2-[[4-(4-tert-butyl-2-chloro-phenyl)-5-methyl-1H-pyrazol-3-yl]oxy]-N-[2-chloro-4-(4-hydroxy-3,3-dimethyl-but-1-ynyl)phenyl]acetamide | 1143573-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[[4-(4-tert-butyl-2-chloro-phenyl)-5-methyl-1H-pyrazol-3-yl]oxy]-N-[2-chloro-4-(4-hydroxy-3,3-dimethyl-but-1-ynyl)phenyl]acetamide
• 英文别名: 2-[[4-(4-tert-butyl-2-chlorophenyl)-5-methyl-1H-pyrazol-3-yl]oxy]-N-[2-chloro-4-(4-hydroxy-3,3-dimethylbut-1-ynyl)phenyl]acetamide
• CAS: 1143573-71-0
• 化学式: C₂₈H₃₁Cl₂N₃O₃
• 分子量: 528.478
• InChiKey: IVPUMMMSBHDOHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(4-Amino-3-chlorophenyl)-2,2-dimethylbut-3-yn-1-ol 、 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-[[4-(4-tert-butyl-2-chloro-phenyl)-5-methyl-1H-pyrazol-3-yl]oxy]-N-[2-chloro-4-(4-hydroxy-3,3-dimethyl-but-1-ynyl)phenyl]acetamide
  参考文献：
  名称：

  Investigation on the role of the tetrazole in the binding of thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases

  摘要：

  The role of the tetrazole moiety in the binding of aryl thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases was explored. Different acyclic, cyclic and heterocyclic replacements were investigated in order to evaluate the conformational and electronic contribution of the tetrazole ring to the binding of the inhibitors in the NNRTI pocket. The replacement of the tetrazole by a pyrazolyl group led to reversal of selectivity, providing inhibitors with excellent potency against the double mutant reverse transcriptase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.074

文献信息

• Investigation on the role of the tetrazole in the binding of thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases
  作者：Alexandre Gagnon、Serge Landry、René Coulombe、Araz Jakalian、Ingrid Guse、Bounkham Thavonekham、Pierre R. Bonneau、Christiane Yoakim、Bruno Simoneau

  DOI：10.1016/j.bmcl.2008.12.074

  日期：2009.2

  The role of the tetrazole moiety in the binding of aryl thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases was explored. Different acyclic, cyclic and heterocyclic replacements were investigated in order to evaluate the conformational and electronic contribution of the tetrazole ring to the binding of the inhibitors in the NNRTI pocket. The replacement of the tetrazole by a pyrazolyl group led to reversal of selectivity, providing inhibitors with excellent potency against the double mutant reverse transcriptase. (C) 2008 Elsevier Ltd. All rights reserved.