4-Chloro-6-cyclohexyl-quinoline-3-carboxylic acid ethyl ester | 149301-52-0

• 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: 4-Chloro-6-cyclohexyl-quinoline-3-carboxylic acid ethyl ester
• 英文别名: ethyl 4-chloro-6-cyclohexylquinoline-3-carboxylate
• CAS: 149301-52-0
• 化学式: C₁₈H₂₀ClNO₂
• 分子量: 317.815
• InChiKey: DZPOSPRNOQGPDB-UHFFFAOYSA-N

物化性质

• 沸点：
  433.9±40.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-Chloro-6-cyclohexyl-quinoline-3-carboxylic acid ethyl ester 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 8-Cyclohexyl-2,5-dihydro-pyrazolo[4,3-c]quinolin-3-one
  参考文献：
  名称：

  Savini; Massarelli; Pellerano, Il Farmaco, 1993, vol. 48, # 1, p. 65 - 76

  摘要：

  DOI：
• 作为产物：
  描述：

  6-环己基-4-氧代-1H-喹啉-3-羧酸乙酯 在 三氯氧磷 作用下， 反应 0.75h， 生成 4-Chloro-6-cyclohexyl-quinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Savini; Massarelli; Pellerano, Il Farmaco, 1993, vol. 48, # 1, p. 65 - 76

  摘要：

  DOI：

文献信息

• High affinity central benzodiazepine receptor ligands: synthesis and structure–activity relationship studies of a new series of pyrazolo[4,3- c ]quinolin-3-ones
  作者：L. Savini、P. Massarelli、C. Nencini、C. Pellerano、G. Biggio、A. Maciocco、G. Tuligi、A. Carrieri、N. Cinone、A. Carotti

  DOI：10.1016/s0968-0896(97)10039-6

  日期：1998.4

  tested as central benzodiazepine receptor ligands. Results from structure-affinity relationship studies were in full agreement with previously proposed pharmacophore models and, in addition, quantitative structure-activity analysis gave further significant insight into the main molecular determinants of high benzodiazepine receptor affinity. The intrinsic activity of some active ligands was also determined

  制备了一系列在喹啉和N2-苯环上带有适当取代基的2-芳基（杂芳基）-2,5-二氢吡唑并[4,3-c]喹啉-3-（3H）-酮，并进行了测试。中央苯并二氮杂receptor受体配体。结构亲和关系研究的结果与先前提出的药效团模型完全吻合，此外，定量结构活性分析为高苯并二氮杂receptor受体亲和力的主要分子决定因素提供了更重要的见解。还确定并初步讨论了一些活性配体的内在活性。
• 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.