1-methyl-4-hydroxy-3-[2-(6-methyl-5-oxo-3-thioxo-2,3dihydro-1,2,4-triazin-4(5H)-ylimino)acetyl]-quinolin-2(1H)-one | 1410922-24-5

• 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-[2-(6-methyl-5-oxo-3-thioxo-2,3dihydro-1,2,4-triazin-4(5H)-ylimino)acetyl]-quinolin-2(1H)-one
• CAS: 1410922-24-5
• 化学式: C₁₆H₁₃N₅O₄S
• 分子量: 371.376
• InChiKey: KMXXDZVMCJTJBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  122.34
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  盐酸胍 、 1-methyl-4-hydroxy-3-[2-(6-methyl-5-oxo-3-thioxo-2,3dihydro-1,2,4-triazin-4(5H)-ylimino)acetyl]-quinolin-2(1H)-one 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以61%的产率得到2-imino-6-methyl-4-[(6-methyl-5-oxo-3-thioxo-2,5-dihydro-3H-1,2,4-triazin-4-ylimino)methyl]-2,6-dihydro-1H-pyrimido[5,4-c]quinolin-5-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
• 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 吡啶 、 磺酰氯 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 1-methyl-4-hydroxy-3-[2-(6-methyl-5-oxo-3-thioxo-2,3dihydro-1,2,4-triazin-4(5H)-ylimino)acetyl]-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