Carbonic acid 5-ethoxycarbonyloxy-7-(4-fluoro-benzyl)-3-methoxy-6,8-dioxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-9-yl ester ethyl ester | 907205-56-5

• 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: Carbonic acid 5-ethoxycarbonyloxy-7-(4-fluoro-benzyl)-3-methoxy-6,8-dioxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-9-yl ester ethyl ester
• CAS: 907205-56-5
• 化学式: C₂₅H₂₁FN₂O₉
• 分子量: 512.448
• InChiKey: BFGRYNTYDLMUJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  130.56
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Carbonic acid 5-ethoxycarbonyloxy-7-(4-fluoro-benzyl)-3-methoxy-6,8-dioxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-9-yl ester ethyl ester 在 三乙基硅烷 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 水 、 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 7-(4-Fluorobenzyl)-9-hydroxy-3,5-dimethoxy-6,7-dihydropyrrolo[3,4-g]quinolin-8-one
  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 在 吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 Carbonic acid 5-ethoxycarbonyloxy-7-(4-fluoro-benzyl)-3-methoxy-6,8-dioxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-9-yl ester ethyl ester
  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