7-(5-(4-fluorobenzyl)-1,3,4-oxadiazol-2-yl)-8-methoxy-N-methyl-1,6-naphthyridine-5-carboxamide | 1149734-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-(5-(4-fluorobenzyl)-1,3,4-oxadiazol-2-yl)-8-methoxy-N-methyl-1,6-naphthyridine-5-carboxamide
• CAS: 1149734-41-7
• 化学式: C₂₀H₁₆FN₅O₃
• 分子量: 393.377
• InChiKey: YFRPHJKVRBFZOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  103.03
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  7-(5-(4-fluorobenzyl)-1,3,4-oxadiazol-2-yl)-8-methoxy-N-methyl-1,6-naphthyridine-5-carboxamide 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 7-[5-[(4-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]-8-hydroxy-N-methyl-1,6-naphthyridine-5-carboxamide
  参考文献：
  名称：

  1,3,4-Oxadiazole substituted naphthyridines as HIV-1 integrase inhibitors. Part 2: SAR of the C5 position

  摘要：

  The use of a 1,3,4-oxadiazole in combination with an 8-hydroxy-1,6-naphthyridine ring system has been shown to deliver potent enzyme and antiviral activity through inhibition of viral DNA integration. This report presents a detailed structure-activity investigation of the C5 position resulting in low nM potency for several analogs with an excellent therapeutic index. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.089
• 作为产物：
  描述：

  7-(5-(4-fluorobenzyl)-1,3,4-oxadiazol-2-yl)-8-methoxy-1,6-naphthyridine-5-carboxylic acid 、 甲胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以63%的产率得到7-(5-(4-fluorobenzyl)-1,3,4-oxadiazol-2-yl)-8-methoxy-N-methyl-1,6-naphthyridine-5-carboxamide
  参考文献：
  名称：

  1,3,4-Oxadiazole substituted naphthyridines as HIV-1 integrase inhibitors. Part 2: SAR of the C5 position

  摘要：

  The use of a 1,3,4-oxadiazole in combination with an 8-hydroxy-1,6-naphthyridine ring system has been shown to deliver potent enzyme and antiviral activity through inhibition of viral DNA integration. This report presents a detailed structure-activity investigation of the C5 position resulting in low nM potency for several analogs with an excellent therapeutic index. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.089