7-Fluoro-4-(2-hydroxyethyl)-2(1H)-quinolinone | 130133-32-3

• 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-Fluoro-4-(2-hydroxyethyl)-2(1H)-quinolinone
• 英文别名: 7-fluoro-4-(2-hydroxyethyl)-1H-quinolin-2-one
• CAS: 130133-32-3
• 化学式: C₁₁H₁₀FNO₂
• 分子量: 207.204
• InChiKey: WFIKYLCAGCPOPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-Fluoro-4-(2-hydroxyethyl)-2(1H)-quinolinone 在 吡啶 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 氯仿 为溶剂， 反应 4.5h， 生成 4-(2-Chloroethyl)-7-fluoro-2(1H)-quinolinone
  参考文献：
  名称：

  Synthesis and SAR of 3- and 4-substituted quinolin-2-ones: discovery of mixed 5-HT1B/5-HT2A receptor antagonists

  摘要：

  Quinolin-2-ones bearing a heteroaryl-piperazine linked by a two carbon chain at the 3- or 4-position were synthesised and evaluated as mixed 5-HT1B/5-HT2A receptor antagonists. Potent mixed antagonists were obtained with thieno[3,2-c]pyridine derivatives. In this series, compound 2.1 (SL 65.0472) proved to be functional antagonist at both the 5-HT2A receptor (rat in vivo 5-HT-induced hypertension model) and the 5-HT1B receptor (dog in vitro saphenous vein assay). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00118-3
• 作为产物：
  描述：

  4-乙酰氧基-2H,3h-吡喃-2,6-二酮 在 sodium tetrahydroborate 、 氯化亚砜 、 硫酸 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 43.5h， 生成 7-Fluoro-4-(2-hydroxyethyl)-2(1H)-quinolinone
  参考文献：
  名称：

  Synthesis and SAR of 3- and 4-substituted quinolin-2-ones: discovery of mixed 5-HT1B/5-HT2A receptor antagonists

  摘要：

  Quinolin-2-ones bearing a heteroaryl-piperazine linked by a two carbon chain at the 3- or 4-position were synthesised and evaluated as mixed 5-HT1B/5-HT2A receptor antagonists. Potent mixed antagonists were obtained with thieno[3,2-c]pyridine derivatives. In this series, compound 2.1 (SL 65.0472) proved to be functional antagonist at both the 5-HT2A receptor (rat in vivo 5-HT-induced hypertension model) and the 5-HT1B receptor (dog in vitro saphenous vein assay). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00118-3

文献信息

• FLUORINATED DERIVATIVE OF QUINOLIN-2(1H)-ONE, METHOD FOR PREPARING THE SAME AND USE THEREOF AS A SYNTHESIS INTERMEDIATE
  申请人：LEGROUX Didier

  公开号：US20100094005A1

  公开（公告）日：2010-04-15

  The invention relates to a fluorinated derivate of quinolin-2(1H)-one (I), to a method for preparing the same, and to the use thereof as an intermediate in the synthesis of 7-fluoro-2-oxo-4-[2-[4-[thieno[3,2-c]pyridine-4-yl)piperazin-1-yl]ethyl]-1,2-dihydro-quinolin-1-acetamide. The invention also relates to the pharmaceutically acceptable salts thereof.

  该发明涉及喹啉-2(1H)-酮的氟化衍生物(I)，以及制备该衍生物的方法，以及将其用作合成7-氟-2-氧代-4-[2-[4-[噻吩[3,2-c]吡啶-4-基)哌嗪-1-基]乙基]-1,2-二氢喹啉-1-乙酰胺的中间体。该发明还涉及其药用可接受的盐。
• MANOURY, PHILIPPE;OBITZ, DANIEL;PEYNOT, MICHEL;FROST, JOHN
  作者：MANOURY, PHILIPPE、OBITZ, DANIEL、PEYNOT, MICHEL、FROST, JOHN

  DOI：——

  日期：——
• DERIVE FLUORE DE OUINOLEINE-2(1H)-ONE, SON PROCEDE DE PREPARATION ET SON UTILISATION COMME INTERMEDIAIRE DE SYNTHESE
  申请人：Sanofi-Aventis

  公开号：EP2102216A1

  公开（公告）日：2009-09-23
• US4983607A
  申请人：——

  公开号：US4983607A

  公开（公告）日：1991-01-08
• US7943769B2
  申请人：——

  公开号：US7943769B2

  公开（公告）日：2011-05-17