5-methyl-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-4-carboxylic acid | 748129-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-4-carboxylic acid
• 英文别名: 5-methyl-1-(2-trimethylsilylethoxymethyl)imidazole-4-carboxylic acid
• CAS: 748129-97-7
• 化学式: C₁₁H₂₀N₂O₃Si
• 分子量: 256.377
• InChiKey: PSPMZKORPXXUAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-4-carboxylic acid 、 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile 以to provide the title compound (0.32 g, 25% overall) as a white solid的产率得到N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-4-methyl-1H-imidazole-5-carboxamide
  参考文献：
  名称：

  Chemical compounds

  摘要：

  本发明涉及一种非核苷类逆转录酶抑制剂化合物，以及制备和使用该化合物的方法。具体而言，本发明涉及使用这些化合物治疗人类免疫缺陷病毒感染的方法。

  公开号：

  US08304419B2

文献信息

• Rational Design of Potent Non-Nucleoside Inhibitors of HIV-1 Reverse Transcriptase
  作者：Pek Chong、Paul Sebahar、Michael Youngman、Dulce Garrido、Huichang Zhang、Eugene L. Stewart、Robert T. Nolte、Liping Wang、Robert G. Ferris、Mark Edelstein、Kurt Weaver、Amanda Mathis、Andrew Peat

  DOI：10.1021/jm301294g

  日期：2012.12.13

  A new series of non-nucleoside reverse transcriptase inhibitors based on an imidazole-amide biarylether scaffold has been identified and shown to possess potent antiviral activity against HIV-1, including the NNRTI-resistant Y188L mutated virus. X-ray crystallography of inhibitors bound to reverse transcriptase, including a structure of the Y188L RT protein, was used extensively to help identify and optimize the key hydrogen-bonding motif. This led directly to the design of compound 43 that exhibits remarkable antiviral activity (EC50 < 1 nM) against a wide range of NNRTI-resistant viruses and a favorable pharmacokinetic profile across multiple species.