质

• 熔点：
  112–113°C
• 沸点：
  531.4±50.0 °C(Predicted)
• 密度：
  1.499±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.72
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4',6-dichloro-2'-(2,4-dichlorobenzoyloxy)acetophenone 在 sodium hydride 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.83h， 生成 3-(4,6-dichloro-2-hydroxyphenyl)-5-(2,4-dichlorophenyl)-1H-pyrazole
  参考文献：
  名称：

  Synthesis and Pharmacological Evaluation of Chlorinated N-Alkyl-3- and -5-(2-hydroxyphenyl)pyrazoles as CB 1 Cannabinoid Ligands

  摘要：

  The syntheses of several new 3- and 5-(4-chloro-2-hydroxyphenyl)-5- and -3-(2,4-dichlorophenyl)-1-alkylpyrazoles are reported. These syntheses started from simple chlorophenols, 2,4-dichlorobenzaldehyde or ethyl 2,4-dichlorobenzoate in order to prepare pyrazoles bearing three and four chloro substituents in certain positions. The affinity of these compounds towards the CB1 type cannabinoids receptors was then evaluated in human brain tissues (frontal cortex). The results showed that some of the compounds exhibit affinity towards this kind of receptors in the micromolar range.

  DOI：

  10.1007/s00706-007-0676-4
• 作为产物：
  描述：

  2,4-二氯苯甲酸 、 1-(2,4-二氯-6-羟基苯基)乙酮 在 4-吡咯烷基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以98%的产率得到4',6-dichloro-2'-(2,4-dichlorobenzoyloxy)acetophenone
  参考文献：
  名称：

  Synthesis and Pharmacological Evaluation of Chlorinated N-Alkyl-3- and -5-(2-hydroxyphenyl)pyrazoles as CB 1 Cannabinoid Ligands

  摘要：

  The syntheses of several new 3- and 5-(4-chloro-2-hydroxyphenyl)-5- and -3-(2,4-dichlorophenyl)-1-alkylpyrazoles are reported. These syntheses started from simple chlorophenols, 2,4-dichlorobenzaldehyde or ethyl 2,4-dichlorobenzoate in order to prepare pyrazoles bearing three and four chloro substituents in certain positions. The affinity of these compounds towards the CB1 type cannabinoids receptors was then evaluated in human brain tissues (frontal cortex). The results showed that some of the compounds exhibit affinity towards this kind of receptors in the micromolar range.

  DOI：

  10.1007/s00706-007-0676-4

文献信息

• Synthesis and Pharmacological Evaluation of Chlorinated N-Alkyl-3- and -5-(2-hydroxyphenyl)pyrazoles as CB 1 Cannabinoid Ligands
  作者：Vera L. M. Silva、Artur M. S. Silva、Diana C. G. A. Pinto、Nadine Jagerovic、Luis F. Callado、José A. S. Cavaleiro、José Elguero

  DOI：10.1007/s00706-007-0676-4

  日期：2007.8

  The syntheses of several new 3- and 5-(4-chloro-2-hydroxyphenyl)-5- and -3-(2,4-dichlorophenyl)-1-alkylpyrazoles are reported. These syntheses started from simple chlorophenols, 2,4-dichlorobenzaldehyde or ethyl 2,4-dichlorobenzoate in order to prepare pyrazoles bearing three and four chloro substituents in certain positions. The affinity of these compounds towards the CB1 type cannabinoids receptors was then evaluated in human brain tissues (frontal cortex). The results showed that some of the compounds exhibit affinity towards this kind of receptors in the micromolar range.