4-(3,5-二甲基苯氧基)-5-乙基-6-甲基-3-硝基-1H-吡啶-2-酮 | 651778-60-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(3,5-二甲基苯氧基)-5-乙基-6-甲基-3-硝基-1H-吡啶-2-酮
• 英文名称: 4-(3,5-dimethylphenoxy)-5-ethyl-6-methyl-3-nitro-1H-pyridin-2-one
• CAS: 651778-60-8
• 化学式: C₁₆H₁₈N₂O₄
• 分子量: 302.33
• InChiKey: ZDTUOEWZOMNULL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3,5-二甲基苯氧基)-5-乙基-6-甲基-3-硝基-1H-吡啶-2-酮 在 tin(ll) chloride 作用下， 以 乙酸乙酯 为溶剂， 以70%的产率得到3-amino-4-(3,5-dimethylphenoxy)-5-ethyl-6-methyl-1H-pyridin-2-one
  参考文献：
  名称：

  3-Iodo-4-phenoxypyridinones (IOPY's), a new family of highly potent non-nucleoside inhibitors of HIV-1 reverse transcriptase

  摘要：

  Building upon the potent anti-HIV-1 activities observed for the 3-dimethylamino-4-benzylpyridinone 2, and the corresponding 4-aryloxypyridinone analogue 3, a concise and efficient route to the 3-iodo-4-aryloxypyridinones 14a-c (IOPY's) was developed. This involved reaction of the 4-hydroxy substituted pyridinone 10 with the requisite dichloroiodobenzene reagent 11. IOPY compound 14c is active at IC50 = 1-45 nM against wild type HIV-1 and a panel of six major simple/double HIV mutant strains. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.045
• 作为产物：
  描述：

  4-(3,5-二甲基苯氧基)-5-乙基-6-甲基-2-氧代-1,2-二氢吡啶-3-羧酸乙酯 在 盐酸 、 硝酸 、 溶剂黄146 作用下， 生成 4-(3,5-二甲基苯氧基)-5-乙基-6-甲基-3-硝基-1H-吡啶-2-酮
  参考文献：
  名称：

  3-Iodo-4-phenoxypyridinones (IOPY's), a new family of highly potent non-nucleoside inhibitors of HIV-1 reverse transcriptase

  摘要：

  Building upon the potent anti-HIV-1 activities observed for the 3-dimethylamino-4-benzylpyridinone 2, and the corresponding 4-aryloxypyridinone analogue 3, a concise and efficient route to the 3-iodo-4-aryloxypyridinones 14a-c (IOPY's) was developed. This involved reaction of the 4-hydroxy substituted pyridinone 10 with the requisite dichloroiodobenzene reagent 11. IOPY compound 14c is active at IC50 = 1-45 nM against wild type HIV-1 and a panel of six major simple/double HIV mutant strains. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.045