1-methyl-4-hydroxy-3-(3-hydrazino-2,3-dihydro-1,2,4-triazin-5-yl)quinolin-2(1H)-one | 1410922-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-methyl-4-hydroxy-3-(3-hydrazino-2,3-dihydro-1,2,4-triazin-5-yl)quinolin-2(1H)-one
• 英文别名: 3-(3-Hydrazinyl-1,2,4-triazin-5-yl)-4-hydroxy-1-methylquinolin-2-one
• CAS: 1410922-12-1
• 化学式: C₁₃H₁₂N₆O₂
• 分子量: 284.277
• InChiKey: PECOIBXQJMVJNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-methyl-4-hydroxy-3-(3-hydrazino-2,3-dihydro-1,2,4-triazin-5-yl)quinolin-2(1H)-one 、 [bis(methylthio)methylene]malononitrile 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以61%的产率得到5-amino-1-[5-(4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-yl)-[1,2,4]triazine-3-yl]-3-methylsulfanyl-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Novel Heterocyclic Derivatives of 2-Quinolinone Associated with Antibacterial and Antitumor Potencies

  摘要：

  3-(2,2-Dichloroacetyl)-4-hydroxy-1-methylquinolin-2(1H)-one (2) was utilized to obtain several new quinolinones bearing imidazole, quinoxaline, 1,2,4-triazine, pyridotriazine and triazolotriazine heterocycles as substituents at position 3. Condensation of compound 2 with aminotriazine 11 afforded the iminone 12 which was subjected to annellation reactions leading to some new quinolinones fused at face [c]; viz. pyrazole, pyrimidine and benzodiazepine. Structure of the new compounds was confirmed by spectral and elemental analyses. The synthesized compounds were screened in vitro for their antimicrobial and antitumor activities.

  DOI：

  10.3987/com-12-12523
• 作为产物：
  描述：

  4-羟基-6-甲基-2H-吡喃[3,2-c]喹啉-2,5(6h)-二酮 在 磺酰氯 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 1-methyl-4-hydroxy-3-(3-hydrazino-2,3-dihydro-1,2,4-triazin-5-yl)quinolin-2(1H)-one
  参考文献：
  名称：

  Novel Heterocyclic Derivatives of 2-Quinolinone Associated with Antibacterial and Antitumor Potencies

  摘要：

  3-(2,2-Dichloroacetyl)-4-hydroxy-1-methylquinolin-2(1H)-one (2) was utilized to obtain several new quinolinones bearing imidazole, quinoxaline, 1,2,4-triazine, pyridotriazine and triazolotriazine heterocycles as substituents at position 3. Condensation of compound 2 with aminotriazine 11 afforded the iminone 12 which was subjected to annellation reactions leading to some new quinolinones fused at face [c]; viz. pyrazole, pyrimidine and benzodiazepine. Structure of the new compounds was confirmed by spectral and elemental analyses. The synthesized compounds were screened in vitro for their antimicrobial and antitumor activities.

  DOI：

  10.3987/com-12-12523