4-[8-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine | 481048-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[8-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine
• 英文别名: 4-[8-Chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]-N-cyclopentylpyrimidin-2-amine
• CAS: 481048-62-8
• 化学式: C₂₂H₁₉ClFN₅
• 分子量: 407.878
• InChiKey: ULQMUCVMULQROI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  环戊胺 、 4-[8-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine 在 palladium diacetate 、 potassium tert-butylate 、 2-(二叔丁基膦)联苯 作用下， 以92%的产率得到N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-8-amine
  参考文献：
  名称：

  Synthesis of Novel Imidazo[1,2-a]pyridines with Potent Activity against Herpesviruses

  摘要：

  Synthesis of a novel imidazopyridine with potent activity against herpes simplex viruses is presented. Several synthetic approaches that describe the introduction of a C-3 pyrimidine substituent on the imidazopyridine core via construction of the pyrimidine or Stille coupling are outlined. Methodology for efficient installation of C-8 amine substituents was developed. The outlined strategies provide a high-yielding, scalable route that is amenable to rapid analogue synthesis.

  DOI：

  10.1021/ol0343616
• 作为产物：
  描述：

  2,3-二氯吡啶 在 ammonium hydroxide 、 硫酸 、 碳酸氢钠 、 sodium carbonate 作用下， 以 乙醇 、 异丙醇 为溶剂， 反应 198.0h， 生成 4-[8-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine
  参考文献：
  名称：

  Synthesis of Novel Imidazo[1,2-a]pyridines with Potent Activity against Herpesviruses

  摘要：

  Synthesis of a novel imidazopyridine with potent activity against herpes simplex viruses is presented. Several synthetic approaches that describe the introduction of a C-3 pyrimidine substituent on the imidazopyridine core via construction of the pyrimidine or Stille coupling are outlined. Methodology for efficient installation of C-8 amine substituents was developed. The outlined strategies provide a high-yielding, scalable route that is amenable to rapid analogue synthesis.

  DOI：

  10.1021/ol0343616

文献信息

• Imidazo[1,2-a]pyridine derivatives for treatment of herpes viral infections
  申请人：Gudmundsson Kristjan

  公开号：US20060167252A1

  公开（公告）日：2006-07-27

  The present invention provides compounds of formula (I) wherein all variables are as defined herein, pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents.

  本发明提供了式(I)的化合物，其中所有变量在此定义，包含它们的药物组成物，制备它们的方法以及它们作为药物代理的用途。
• Imidazo'1,2-a!pyridine derivatives for the prophylaxis and treatment of herpes viral infections
  申请人：Gudmundsson S Kristjan

  公开号：US20050228004A1

  公开（公告）日：2005-10-13

  The present invention provides compounds of formula (I): wherein all variables are as defined herein, pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents.

  本发明提供了式(I)的化合物：其中所有变量如本文所定义，包含这些化合物的制药组合物，制备这些化合物的过程以及它们作为制药剂的用途。
• Imidazo[1,2-a]Pyridine Derivatives for Treatment Of Herpes Viral Infections
  申请人：Gudmundsson S. Kristjan

  公开号：US20070135451A1

  公开（公告）日：2007-06-14

  The present invention provides compounds of formula (I): wherein all variables are as defined herein pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents.

  本发明提供了公式(I)的化合物：其中所有变量均如本文所定义的制药组合物，制备它们的过程以及它们作为制药剂的用途。
• Imidazo[1,2-α]pyridine derivatives for the prophylaxis and treatment of herpes viral infections
  申请人：SmithKline Beecham Corporation

  公开号：US07186714B2

  公开（公告）日：2007-03-06

  The present invention provides compounds of formula (I) wherein all variables are as defined herein, pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents

  本发明提供公式(I)的化合物，其中所有变量均如本文所定义，包含这些化合物的药物组合物，制备这些化合物的方法以及它们作为药物剂的用途。
• Imidazo[1,2-a]pyridines with potent activity against herpesviruses
  作者：Kristjan S. Gudmundsson、Brian A. Johns

  DOI：10.1016/j.bmcl.2007.02.079

  日期：2007.5

  Synthesis of a series of 2-aryl-3-pyrimidyl-imidazo[1,2-a]pyridines with potent activity against herpes simplex viruses is described. Synthetic approaches allowing for variation of the 2-aryl, 3-heteroaryl as well as other imidazopyridine substituents are outlined and resulting effects on antiviral activity are highlighted. Several compounds with in vitro antiviral activity similar or better than acyclovir are described. (c) 2007 Elsevier Ltd. All rights reserved.