2-isopropyl-N-(pentan-2-yl)imidazo[1,2-a]pyridin-3-amine | 1218933-58-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 2-isopropyl-N-(pentan-2-yl)imidazo[1,2-a]pyridin-3-amine
• 英文别名: N-pentan-2-yl-2-propan-2-ylimidazo[1,2-a]pyridin-3-amine
• CAS: 1218933-58-4
• 化学式: C₁₅H₂₃N₃
• 分子量: 245.368
• InChiKey: VBRYCZFYDAAYHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 2-pentyl isocyanide 、 异丁醛 在 montmorillonite K-10 clay 作用下， 以 1,4-二氧六环 为溶剂， 以49%的产率得到2-isopropyl-N-(pentan-2-yl)imidazo[1,2-a]pyridin-3-amine
  参考文献：
  名称：

  Imidazo[1,2-a]pyridin-3-amines as potential HIV-1 non-nucleoside reverse transcriptase inhibitors

  摘要：

  During random screening of a small in-house library of compounds, certain substituted imidazo[1,2-a]pyridines were found to be weak allosteric inhibitors of HIV-1 reverse transcriptase (RT). A library of these compounds was prepared using the Groebke reaction and a subset of compounds prepared from 2-chlorobenzaldehyde, cyclohexyl isocyanide and a 6-substituted 2-aminopyridine showed good inhibitory activity in enzymatic (RT) and HIV anti-infectivity MAGI whole cell assays. The compound showing the best anti-HIV-1 IIIB whole cell activity (MAGI IC(50) = 0.18 mu M, IC(90) = 1.06 mu M), along with a good selectivity index (>800), was 2-(2-chlorophenyl)-3-(cyclohexylamino) imidazo[1,2-a]pyridine-5-carbonitrile 38. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.062

文献信息

• [EN] IMIDAZOPYRIDINES AND IMIDAZOPYRIMIDINES AS HIV-I REVERSE TRANSCRIPTASE INHIBITORS<br/>[FR] IMIDAZOPYRIDINES ET IMIDAZOPYRIMIDINES UTILISÉS COMME INHIBITEURS DE LA TRANSCRIPTASE INVERSE DU VIH-1
  申请人：CSIR

  公开号：WO2010032195A1

  公开（公告）日：2010-03-25

  The invention provides compounds of formula A or B which are useful in the treatment of a subject infected with HIV.

  这项发明提供了公式A或B的化合物，可用于治疗感染HIV的受试者。
• IMIDAZOPYRIDINES AND IMIDAZOPYRIMIDINES AS HIV-I REVERSE TRANSCRIPTASE INHIBITORS
  申请人：Bode Moira Leanne

  公开号：US20110312957A1

  公开（公告）日：2011-12-22

  The invention provides compounds of formula A or B which are useful in the treatment of a subject infected with HIV.

  本发明提供了公式A或B的化合物，其在治疗HIV感染的受试者中具有用处。
• US8501767B2
  申请人：——

  公开号：US8501767B2

  公开（公告）日：2013-08-06
• Imidazo[1,2-a]pyridin-3-amines as potential HIV-1 non-nucleoside reverse transcriptase inhibitors
  作者：Moira L. Bode、David Gravestock、Simon S. Moleele、Christiaan W. van der Westhuyzen、Stephen C. Pelly、Paul A. Steenkamp、Heinrich C. Hoppe、Tasmiyah Khan、Lindiwe A. Nkabinde

  DOI：10.1016/j.bmc.2011.05.062

  日期：2011.7

  During random screening of a small in-house library of compounds, certain substituted imidazo[1,2-a]pyridines were found to be weak allosteric inhibitors of HIV-1 reverse transcriptase (RT). A library of these compounds was prepared using the Groebke reaction and a subset of compounds prepared from 2-chlorobenzaldehyde, cyclohexyl isocyanide and a 6-substituted 2-aminopyridine showed good inhibitory activity in enzymatic (RT) and HIV anti-infectivity MAGI whole cell assays. The compound showing the best anti-HIV-1 IIIB whole cell activity (MAGI IC(50) = 0.18 mu M, IC(90) = 1.06 mu M), along with a good selectivity index (>800), was 2-(2-chlorophenyl)-3-(cyclohexylamino) imidazo[1,2-a]pyridine-5-carbonitrile 38. (C) 2011 Elsevier Ltd. All rights reserved.