2-{[3-(1-hydroxy-4,4-diisopentyl-3-oxo-3,4-dihydro-2-naphthalenyl)-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl]oxy}acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 英文名称: 2-{[3-(1-hydroxy-4,4-diisopentyl-3-oxo-3,4-dihydro-2-naphthalenyl)-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl]oxy}acetamide
• 英文别名: 2-[[3-(1-hydroxy-4,4-diisopentyl-3-oxo-2-naphthyl)-1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-7-yl]oxy]acetamide；2-[[3-[1-hydroxy-4,4-bis(3-methylbutyl)-3-oxonaphthalen-2-yl]-1,1-dioxo-4H-1λ6,2,4-benzothiadiazin-7-yl]oxy]acetamide
• 化学式: C₂₉H₃₅N₃O₆S
• 分子量: 553.679
• InChiKey: OCQWLZBAKSULMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  157
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-hydroxy-3-(7-hydroxy-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1,1-diisopentyl-2(1H)-napthalenone 、 2-碘乙酰胺 在 四丁基碘化铵 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-{[3-(1-hydroxy-4,4-diisopentyl-3-oxo-3,4-dihydro-2-naphthalenyl)-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl]oxy}acetamide
  参考文献：
  名称：

  Hepatitis C NS5B polymerase inhibitors: 4,4-Dialkyl-1-hydroxy-3-oxo-3,4-dihydronaphthalene-3-yl benzothiadiazine derivatives

  摘要：

  4,4-Dialkyl-1-hydroxy-3-oxo-3.4-dihydronaphthalene-3-yl benzothiadiazine derivatives were synthesized and evaluated as inhibitors of genotypes 1a and 1b HCV NS5B polymerase. A number of these compounds exhibited potent activity against genotypes 1a and 1b HCV polymerase in both enzymatic and cell culture activities. A representative compound also showed favorable pharmacokinetics in the rat. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.043

文献信息

• Anti-infective agents
  申请人：Hutchinson K. Douglas

  公开号：US20050107364A1

  公开（公告）日：2005-05-19

  Compounds having the formula are hepatitis C (HCV) polymerase inhibitors. Also disclosed are a composition and method for inhibiting hepatitis C (HCV) polymerase, processes for making the compounds, and synthetic intermediates employed in the processes.

  具有该公式的化合物是丙型肝炎（HCV）聚合酶抑制剂。还公开了一种用于抑制丙型肝炎（HCV）聚合酶的组成和方法，用于制造这些化合物的过程，以及在这些过程中使用的合成中间体。
• Anti-Infective Agents
  申请人：Hutchinson Douglas K.

  公开号：US20080193413A1

  公开（公告）日：2008-08-14

  Compounds having the formula are hepatitis C(HCV) polymerase inhibitors. Also disclosed are a composition and method for inhibiting hepatitis C(HCV) polymerase, processes for making the compounds, and synthetic intermediates employed in the processes.

  具有公式的化合物是丙型肝炎（HCV）聚合酶抑制剂。还公开了一种用于抑制丙型肝炎（HCV）聚合酶的组合物和方法，制备化合物的过程以及用于该过程的合成中间体。
• US7378414B2
  申请人：——

  公开号：US7378414B2

  公开（公告）日：2008-05-27
• US7538105B2
  申请人：——

  公开号：US7538105B2

  公开（公告）日：2009-05-26
• Hepatitis C NS5B polymerase inhibitors: 4,4-Dialkyl-1-hydroxy-3-oxo-3,4-dihydronaphthalene-3-yl benzothiadiazine derivatives
  作者：Douglas K. Hutchinson、Teresa Rosenberg、Larry L. Klein、Todd D. Bosse、Daniel P. Larson、Wenping He、Wen W. Jiang、Warren M. Kati、William E. Kohlbrenner、Yaya Liu、Sherie V. Masse、Tim Middleton、Akhteruzzaman Molla、Debra A. Montgomery、David W.A. Beno、Kent D. Stewart、Vincent S. Stoll、Dale J. Kempf

  DOI：10.1016/j.bmcl.2008.06.043

  日期：2008.7

  4,4-Dialkyl-1-hydroxy-3-oxo-3.4-dihydronaphthalene-3-yl benzothiadiazine derivatives were synthesized and evaluated as inhibitors of genotypes 1a and 1b HCV NS5B polymerase. A number of these compounds exhibited potent activity against genotypes 1a and 1b HCV polymerase in both enzymatic and cell culture activities. A representative compound also showed favorable pharmacokinetics in the rat. (C) 2008 Elsevier Ltd. All rights reserved.