2-amino-7-(3,4-dimethoxyphenyl)-1,8-naphthyridine | 1161440-25-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-amino-7-(3,4-dimethoxyphenyl)-1,8-naphthyridine
• 英文别名: 7-(3,4-Dimethoxyphenyl)-1,8-naphthyridin-2-amine；7-(3,4-dimethoxyphenyl)-1,8-naphthyridin-2-amine
• CAS: 1161440-25-0
• 化学式: C₁₆H₁₅N₃O₂
• 分子量: 281.314
• InChiKey: UNDZDKIXXFAHPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-7-(3,4-dimethoxyphenyl)-1,8-naphthyridine 在 吡啶盐酸盐 作用下， 反应 1.0h， 以78%的产率得到2-amino-7-(3,4-dihydroxyphenyl)-1,8-naphthyridine
  参考文献：
  名称：

  Photo- and Electrochemical Properties of Novel 7-Substituted Naphthyridine Derivatives

  摘要：

  Here we report a new class of 1,8-naphthyridine derivatives, 2-amino-7-(3,4-di methoxyphenyl)-1,8-naphthyridine, 2-amino-7-(3,4-dihydroxy phenyl)-1,8-naphthyridine, 2-amino-(5,6-dimethoxy-1H-indenyl[2,3-b])-1,8-naphthyridine, and 2-amino-(5,6-dihydroxy-1H-indenyl[2,3-b])-1,8-naphthyridine. All of these compounds were synthesized via naphthyridine-ring forming reaction with 2,6-diaminopyridine-3-carboxaldehyde as a key step. The two dimethoxy derivatives showed predominant fluorescent emission around 400 nm in MeCN. Cyclic voltammetry of the two dihydroxy derivatives in phosphate buffer showed oxidation potentials of 0.21 similar to 0.25 V vs. Ag/AgCl.

  DOI：

  10.3987/com-08-s(d)53
• 作为产物：
  描述：

  2,6-二氨基烟醛 、 3,4-二甲氧基苯乙酮 在 甲醇 、 sodium 作用下， 以 甲苯 为溶剂， 反应 1.08h， 生成 2-amino-7-(3,4-dimethoxyphenyl)-1,8-naphthyridine
  参考文献：
  名称：

  Photo- and Electrochemical Properties of Novel 7-Substituted Naphthyridine Derivatives

  摘要：

  Here we report a new class of 1,8-naphthyridine derivatives, 2-amino-7-(3,4-di methoxyphenyl)-1,8-naphthyridine, 2-amino-7-(3,4-dihydroxy phenyl)-1,8-naphthyridine, 2-amino-(5,6-dimethoxy-1H-indenyl[2,3-b])-1,8-naphthyridine, and 2-amino-(5,6-dihydroxy-1H-indenyl[2,3-b])-1,8-naphthyridine. All of these compounds were synthesized via naphthyridine-ring forming reaction with 2,6-diaminopyridine-3-carboxaldehyde as a key step. The two dimethoxy derivatives showed predominant fluorescent emission around 400 nm in MeCN. Cyclic voltammetry of the two dihydroxy derivatives in phosphate buffer showed oxidation potentials of 0.21 similar to 0.25 V vs. Ag/AgCl.

  DOI：

  10.3987/com-08-s(d)53

文献信息

• Photo- and Electrochemical Properties of Novel 7-Substituted Naphthyridine Derivatives
  作者：Junya Chiba、Masahiko Inouye、Yasuhiro Doi

  DOI：10.3987/com-08-s(d)53

  日期：——

  Here we report a new class of 1,8-naphthyridine derivatives, 2-amino-7-(3,4-di methoxyphenyl)-1,8-naphthyridine, 2-amino-7-(3,4-dihydroxy phenyl)-1,8-naphthyridine, 2-amino-(5,6-dimethoxy-1H-indenyl[2,3-b])-1,8-naphthyridine, and 2-amino-(5,6-dihydroxy-1H-indenyl[2,3-b])-1,8-naphthyridine. All of these compounds were synthesized via naphthyridine-ring forming reaction with 2,6-diaminopyridine-3-carboxaldehyde as a key step. The two dimethoxy derivatives showed predominant fluorescent emission around 400 nm in MeCN. Cyclic voltammetry of the two dihydroxy derivatives in phosphate buffer showed oxidation potentials of 0.21 similar to 0.25 V vs. Ag/AgCl.