2-chloro-9-nitro-5,6-dihydrobenzo[f]cinnoline 4-oxide | 318471-98-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-chloro-9-nitro-5,6-dihydrobenzo[f]cinnoline 4-oxide
• 英文别名: 2-Chloro-9-nitro-4-oxido-5,6-dihydrobenzo[f]cinnolin-4-ium
• CAS: 318471-98-6
• 化学式: C₁₂H₈ClN₃O₃
• 分子量: 277.667
• InChiKey: IDQVEPYKUGLSFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-9-nitro-5,6-dihydrobenzo[f]cinnoline 4-oxide 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以25%的产率得到2-chloro-9-nitro-benzo[f]cinnoline 4-oxide
  参考文献：
  名称：

  Synthesis and “in Vitro” Antimicrobial Properties ofN-Oxide Derivatives Based on Tricyclic Indeno[2,1-c]pyridazine and Benzo[f]cinnoline Systems

  摘要：

  A number of 9H-indeno[2,1-c]pyridazine N-oxides (3a-c) and benzo[f]cinnoline N-oxides (4,5a-c) have been synthesized and tested for antimicrobial activity. All new products were inactive against Gram negative bacteria and fungi. In contrast, among the compounds synthesized, 3b, 4b and 5b showed a moderate activity against Gram positive Staphylococcus aureus and Staphylococcus epidermidis. Of the present series, the 9-nitro-benzo[f]cinnoline N-oxide 5b possessed the highest activity especially against Trichomonas vaginalis (MIC = 3.9 micrograms/ml).

  DOI：

  10.1002/1521-4184(200010)333:10<341::aid-ardp341>3.0.co;2-u
• 作为产物：
  描述：

  9-nitro-5,6-dihydrobenzo[f]cinnolin-2(3H)-one 在 双氧水 、 三氯氧磷 作用下， 以 甲酸 为溶剂， 反应 2.0h， 生成 2-chloro-9-nitro-5,6-dihydrobenzo[f]cinnoline 4-oxide
  参考文献：
  名称：

  Synthesis and “in Vitro” Antimicrobial Properties ofN-Oxide Derivatives Based on Tricyclic Indeno[2,1-c]pyridazine and Benzo[f]cinnoline Systems

  摘要：

  A number of 9H-indeno[2,1-c]pyridazine N-oxides (3a-c) and benzo[f]cinnoline N-oxides (4,5a-c) have been synthesized and tested for antimicrobial activity. All new products were inactive against Gram negative bacteria and fungi. In contrast, among the compounds synthesized, 3b, 4b and 5b showed a moderate activity against Gram positive Staphylococcus aureus and Staphylococcus epidermidis. Of the present series, the 9-nitro-benzo[f]cinnoline N-oxide 5b possessed the highest activity especially against Trichomonas vaginalis (MIC = 3.9 micrograms/ml).

  DOI：

  10.1002/1521-4184(200010)333:10<341::aid-ardp341>3.0.co;2-u

文献信息

• Synthesis and “in Vitro” Antimicrobial Properties ofN-Oxide Derivatives Based on Tricyclic Indeno[2,1-c]pyridazine and Benzo[f]cinnoline Systems
  作者：Elisabetta Gavini、Claudia Juliano、Antonio Mulè、Gerolamo Pirisino、Gabriele Murineddu、Gérard A. Pinna

  DOI：10.1002/1521-4184(200010)333:10<341::aid-ardp341>3.0.co;2-u

  日期：2000.10

  A number of 9H-indeno[2,1-c]pyridazine N-oxides (3a-c) and benzo[f]cinnoline N-oxides (4,5a-c) have been synthesized and tested for antimicrobial activity. All new products were inactive against Gram negative bacteria and fungi. In contrast, among the compounds synthesized, 3b, 4b and 5b showed a moderate activity against Gram positive Staphylococcus aureus and Staphylococcus epidermidis. Of the present series, the 9-nitro-benzo[f]cinnoline N-oxide 5b possessed the highest activity especially against Trichomonas vaginalis (MIC = 3.9 micrograms/ml).