Benzo[c][2,7]naphthyridine-1-carboxylic acid,5-amino-3,10b-dihydro-2,4-dimethyl-, methyl ester, 6-oxide | 162828-14-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: Benzo[c][2,7]naphthyridine-1-carboxylic acid,5-amino-3,10b-dihydro-2,4-dimethyl-, methyl ester, 6-oxide
• 英文别名: 5-amino-1-methoxycarbonyl-2,4-dimethyl-3,10b dihydrobenzo(c)<2,7>-naphtyridine-6-oxyde
• CAS: 162828-14-0
• 化学式: C₁₆H₁₇N₃O₃
• 分子量: 299.329
• InChiKey: MUSJGRAANPSOCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.42
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Benzo[c][2,7]naphthyridine-1-carboxylic acid,5-amino-3,10b-dihydro-2,4-dimethyl-, methyl ester, 6-oxide 在 acid (pH=0) 作用下， 生成 3-acetyl-2-amino-quinoline N-oxide
  参考文献：
  名称：

  Electrochemical behaviour of an unsymmetrical 4-(o-nitrophenyl)-1,4-dihydropyridine in protic medium

  摘要：

  The electrochemical behaviour of 3-cyano-5-methoxycarbonyl-2,6-dimethyl-4(o-nitrophenyl)-1,4-dihydropyridine and the corresponding N-methyl derivative have been investigated in hydroalcoolic medium. The 4 electron reduction leads to an amino-benzonaphtyridine N-oxide (cyclization from the reaction of the hydroxylamino group with the cyano substituent) when performed in acidic medium; in basic medium, the same reduction leads to a cyclic hydroxamic acid resulting from the condensation of the hydroxylamino group with the ester substituent. Anodic oxidations give the corresponding pyridine or pyridinium derivatives; subsequent reductions of the latter always lead to cyclic hydroxamic acids.

  DOI：

  10.1016/0040-4020(95)00057-f
• 作为产物：
  描述：

  methyl 5-cyano-2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3-carboxylate 在 acetic buffer 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以83%的产率得到Benzo[c][2,7]naphthyridine-1-carboxylic acid,5-amino-3,10b-dihydro-2,4-dimethyl-, methyl ester, 6-oxide
  参考文献：
  名称：

  Electrochemical behaviour of an unsymmetrical 4-(o-nitrophenyl)-1,4-dihydropyridine in protic medium

  摘要：

  The electrochemical behaviour of 3-cyano-5-methoxycarbonyl-2,6-dimethyl-4(o-nitrophenyl)-1,4-dihydropyridine and the corresponding N-methyl derivative have been investigated in hydroalcoolic medium. The 4 electron reduction leads to an amino-benzonaphtyridine N-oxide (cyclization from the reaction of the hydroxylamino group with the cyano substituent) when performed in acidic medium; in basic medium, the same reduction leads to a cyclic hydroxamic acid resulting from the condensation of the hydroxylamino group with the ester substituent. Anodic oxidations give the corresponding pyridine or pyridinium derivatives; subsequent reductions of the latter always lead to cyclic hydroxamic acids.

  DOI：

  10.1016/0040-4020(95)00057-f

文献信息

• Electrochemical behaviour of an unsymmetrical 4-(o-nitrophenyl)-1,4-dihydropyridine in protic medium
  作者：J.Y. David、J.P. Hurvois、A. Tallec、L. Toupet

  DOI：10.1016/0040-4020(95)00057-f

  日期：1995.3

  The electrochemical behaviour of 3-cyano-5-methoxycarbonyl-2,6-dimethyl-4(o-nitrophenyl)-1,4-dihydropyridine and the corresponding N-methyl derivative have been investigated in hydroalcoolic medium. The 4 electron reduction leads to an amino-benzonaphtyridine N-oxide (cyclization from the reaction of the hydroxylamino group with the cyano substituent) when performed in acidic medium; in basic medium, the same reduction leads to a cyclic hydroxamic acid resulting from the condensation of the hydroxylamino group with the ester substituent. Anodic oxidations give the corresponding pyridine or pyridinium derivatives; subsequent reductions of the latter always lead to cyclic hydroxamic acids.