4-[2-(4-fluorophenyl)ethoxy]-1-(4-[2-(pyrrolidin-1-yl)-ethoxy]phenyl)pyridin-2(1H)-one | 1266775-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[2-(4-fluorophenyl)ethoxy]-1-(4-[2-(pyrrolidin-1-yl)-ethoxy]phenyl)pyridin-2(1H)-one
• 英文别名: 4-[2-(4-Fluorophenyl)ethoxy]-1-{4-[2-(pyrrolidin-1-yl)-ethoxy]phenyl}pyridin-2(1H)-one；4-[2-(4-fluorophenyl)ethoxy]-1-[4-(2-pyrrolidin-1-ylethoxy)phenyl]pyridin-2-one
• CAS: 1266775-27-2
• 化学式: C₂₅H₂₇FN₂O₃
• 分子量: 422.499
• InChiKey: CEJXFLYUJFNBHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-苄氧基-2(1H)-吡啶酮 在 copper(l) iodide 、 乙醇 、 三丁基膦 、 10% palladium on activated carbon 、 氢气 、 4-甲基苯磺酸吡啶 、 potassium carbonate 、 三苯基膦 、 1,1'-azodicarbonyl-dipiperidine 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 4-[2-(4-fluorophenyl)ethoxy]-1-(4-[2-(pyrrolidin-1-yl)-ethoxy]phenyl)pyridin-2(1H)-one
  参考文献：
  名称：

  Discovery of novel phenylpyridone derivatives as potent and selective MCH1R antagonists

  摘要：

  The design, synthesis and structure-activity relationships of a novel class of N-phenylpyridone MCH1R antagonists are described. The core part of the N-phenylpyridone structure was newly designed and the side chain moieties that were attached to the core part were extensively explored. As a result of optimization of the N-phenylpyridone leads, we successfully developed the orally available, and brain-penetrable MCH1R selective antagonist 7c, exhibiting excellent anti-obese effect in diet-induced obese (DIO) mice. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.002

文献信息

• Discovery of novel phenylpyridone derivatives as potent and selective MCH1R antagonists
  作者：Yuji Haga、Sayaka Mizutani、Akira Naya、Hiroyuki Kishino、Hisashi Iwaasa、Masahiko Ito、Junko Ito、Minoru Moriya、Nagaaki Sato、Norihiro Takenaga、Akane Ishihara、Shigeru Tokita、Akio Kanatani、Norikazu Ohtake

  DOI：10.1016/j.bmc.2010.12.002

  日期：2011.1

  The design, synthesis and structure-activity relationships of a novel class of N-phenylpyridone MCH1R antagonists are described. The core part of the N-phenylpyridone structure was newly designed and the side chain moieties that were attached to the core part were extensively explored. As a result of optimization of the N-phenylpyridone leads, we successfully developed the orally available, and brain-penetrable MCH1R selective antagonist 7c, exhibiting excellent anti-obese effect in diet-induced obese (DIO) mice. (C) 2010 Elsevier Ltd. All rights reserved.