(4-methyl-2-nitro-anilinomethylene)-malonic acid diethyl ester | 94110-93-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-methyl-2-nitro-anilinomethylene)-malonic acid diethyl ester
• 英文别名: (4-Methyl-2-nitro-anilinomethylen)-malonsaeure-diaethylester；Diethyl 2-[(4-methyl-2-nitroanilino)methylidene]propanedioate
• CAS: 94110-93-7
• 化学式: C₁₅H₁₈N₂O₆
• 分子量: 322.318
• InChiKey: CXLQPGNCXPXPPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4-methyl-2-nitro-anilinomethylene)-malonic acid diethyl ester 以 various solvent(s) 为溶剂， 反应 5.0h， 以64%的产率得到ethyl 1,4-dihydro-6-methyl-8-nitro-4-oxoquinoline-3-carboxylate
  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
• 作为产物：
  描述：

  乙氧基甲叉丙二酸二乙酯 、 4-甲基-2-硝基苯胺 以 various solvent(s) 为溶剂， 反应 2.5h， 以83%的产率得到(4-methyl-2-nitro-anilinomethylene)-malonic acid diethyl 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

• Lappin, Journal of Chemical Education, 1951, vol. 28, p. 126
  作者：Lappin

  DOI：——

  日期：——
• 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.