9-Benzhydryloxy-7-[(4-fluorophenyl)methyl]-5-(2-trimethylsilylethoxy)pyrrolo[3,4-g]quinoline-6,8-dione | 684284-63-7

• 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: 9-Benzhydryloxy-7-[(4-fluorophenyl)methyl]-5-(2-trimethylsilylethoxy)pyrrolo[3,4-g]quinoline-6,8-dione
• CAS: 684284-63-7
• 化学式: C₃₆H₃₃FN₂O₄Si
• 分子量: 604.753
• InChiKey: RHRAGNIMQSQPJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.06
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-Benzhydryloxy-7-[(4-fluorophenyl)methyl]-5-(2-trimethylsilylethoxy)pyrrolo[3,4-g]quinoline-6,8-dione 在 锂硼氢 、 4-二甲氨基吡啶 、 乙酸酐 、 2,6-二甲基吡啶 、 三乙基硅烷 、 三氟甲磺酸三甲基硅酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 以47%的产率得到9-benzhydryloxy-7-(4-fluoro-benzyl)-5-(2-trimethylsilanyl-ethoxy)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one
  参考文献：
  名称：

  Design, synthesis, and SAR studies of novel and highly active tri-cyclic HIV integrase inhibitors

  摘要：

  A novel class of tri-cyclic HIV integrase inhibitors were designed based on conformational analysis of 1,6-naphthyridine carboxamide compound L-870810 and docking the designed inhibitor into the active site of our integrase enzyme model. The efficient syntheses of pyrroloquinoline tri-cyclic analogs are described. The SAR studies resulted in the identification of a lead compound that is more potent and more soluble than L-870810. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.016
• 作为产物：
  描述：

  7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione 在 4-二甲氨基吡啶 、 sodium hydroxide 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 1,2-二氯乙烷 为溶剂， 反应 19.0h， 生成 9-Benzhydryloxy-7-[(4-fluorophenyl)methyl]-5-(2-trimethylsilylethoxy)pyrrolo[3,4-g]quinoline-6,8-dione
  参考文献：
  名称：

  Design, synthesis, and SAR studies of novel and highly active tri-cyclic HIV integrase inhibitors

  摘要：

  A novel class of tri-cyclic HIV integrase inhibitors were designed based on conformational analysis of 1,6-naphthyridine carboxamide compound L-870810 and docking the designed inhibitor into the active site of our integrase enzyme model. The efficient syntheses of pyrroloquinoline tri-cyclic analogs are described. The SAR studies resulted in the identification of a lead compound that is more potent and more soluble than L-870810. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.016

文献信息

• Integrase inhibitor compounds
  申请人：Cai R. Zhenhong

  公开号：US20070072831A1

  公开（公告）日：2007-03-29

  Tricyclic compounds, protected intermediates thereof, and methods for inhibition of HIV-integrase are disclosed.

  三环化合物、其受保护的中间体以及用于抑制HIV整合酶的方法被披露。
• [EN] PHOSPHONATE ANALOGS OF HIV INTEGRASE INHIBITOR COMPOUNDS<br/>[FR] ANALOGUES DE PHOSPHONATE DE COMPOSES INHIBITEURS DE L'INTEGRASE DU VIH
  申请人：GILEAD SCIENCES INC

  公开号：WO2005117904A3

  公开（公告）日：2006-07-27
• [EN] PRE-ORGANIZED TRICYCLIC INTEGRASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS TRICYCLIQUES PRÉORGANISÉS INHIBITEURS D'INTÉGRASE
  申请人：GILEAD SCIENCES INC

  公开号：WO2004035576A3

  公开（公告）日：2004-06-24
• Design, synthesis, and SAR studies of novel and highly active tri-cyclic HIV integrase inhibitors
  作者：Haolun Jin、Ruby Z. Cai、Laura Schacherer、Salman Jabri、Manuel Tsiang、Maria Fardis、Xiaowu Chen、James M. Chen、Choung U. Kim

  DOI：10.1016/j.bmcl.2006.05.016

  日期：2006.8

  A novel class of tri-cyclic HIV integrase inhibitors were designed based on conformational analysis of 1,6-naphthyridine carboxamide compound L-870810 and docking the designed inhibitor into the active site of our integrase enzyme model. The efficient syntheses of pyrroloquinoline tri-cyclic analogs are described. The SAR studies resulted in the identification of a lead compound that is more potent and more soluble than L-870810. (c) 2006 Elsevier Ltd. All rights reserved.