8-Methyl-6-oxo-6H-imidazo[4,5,1-ij]quinoline-5-carboxylic acid ethyl ester | 94110-96-0

• 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: 8-Methyl-6-oxo-6H-imidazo[4,5,1-ij]quinoline-5-carboxylic acid ethyl ester
• 英文别名: Ethyl 6-methyl-9-oxo-1,3-diazatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12),10-pentaene-10-carboxylate
• CAS: 94110-96-0
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: AIRPTJXUSDGQPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲基-2-硝基苯胺 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 240.0 ℃ 、344.73 kPa 条件下， 反应 22.5h， 生成 8-Methyl-6-oxo-6H-imidazo[4,5,1-ij]quinoline-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and antiallergic activity of some quinolinones and imidazoquinolinones

  摘要：

  A group of 1,4-dihydro-4-oxoquinoline-2- and -3-carboxylic acid esters with nitrogen functionality at the 8-position was synthesized, and 6-oxo-6H-imidazo[4,5,1-ij]quinoline-4- and -5-carboxylic acid esters were elaborated from these. Several of the compounds displayed activity in the rat passive cutaneous anaphylaxis (PCA) test for antiallergic activity. However, PCA activity in this series was accompanied by rat toxicity, as measured by a decrease in percent of normal weight gain over a 2-week period, following a single oral dose.

  DOI：

  10.1021/jm00381a007

文献信息

• PEET, N. P.;BAUGH, L. E.;SUNDER, SHYAM;LEWIS, J. E., J. MED. CHEM., 1985, 28, N 3, 298-302
  作者：PEET, N. P.、BAUGH, L. E.、SUNDER, SHYAM、LEWIS, J. E.

  DOI：——

  日期：——
• Synthesis and antiallergic activity of some quinolinones and imidazoquinolinones
  作者：Norton P. Peet、Larry E. Baugh、Shyam Sunder、Jon E. Lewis

  DOI：10.1021/jm00381a007

  日期：1985.3

  A group of 1,4-dihydro-4-oxoquinoline-2- and -3-carboxylic acid esters with nitrogen functionality at the 8-position was synthesized, and 6-oxo-6H-imidazo[4,5,1-ij]quinoline-4- and -5-carboxylic acid esters were elaborated from these. Several of the compounds displayed activity in the rat passive cutaneous anaphylaxis (PCA) test for antiallergic activity. However, PCA activity in this series was accompanied by rat toxicity, as measured by a decrease in percent of normal weight gain over a 2-week period, following a single oral dose.