5-Ethyl-3-iodo-6-methyl-4-m-tolyloxy-1H-pyridin-2-one | 651778-62-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Ethyl-3-iodo-6-methyl-4-m-tolyloxy-1H-pyridin-2-one
• 英文别名: 5-ethyl-3-iodo-6-methyl-4-(3-methylphenoxy)-1H-pyridin-2-one
• CAS: 651778-62-0
• 化学式: C₁₅H₁₆INO₂
• 分子量: 369.202
• InChiKey: OTGDJMNGBDKAJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-ethyl-4-hydroxy-6-methylpyridin-2(1H)-one 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-Ethyl-3-iodo-6-methyl-4-m-tolyloxy-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

文献信息

• 3-Iodo-4-phenoxypyridinones (IOPY's), a new family of highly potent non-nucleoside inhibitors of HIV-1 reverse transcriptase
  作者：Abdellah Benjahad、Jérôme Guillemont、Koen Andries、Chi Hung Nguyen、David S Grierson

  DOI：10.1016/j.bmcl.2003.09.045

  日期：2003.12

  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.