4-(3,4-dimethylphenoxy)-1-nitrobenzene | 23471-70-7

• 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: 4-(3,4-dimethylphenoxy)-1-nitrobenzene
• 英文别名: (3,4-dimethyl-phenyl)-(4-nitro-phenyl)-ether；(3,4-Dimethyl-phenyl)-(4-nitro-phenyl)-aether；1,2-Dimethyl-4-(4-nitrophenoxy)benzene
• CAS: 23471-70-7
• 化学式: C₁₄H₁₃NO₃
• mdl: MFCD00196122
• 分子量: 243.262
• InChiKey: MPKGPSUQRUZROY-UHFFFAOYSA-N

物化性质

• 熔点：
  86 °C
• 沸点：
  352.3±27.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3,4-dimethylphenoxy)-1-nitrobenzene 在 10percentPd/C 氢气 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 4-(3,4-二甲基苯氧基)苯胺
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Trisubstituted Phenyl Urea Derivatives as Neuropeptide Y5 Receptor Antagonists

  摘要：

  1-((1R,2R)-2-Hydroxy-1-methyl-2-phenylethyl)-1-methyl-3-(4-phenoxyphenyl)urea (1) was identified as a hit from the screening of the neuropeptide Y5 (NPY5) receptor. This lead was optimized for in vitro potency by changing the stereochemistry, the phenylethyl segment, the urea portion, and the 4-phenoxyphenyl group on the molecule. Over 40 analogues of 1 were prepared to study the structure-activity relationship for this series. The most potent compounds in this class have IC(50)s less than 0.1 nM at the NPY5 receptor (e.g., 40f, 44a, and 47). To determine the functional activity for this series of compounds, selected analogues were tested in acellular assay measuring forskolin-induced cyclic AMP accumulation in 293 cells transfected with the human NPY5 receptor. All urea analogues tested in the functional assay acted as antagonists (e.g., 1, 32, 40a, and 44e).

  DOI：

  10.1021/jm0004547
• 作为产物：
  描述：

  3,4-二甲基苯酚 、 对氟硝基苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以95%的产率得到4-(3,4-dimethylphenoxy)-1-nitrobenzene
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Trisubstituted Phenyl Urea Derivatives as Neuropeptide Y5 Receptor Antagonists

  摘要：

  1-((1R,2R)-2-Hydroxy-1-methyl-2-phenylethyl)-1-methyl-3-(4-phenoxyphenyl)urea (1) was identified as a hit from the screening of the neuropeptide Y5 (NPY5) receptor. This lead was optimized for in vitro potency by changing the stereochemistry, the phenylethyl segment, the urea portion, and the 4-phenoxyphenyl group on the molecule. Over 40 analogues of 1 were prepared to study the structure-activity relationship for this series. The most potent compounds in this class have IC(50)s less than 0.1 nM at the NPY5 receptor (e.g., 40f, 44a, and 47). To determine the functional activity for this series of compounds, selected analogues were tested in acellular assay measuring forskolin-induced cyclic AMP accumulation in 293 cells transfected with the human NPY5 receptor. All urea analogues tested in the functional assay acted as antagonists (e.g., 1, 32, 40a, and 44e).

  DOI：

  10.1021/jm0004547

文献信息

• Copper- and Palladium-Containing Perovskites: Catalysts for the Ullmann and Sonogashira Reactions
  作者：Steven Ley、Sophie Lohmann、Stephen Andrews、Brenda Burke、Martin Smith、J. Attfield、Hirohisa Tanaka、Kimiyoshi Kaneko

  DOI：10.1055/s-2005-865233

  日期：——

  The utility of perovskite-based materials in organic synthesis is explored through examination of a series of copper- and palladium-containing perovskites in Ullmann and Sonogashira type reactions. La0.9Ce0.1Co0.6Cu0.4O3 is identified as an effective catalyst for the synthesis of a range of biaryl ether and thioether functionalities, whilst a Cu- and Pd-containing perovskite is effective in the Sonogashira reaction. These results suggest that perovskites may be useful leads in the search for new catalysts and reagents for organic synthesis.

  通过研究一系列含铜和含钯的钙钛矿在乌尔曼(Ullmann)和曾加西拉(Sonogashira)型反应中的应用，探讨了基于钙钛矿材料在有机合成中的实用性。La0.9Ce0.1Co0.6Cu0.4O3被鉴定为合成各种联苯醚和联苯硫醚功能的有效催化剂，而含铜和含钯的钙钛矿在Sonogashira反应中表现出良好的效果。这些结果表明，钙钛矿可能是寻找有机合成新催化剂和试剂的有用线索。
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  作者：Dorogov、Budanov、Vasil'eva、Lebedeva、Koshel'、Plakhtinskii

  DOI：——

  日期：——
• Barry et al., Proceedings of the Royal Irish Academy. Section B: Biological, geological, and chemical science, 1950, vol. 53B, p. 61,69,82
  作者：Barry et al.

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