4-(benzylamino)-7-chloro-2-oxo-3-phenyl-1,2-dihydroquinoline-6-carbonitrile

• 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-(benzylamino)-7-chloro-2-oxo-3-phenyl-1,2-dihydroquinoline-6-carbonitrile
• 英文别名: 4-(benzylamino)-7-chloro-2-oxo-3-phenyl-1H-quinoline-6-carbonitrile
• 化学式: C₂₃H₁₆ClN₃O
• 分子量: 385.853
• InChiKey: CRUMIGXKRVUKAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  64.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二(2,4,6-三氯苯基)苯基丙二酸酯 在 三溴氧磷 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.25h， 生成 4-(benzylamino)-7-chloro-2-oxo-3-phenyl-1,2-dihydroquinoline-6-carbonitrile
  参考文献：
  名称：

  3-Aryl-4-hydroxyquinolin-2(1H)-one derivatives as type I fatty acid synthase inhibitors

  摘要：

  A series of 3-aryl-4-hydroxyquinolin-2(1H)-ones with fatty acid synthase inhibitory activity was prepared. Starting from a derivative with an IC50 = 1.4 mu M, SAR studies led to compounds with more than 70-fold increase in potency (IC50 < 20 nM). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.014

文献信息

• Inhibitors of Fatty Acid Synthase (Fas)
  申请人：Goulet Mark T.

  公开号：US20090048276A1

  公开（公告）日：2009-02-19

  The instant invention provides for compounds which comprise substituted 3-aryl-4-hydroxyquinolin-2(1H)-ones that inhibit FAS activity. The invention also provides for compositions comprising such inhibitory compounds and methods of inhibiting FAS activity by administering the compound to a patient in need of treatment of cancer.

  本发明提供了一种化合物，其中包括取代的3-芳基-4-羟基喹啉-2（1H）-酮，该化合物抑制FAS活性。本发明还提供了包含这种抑制剂化合物的组合物以及通过向需要癌症治疗的患者施用该化合物来抑制FAS活性的方法。
• INHIBITORS OF FATTY ACID SYNTHASE (FAS)
  申请人：Merck and Co., Inc.

  公开号：EP1981341A2

  公开（公告）日：2008-10-22
• [EN] INHIBITORS OF FATTY ACID SYNTHASE (FAS)<br/>[FR] INHIBITEURS DE LA SYNTHASE D'ACIDES GRAS (FAS)
  申请人：MERCK & CO INC

  公开号：WO2007089634A2

  公开（公告）日：2007-08-09

  [EN] The instant invention provides for compounds which comprise substituted 3-aryl-4-hydroxyquinolin-2(1H)-ones that inhibit FAS activity. The invention also provides for compositions comprising such inhibitory compounds and methods of inhibiting FAS activity by administering the compound to a patient in need of treatment of cancer.
  [FR] La présente invention concerne des composés qui comprennent des 3-aryl-4-hydroxyquinolin-2(1H)-ones substituées qui inhibent l'activité de la FAS. L'invention concerne également des compositions qui comprennent de tels composés d'inhibition et des procédés d'inhibition de l'activité de la FAS par l'administration du composé à un patient ayant besoin d'un traitement contre le cancer.
• 3-Aryl-4-hydroxyquinolin-2(1H)-one derivatives as type I fatty acid synthase inhibitors
  作者：Alexey Rivkin、Yoona R. Kim、Mark T. Goulet、Nathan Bays、Armetta D. Hill、Ilona Kariv、Stefan Krauss、Nicole Ginanni、Peter R. Strack、Nancy E. Kohl、Christine C. Chung、Jeffrey P. Varnerin、Paul N. Goudreau、Amy Chang、Michael R. Tota、Benito Munoz

  DOI：10.1016/j.bmcl.2006.06.014

  日期：2006.9

  A series of 3-aryl-4-hydroxyquinolin-2(1H)-ones with fatty acid synthase inhibitory activity was prepared. Starting from a derivative with an IC50 = 1.4 mu M, SAR studies led to compounds with more than 70-fold increase in potency (IC50 < 20 nM). (c) 2006 Elsevier Ltd. All rights reserved.