N-(2,5-dimethylphenyl)-3-nitrobenzamide | 102631-05-0

• 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-(2,5-dimethylphenyl)-3-nitrobenzamide
• CAS: 102631-05-0
• 化学式: C₁₅H₁₄N₂O₃
• 分子量: 270.288
• InChiKey: ZCFJRZKXKWLSNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 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-(2,5-dimethylphenyl)-3-nitrobenzamide 在 palladium on activated charcoal 氢气 作用下， 反应 3.0h， 以53%的产率得到3-Amino-N-(2,5-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：

  2,5-二甲基苯胺 、 间硝基苯甲酰氯 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以91%的产率得到N-(2,5-dimethylphenyl)-3-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

• [EN] METHODS OF MANUFACTURE OF SURAMIN<br/>[FR] PROCÉDÉS DE FABRICATION DE LA SURAMINE
  申请人：PERFECT DAYLIGHT LTD

  公开号：WO2022026627A1

  公开（公告）日：2022-02-03

  Pharmaceutical compositions comprising suramin and methods of preparing synthetic intermediates useful for the preparation of suramin are described herein.

  本文描述了包含苏拉明的药物组合物，以及用于制备苏拉明的合成中间体的方法。
• 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.