5-chloro-1-(4-isopropylbenzyl)-2-nitroaniline | 852690-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-chloro-1-(4-isopropylbenzyl)-2-nitroaniline
• 英文别名: 5-chloro-2-nitro-N-[(4-propan-2-ylphenyl)methyl]aniline
• CAS: 852690-16-5
• 化学式: C₁₆H₁₇ClN₂O₂
• 分子量: 304.776
• InChiKey: LUJHUPSWGFSLPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-1-(4-isopropylbenzyl)-2-nitroaniline 在 盐酸 、 锌 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以89%的产率得到2-amino-5-chloro-1-(4-isopropylbenzyl)aniline
  参考文献：
  名称：

  Computational Strategies in Discovering Novel Non-nucleoside Inhibitors of HIV-1 RT

  摘要：

  A three-dimensional common feature pharmacophore model was developed using the X-ray structure of RT/non-nucleoside inhibitor (NNRTI) complexes. Starting from the pharmacophore hypothesis and the structure of the lead compound TBZ, new NNRTIs were designed and synthesized, having the benzimidazol-2-one system as a scaffold. Docking experiments showed that these molecules docked in a position and orientation similar to that of known inhibitors. Biological testing confirmed that our strategy was successful in searching for new leads as NNRTIs.

  DOI：

  10.1021/jm049279a
• 作为产物：
  描述：

  2-硝基-5-氯苯胺 、 对异丙基溴苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以74%的产率得到5-chloro-1-(4-isopropylbenzyl)-2-nitroaniline
  参考文献：
  名称：

  Computational Strategies in Discovering Novel Non-nucleoside Inhibitors of HIV-1 RT

  摘要：

  A three-dimensional common feature pharmacophore model was developed using the X-ray structure of RT/non-nucleoside inhibitor (NNRTI) complexes. Starting from the pharmacophore hypothesis and the structure of the lead compound TBZ, new NNRTIs were designed and synthesized, having the benzimidazol-2-one system as a scaffold. Docking experiments showed that these molecules docked in a position and orientation similar to that of known inhibitors. Biological testing confirmed that our strategy was successful in searching for new leads as NNRTIs.

  DOI：

  10.1021/jm049279a