4-{5-Bromo-2-[1-(4-methanesulfonylbenzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile | 1033951-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-{5-Bromo-2-[1-(4-methanesulfonylbenzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile
• 英文别名: 4-[5-Bromo-2-[[1-[(4-methylsulfonylphenyl)methyl]-4-piperidyl]amino]pyrimidin-4-yl]oxy-3,5-dimethyl-benzonitrile；4-[5-bromo-2-[[1-[(4-methylsulfonylphenyl)methyl]piperidin-4-yl]amino]pyrimidin-4-yl]oxy-3,5-dimethylbenzonitrile
• CAS: 1033951-07-3
• 化学式: C₂₆H₂₈BrN₅O₃S
• 分子量: 570.51
• InChiKey: NPPGPCZJIKXPNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-[5-Bromo-2-(piperidin-4-ylamino)pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile 、 4-(methylsulfonyl)benzyl bromide 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-{5-Bromo-2-[1-(4-methanesulfonylbenzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile
  参考文献：
  名称：

  Non-nucleoside reverse transcriptase inhibitors

  摘要：

  本发明提供了用于治疗HIV感染、预防HIV感染、治疗AIDS或ARC的化合物。本发明的化合物具有如下式I所示的结构，其中R1、R2、R3、R4、R5a、R5b、R6a、R6b和X的定义如本文所述。本发明还公开了使用上述定义的化合物治疗HIV感染的方法，以及含有这些化合物的药物组合物。

  公开号：

  US20080146595A1

文献信息

• Non-nucleoside reverse transcriptase inhibitors
  申请人：Kestesz Denis John

  公开号：US20080146595A1

  公开（公告）日：2008-06-19

  The present invention provides for compounds useful for treating an HIV infection, or preventing an HIV infection, or treating AIDS or ARC. The compounds of the invention are of formula I wherein R 1 , R 2 , R 3 , R 4 , R 5a , R 5b , R 6a , R 6b and X are as herein defined. Also disclosed in the present invention are methods of treating an HIV infection with compounds defined herein and pharmaceutical compositions containing said compounds.

  本发明提供了用于治疗HIV感染、预防HIV感染、治疗AIDS或ARC的化合物。本发明的化合物具有如下式I所示的结构，其中R1、R2、R3、R4、R5a、R5b、R6a、R6b和X的定义如本文所述。本发明还公开了使用上述定义的化合物治疗HIV感染的方法，以及含有这些化合物的药物组合物。
• 2-(PIPERIDIN-4-YL)-4-PHENOXY-OR PHENYLAMINO-PYRIMIDINE DERIVATIVES AS NON-NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2089384B1

  公开（公告）日：2015-08-05
• US7998969B2
  申请人：——

  公开号：US7998969B2

  公开（公告）日：2011-08-16
• Discovery of piperidin-4-yl-aminopyrimidines as HIV-1 reverse transcriptase inhibitors. N-Benzyl derivatives with broad potency against resistant mutant viruses
  作者：Denis J. Kertesz、Christine Brotherton-Pleiss、Minmin Yang、Zhanguo Wang、Xianfeng Lin、Zongxing Qiu、Donald R. Hirschfeld、Shelley Gleason、Taraneh Mirzadegan、Pete W. Dunten、Seth F. Harris、Armando G. Villaseñor、Julie Qi Hang、Gabrielle M. Heilek、Klaus Klumpp

  DOI：10.1016/j.bmcl.2010.05.040

  日期：2010.7

  An analysis of the binding motifs of known HIV-1 non-nucleoside reverse transcriptase inhibitors has led to discovery of novel piperidine-linked aminopyrimidine derivatives with broad activity against wildtype as well as drug-resistant mutant viruses. Notably, the series retains potency against the K103 N/Y181C and Y188L mutants, among others. Thus, the N-benzyl compound 5k has a particularly attractive pro. le. Synthesis and SAR are presented and discussed, as well as crystal structures relating to the binding motifs. (C) 2010 Elsevier Ltd. All rights reserved.