N-(3,5-dimethylphenyl)-2-nitrobenzamide | 102630-98-8

• 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: N-(3,5-dimethylphenyl)-2-nitrobenzamide
• CAS: 102630-98-8
• 化学式: C₁₅H₁₄N₂O₃
• 分子量: 270.288
• InChiKey: SHWPMLXQJTWPNG-UHFFFAOYSA-N

物化性质

• 熔点：
  164-166 °C(Solv: benzene (71-43-2))
• 沸点：
  359.6±42.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3,5-dimethylphenyl)-2-nitrobenzamide 在 palladium on activated charcoal 氢气 作用下， 反应 3.0h， 以51%的产率得到2-amino-N-(3,5-dimethylphenyl)benzamide
  参考文献：
  名称：

  Anticonvulsant activity of 2- and 3-aminobenzanilides

  摘要：

  A series of 2- and 3-aminobenzanilides derived from ring-alkylated anilines were prepared and evaluated for anticonvulsant activity. These benzanilides were prepared in the course of studies designed to determine the relationship between the benzamide structure and anticonvulsant effects. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole and in the rotorod assay for neurologic deficit. The 3-aminobenzanilide derived from 2,6-dimethylaniline, 21, was the most potent anti-MES compound, with an ED50 of 13.48 mg/kg and a protective index of 21.11 (PI = TD50/ED50). The activity profile for 21 compares favorably with that for phenobarbital and phenytoin.

  DOI：

  10.1021/jm00158a038
• 作为产物：
  描述：

  1-氨基-3,5-二甲苯 、 2-硝基苯甲酰氯 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以57%的产率得到N-(3,5-dimethylphenyl)-2-nitrobenzamide
  参考文献：
  名称：

  Anticonvulsant activity of 2- and 3-aminobenzanilides

  摘要：

  A series of 2- and 3-aminobenzanilides derived from ring-alkylated anilines were prepared and evaluated for anticonvulsant activity. These benzanilides were prepared in the course of studies designed to determine the relationship between the benzamide structure and anticonvulsant effects. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole and in the rotorod assay for neurologic deficit. The 3-aminobenzanilide derived from 2,6-dimethylaniline, 21, was the most potent anti-MES compound, with an ED50 of 13.48 mg/kg and a protective index of 21.11 (PI = TD50/ED50). The activity profile for 21 compares favorably with that for phenobarbital and phenytoin.

  DOI：

  10.1021/jm00158a038

文献信息

• Copper-catalyzed N-Arylation of Aryl Iodides with Benzamides or Nitrogen Heterocycles in the Presence of Ethylenediamine
  作者：Suk-Ku Kang、Doo-Hwan Kim、Joung-Nam Park

  DOI：10.1055/s-2002-20457

  日期：——

  The copper-catalyzed N-arylation of benzamides or nitrogen heterocycles was carried out with catalytic CuI (10 mol%) in the presence of ethylenediamine (10 mol%) as a ligand and K 3 PO 4 or Cs 2 CO 3 as a base under mild conditions.

  在乙二胺（10 mol％）作为配体和K 3 PO 4 或Cs 2 CO 3 作为碱存在下，用催化CuI（10 mol％）进行铜催化的苯甲酰胺或氮杂环的N-芳基化条件温和。
• CLARK C. R.; LING CHING-MING; SANSOM R. T., J. MED. CHEM., 29,(1986) N 8, 1534-1537
  作者：CLARK C. R.、 LING CHING-MING、 SANSOM R. T.

  DOI：——

  日期：——
• Anticonvulsant activity of 2- and 3-aminobenzanilides
  作者：C. Randall Clark、Ching Ming Lin、Ricky T. Sansom

  DOI：10.1021/jm00158a038

  日期：1986.8

  A series of 2- and 3-aminobenzanilides derived from ring-alkylated anilines were prepared and evaluated for anticonvulsant activity. These benzanilides were prepared in the course of studies designed to determine the relationship between the benzamide structure and anticonvulsant effects. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole and in the rotorod assay for neurologic deficit. The 3-aminobenzanilide derived from 2,6-dimethylaniline, 21, was the most potent anti-MES compound, with an ED50 of 13.48 mg/kg and a protective index of 21.11 (PI = TD50/ED50). The activity profile for 21 compares favorably with that for phenobarbital and phenytoin.