3-carbethoxy-4-chlorobenzo(h)quinoline | 37041-30-8

• 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-chlorobenzo(h)quinoline
• 英文别名: Ethyl 4-chlorobenzo[h]quinoline-3-carboxylate；4-Chlor-benzochinolin-3-carbonsaeure-ethylester；4-chloro-benzo[h]quinoline-3-carboxylic acid ethyl ester
• CAS: 37041-30-8
• 化学式: C₁₆H₁₂ClNO₂
• mdl: MFCD01917118
• 分子量: 285.73
• InChiKey: OUVDIUPLVZVEEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 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：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-carbethoxy-4-chlorobenzo(h)quinoline 在 二异丁基氢化铝 、 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以69%的产率得到4-Chlorobenzo[h]quinoline-3-carbaldehyde
  参考文献：
  名称：

  The synthesis of benzo[h]quinolines as topoisomerase inhibitors

  摘要：

  通过 2-氯和 4-氯苯并[h]喹啉-3-甲醛异构体，制备出了一系列具有潜在生物学意义的苯并[h]喹啉。

  DOI：

  10.1039/a903402a
• 作为产物：
  描述：

  4-羟基苯并[h]喹啉-3-羧酸乙酯 在 三氯氧磷 作用下， 反应 0.42h， 以85%的产率得到3-carbethoxy-4-chlorobenzo(h)quinoline
  参考文献：
  名称：

  The synthesis of benzo[h]quinolines as topoisomerase inhibitors

  摘要：

  通过 2-氯和 4-氯苯并[h]喹啉-3-甲醛异构体，制备出了一系列具有潜在生物学意义的苯并[h]喹啉。

  DOI：

  10.1039/a903402a

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.
• The synthesis of benzo[h]quinolines as topoisomerase inhibitors
  作者：Mark A. Kerry、Gary W. Boyd、Simon P. Mackay、Otto Meth-Cohn、Louise Platt

  DOI：10.1039/a903402a

  日期：——

  A range of benzo[h]quinolines of potential biological interest have been prepared by way of the 2-chloro-and the 4-chlorobenzo[h]quinoline-3-carbaldehyde isomers.

  通过 2-氯和 4-氯苯并[h]喹啉-3-甲醛异构体，制备出了一系列具有潜在生物学意义的苯并[h]喹啉。