3-amino-1-(2,6-dichloroquinolin-3-yl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile | 1431615-17-6

• 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: 3-amino-1-(2,6-dichloroquinolin-3-yl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile
• 英文别名: 3-amino-1-(2,6-dichloroquinolin-3-yl)-5,10-dioxo-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile
• CAS: 1431615-17-6
• 化学式: C₂₁H₁₁Cl₂N₅O₂
• 分子量: 436.257
• InChiKey: DTKLVGORDFPISZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻苯二甲酰肼 、 2,6-二氯喹啉-3-甲醛 、 丙二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 以81%的产率得到3-amino-1-(2,6-dichloroquinolin-3-yl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine-2-carbonitrile
  参考文献：
  名称：

  An Efficient and Facile Synthesis of 1H-Pyrazolo[1,2-b]phthalazine-5,10-dione Derivatives of Biological Interest

  摘要：

  A simple and efficient method has been developed for the synthesis of 1H‐pyrazolo[1,2‐b]phthalazine‐5,10‐dione derivatives through a one‐pot three‐component condensation reaction of 2‐chloro‐3‐formyl quinolines, malononitrile/ethyl cyanoacetate and 2,3‐dihydro‐1,4‐phthalazinedione using a catalytic amount of piperidine in refluxing ethanol. All the synthesized compounds were screened for their antibacterial activity against a panel of pathogenic strains of bacteria and fungi.

  DOI：

  10.1002/jhet.918

文献信息

• An Efficient and Facile Synthesis of 1<i>H</i>-Pyrazolo[1,2-<i>b</i>]phthalazine-5,10-dione Derivatives of Biological Interest
  作者：Nimesh M. Shah、Manish P. Patel、Ranjan G. Patel

  DOI：10.1002/jhet.918

  日期：2012.11

  A simple and efficient method has been developed for the synthesis of 1H‐pyrazolo[1,2‐b]phthalazine‐5,10‐dione derivatives through a one‐pot three‐component condensation reaction of 2‐chloro‐3‐formyl quinolines, malononitrile/ethyl cyanoacetate and 2,3‐dihydro‐1,4‐phthalazinedione using a catalytic amount of piperidine in refluxing ethanol. All the synthesized compounds were screened for their antibacterial activity against a panel of pathogenic strains of bacteria and fungi.