3-methoxy-4-[(7-nitro-4-oxoquinolin-1-yl)methyl]benzoic acid | 195433-37-5

• 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: 3-methoxy-4-[(7-nitro-4-oxoquinolin-1-yl)methyl]benzoic acid
• CAS: 195433-37-5
• 化学式: C₁₈H₁₄N₂O₆
• 分子量: 354.319
• InChiKey: QPGMQUZLDSNNKD-UHFFFAOYSA-N

物化性质

• 沸点：
  597.4±50.0 °C(Predicted)
• 密度：
  1.453±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  111.67
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  邻,对甲苯磺酰胺 、 3-methoxy-4-[(7-nitro-4-oxoquinolin-1-yl)methyl]benzoic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以37%的产率得到3-methoxy-N-(2-methylphenyl)sulfonyl-4-[(7-nitro-4-oxoquinolin-1-yl)methyl]benzamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of new cysLT1 receptor antagonists

  摘要：

  This paper describes the synthesis and pharmacological evaluation of three series of compounds 4a-b, 13a-k and 19, structurally related to the known potent cysLT(1) receptor antagonists RG-12553, ICI-204219 and ONO-1078, respectively. The common structural feature of these new series is the presence of a 4-quinolone nucleus acting as a template for substitution of the aromatic nucleus present in the prototype antagonists. We describe the evolution of these series leading to antagonists with potency at nanomolar concentrations in vitro.

  DOI：

  10.1016/s0223-5234(97)83282-5
• 作为产物：
  描述：

  2,2-dimethyl-5-((3-nitrophenylamino)methylene)-1,3-dioxane-4,6-dione 在 lithium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 5.33h， 生成 3-methoxy-4-[(7-nitro-4-oxoquinolin-1-yl)methyl]benzoic acid
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of new cysLT1 receptor antagonists

  摘要：

  This paper describes the synthesis and pharmacological evaluation of three series of compounds 4a-b, 13a-k and 19, structurally related to the known potent cysLT(1) receptor antagonists RG-12553, ICI-204219 and ONO-1078, respectively. The common structural feature of these new series is the presence of a 4-quinolone nucleus acting as a template for substitution of the aromatic nucleus present in the prototype antagonists. We describe the evolution of these series leading to antagonists with potency at nanomolar concentrations in vitro.

  DOI：

  10.1016/s0223-5234(97)83282-5