7-chloro-3-(3,5-dichlorophenyl)-4-hydroxy-6-nitroquinolin-2(1H)-one | 910249-35-3

• 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: 7-chloro-3-(3,5-dichlorophenyl)-4-hydroxy-6-nitroquinolin-2(1H)-one
• 英文别名: 7-chloro-3-(3,5-dichlorophenyl)-4-hydroxy-6-nitro-1H-quinolin-2-one
• CAS: 910249-35-3
• 化学式: C₁₅H₇Cl₃N₂O₄
• 分子量: 385.591
• InChiKey: XDIVANFVXPYFAH-UHFFFAOYSA-N

物化性质

• 沸点：
  625.385±55.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.699±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-chloro-3-(3,5-dichlorophenyl)-4-hydroxy-6-nitroquinolin-2(1H)-one 在 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 7-Chloro-3-(3,5-dichloro-phenyl)-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one
  参考文献：
  名称：

  Quinolones as gonadotropin releasing hormone (GnRH) antagonists: simultaneous optimization of the C(3)-aryl and C(6)-substituents

  摘要：

  A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to he optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00318-8
• 作为产物：
  描述：

  3,5-二氯苯乙酸 在 草酰氯 、 sodium hexamethyldisilazane 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 7-chloro-3-(3,5-dichlorophenyl)-4-hydroxy-6-nitroquinolin-2(1H)-one
  参考文献：
  名称：

  Quinolones as gonadotropin releasing hormone (GnRH) antagonists: simultaneous optimization of the C(3)-aryl and C(6)-substituents

  摘要：

  A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to he optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00318-8

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。
• 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.
• 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.
• Quinolones as gonadotropin releasing hormone (GnRH) antagonists: simultaneous optimization of the C(3)-aryl and C(6)-substituents
  作者：Jonathan R. Young、Song X. Huang、Irene Chen、Thomas F. Walsh、Robert J. DeVita、Matthew J. Wyvratt、Mark T. Goulet、Ning Ren、Jane Lo、Yi Tien Yang、Joel B. Yudkovitz、Kang Cheng、Roy G. Smith

  DOI：10.1016/s0960-894x(00)00318-8

  日期：2000.8

  A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to he optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.