1-(5-Ethyl-2-methoxy-6-methyl-pyridin-3-yl)-2,2,2-trifluoro-ethanone | 335665-34-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-Ethyl-2-methoxy-6-methyl-pyridin-3-yl)-2,2,2-trifluoro-ethanone
• 英文别名: 1-(5-Ethyl-2-methoxy-6-methylpyridin-3-yl)-2,2,2-trifluoroethanone；1-(5-ethyl-2-methoxy-6-methylpyridin-3-yl)-2,2,2-trifluoroethanone
• CAS: 335665-34-4
• 化学式: C₁₁H₁₂F₃NO₂
• 分子量: 247.217
• InChiKey: OKGVOJYUMMBNSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(5-Ethyl-2-methoxy-6-methyl-pyridin-3-yl)-2,2,2-trifluoro-ethanone 在 碘代三甲硅烷 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [3-Cyclopropyl-1-(5-ethyl-6-methyl-2-oxo-1,2-dihydro-pyridin-3-yl)-1-trifluoromethyl-prop-2-ynyloxy]-acetonitrile
  参考文献：
  名称：

  Trifluoromethyl-containing 3-alkoxymethyl- and 3-aryloxymethyl-2-pyridinones are potent inhibitors of hIV-1 non-nucleoside reverse transcriptase

  摘要：

  3-Alkoxymethyl- and 3-aryloxymethyl-2-pyridinones were synthesized and evaluated for activity as non-nucleoside reverse transcriptase inhibitors (NNRTIs) of HIV-I. It was found that several compounds were potent inhibitors of HIV-I with the most potent compound 24 exhibiting an IC90 = 32 nM. Compound 24 also possessed a potent resistance profile as demonstrated by submicromolar IC(90)s against several clinically meaningful mutant virus strains. (C) 2001 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00662-4
• 作为产物：
  描述：

  2-methoxy-5-ethyl-6-methylnicotinaldehyde 在 四丁基氟化铵 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 为溶剂， 生成 1-(5-Ethyl-2-methoxy-6-methyl-pyridin-3-yl)-2,2,2-trifluoro-ethanone
  参考文献：
  名称：

  Trifluoromethyl-containing 3-alkoxymethyl- and 3-aryloxymethyl-2-pyridinones are potent inhibitors of hIV-1 non-nucleoside reverse transcriptase

  摘要：

  3-Alkoxymethyl- and 3-aryloxymethyl-2-pyridinones were synthesized and evaluated for activity as non-nucleoside reverse transcriptase inhibitors (NNRTIs) of HIV-I. It was found that several compounds were potent inhibitors of HIV-I with the most potent compound 24 exhibiting an IC90 = 32 nM. Compound 24 also possessed a potent resistance profile as demonstrated by submicromolar IC(90)s against several clinically meaningful mutant virus strains. (C) 2001 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00662-4

文献信息

• Trifluoromethyl-containing 3-alkoxymethyl- and 3-aryloxymethyl-2-pyridinones are potent inhibitors of hIV-1 non-nucleoside reverse transcriptase
  作者：Jeffrey W. Corbett、Kristen J. Kresge、Senliang Pan、Beverly C. Cordova、Ronald M. Klabe、James D. Rodgers、Susan K. Erickson-Viitanen

  DOI：10.1016/s0960-894x(00)00662-4

  日期：2001.2

  3-Alkoxymethyl- and 3-aryloxymethyl-2-pyridinones were synthesized and evaluated for activity as non-nucleoside reverse transcriptase inhibitors (NNRTIs) of HIV-I. It was found that several compounds were potent inhibitors of HIV-I with the most potent compound 24 exhibiting an IC90 = 32 nM. Compound 24 also possessed a potent resistance profile as demonstrated by submicromolar IC(90)s against several clinically meaningful mutant virus strains. (C) 2001 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.