methyl 7-fluoro-2-oxo-1,2-dihydro-4-quinolineacetate | 130133-31-2

• 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
• 英文名称: methyl 7-fluoro-2-oxo-1,2-dihydro-4-quinolineacetate
• 英文别名: methyl 2-(7-fluoro-2-oxo-1H-quinolin-4-yl)acetate
• CAS: 130133-31-2
• 化学式: C₁₂H₁₀FNO₃
• 分子量: 235.215
• InChiKey: UEOSAFLDCIVLHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 7-fluoro-2-oxo-1,2-dihydro-4-quinolineacetate 在 吡啶 、 sodium tetrahydroborate 、 氯化亚砜 、 碳酸氢钠 、 N,N-二甲基甲酰胺 、 potassium iodide 作用下， 以 四氢呋喃 、 氯仿 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 46.5h， 生成 7-fluoro-4-[2-[4-(thieno[3,2-c]pyridin-4-yl)-1-piperazinyl]ethyl]-2(1H)quinolone
  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 氯化亚砜 、 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 19.5h， 生成 methyl 7-fluoro-2-oxo-1,2-dihydro-4-quinolineacetate
  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

• Quinolinone derivatives and their preparation in therapy
  申请人：Synthelabo

  公开号：US04983607A1

  公开（公告）日：1991-01-08

  A quinolinone derivative which is a compound of formula (I): ##STR1## in which: R.sub.1 and R.sub.2 are each, independently of one another, a hydrogen or halogen atom or a (C.sub.1-4)alkyl radical; R.sub.3 is a hydrogen atom or a (C.sub.1-4)alkyl radical; R.sub.4 is an unsubstituted or substituted naphthyl, tetrahydronaphthyl, benzyl, phenyl, pyridyl, isoquinolyl or benzoyl radical; and X and Y are each a hydrogen atom or together form a bond; or a pharmaceutically acceptable acid addition salt thereof and, when X and Y are each a hydrogen atom, the diastereoisomers and enantiomers thereof.

  一种喹啉酮衍生物，其化学式为（I）：##STR1##其中：R.sub.1和R.sub.2分别独立地是氢原子或卤素原子或（C.sub.1-4）烷基基团；R.sub.3是氢原子或（C.sub.1-4）烷基基团；R.sub.4是未取代或取代的萘基、四氢萘基、苄基、苯基、吡啶基、异喹啉基或苯甲酰基基团；X和Y分别是氢原子或一起形成键；或其药学上可接受的酸盐，当X和Y分别是氢原子时，其对映异构体和对映体。
• MANOURY, PHILIPPE;OBITZ, DANIEL;PEYNOT, MICHEL;FROST, JOHN
  作者：MANOURY, PHILIPPE、OBITZ, DANIEL、PEYNOT, MICHEL、FROST, JOHN

  DOI：——

  日期：——
• US4983607A
  申请人：——

  公开号：US4983607A

  公开（公告）日：1991-01-08
• Synthesis and SAR of 3- and 4-substituted quinolin-2-ones: discovery of mixed 5-HT1B/5-HT2A receptor antagonists
  作者：Gary McCort、Christian Hoornaert、Michel Aletru、Colombe Denys、Olivier Duclos、Caroline Cadilhac、Eric Guilpain、Geneviève Dellac、Philip Janiak、Anne-Marie Galzin、Monique Delahaye、Frédérique Guilbert、Stephen O'Connor

  DOI：10.1016/s0968-0896(01)00118-3

  日期：2001.8

  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.