(3-methyl-5-nitrophenyl)methanamine | 1261881-26-8

• 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: (3-methyl-5-nitrophenyl)methanamine
• 英文别名: 3-Methyl-5-nitrobenzylamine
• CAS: 1261881-26-8
• 化学式: C₈H₁₀N₂O₂
• 分子量: 166.18
• InChiKey: FZUDXCDLHZFBSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氟-5-硝基甲苯 在 三氟甲磺酸 、 一水合肼 作用下， 以 乙腈 为溶剂， 反应 0.33h， 生成 (3-methyl-5-nitrophenyl)methanamine 、 7-甲基-5-硝基-1H-吲唑
  参考文献：
  名称：

  Buchwald reaction as the key step for the synthesis of metabolically more stable analogs of amodiaquine

  摘要：

  Amodiaquine is one of the most active anti-malarial 4-aminoquinoline but its metabolization is believed to generate hepatotoxic derivatives. Previously, we described new analogs of amodiaquine and amopyroquine, in which hydroxyl group was replaced by various amino groups and identified highly potent compounds with lower toxicity. We describe here the synthesis of new analogs that have been modified on their 4'- and 5'-positions in order to reduce their metabolization. A new synthetic strategy was developed using Buchwald coupling reaction as the key step. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.047

文献信息

• Buchwald reaction as the key step for the synthesis of metabolically more stable analogs of amodiaquine
  作者：Nicolas Le Fur、Guillaume Hochart、Paul-Emmanuel Larchanché、Patricia Melnyk

  DOI：10.1016/j.ejmech.2011.04.047

  日期：2011.7

  Amodiaquine is one of the most active anti-malarial 4-aminoquinoline but its metabolization is believed to generate hepatotoxic derivatives. Previously, we described new analogs of amodiaquine and amopyroquine, in which hydroxyl group was replaced by various amino groups and identified highly potent compounds with lower toxicity. We describe here the synthesis of new analogs that have been modified on their 4'- and 5'-positions in order to reduce their metabolization. A new synthetic strategy was developed using Buchwald coupling reaction as the key step. (C) 2011 Elsevier Masson SAS. All rights reserved.