4-(4-fluorophenyl)pyridin-2(1H)-one | 1159817-47-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(4-fluorophenyl)pyridin-2(1H)-one
• 英文别名: 4-(4-fluorophenyl)-1H-pyridin-2-one
• CAS: 1159817-47-6
• 化学式: C₁₁H₈FNO
• 分子量: 189.189
• InChiKey: PUDYWTDNOJNEKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-fluorophenyl)pyridin-2(1H)-one 在 盐酸 、 copper(l) iodide 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 4-(4-fluorophenyl)-1-(4-[2-(piperidin-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
• 作为产物：
  描述：

  4-(4-fluorophenyl)pyridine 1-oxide 在 乙酸酐 作用下， 生成 4-(4-fluorophenyl)pyridin-2(1H)-one
  参考文献：
  名称：

  Strategies to lower the Pgp efflux liability in a series of potent indole azetidine MCHR1 antagonists

  摘要：

  A series of potent indolyl azetidine rMCHR1 antagonists were found to show poor CNS penetration due to Pgp efflux. We envisioned a strategy which included: lowering basicity; changing the conformational flexibility motif; and removal of a hydrogen bond donor, in an attempt to optimize this property while maintaining target receptor efficacy. This work resulted in mitigation of Pgp efflux, and led us to identify 1-dihydroindolyl azetidine derivatives with CNS penetration and excellent rMCHR1 binding affinity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.020

文献信息

• [EN] INDOLE DERIVATIVES<br/>[FR] DÉRIVÉS DE L'INDOLE
  申请人：LUNDBECK & CO AS H

  公开号：WO2009120655A1

  公开（公告）日：2009-10-01

  The present invention relates to indole derivatives which bind to the MCHl receptor. In separate aspects, the subject invention is directed to uses of said compounds in the preparation of a pharmaceutical composition for the treatment of obesity and CNS related disorders and to methods of treating said disorders comprising administering a therapeutically effective amount of a compound of the invention.

  本发明涉及能够结合MCH1受体的吲哚衍生物。在不同的方面，本发明涉及这些化合物在制备用于治疗肥胖和中枢神经系统相关疾病的药物组合物中的用途，以及包括给予本发明化合物有效治疗量的治疗这些疾病的方法。
• PYRIDO-/AZEPINO-BENZOFURAN AND PYRIDO-/AZEPINO-BENZOTHIOPHENE MCH-1 ANTAGONISTS, METHODS OF MAKING, AND USE THEREOF
  申请人：Albany Molecular Research, Inc.

  公开号：US20140163012A1

  公开（公告）日：2014-06-12

  Novel MCH-1 receptor antagonists are disclosed. These compounds are used in the treatment of various disorders, including obesity, anxiety, depression, non-alcoholic fatty liver disease, and psychiatric disorders. Methods of making these compounds are also described.

  新型MCH-1受体拮抗剂被披露。这些化合物用于治疗包括肥胖、焦虑、抑郁、非酒精性脂肪肝病和精神障碍在内的各种疾病。制造这些化合物的方法也进行了描述。
• Selective Fluorination of 4-Substituted 2-Aminopyridines and Pyridin-2(1<i>H</i>)-ones in Aqueous Solution
  作者：Gang Zhou、Yawei Tian、Xiaoming Zhao、Wenyan Dan

  DOI：10.1021/acs.orglett.8b02003

  日期：2018.8.17

  Fluorination of 2-aminopyridines and pyridin-2(1H)-ones in the presence of Selectfluor, water, and chloroform under mild conditions has been realized. This method gives fluorinated pyridines in good to high yields with high regioselectivities. The electron-deficient pyridine system is activated by an amino or hydroxyl group at C2. The regioselectivity of the fluorination reaction is strongly dependent

  已经实现了在温和条件下在Selectfluor，水和氯仿存在下对2-氨基吡啶和吡啶2（1 H）-1的氟化反应。该方法以高至高产率和高区域选择性得到氟化吡啶。缺电子吡啶系统被C2处的氨基或羟基激活。氟化反应的区域选择性强烈取决于2-氨基吡啶或吡啶-2（1 H）-one中的取代基模式。还实现了3-氟取代的吡啶衍生物到氟化的唑烷嘧啶的转化。
• [EN] COMPOUNDS INHIBITING TDG ACTIVITY<br/>[FR] COMPOSÉS INHIBANT L'ACTIVITÉ DE TDG<br/>[ZH] 抑制TDG活性的化合物
  申请人：EPITAS BIOSCIENCES SHANGHAI CO LTD

  公开号：WO2020224396A1

  公开（公告）日：2020-11-12

  本发明提供了一类抑制TDG活性的化合物。具体地，本发明提供了一种如式I所示的具有新颖结构的化合物。本发明的小分子抑制剂对TDG具有优异的抑制作用。
• [EN] AZETIDINE DERIVATIVES<br/>[FR] DÉRIVÉS D'AZÉTIDINE
  申请人：LUNDBECK & CO AS H

  公开号：WO2009137270A2

  公开（公告）日：2009-11-12

  The present invention relates to azetidine derivatives which bind to the MCH l receptor. In separate aspects, the subject invention is directed to uses of said compounds in the preparation of a pharmaceutical composition for the treatment of metabolic and CNS related disorders and to methods of treating said disorders comprising administering a therapeutically effective amount of a compound of the invention.