methyl N-(4-[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]-phenyl)-N-[2-(diethylamino)ethyl]carbamate | 1266775-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl N-(4-[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]-phenyl)-N-[2-(diethylamino)ethyl]carbamate
• 英文别名: Methyl N-{4-[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]-phenyl}-N-[2-(diethylamino)ethyl]carbamate；methyl N-[2-(diethylamino)ethyl]-N-[4-(2-oxo-4-phenylmethoxypyridin-1-yl)phenyl]carbamate
• CAS: 1266775-40-9
• 化学式: C₂₆H₃₁N₃O₄
• 分子量: 449.55
• InChiKey: LLBBAYRFUOMWOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  62.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl N-(4-[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]-phenyl)-N-[2-(diethylamino)ethyl]carbamate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以9%的产率得到4-(benzyloxy)-1-(4-([2-(diethylamino)ethyl]amino)-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
• 作为产物：
  描述：

  4-苄氧基-2(1H)-吡啶酮 在 吡啶 、 二苯基膦叠氮化物 、 potassium tert-butylate 、 copper diacetate 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.5h， 生成 methyl N-(4-[4-(benzyloxy)-2-oxopyridin-1(2H)-yl]-phenyl)-N-[2-(diethylamino)ethyl]carbamate
  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.