Carbamic acid, (4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-, ethyl ester | 172469-69-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Carbamic acid, (4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-, ethyl ester
• 英文别名: ethyl N-[4-(3,5-dimethylphenyl)sulfanyl-5-methyl-2-oxo-1H-pyridin-3-yl]carbamate
• CAS: 172469-69-1
• 化学式: C₁₇H₂₀N₂O₃S
• 分子量: 332.423
• InChiKey: WRDWJAVDHNBIFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  472.2±45.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-chloro-5-methyl-3-nitropyridin-2(1H)-one 在 三乙胺 、 tin(ll) chloride 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 52.0h， 生成 Carbamic acid, (4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-, ethyl ester
  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.