6-氨基吩嗪-1-羧酸 | 91804-63-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 6-氨基吩嗪-1-羧酸
• 英文名称: 6-Amino-phenazin-1-carbonsaeure
• 英文别名: 6-aminophenazine-1-carboxylic acid；6-Aminophenazine-1-carboxylic acid
• CAS: 91804-63-6
• 化学式: C₁₃H₉N₃O₂
• 分子量: 239.233
• InChiKey: VUJNNEZYTILMQK-UHFFFAOYSA-N

物化性质

• 熔点：
  144 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  569.4±25.0 °C(Predicted)
• 密度：
  1.505±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  丙醇 、 6-氨基吩嗪-1-羧酸 、 8-Amino-phenazin-1-carbonsaeure 在 硫酸 作用下， 反应 7.0h， 以33.1%的产率得到Propyl 6-aminophenazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of Novel Aminophenazine-1-carboxylate Derivatives

  摘要：

  A series of novel 6-aminophenazine-1-, 7-aminophenazine-1- and 8-aminophenazine-1-carboxylate derivatives were synthesized by a facile method, and their structures were characterized by H-1 NMR, C-13 NMR and high-resolution mass spectrometry. Some unexpected byproducts V-7b-V-8d were noticed and isolated, and their structures were identified by 2D NMR spectra including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (Hmbc) and H-H correlation spectrometry (H-H COSY) approach. Their fungicidal activities against five fungi were evaluated, which indicated that most of the title compounds showed low fungicidal activities in vitro against Alternaria solani, Cercospora arachidicola, Fusarium omysporum, Gibberella zeae, and Physalospora piricola at a dosage of 50 mu g mL(-1), while compounds IV-6a and IV-6b exhibited excellent activities against P. piricola at that dosage. Compound IV-6a could be considered as a leading structure for further design of fungicides.

  DOI：

  10.1021/jf904408c
• 作为产物：
  描述：

  间氨基乙酰苯胺 在 sodium tetrahydroborate 、 copper(l) iodide 、 三乙胺 、 sodium hydroxide 作用下， 以 水 、 乙二醇 为溶剂， 反应 7.0h， 生成 6-氨基吩嗪-1-羧酸
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of Novel Aminophenazine-1-carboxylate Derivatives

  摘要：

  A series of novel 6-aminophenazine-1-, 7-aminophenazine-1- and 8-aminophenazine-1-carboxylate derivatives were synthesized by a facile method, and their structures were characterized by H-1 NMR, C-13 NMR and high-resolution mass spectrometry. Some unexpected byproducts V-7b-V-8d were noticed and isolated, and their structures were identified by 2D NMR spectra including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (Hmbc) and H-H correlation spectrometry (H-H COSY) approach. Their fungicidal activities against five fungi were evaluated, which indicated that most of the title compounds showed low fungicidal activities in vitro against Alternaria solani, Cercospora arachidicola, Fusarium omysporum, Gibberella zeae, and Physalospora piricola at a dosage of 50 mu g mL(-1), while compounds IV-6a and IV-6b exhibited excellent activities against P. piricola at that dosage. Compound IV-6a could be considered as a leading structure for further design of fungicides.

  DOI：

  10.1021/jf904408c