7-(4-fluorobenzyl)-5-hydroxy-9-triisopropylsilanyloxypyrrolo[3,4-g]quinoline-6,8-dione | 684284-38-6

• 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-fluorobenzyl)-5-hydroxy-9-triisopropylsilanyloxypyrrolo[3,4-g]quinoline-6,8-dione
• 英文别名: 7-(4-Fluoro-benzyl)-5-hydroxy-9-triisopropylsilanyloxy-pyrrolo[3,4-g]quinoline-6,8-dione；7-[(4-fluorophenyl)methyl]-5-hydroxy-9-tri(propan-2-yl)silyloxypyrrolo[3,4-g]quinoline-6,8-dione
• CAS: 684284-38-6
• 化学式: C₂₇H₃₁FN₂O₄Si
• 分子量: 494.638
• InChiKey: FUMRLSOCVKAWGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-(4-fluorobenzyl)-5-hydroxy-9-triisopropylsilanyloxypyrrolo[3,4-g]quinoline-6,8-dione 在 三乙基硅烷 、 三氟化硼乙醚 、 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 乙腈 为溶剂， 反应 31.0h， 生成 7-(4-fluoro-benzyl)-9-hydroxy-5-methoxy-6-methyl-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one
  参考文献：
  名称：

  Effect of substitution on novel tricyclic HIV-1 integrase inhibitors

  摘要：

  A series of novel tricyclic inhibitors of HIV-1 integrase enzyme was prepared. The effect of substitution at C-6 of the 9-hydroxy-6,7-dihydropyrrolo[3,4-glquinolin-8-one compounds was studied in vitro. Inhibitors with small side chains at C-6 were generally well tolerated by the enzyme, and the physicochemical properties of the inhibitors were improved by substitution of a small alkyl group at this position. A second series of analogs bearing a sulfamate at the C-5 position with various C-6 substituents were prepared to explore the interplay between the two groups. The SAR of the two classes are not parallel; modification at C-5 impacts the effect of substitutions at C-6. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.008
• 作为产物：
  描述：

  7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione 、 三异丙基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 7-(4-fluorobenzyl)-5-hydroxy-9-triisopropylsilanyloxypyrrolo[3,4-g]quinoline-6,8-dione
  参考文献：
  名称：

  Effect of substitution on novel tricyclic HIV-1 integrase inhibitors

  摘要：

  A series of novel tricyclic inhibitors of HIV-1 integrase enzyme was prepared. The effect of substitution at C-6 of the 9-hydroxy-6,7-dihydropyrrolo[3,4-glquinolin-8-one compounds was studied in vitro. Inhibitors with small side chains at C-6 were generally well tolerated by the enzyme, and the physicochemical properties of the inhibitors were improved by substitution of a small alkyl group at this position. A second series of analogs bearing a sulfamate at the C-5 position with various C-6 substituents were prepared to explore the interplay between the two groups. The SAR of the two classes are not parallel; modification at C-5 impacts the effect of substitutions at C-6. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.008

文献信息

• Phosphonate analogs of HIV integrase inhibitor compounds
  申请人：Cai R. Zhenhong

  公开号：US20060116356A1

  公开（公告）日：2006-06-01

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

  本发明揭示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，其保护中间体以及用于抑制HIV整合酶的方法。
• Pre-organized tricyclic integrase inhibitor compounds
  申请人：GILEAD SCIENCES, INC.

  公开号：US20040157804A1

  公开（公告）日：2004-08-12

  Tricyclic compounds according to the structure below, protected intermediates thereof, and methods for inhibition of HIV-integrase are disclosed. 1 A 1 and A 2 are moieties forming a five, six, or seven membered ring. L is a bond or a linker connecting a ring atom of Ar to N. X is O, S, or substituted nitrogen. Ar is aryl or heteroaryl. Q is N, + NR, or CR 4 . The aryl carbons may be independently substituted with substituents other than hydrogen. The compounds may include prodrug moieties covalently attached at any site.

  本发明揭示了以下结构的三环化合物、其保护中间体以及抑制HIV整合酶的方法。其中，1A1和A2是形成五、六或七元环的基团。L是连接Ar环原子和N原子的键或连接器。X为O、S或取代氮。Ar为芳基或杂环芳基。Q为N、+NR或CR4。芳基碳可以独立地被取代为除氢以外的取代基。化合物可以包括共价连接在任何位点的前药基团。
• 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。
• [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