4-{5-bromo-2-[1-(2-cyano-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile | 1033951-10-8

• 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-(2-cyano-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile
• 英文别名: 4-[(5-Bromo-2-{[1-(2-cyanobenzyl)piperidin-4-yl]amino}pyrimidin-4-yl)oxy]-3,5-dimethylbenzonitrile；4-[5-bromo-2-[[1-[(2-cyanophenyl)methyl]piperidin-4-yl]amino]pyrimidin-4-yl]oxy-3,5-dimethylbenzonitrile
• CAS: 1033951-10-8
• 化学式: C₂₆H₂₅BrN₆O
• 分子量: 517.428
• InChiKey: NVZCDOLEPUQGGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  97.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-[5-Bromo-2-(piperidin-4-ylamino)pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile 、 2-氰基溴苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-{5-bromo-2-[1-(2-cyano-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile
  参考文献：
  名称：

  Discovery of piperidin-4-yl-aminopyrimidines as HIV-1 reverse transcriptase inhibitors. N-Benzyl derivatives with broad potency against resistant mutant viruses

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2010.05.040

文献信息

• 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.