4-(benzo[b]thiophen-2-yl)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one | 1108184-36-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 4-(benzo[b]thiophen-2-yl)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one
• 英文别名: 4-(1-benzothiophen-2-yl)-1-[1-(2-pyrrolidin-1-ylethyl)indazol-5-yl]pyridin-2-one
• CAS: 1108184-36-6
• 化学式: C₂₆H₂₄N₄OS
• 分子量: 440.569
• InChiKey: ZONNCULPFMBFIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯并噻吩-2-硼酸 、 (1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one-4-trifluoromethanesulfonate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 生成 4-(benzo[b]thiophen-2-yl)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one
  参考文献：
  名称：

  Synthesis and SAR of 4-aryl-1-(indazol-5-yl)pyridin-2(1H)ones as MCH-1 antagonists for the treatment of obesity

  摘要：

  A new series of 4-aryl-1-(indazol-5-yl)pyridin-2(1H) ones possessing MCH-1 receptor antagonism is presented. Suzuki coupling of boronic acids with key triflate 6 allowed rapid generation of a range of analogs. The SAR of the MCH-1 receptor was explored with a variety of aryl and heterocyclic moieties. Selected compounds were studied in a five-day diet induced obese mouse model to evaluate their potential use as weight loss agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.037

文献信息

• 5-PYRIDINONE SUBSTITUTED INDAZOLES
  申请人：Guzzo Peter

  公开号：US20090082359A1

  公开（公告）日：2009-03-26

  5-pyridinone substituted indazoles of the formula and methods of their use are presented.

  提供了公式为5-吡啶酮取代吲唑并介绍了它们的使用方法。
• 5-pyridinone substituted indazoles and pharmaceutical compositions thereof
  申请人：Albany Molecular Research, Inc.

  公开号：EP2176251B1

  公开（公告）日：2012-02-08
• US8273770B2
  申请人：——

  公开号：US8273770B2

  公开（公告）日：2012-09-25
• [EN] 5-PYRIDINONE SUBSTITUTED INDAZOLES<br/>[FR] INDAZOLES SUBSTITUÉS PAR DU 5-PYRIDINONE
  申请人：AMR TECHNOLOGY INC

  公开号：WO2009015037A2

  公开（公告）日：2009-01-29

  5-pyridinone substituted indazoles of the formula and methods of their use are presented.
• Synthesis and SAR of 4-aryl-1-(indazol-5-yl)pyridin-2(1H)ones as MCH-1 antagonists for the treatment of obesity
  作者：Mark Hadden、Dustin M. Deering、Alan J. Henderson、Matthew D. Surman、Michele Luche、Yuri Khmelnitsky、Steven Vickers、Jean Viggers、Sharon Cheetham、Peter R. Guzzo

  DOI：10.1016/j.bmcl.2010.09.037

  日期：2010.12

  A new series of 4-aryl-1-(indazol-5-yl)pyridin-2(1H) ones possessing MCH-1 receptor antagonism is presented. Suzuki coupling of boronic acids with key triflate 6 allowed rapid generation of a range of analogs. The SAR of the MCH-1 receptor was explored with a variety of aryl and heterocyclic moieties. Selected compounds were studied in a five-day diet induced obese mouse model to evaluate their potential use as weight loss agents. (C) 2010 Elsevier Ltd. All rights reserved.