1-Acetylquinolin-4(1H)-one | 1421590-57-9

• 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: 1-Acetylquinolin-4(1H)-one
• 英文别名: 1-Acetylquinolin-4-one
• CAS: 1421590-57-9
• 化学式: C₁₁H₉NO₂
• 分子量: 187.198
• InChiKey: UVEWCAYOEYXRRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-羟基喹啉 、 乙酰氯 以 二氯甲烷 为溶剂， 反应 0.5h， 以5%的产率得到1-Acetylquinolin-4(1H)-one
  参考文献：
  名称：

  Convenient Route to 2H-Pyrrolo[3,4-b]quinolin-9(4H)-one Skeleton via TosMIC Reaction

  摘要：

  A practical and versatile method for the synthesis of 2H-pyrrolo[3,4-b]quinolin-9(4H)-one skeleton via tosylmethyl isocyanide (TosMIC) reaction has been developed. Many attempts have been made to reverse the null reactivity of 4-hydroxyquinoline and its N-alkyl derivatives toward TosMIC reactant. For this reason various molecular modifications have been improved for the purpose of obtaining a reactive substrate. tert-Butyl-4-oxoquinoline-1(4H)-carboxylate resulted in the best substrate to provide the desired tricyclic system via facile TosMIC reaction.

  DOI：

  10.1080/00397911.2011.622062

文献信息

• 1H-Quinolin-4-one compounds, with affinity for the GABA receptor, processes, uses and compositions
  申请人：FERRER INTERNACIONAL, S.A.

  公开号：EP1886996A1

  公开（公告）日：2008-02-13

  The invention provides new 1 H-quinolin-4-one compounds of formula (I), wherein R1, R2, R3, R4 and R5 have different meanings, and pharmaceutically acceptable salts and hydrates thereof. Compounds of formula (I) are useful for treating or preventing diseases associated with GABAA receptors modulation, anxiety, epilepsy, sleep disorders including insomnia, and for inducing sedation-hypnosis, anesthesia, sleep and muscle relaxation. The invention also provides synthetic procedures for preparing said compounds.

  该发明提供了新的1H-喹啉-4-酮化合物的化学式(I)，其中R1、R2、R3、R4和R5具有不同的含义，以及其药学上可接受的盐和水合物。化合物的化学式(I)对于治疗或预防与GABAA受体调节、焦虑、癫痫、包括失眠在内的睡眠障碍以及诱导镇静-催眠、麻醉、睡眠和肌肉松弛相关的疾病是有用的。该发明还提供了制备这些化合物的合成方法。
• 1H-QUINOLIN-4-ONE COMPOUNDS, WITH AFFINITY FOR THE GABA RECEPTOR, PROCESSES, USES AND COMPOSITIONS
  申请人：Ferrer Internacional, S.A.

  公开号：EP2064185B1

  公开（公告）日：2011-06-08
• Convenient Route to 2<i>H</i>-Pyrrolo[3,4-<i>b</i>]quinolin-9(4<i>H</i>)-one Skeleton via TosMIC Reaction
  作者：Federica Rosi、Giuliana Cuzzucoli Crucitti、Alberto Iacovo、Gaetano Miele、Luca Pescatori、Roberto Di Santo、Roberta Costi

  DOI：10.1080/00397911.2011.622062

  日期：2013.3.1

  A practical and versatile method for the synthesis of 2H-pyrrolo[3,4-b]quinolin-9(4H)-one skeleton via tosylmethyl isocyanide (TosMIC) reaction has been developed. Many attempts have been made to reverse the null reactivity of 4-hydroxyquinoline and its N-alkyl derivatives toward TosMIC reactant. For this reason various molecular modifications have been improved for the purpose of obtaining a reactive substrate. tert-Butyl-4-oxoquinoline-1(4H)-carboxylate resulted in the best substrate to provide the desired tricyclic system via facile TosMIC reaction.