2-[3-Cyclopropyl-1-(5-ethyl-2-methoxy-6-methyl-pyridin-3-yl)-1-trifluoromethyl-prop-2-ynyloxymethyl]-benzooxazole | 335665-42-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-[3-Cyclopropyl-1-(5-ethyl-2-methoxy-6-methyl-pyridin-3-yl)-1-trifluoromethyl-prop-2-ynyloxymethyl]-benzooxazole
• CAS: 335665-42-4
• 化学式: C₂₄H₂₃F₃N₂O₃
• 分子量: 444.453
• InChiKey: FKAGMVWHOMZLGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  57.38
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-[3-Cyclopropyl-1-(5-ethyl-2-methoxy-6-methyl-pyridin-3-yl)-1-trifluoromethyl-prop-2-ynyloxymethyl]-benzooxazole 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 生成 4-(Benzooxazol-2-ylmethoxy)-2-cyclopropyl-6-ethyl-3-iodo-7-methyl-4-trifluoromethyl-4H-pyrano[2,3-b]pyridine
  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 、 sodium hydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[3-Cyclopropyl-1-(5-ethyl-2-methoxy-6-methyl-pyridin-3-yl)-1-trifluoromethyl-prop-2-ynyloxymethyl]-benzooxazole
  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