3-carbethoxy-4-hydroxybenzo(f)quinoline | 101274-11-7

• 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-carbethoxy-4-hydroxybenzo(f)quinoline
• 英文别名: 1-hydroxy-benzo[f]quinoline-2-carboxylic acid ethyl ester；1-Hydroxy-benzo[f]chinolin-2-carbonsaeure-aethylester；Ethyl 1-hydroxybenzo[f]quinoline-2-carboxylate；ethyl 1-oxo-4H-benzo[f]quinoline-2-carboxylate
• CAS: 101274-11-7
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: MESNWMVXRQRRDK-UHFFFAOYSA-N

物化性质

• 熔点：
  271-272 °C(Solv: ethanol (64-17-5))
• 沸点：
  431.7±25.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)
• 溶解度：
  10.3 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-carbethoxy-4-hydroxybenzo(f)quinoline 在 sodium hydroxide 、 五氯化磷 、 三氯氧磷 作用下， 生成 1-chloro-benzo[f]quinoline
  参考文献：
  名称：

  Foster et al., Journal of the American Chemical Society, 1946, vol. 68, p. 1327,1330

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 二苯醚 作用下， 生成 3-carbethoxy-4-hydroxybenzo(f)quinoline
  参考文献：
  名称：

  Foster et al., Journal of the American Chemical Society, 1946, vol. 68, p. 1327,1330

  摘要：

  DOI：

文献信息

• High affinity central benzodiazepine receptor ligands. Part 2: quantitative structure–activity relationships and comparative molecular field analysis of pyrazolo[4,3- c ]quinolin-3-ones
  作者：L. Savini、L. Chiasserini、C. Pellerano、G. Biggio、E. Maciocco、M. Serra、N. Cinone、A. Carrieri、C. Altomare、A. Carotti

  DOI：10.1016/s0968-0896(00)00262-5

  日期：2001.2

  A large series of 2-aryl(heteroaryl)-2,5-dihydropyrazolo[4,3-c]quinolin-3(3H)-ones (PQ, 106 compounds), carrying appropriate substituents at the quinoline and N-2-phenyl rings, were designed, prepared and tested as central benzodiazepine receptor ligands. Compounds with an affinity significantly higher than the parent compound CGS-8216 were obtained, the most active ligand showing a pIC(50) = 10.35. Hansch and comparative molecular field analyses gave coherent results suggesting the main structural requirements of high receptor binding affinity. The possible formation of a three-centred hydrogen bond (HB) at the HB donor site H-2, as a key interaction for high receptor binding affinity, was assessed by the calculation and comparison of the molecular electrostatic potentials of a series of selected ligands. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Derivatives of Benzo[f]quinoline
  作者：F. F. Blicke、J. E. Gearien

  DOI：10.1021/ja01644a038

  日期：1954.8
• Foster et al., Journal of the American Chemical Society, 1946, vol. 68, p. 1327,1330
  作者：Foster et al.

  DOI：——

  日期：——