1-(2-苯基-1,2,3,4-四氢喹啉-4-基)吡咯烷-2-酮 | 302814-84-2

• 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
• 中文名称: 1-(2-苯基-1,2,3,4-四氢喹啉-4-基)吡咯烷-2-酮
• 英文名称: 1-(2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)pyrrolidin-2-one
• CAS: 302814-84-2
• 化学式: C₁₉H₂₀N₂O
• 分子量: 292.381
• InChiKey: VAGNKUQGTBABTE-UHFFFAOYSA-N

物化性质

• 熔点：
  152-154 °C
• 沸点：
  500.4±50.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-苯基-1,2,3,4-四氢喹啉-4-基)吡咯烷-2-酮 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 生成 2-苯基喹啉
  参考文献：
  名称：

  In vitro antifungal activity of polyfunctionalized 2-(hetero)arylquinolines prepared through imino Diels–Alder reactions

  摘要：

  Diverse polyfunctionalized quinolines, easily prepared using Lewis acid-catalyzed imino Diels-Alder reactions between corresponding aldimines, were tested for antifungal properties against standardized as well as clinical isolates of clinically important fungi. Among them, 4-pyridyl derivatives displayed the best activities mainly against dermatophytes. The activity appears not to be related neither to the lipophilicity nor to the basicity of compounds. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.079
• 作为产物：
  描述：

  N-乙烯基吡咯烷酮 、 N-苄叉苯胺 在 phosphotungstic acid 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以82%的产率得到1-(2-苯基-1,2,3,4-四氢喹啉-4-基)吡咯烷-2-酮
  参考文献：
  名称：

  Phosphotungstic Acid: An Efficient Catalyst for Synthesis of 2-Substituted Tetrahydroquinoline via Imino Diels–Alder Reaction and Fluorescent Studies

  摘要：

  For the first time Phosphotungstic acid (PTA), is used as a some new catalyst for the synthesis of tetrahydroquinoline derivatives with high yields is described. PTA a heterogeneous catalyst is inexpensive, easily available, eco-friendly, water soluble, recoverable, stable to aqueous reaction conditions and further more, these 2-methyl tetrahydroquinoline derivatives shows a remarkable fluorescence property.

  DOI：

  10.1080/00397910903531672

文献信息

• An efficient one-pot synthesis of tetrahydroquinoline derivatives via an aza Diels–Alder reaction mediated by CAN in an aqueous medium and oxidation to heteroaryl quinolines
  作者：G. Savitha、P.T. Perumal

  DOI：10.1016/j.tetlet.2006.03.046

  日期：2006.5

  Various tetrahydroquinoline derivatives have been synthesized by employing ceric ammonium nitrate in an aqueous medium. Subsequently, the tetrahydroquinolines were oxidized to biheterocycles. (c) 2006 Elsevier Ltd. All rights reserved.
• 2-(HETERO-)ARYL SUBSTITUIERTE TETRAHYDROCHINOLINDERIVATE
  申请人：Merck Patent GmbH

  公开号：EP1761515B1

  公开（公告）日：2008-11-05
• [EN] EG5 AS BIOMARKER IN RARE THORACIC CANCER<br/>[FR] UTILISATION DE L’EG5 COMME BIOMARQUEUR DANS LES TUMEURS THORACIQUES RARES
  申请人：MERCK PATENT GMBH

  公开号：WO2011009523A1

  公开（公告）日：2011-01-27

  The invention relates to an in-vitro method for predicting the likelihood that a patient suffering from a thoracic tumor will respond to the treatment with an Eg5 inhibitory compound by determining the expression level of the eg5 gene or Eg5 protein as biomarker in a tissue sample from the patient, wherein a higher expression level of the eg5 gene or Eg5 protein indicates that the patient is likely to respond to the treatment compared to a reference value. Another object of the invention concerns a method for monitoring a thoracic tumor, which is associated with Eg5 expression, by administering an effective amount of at least a single Eg5 inhibitor to a mammal in need of such treatment and determining the Eg5 expression in a biological sample withdrawn from the mammal, and wherein a decrease in Eg5 expression indicates an increased likelihood that the mammal responds to the treatment with the inhibitor. The invention also relates to the use of Eg5 as biomarker for rare thoracic tumors.