4-[(3,5-二甲基苯基)氨基]-5-甲基-3-硝基吡啶-2(1H)-酮 | 172469-82-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 4-[(3,5-二甲基苯基)氨基]-5-甲基-3-硝基吡啶-2(1H)-酮
• 英文名称: 4-(3,5-Dimethyl-phenylamino)-5-methyl-3-nitro-1H-pyridin-2-one
• 英文别名: 2(1H)-Pyridinone, 4-((3,5-dimethylphenyl)amino)-5-methyl-3-nitro-；4-(3,5-dimethylanilino)-5-methyl-3-nitro-1H-pyridin-2-one
• CAS: 172469-82-8
• 化学式: C₁₄H₁₅N₃O₃
• 分子量: 273.291
• InChiKey: FUPRFIZUIOELKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-氨基-3,5-二甲苯 、 4-chloro-5-methyl-3-nitropyridin-2(1H)-one 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以79%的产率得到4-[(3,5-二甲基苯基)氨基]-5-甲基-3-硝基吡啶-2(1H)-酮
  参考文献：
  名称：

  A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors

  摘要：

  4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.

  DOI：

  10.1021/jm00023a007

文献信息

• A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors
  作者：Valerie Dolle、E. Fan、Chi Hung Nguyen、Anne-Marie Aubertin、Andre Kirn、Marie Line Andreola、Gordon Jamieson、Laura Tarrago-Litvak、Emile Bisagni

  DOI：10.1021/jm00023a007

  日期：1995.11

  4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.