7-(4-Fluoro-benzyl)-5,9-dihydroxy-3-methoxy-pyrrolo[3,4-g]quinoline-6,8-dione | 871470-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-(4-Fluoro-benzyl)-5,9-dihydroxy-3-methoxy-pyrrolo[3,4-g]quinoline-6,8-dione
• CAS: 871470-94-9
• 化学式: C₁₉H₁₃FN₂O₅
• 分子量: 368.321
• InChiKey: HNZPNTFRGSIETK-UHFFFAOYSA-N

物化性质

• 沸点：
  632.9±55.0 °C(Predicted)
• 密度：
  1.578±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  99.96
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  7-(4-Fluoro-benzyl)-5,9-dihydroxy-3-methoxy-pyrrolo[3,4-g]quinoline-6,8-dione 在 吡啶 、 4-二甲氨基吡啶 、 水 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel tricyclic HIV-1 integrase inhibitors by modification of its pyridine ring

  摘要：

  This communication details both the syntheses and biological evaluation of a novel class of HIV-1 integrase inbibitors. When the quinoline moiety is replaced with the quinoxoline moiety, the antiviral activity is significantly compromised. Similarly, introduction of imidazole to replace the pyridine ring is deleterious to the potency of the compound against the enzyme. Substitution at the 3-position of the pyridine has been investigated. The presence of the pyridine ring in the tricyclic core is preferred for antiviral activity against HIV integrase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.018
• 作为产物：
  描述：

  1-[(4-氟苯基)甲基]-2,5-吡咯烷二酮 、 甲醇 、 5-氟吡啶-2,3-二甲酸二甲酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以49%的产率得到7-(4-Fluoro-benzyl)-5,9-dihydroxy-3-methoxy-pyrrolo[3,4-g]quinoline-6,8-dione
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel tricyclic HIV-1 integrase inhibitors by modification of its pyridine ring

  摘要：

  This communication details both the syntheses and biological evaluation of a novel class of HIV-1 integrase inbibitors. When the quinoline moiety is replaced with the quinoxoline moiety, the antiviral activity is significantly compromised. Similarly, introduction of imidazole to replace the pyridine ring is deleterious to the potency of the compound against the enzyme. Substitution at the 3-position of the pyridine has been investigated. The presence of the pyridine ring in the tricyclic core is preferred for antiviral activity against HIV integrase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.018

文献信息

• Phosphonate Analogs Of Hiv Integrase Inhibitor Compounds
  申请人：Cai R. Zhenhong

  公开号：US20080076738A1

  公开（公告）日：2008-03-27

  Novel HIV integrase inhibitor compounds having at least one phosphonate group, protected intermediates thereof, and methods for inhibition of HIV-integrase are disclosed.

  本发明公开了至少具有一个膦酸酯基团的新型HIV整合酶抑制剂化合物、其受保护的中间体以及用于抑制HIV整合酶的方法。